Rapid Post-Synthetic Modification of Porous Coordination Cages with Copper-Catalyzed Click Chemistry
Dworzak, Michael; Montone, Christine M.; Halaszynski, Nicole Irene; Yap, Glenn P. A.; Kloxin, Christopher; Bloch, Eric D.; Chemical Communications  (2023) –; doi:10.1039/D3CC02015K

data_7131719
_publ_section_title
;
 Rapid Post-Synthetic Modification of Porous Coordination Cages with
 Copper-Catalyzed Click Chemistry
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D3CC02015K
_journal_year                    2023
_chemical_formula_moiety         'C126 H108 O46 Zr12, 4(Cl), 21[C3H7NO]'
_chemical_formula_sum            'C189 H255 Cl4 N21 O67 Zr12'
_chemical_formula_weight         5129.56
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2022-03-15
_audit_creation_method
;
Olex2 1.3
(compiled 2020.12.01 svn.r5f60950 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-07-18 deposited with the CCDC.	2023-05-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.802(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   28.889(5)
_cell_length_b                   27.244(5)
_cell_length_c                   29.476(5)
_cell_measurement_reflns_used    9710
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      61.40
_cell_measurement_theta_min      2.66
_cell_volume                     23188(7)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 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 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150.0
_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           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0859
_diffrn_reflns_av_unetI/netI     0.0509
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            96695
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        50.498
_diffrn_reflns_theta_max         50.498
_diffrn_reflns_theta_min         2.229
_diffrn_source_current           1.2
_diffrn_source_power             0.06
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    5.343
_exptl_absorpt_correction_T_max  0.7500
_exptl_absorpt_correction_T_min  0.3906
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.1503 before and 0.1072 after correction.
The Ratio of minimum to maximum transmission is 0.5208.
The \l/2 correction factor is Not present.
;
_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    1.469
_exptl_crystal_description       block
_exptl_crystal_F_000             10480
_exptl_crystal_size_max          0.258
_exptl_crystal_size_mid          0.097
_exptl_crystal_size_min          0.029
_refine_diff_density_max         1.244
_refine_diff_density_min         -1.796
_refine_diff_density_rms         0.142
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     854
_refine_ls_number_reflns         12112
_refine_ls_number_restraints     1959
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.1009
_refine_ls_R_factor_gt           0.0869
_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^)+(0.1378P)^2^+425.2875P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2407
_refine_ls_wR_factor_ref         0.2564
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9563
_reflns_number_total             12112
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3cc02015k2.cif
_cod_data_source_block           eric535
_cod_original_cell_volume        23189(7)
_cod_database_code               7131719
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_max   0.860
_shelx_estimated_absorpt_t_min   0.339
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All O(H) groups
2. Shared sites
{C3, C3A}
{C7, C7A}
3. Restrained distances
 C9_5-C10_5
 1.466 with sigma of 0.02
 C10_5-C11_5
 1.174 with sigma of 0.02
 C9_5-C11_5
 2.64 with sigma of 0.02
 C9_3-C10_3 \\sim C9A_3-C10A_3 \\sim C9_5-C10_5
 with sigma of 0.02
 C10A_3-C11A_3 \\sim C10_3-C11_3 \\sim C10_5-C11_5
 with sigma of 0.02
 C9A_3-C11A_3 \\sim C9_3-C11_3 \\sim C9_5-C11_5
 with sigma of 0.02
 O5A_3-C10A_3 \\sim O5_3-C10_3 \\sim O5_5-C10_5
 with sigma of 0.02
 O5_3-C11_3 \\sim O5A_3-C11A_3 \\sim O5_5-C11_5
 with sigma of 0.02
 O5_3-C9_3 \\sim O5A_3-C9A_3 \\sim O5_5-C9_5
 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.002 and sigma
for terminal atoms of 0.004 within 2A
Uanis(C4_3) = Uanis(C4A_3)
Uanis(C5_3) = Uanis(C5A_3)
Uanis(C6_3) = Uanis(C6A_3)
Uanis(O5_3) = Uanis(O5A_3)
Uanis(C9_3) = Uanis(C9A_3)
Uanis(C2_3) = Uanis(C2A_3)
Uanis(C7_3) = Uanis(C7A_3)
Uanis(C3_3) = Uanis(C3A_3)
Uanis(C10_3) = Uanis(C10A_3)
Uanis(C11_3) = Uanis(C11A_3)
5. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
6. Others
 Sof(O5)=Sof(C2)=Sof(H2)=Sof(C3)=Sof(C4)=Sof(H4)=Sof(C5)=Sof(C6)=Sof(H6)=
 Sof(C7)=Sof(C9)=Sof(H9a)=Sof(H9b)=Sof(C10)=Sof(C11)=Sof(H11)=1-FVAR(1)
 Sof(O5A)=Sof(C2A)=Sof(H2A)=Sof(C3A)=Sof(C4A)=Sof(H4A)=Sof(C5A)=Sof(C6A)=
 Sof(H6A)=Sof(C7A)=Sof(C9A)=Sof(H9Aa)=Sof(H9Ab)=Sof(C10A)=Sof(C11A)=Sof(H11A)=
 FVAR(1)
7.a Secondary CH2 refined with riding coordinates:
 C9(H9a,H9b), C9(H9a,H9b), C9A(H9Aa,H9Ab), C9(H9a,H9b)
7.b Aromatic/amide H refined with riding coordinates:
 O1(H1), O2(H2), O3(H3), C1(H1a), C2(H2a), C3(H3a), C4(H4), C5(H5), C6(H6),
 C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12), C13(H13), C14(H14),
 C15(H15), C2(H2), C4(H4), C6(H6), C2(H2), C4(H4), C6(H6), C2A(H2A), C4A(H4A),
 C6A(H6A), O1(H1), O2(H2), O3(H3), C1(H1a), C2(H2a), C3(H3a), C4(H4), C5(H5),
 C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12), C13(H13),
 C14(H14), C15(H15), C2(H2), C4(H4), C6(H6)
7.c Fitted hexagon refined as free rotating group:
 C2(C3,C4,C5,C6,C7), C2A(C3A,C4A,C5A,C6A,C7A)
7.d :
 C11(H11), C11(H11), C11A(H11A), C11(H11)
;
_smtbx_masks_special_details
;
A solvent mask was calculated and 3353 electrons were 
found in a volume of 11361\%A^3^ in 1 void per unit cell. 
This is consistent with the presence of 
21[C3H7NO] per Asymmetric Unit 
which account for 3360 electrons 
per unit cell.
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              23356
_shelx_hkl_checksum              66741
_shelx_fab_checksum              4341
_olex2_submission_special_instructions 'No special instructions were received'