Responsive fluorinated nanoemulsions for <sup>19</sup>F magnetic resonance detection of cellular hypoxia.
Kadakia, Rahul T.; Xie, Da; Guo, Hongyu; Bouley, Bailey; Yu, Meng; Que, Emily L.; Dalton transactions (Cambridge, England : 2003) 49 (2020) 16419–16424; doi:10.1039/d0dt01182g

data_7704875
_publ_section_title
;
 Responsive fluorinated nanoemulsions for <sup>19</sup>F magnetic
 resonance detection of cellular hypoxia.
;
_journal_issue                   45
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              16419
_journal_page_last               16424
_journal_paper_doi               10.1039/d0dt01182g
_journal_volume                  49
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C28 H33 Cu F18 N7 O9 S2'
_chemical_formula_sum            'C28 H33 Cu F18 N7 O9 S2'
_chemical_formula_weight         1081.27
_chemical_name_common            CuATSMF18Glu
_chemical_name_systematic        CuL1
_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_Hall           'P 2 2ab'
_space_group_name_H-M_alt        'P 21 21 2'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2020-05-14
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2020-07-04 deposited with the CCDC.	2020-07-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            12
_cell_length_a                   38.4703(7)
_cell_length_b                   32.8730(7)
_cell_length_c                   11.9611(3)
_cell_measurement_reflns_used    7457
_cell_measurement_temperature    100.02(12)
_cell_measurement_theta_max      65.5300
_cell_measurement_theta_min      2.6300
_cell_volume                     15126.4(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 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean 5.2940
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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     11.00  36.00   1.00    7.50    --  -42.42  19.00 -60.00   25
  2  \w    -75.00 -35.00   1.00    7.50    --  -42.42  19.00 -60.00   40
  3  \w   -102.00 -55.00   1.00    7.50    --  -42.42 144.00  37.00   47
  4  \w   -113.00 -39.00   1.00    7.50    --  -42.42 -38.00 120.00   74
  5  \w     87.00 176.00   1.00   20.00    --  111.00  45.00 120.00   89
  6  \w     39.00  84.00   1.00   20.00    --  111.00 -94.00-180.00   45
  7  \w     84.00 109.00   1.00   20.00    --  111.00 -94.00 120.00   25
  8  \w     93.00 118.00   1.00   20.00    --  111.00  45.00  60.00   25
  9  \w     42.00  69.00   1.00   20.00    --  111.00 -94.00 120.00   27
 10  \w    146.00 178.00   1.00   20.00    --  111.00  45.00  60.00   32
 11  \w     30.00 104.00   1.00   20.00    --  111.00 -94.00  90.00   74
 12  \w     30.00  89.00   1.00   20.00    --  111.00 -94.00-150.00   59
 13  \w     31.00  65.00   1.00   20.00    --  111.00 -15.00 -60.00   34
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0752
_diffrn_reflns_av_unetI/netI     0.0921
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       41
_diffrn_reflns_limit_h_min       -45
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            50033
_diffrn_reflns_point_group_measured_fraction_full 0.937
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_theta_full        66.600
_diffrn_reflns_theta_max         66.600
_diffrn_reflns_theta_min         2.662
_exptl_absorpt_coefficient_mu    2.448
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.255
_exptl_absorpt_correction_type   'gaussian and multi-scan'
_exptl_absorpt_process_details
; 
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_crystal_colour            'clear red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.424
_exptl_crystal_description       plate
_exptl_crystal_F_000             6540
_exptl_crystal_size_max          0.121
_exptl_crystal_size_mid          0.071
_exptl_crystal_size_min          0.058
_refine_diff_density_max         0.775
_refine_diff_density_min         -0.653
_refine_diff_density_rms         0.074
_refine_ls_abs_structure_details
;
 Flack x determined using 5437 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2108
_refine_ls_number_reflns         25049
_refine_ls_number_restraints     1936
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0930
_refine_ls_R_factor_gt           0.0738
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0912P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1796
_refine_ls_wR_factor_ref         0.1950
_reflns_Friedel_coverage         0.728
_reflns_Friedel_fraction_full    0.865
_reflns_Friedel_fraction_max     0.865
_reflns_number_gt                18809
_reflns_number_total             25049
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0dt01182g2.cif
_cod_data_source_block           cuatsmf18glucose
_cod_depositor_comments          'Adding full bibliography for 7704875.cif.'
