Reaction-free and MMP-independent fluorescent probes for long-term mitochondria visualization and tracking
Zhang, Ruoyao; Niu, Guangle; Li, Xuechen; Guo, Lifang; Zhang, Huamiao; Yang, Rui; Chen, Yuncong; Yu, Xiaoqiang; Tang, Ben Zhong; Chemical Science  (2019) –; doi:10.1039/C8SC05119D

data_1550344
_publ_section_title
;
 Reaction-free and MMP-independent fluorescent probes for long-term
 mitochondria visualization and tracking
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/C8SC05119D
_journal_year                    2019
_chemical_formula_moiety         'I, C27 H37 N2'
_chemical_formula_sum            'C27 H37 I N2'
_chemical_formula_weight         516.48
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2018-06-14
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2018-06-26 deposited with the CCDC.
2018-12-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.202(2)
_cell_angle_gamma                90
_cell_formula_units_Z            12
_cell_length_a                   10.5322(2)
_cell_length_b                   16.7869(4)
_cell_length_c                   43.8778(8)
_cell_measurement_reflns_used    18072
_cell_measurement_temperature    172.99(10)
_cell_measurement_theta_max      76.3940
_cell_measurement_theta_min      3.9310
_cell_volume                     7757.7(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.30d (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.30d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.30d (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      172.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.925
_diffrn_measured_fraction_theta_max 0.938
_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   -110.00 -72.00   1.00    0.30    --  -48.45-123.00 -88.00   38
  2  \w    -90.00 -28.00   1.00    0.30    --  -48.45 123.00  -7.00   62
  3  \w   -118.00 -56.00   1.00    0.30    --  -48.45-149.00 109.00   62
  4  \w     53.00  78.00   1.00    0.30    --   48.45-149.00 109.00   25
  5  \w     42.00  69.00   1.00    0.30    --   48.45-123.00 -88.00   27
  6  \w   -129.00-103.00   1.00    1.10    --  -86.25-149.00 109.00   26
  7  \w    -76.00 -51.00   1.00    1.10    --  -86.25 123.00  -7.00   25
  8  \w    -89.00 -64.00   1.00    1.10    --  -86.25 149.00 155.00   25
  9  \w     51.00  76.00   1.00    1.10    --  107.75-123.00 -88.00   25
 10  \w     64.00  89.00   1.00    1.10    --  107.75-149.00 109.00   25
 11  \w    113.00 138.00   1.00    1.10    --  107.75 149.00 155.00   25
 12  \w    123.00 168.00   1.00    1.10    --  107.75 123.00  -7.00   45
 13  \w   -118.00 -70.00   1.00    0.30    --  -48.45-125.00  60.00   48
 14  \w   -158.00 -74.00   1.00    1.10    --  -86.25 -19.00 150.00   84
 15  \w     45.00 116.00   1.00    1.10    --  107.75-125.00 150.00   71
 16  \w     95.00 175.00   1.00    1.10    --  107.75  19.00-120.00   80
 17  \w     98.00 176.00   1.00    1.10    --  107.75  37.00 -30.00   78
 18  \w     35.00 109.00   1.00    1.10    --  107.75 -57.00   0.00   74
 19  \w    100.00 177.00   1.00    1.10    --  107.75  37.00 -90.00   77
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0643475000
_diffrn_orient_matrix_UB_12      0.0610806000
_diffrn_orient_matrix_UB_13      -0.0212122000
_diffrn_orient_matrix_UB_21      -0.0407246000
_diffrn_orient_matrix_UB_22      -0.0678229000
_diffrn_orient_matrix_UB_23      -0.0215848000
_diffrn_orient_matrix_UB_31      -0.1248938000
_diffrn_orient_matrix_UB_32      -0.0092061000
_diffrn_orient_matrix_UB_33      0.0178247000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0651
_diffrn_reflns_av_unetI/netI     0.0562
_diffrn_reflns_Laue_measured_fraction_full 0.925
_diffrn_reflns_Laue_measured_fraction_max 0.938
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       52
_diffrn_reflns_limit_l_min       -51
_diffrn_reflns_number            47671
_diffrn_reflns_point_group_measured_fraction_full 0.925
_diffrn_reflns_point_group_measured_fraction_max 0.938
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.080
_diffrn_reflns_theta_min         4.009
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    9.822
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.30043
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.30d (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_description       block
_exptl_crystal_F_000             3192
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.546
_refine_diff_density_min         -0.970
_refine_diff_density_rms         0.111
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.905
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     814
_refine_ls_number_reflns         12995
_refine_ls_number_restraints     54
_refine_ls_restrained_S_all      0.910
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0434
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0559P)^2^+31.6072P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1056
_refine_ls_wR_factor_ref         0.1182
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11269
_reflns_number_total             12995
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8sc05119d2.cif
_cod_data_source_block           180613c
_cod_database_code               1550344
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         ICN
_shelx_estimated_absorpt_t_max   0.507
_shelx_estimated_absorpt_t_min   0.440
_reflns_odcompleteness_completeness 93.86
_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 C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
C28 \\sim C29 \\sim C30 \\sim C31 \\sim C32 \\sim C33 \\sim C34 \\sim C35:
within 1.7A with sigma of 0.004 and sigma for terminal atoms of 0.008
C74 \\sim C75 \\sim C76 \\sim C77: within 1.7A with sigma of 0.004 and sigma
for terminal atoms of 0.002
3.a Secondary CH2 refined with riding coordinates:
 C56(H56A,H56B), C57(H57A,H57B), C58(H58A,H58B), C59(H59A,H59B), C60(H60A,
 H60B), C61(H61A,H61B), C62(H62A,H62B), C63(H63A,H63B), C64(H64A,H64B),
 C65(H65A,H65B), C66(H66A,H66B), C29(H29A,H29B), C30(H30A,H30B), C31(H31A,H31B),
  C32(H32A,H32B), C33(H33A,H33B), C34(H34A,H34B), C35(H35A,H35B), C36(H36A,
 H36B), C37(H37A,H37B), C38(H38A,H38B), C39(H39A,H39B), C2(H2A,H2B), C3(H3A,
 H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B), C9(H9A,
 H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B)
3.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C67(H67), C68(H68), C70(H70), C71(H71), C72(H72), C73(H73), C74(H74),
 C77(H77), C78(H78), C79(H79), C80(H80), N3(H3), C40(H40), C41(H41), C43(H43),
 C44(H44), C45(H45), C46(H46), C47(H47), C51(H51), C52(H52), C53(H53), C54(H54),
  N5(H5), C13(H13), C14(H14), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20),
 C24(H24), C25(H25), C26(H26), C27(H27)
3.c Idealised Me refined as rotating group:
 C55(H55A,H55B,H55C), C28(H28A,H28B,H28C), C1(H1A,H1B,H1C)
;
_shelx_res_checksum              43894
_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 2.468
_oxdiff_exptl_absorpt_empirical_full_min 0.548