Photostable polymorphic organic cages for targeted live cell imaging
Al Kelabi, Dana; Dey, Avishek; Alimi, Lukman O.; Piwoński, Hubert; Habuchi, Satoshi; Khashab, Niveen M.; Chemical Science 13 (2022) 7341–7346; doi:10.1039/D2SC00836J

data_1567049
_publ_section_title
;
 Photostable polymorphic organic cages for targeted live cell imaging
;
_journal_issue                   24
_journal_name_full               'Chemical Science'
_journal_page_first              7341
_journal_page_last               7346
_journal_paper_doi               10.1039/D2SC00836J
_journal_volume                  13
_journal_year                    2022
_chemical_absolute_configuration ad
_chemical_formula_moiety
'C36 H42 N6 O6, 1.75[CHCl3]'
_chemical_formula_sum            'C37.75 H43.75 Cl5.25 N6 O6'
_chemical_formula_weight         862.64
_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     dual
_audit_creation_date             2021-10-19
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-01-24 deposited with the CCDC.	2022-06-01 downloaded from the CCDC.
;
_cell_angle_alpha                63.059(8)
_cell_angle_beta                 71.223(9)
_cell_angle_gamma                73.702(9)
_cell_formula_units_Z            2
_cell_length_a                   12.733(4)
_cell_length_b                   13.433(5)
_cell_length_c                   14.738(5)
_cell_measurement_reflns_used    5581
_cell_measurement_temperature    120.0
_cell_measurement_theta_max      27.81
_cell_measurement_theta_min      2.59
_cell_volume                     2100.3(13)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_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 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      120.0
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1454
_diffrn_reflns_av_unetI/netI     0.1295
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            53661
_diffrn_reflns_point_group_measured_fraction_full 0.968
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        25.018
_diffrn_reflns_theta_max         25.018
_diffrn_reflns_theta_min         2.055
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.413
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6228
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1108 before and 0.0878 after correction.
The Ratio of minimum to maximum transmission is 0.8352.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_description       block
_exptl_crystal_F_000             897
_refine_diff_density_max         0.528
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.087
_refine_ls_abs_structure_details
;
 Flack x determined using 3054 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   2.5(10)
_refine_ls_extinction_coef       0.021(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   0.971
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     866
_refine_ls_number_reflns         14326
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      0.971
_refine_ls_R_factor_all          0.1169
_refine_ls_R_factor_gt           0.0873
_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^)+(0.1281P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2043
_refine_ls_wR_factor_ref         0.2226
_reflns_Friedel_coverage         0.944
_reflns_Friedel_fraction_full    0.940
_reflns_Friedel_fraction_max     0.940
_reflns_number_gt                9694
_reflns_number_total             14326
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2sc00836j3.cif
_cod_data_source_block           OC1
_cod_depositor_comments
;
          Adding full bibliography for 1567049.cif.

2025-06-02
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_weight         1725.28
_cod_original_formula_moiety
'0.5(C36 H40 N6 O6), 0.5(C36 H42 N6 O6), 1.75[CHCl3]'
_cod_original_formula_units_Z            1
_cod_original_cell_volume        2100.3(12)
_cod_original_formula_sum        'C75.50 H85.50 Cl10.50 N12 O12'
_cod_database_code               1567049
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 C015(H015), C01M(H01M), C01P(H01P), C01Q(H01Q), C01R(H01R), C01S(H01S),
 C01U(H01U), C01V(H01V), C01Z(H01Z), C025(H025), C02E(H02F), C02M(H6)
2.b Secondary CH2 refined with riding coordinates:
 C00U(H00A,H00B), C00X(H00C,H00D), C017(H01A,H01B), C01G(H01C,H01D), C01X(H01E,
 H01F), C023(H02V,H02W), C024(H02X,H02Y), C026(H02A,H02B), C029(H02Z,H),
 C02B(H2,HA), C02D(H02D,H02E), C02F(H02G,H02H), C02H(H3,HB), C02I(H02J,H02K),
 C02K(H02L,H02M), C02L(H5,HC), C02O(H8,HD), C02P(H02N,H02O), C02Q(H9,HE),
 C02R(H02P,H02Q), C02S(H02R,H02S), C02T(H02T,H02U)
2.c Aromatic/amide H refined with riding coordinates:
 N00E(H00E), N00F(H00F), N00G(H00G), N00I(H00I), N00J(H00J), N00K(H00K),
 N00L(H00L), N00M(H00M), N00O(H00O), N00P(H00P), N00S(H00S), N00V(H00V),
 C00Z(H00Z), C010(H010), C018(H018), C1(H1), C01K(H01K), C01W(H01W), C020(H020),
  C027(H027), C028(H028), C02A(H02), C02C(H02C), C02G(H02I), C02J(H4), C02N(H7)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              40801
_shelx_hkl_checksum              47068
_shelx_fab_checksum              33612
_olex2_submission_special_instructions 'No special instructions were received'