_cod_original_cell_volume        15126.4(5)
_cod_database_code               7704875
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.871
_shelx_estimated_absorpt_t_min   0.756
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C12-F10 = C12-F11 = C13-F16 = C13-F17 = C13-F18 = C14-F14 = C14-F15
 1.32 with sigma of 0.02
 C45-F31 = C45-F32 = C45-F33 = C46-F28 = C46-F29 = C46-F30 = C47-F34 = C47-F35
 = C47-F36
 1.32 with sigma of 0.02
 C68-F49 = C68-F50 = C68-F51 = C69-F52 = C69-F53 = C69-F54 = C70-F46 = C70-F47
 = C70-F48
 1.32 with sigma of 0.02
 F43-F44 = F43-F45 = F44-F45 = F37-F38 = F37-F39 = F38-F39 = F40-F41 = F40-F42
 = F41-F42
 2.12 with sigma of 0.02
 F22-F23 = F22-F24 = F23-F24 = F19-F20 = F19-F21 = F20-F21 = F25-F26 = F25-F27
 = F26-F27
 2.12 with sigma of 0.02
 F10-F11 = F10-F12 = F11-F12 = F14-F15 = F17-F18 = F17-F18
 2.12 with sigma of 0.02
 C73-F43 = C73-F44 = C73-F45 = C74-F37 = C74-F38 = C74-F39 = C75-F41 = C75-F42
 = C75-F40
 1.32 with sigma of 0.02
 C40-F22 = C40-F23 = C40-F24 = C41-F25 = C41-F26 = C41-F27 = C42-F19 = C42-F20
 = C42-F21
 1.32 with sigma of 0.02
 F49-F50 = F49-F51 = F50-F51 = F52-F53 = F52-F54 = F53-F54 = F46-F47 = F46-F48
 = F47-F48
 2.12 with sigma of 0.02
 C26-C27
 1.52 with sigma of 0.02
 C26-C25
 1.52 with sigma of 0.02
 F14-C14 \\sim F14A-C14
 with sigma of 0.02
 F21-C42 \\sim F21A-C42
 with sigma of 0.02
 C14-F13 \\sim C14-F13A
 with sigma of 0.02
 F20-C42 \\sim F20A-C42
 with sigma of 0.02
 F49-C68 \\sim F49A-C68
 with sigma of 0.02
 F25-C41 \\sim F25A-C41
 with sigma of 0.02
 F50-C68 \\sim F50A-C68
 with sigma of 0.02
 F26-C41 \\sim F26A-C41
 with sigma of 0.02
 F16-C13 \\sim F16A-C13
 with sigma of 0.02
 F27-C41 \\sim F27A-C41
 with sigma of 0.02
 F17-C13 \\sim F17A-C13
 with sigma of 0.02
 F51-C68 \\sim F51A-C68
 with sigma of 0.02
 F15-C14 \\sim F15A-C14
 with sigma of 0.02
 F18-C13 \\sim F18A-C13
 with sigma of 0.02
 F19-C42 \\sim F19A-C42
 with sigma of 0.02
 F47-C70 \\sim F47A-C70
 with sigma of 0.02
 F48-C70 \\sim F48A-C70
 with sigma of 0.02
 F46-C70 \\sim F46A-C70
 with sigma of 0.02
 F41-C75 \\sim F41A-C75
 with sigma of 0.02
 F40-C75 \\sim F40A-C75
 with sigma of 0.02
 F37-C74 \\sim F37A-C74
 with sigma of 0.02
 F43-C73 \\sim F43A-C73
 with sigma of 0.02
 F38-C74 \\sim F38A-C74
 with sigma of 0.02
 F39-C74 \\sim F39A-C74
 with sigma of 0.02
 F44-C73 \\sim F44A-C73
 with sigma of 0.02
 F42-C75 \\sim F42A-C75
 with sigma of 0.02
 F45-C73 \\sim F45A-C73
 with sigma of 0.02
 F12-C12 \\sim F12A-C12
 with sigma of 0.02
 F54-C69 \\sim F54A-C69
 with sigma of 0.02
 F11-C12 \\sim F11A-C12
 with sigma of 0.02
 F10-C12 \\sim F10A-C12
 with sigma of 0.02
 F52-C69 \\sim F52A-C69
 with sigma of 0.02
 F53-C69 \\sim F53A-C69
 with sigma of 0.02
 O6-C24 \\sim O6A-C24
 with sigma of 0.04
 O6-C25 \\sim O6A-C25A
 with sigma of 0.02
 C24-C25 \\sim C24-C25A
 with sigma of 0.02
 C26-O7 \\sim C26A-O7A
 with sigma of 0.01
 O6-C26 \\sim O6A-C26A
 with sigma of 0.01
 C24-C26 \\sim C24-C26A
 with sigma of 0.01
 C26-O10 \\sim C26A-O10
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
F1 \\sim F2 \\sim F3 \\sim F4 \\sim F5 \\sim F6 \\sim F7 \\sim F8 \\sim F9
\\sim F10 \\sim F11 \\sim F12 \\sim F14 \\sim F15 \\sim F16 \\sim F17 \\sim F18
\\sim F37 \\sim F38 \\sim F39 \\sim F40 \\sim F41 \\sim F42 \\sim F43 \\sim F44
