De novo endo-functionalized organic cages as cooperative multi-hydrogen-bond-donating catalysts.
Chen, Hong-Yu; Gou, Meng; Wang, Jiao-Bing; Chemical communications (Cambridge, England) 53 (2017) 3524–3526; doi:10.1039/c7cc00938k

data_7119774
_publ_section_title
;
 De novo endo-functionalized organic cages as cooperative
 multi-hydrogen-bond-donating catalysts.
;
_journal_issue                   25
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              3524
_journal_page_last               3526
_journal_paper_doi               10.1039/c7cc00938k
_journal_volume                  53
_journal_year                    2017
_chemical_formula_moiety         '3(C H2 Cl2), C117 H123 N3 O6, 2(C H4 O)'
_chemical_formula_sum            'C122 H137 Cl6 N3 O8'
_chemical_formula_weight         1986.04
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2017-01-11
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5289)
;
_audit_update_record
;
2017-01-13 deposited with the CCDC.
2017-03-03 downloaded from the CCDC.
;
_cell_angle_alpha                109.368(2)
_cell_angle_beta                 106.354(2)
_cell_angle_gamma                104.440(2)
_cell_formula_units_Z            2
_cell_length_a                   17.7964(3)
_cell_length_b                   20.6944(5)
_cell_length_c                   21.5845(4)
_cell_measurement_reflns_used    4571
_cell_measurement_temperature    150(10)
_cell_measurement_theta_max      68.21
_cell_measurement_theta_min      5.24
_cell_volume                     6660.2(3)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_temperature      150(10)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0352
_diffrn_reflns_av_unetI/netI     0.0390
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            44200
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        63.999
_diffrn_reflns_theta_max         63.999
_diffrn_reflns_theta_min         3.736
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    1.545
_exptl_absorpt_correction_T_max  0.7856
_exptl_absorpt_correction_T_min  0.7256
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    0.990
_exptl_crystal_description       prism
_exptl_crystal_F_000             2112
_exptl_crystal_size_max          0.800
_exptl_crystal_size_mid          0.600
_exptl_crystal_size_min          0.450
_refine_diff_density_max         1.146
_refine_diff_density_min         -1.412
_refine_diff_density_rms         0.115
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1325
_refine_ls_number_reflns         22112
_refine_ls_number_restraints     1152
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.1054
_refine_ls_R_factor_gt           0.0960
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.3000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3046
_refine_ls_wR_factor_ref         0.3294
_reflns_Friedel_coverage         0.000
_reflns_number_gt                18569
_reflns_number_total             22112
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7cc00938k2.cif
_cod_data_source_block           16122701_sq_s
_cod_depositor_comments          'Adding full bibliography for 7119774.cif.'
_cod_database_code               7119774
_shelx_shelxl_version_number     2014/7
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C76-C77
 1.54 with sigma of 0.02
 C76-C75
 1.54 with sigma of 0.02
 C75-C74
 1.54 with sigma of 0.02
 C74-C73
 1.54 with sigma of 0.02
 C76A-C77A = C76A-C75A = C75A-C74 = C74-C73
 1.54 with sigma of 0.02
 H7A-H4
 2.3 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C74) \\sim Ueq, Uanis(C75A) \\sim Ueq, Uanis(C76A) \\sim Ueq, Uanis(C77)
\\sim Ueq, Uanis(C76) \\sim Ueq, Uanis(C75) \\sim Ueq, Uanis(C92) \\sim Ueq:
with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(O5) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: H74A(0.45) H74B(0.45) H74C(0.55) H74D(0.55) C75A(0.55) H75A(0.55)
 H75B(0.55) C75(0.45) H75C(0.45) H75D(0.45) C76(0.45) H76A(0.45) H76B(0.45)
 C76A(0.55) H76C(0.55) H76D(0.55) C77A(0.55) H77A(0.55) H77B(0.55) H77C(0.55)
 C77(0.45) H77D(0.45) H77E(0.45) H77F(0.45) H92A(0.4) H92B(0.4) H92C(0.6)
 H92D(0.6) C93A(0.4) H93A(0.4) H93B(0.4) C93(0.6) H93C(0.6) H93D(0.6) C94A(0.4)
 H94A(0.4) H94B(0.4) C94(0.6) H94C(0.6) H94D(0.6) C95(0.6) H95A(0.6) H95B(0.6)
 H95C(0.6) C95A(0.4) H95D(0.4) H95E(0.4) H95F(0.4)
6.a Secondary CH2 refined with riding coordinates:
 C116(H11I,H11J), C118(H11K,H11L), C117(H11M,H11N), C2(H2A,H2B), C02J(H02A,
 H02B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C31(H31A,H31B), C33(H33A,H33B),
 C40(H40A,H40B), C42(H42A,H42B), C44(H44A,H44B), C46(H46A,H46B), C48(H48A,H48B),
  C73(H73A,H73B), C74(H74A,H74B), C74(H74C,H74D), C75A(H75A,H75B), C75(H75C,
 H75D), C76(H76A,H76B), C76A(H76C,H76D), C91(H91A,H91B), C92(H92A,H92B),
 C92(H92C,H92D), C93A(H93A,H93B), C93(H93C,H93D), C94A(H94A,H94B), C94(H94C,
 H94D), C114(H11A,H11B)
6.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C11(H11), C13(H13), C14(H14), C16(H16), C17(H17), C19(H19), C20(H20),
 C22(H22), C23(H23), C25(H25), C26(H26), C28(H28), C30(H30), C50(H50), C51(H51),
  C53(H53), C54(H54), C56(H56), C57(H57), C59(H59), C60(H60), C62(H62),
 C63(H63), C65(H65), C66(H66), C70(H70), C72(H72), C86(H86), C88(H88), C97(H97),
  C98(H98), C100(H100), C101(H101), C103(H103), C104(H104), C106(H106),
 C107(H107), C109(H109), C110(H110), C111(H111), C112(H112)
6.c Tetrahedral OH refined with riding coordinates:
 O3(H3), O6(H6)
6.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C01W(H01A,H01B,H01C), C32(H32A,H32B,H32C), C41(H41A,H41B,
 H41C), C43(H43A,H43B,H43C), C45(H45A,H45B,H45C), C47(H47A,H47B,H47C),
 C77A(H77A,H77B,H77C), C77(H77D,H77E,H77F), C83(H83A,H83B,H83C), C84(H84A,H84B,
 H84C), C95(H95A,H95B,H95C), C95A(H95D,H95E,H95F), C115(H11C,H11D,H11E),
 C120(H12A,H12B,H12C), C119(H11F,H11G,H11H)
6.e Idealised tetrahedral OH refined as rotating group:
 O4(H4), O5(H5), O7(H7A)
;
_olex2_submission_special_instructions 'No special instructions were received'