Chirality as a tool for function in porous organic cages.
Hasell, T.; Little, M. A.; Chong, S. Y.; Schmidtmann, M.; Briggs, M. E.; Santolini, V.; Jelfs, K. E.; Cooper, A. I.; Nanoscale 9 (2017) 6783–6790; doi:10.1039/c7nr01301a

data_1546122
_publ_section_title
;
 Chirality as a tool for function in porous organic cages.
;
_journal_issue                   20
_journal_name_full               Nanoscale
_journal_page_first              6783
_journal_page_last               6790
_journal_paper_doi               10.1039/c7nr01301a
_journal_volume                  9
_journal_year                    2017
_chemical_absolute_configuration CC3-R
_chemical_formula_moiety
'C72 H84 N12, C60 H72 N12, 6(C3 H8 O),  C1 H2 Cl2, 4(H2 O)'
_chemical_formula_sum            'C151 H214 Cl2 N24 O10'
_chemical_formula_weight         2596.35
_space_group_crystal_system      hexagonal
_space_group_IT_number           173
_space_group_name_Hall           'P 6c'
_space_group_name_H-M_alt        'P 63'
_symmetry_space_group_name_Hall  'P 6c'
_symmetry_space_group_name_H-M   'P 63'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2015-07-10
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2016-12-02 deposited with the CCDC.
2017-05-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            2
_cell_length_a                   17.5938(7)
_cell_length_b                   17.5938(7)
_cell_length_c                   32.2344(13)
_cell_measurement_reflns_used    9992
_cell_measurement_temperature    100
_cell_measurement_theta_max      21.762
_cell_measurement_theta_min      2.315
_cell_volume                     8641.1(6)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection
'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.0
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'AFC12 (Right): Kappa 3 circle'
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       'profile data from \w-scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0532
_diffrn_reflns_av_unetI/netI     0.0451
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            37680
_diffrn_reflns_point_group_measured_fraction_full 0.920
_diffrn_reflns_point_group_measured_fraction_max 0.920
_diffrn_reflns_theta_full        23.150
_diffrn_reflns_theta_max         23.255
_diffrn_reflns_theta_min         1.336
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  0.9281
_exptl_absorpt_correction_T_min  0.6318
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1156 before and 0.0676 after correction.
The Ratio of minimum to maximum transmission is 0.6807.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    0.998
_exptl_crystal_description       hexagonal
_exptl_crystal_F_000             2804
_exptl_crystal_size_max          0.236
_exptl_crystal_size_mid          0.194
_exptl_crystal_size_min          0.078
_refine_diff_density_max         0.587
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.090
_refine_ls_abs_structure_details
;
 Flack x determined using 2413 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.84(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     595
_refine_ls_number_reflns         7633
_refine_ls_number_restraints     74
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.1121
_refine_ls_R_factor_gt           0.0916
_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^)+(0.1820P)^2^+4.0227P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2460
_refine_ls_wR_factor_ref         0.2709
_reflns_Friedel_coverage         0.803
_reflns_Friedel_fraction_full    0.838
_reflns_Friedel_fraction_max     0.836
_reflns_number_gt                6186
_reflns_number_total             7633
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7nr01301a2.cif
_cod_data_source_block           CC3-R_CC13-R_2-propanol
_cod_original_cell_volume        8641.1(8)
_cod_database_code               1546122
_shelxl_version_number           2014/6
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Shared sites
{C61, Cl3}
3. Restrained distances
 Cl2-C61 = Cl3-Cl1
 1.74 with sigma of 0.02
 O4-C50 = O1_$8-C47_$8 = O9_$8-C53_$8 = O3_$7-C56_$7 = O2-C59
 1.43 with sigma of 0.02
 C51-C50 = C59-C58 = C60-C59 = C53_$8-C52_$8 = C54_$8-C53_$8 = C57_$7-C56_$7 =
 C56_$7-C55_$7 = C49_$8-C47_$8 = C48_$8-C47_$8
 1.54 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
Uiso(C61) = Uiso(Cl3)
Uiso(C59) = Uiso(O2) = Uiso(C58) = Uiso(C60)
5. Rigid body (RIGU) restrains
 N6, C13, C14, C15, C10, C12, C11, N5
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(H13A)=Sof(H13B)=Sof(C11)=Sof(H11A)=Sof(H11B)=Sof(H11C)=Sof(C12)=Sof(H12A)=
 Sof(H12B)=Sof(H12C)=1-FVAR(1)
 Sof(H10A)=Sof(H10B)=Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(H14C)=Sof(C15)=Sof(H15A)=
 Sof(H15B)=Sof(H15C)=FVAR(1)
 Fixed Sof: O9(0.5) H9A(0.5) C52(0.5) H52A(0.5) H52B(0.5) H52C(0.5) C53(0.5)
 H53(0.5) C54(0.5) H54A(0.5) H54B(0.5) H54C(0.5) O2(0.16667) C58(0.16667)
 C59(0.16667) C60(0.16667) Cl1(0.16667) Cl2(0.33333) C61(0.33333) Cl3(0.16666)
 O3(0.5) H3A(0.5) C55(0.5) H55A(0.5) H55B(0.5) H55C(0.5) C56(0.5) H56(0.5)
 C57(0.5) H57A(0.5) H57B(0.5) H57C(0.5) O1(0.5) H1A(0.5) C47(0.5) H47(0.5)
 C48(0.5) H48A(0.5) H48B(0.5) H48C(0.5) C49(0.5) H49A(0.5) H49B(0.5) H49C(0.5)
 O4(0.33333) C50(0.66667) C51(0.33333) O6(0.33333) O5(0.33333) O7(0.33333)
 O11(0.08333) O10(0.25)
7.a Ternary CH refined with riding coordinates:
 C26(H26), C31(H31), C41(H41), C46(H46), C53(H53), C56(H56), C47(H47)
7.b Secondary CH2 refined with riding coordinates:
 C27(H27A,H27B), C28(H28A,H28B), C29(H29A,H29B), C30(H30A,H30B), C42(H42A,
 H42B), C43(H43A,H43B), C44(H44A,H44B), C45(H45A,H45B), C10(H10A,H10B),
 C13(H13A,H13B), C16(H16A,H16B)
7.c Me refined with riding coordinates:
 C54(H54A,H54B,H54C), C55(H55A,H55B,H55C), C57(H57A,H57B,H57C), C49(H49A,H49B,
 H49C)
7.d Aromatic/amide H refined with riding coordinates:
 C23(H23), C25(H25), C32(H32), C34(H34), C36(H36), C38(H38), C39(H39),
 C40(H40), C1(H1), C3(H3), C5(H5), C7(H7), C8(H8), C9(H9), C20(H20), C21(H21)
7.e Tetrahedral OH refined with riding coordinates:
 O9(H9A)
7.f Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C14(H14A,H14B,H14C), C15(H15A,H15B,
 H15C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C52(H52A,H52B,H52C), C48(H48A,
 H48B,H48C)
7.g Idealised tetrahedral OH refined as rotating group:
 O3(H3A), O1(H1A)
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_shelx_res_checksum              50246
_olex2_submission_special_instructions 'No special instructions were received'