\\sim F45 \\sim F46 \\sim F47 \\sim F48 \\sim F49 \\sim F50 \\sim F51 \\sim F52
\\sim F53 \\sim F54 \\sim F19 \\sim F20 \\sim F21 \\sim F22 \\sim F23 \\sim F24
\\sim F25 \\sim F26 \\sim F27 \\sim F28 \\sim F29 \\sim F30 \\sim F31 \\sim F32
\\sim F33 \\sim F34 \\sim F35 \\sim F36 \\sim F13 \\sim F15A \\sim F14A \\sim
F13A \\sim F16A \\sim F17A \\sim F18A \\sim F21A \\sim F20A \\sim F19A \\sim
F26A \\sim F25A \\sim F27A \\sim F50A \\sim F49A \\sim F51A \\sim F47A \\sim
F46A \\sim F48A \\sim F40A \\sim F42A \\sim F41A \\sim F43A \\sim F44A \\sim
F45A \\sim F38A \\sim F39A \\sim F37A \\sim F54A \\sim F53A \\sim F52A \\sim
F10A \\sim F12A \\sim F11A: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
All non-hydrogen atoms restrained to be isotropic: with sigma of 0.01 and sigma
for terminal atoms of 0.02
Uanis(O6A) = Uanis(O6)
Uanis(C25) = Uanis(C25A)
Uanis(O7) = Uanis(O7A)
4. Others
 Sof(F15A)=Sof(F14A)=Sof(F13A)=1-FVAR(1)
 Sof(F14)=Sof(F15)=Sof(F13)=FVAR(1)
 Sof(F16A)=Sof(F17A)=Sof(F18A)=1-FVAR(2)
 Sof(F16)=Sof(F17)=Sof(F18)=FVAR(2)
 Sof(F21A)=Sof(F20A)=Sof(F19A)=1-FVAR(3)
 Sof(F19)=Sof(F20)=Sof(F21)=FVAR(3)
 Sof(F26A)=Sof(F25A)=Sof(F27A)=1-FVAR(4)
 Sof(F25)=Sof(F26)=Sof(F27)=FVAR(4)
 Sof(F50A)=Sof(F49A)=Sof(F51A)=1-FVAR(5)
 Sof(F49)=Sof(F50)=Sof(F51)=FVAR(5)
 Sof(F47A)=Sof(F46A)=Sof(F48A)=1-FVAR(6)
 Sof(F46)=Sof(F47)=Sof(F48)=FVAR(6)
 Sof(F40A)=Sof(F42A)=Sof(F41A)=1-FVAR(7)
 Sof(F40)=Sof(F41)=Sof(F42)=FVAR(7)
 Sof(F43A)=Sof(F44A)=Sof(F45A)=1-FVAR(8)
 Sof(F43)=Sof(F44)=Sof(F45)=FVAR(8)
 Sof(F38A)=Sof(F39A)=Sof(F37A)=1-FVAR(9)
 Sof(F37)=Sof(F38)=Sof(F39)=FVAR(9)
 Sof(F54A)=Sof(F53A)=Sof(F52A)=1-FVAR(10)
 Sof(F52)=Sof(F53)=Sof(F54)=FVAR(10)
 Sof(F10A)=Sof(F12A)=Sof(F11A)=1-FVAR(11)
 Sof(F10)=Sof(F11)=Sof(F12)=FVAR(11)
 Sof(H24A)=Sof(C25A)=Sof(H25A)=Sof(O6A)=Sof(H6AA)=1-FVAR(12)
 Sof(O6)=Sof(H6)=Sof(H24)=Sof(C25)=Sof(H25)=FVAR(12)
 Fixed Sof: H27(0.68) H27A(0.32) C26(0.68) H26(0.68) O7(0.68) H7A(0.68)
 O7A(0.32) H7AA(0.32) C26A(0.32) H26A(0.32)
5.a Free rotating group:
 O9(H9)
5.b Ternary CH refined with riding coordinates:
 C23(H23), C24(H24), C24(H24A), C25(H25), C27(H27), C27(H27A), C79(H79),
 C80(H80), C81(H81), C82(H82), C83(H83), C51(H51), C52(H52), C53(H53), C54(H54),
  C56(H56), C25A(H25A), C26(H26), C26A(H26A)
5.c Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C10(H10A,H10B), C15(H15A,H15B), C20(H20A,H20B), C21(H21A,H21B),
 C28(H28A,H28B), C64(H64A,H64B), C66(H66A,H66B), C71(H71A,H71B), C76(H76A,H76B),
  C77(H77A,H77B), C84(H84A,H84B), C36(H36A,H36B), C38(H38A,H38B), C43(H43A,
 H43B), C48(H48A,H48B), C49(H49A,H49B), C55(H55A,H55B)
5.d Aromatic/amide H refined with riding coordinates:
 N1(H1), N6(H6A), N7(H7), N15(H15), N20(H20), N21(H21), N8(H8), N13(H13),
 N14(H14)
5.e Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C3(H3A,H3B,H3C), C6(H6B,H6C,H6D), C57(H57A,H57B,H57C),
 C59(H59A,H59B,H59C), C62(H62A,H62B,H62C), C29(H29A,H29B,H29C), C32(H32A,H32B,
 H32C), C34(H34A,H34B,H34C)
5.f Idealised tetrahedral OH refined as rotating group:
 O5(H5), O6(H6), O24(H24B), O25(H25B), O26(H26B), O27(H27B), O15(H15C),
 O16(H16), O17(H17), O18(H18), O6A(H6AA), O7(H7A), O7A(H7AA)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              30919
_shelx_fab_checksum              69624
_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
;