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_1546120
_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, 2.25(C H2 Cl2), 6(H2 O), 1.96(C4 H8 O2)'
_chemical_formula_sum            'C142.09 H188.18 Cl5.5 N24 O9.92'
_chemical_formula_weight         2586.19
_space_group_crystal_system      trigonal
_space_group_IT_number           150
_space_group_name_Hall           'P 3 2"'
_space_group_name_H-M_alt        'P 3 2 1'
_symmetry_space_group_name_Hall  'P 3 2"'
_symmetry_space_group_name_H-M   'P 3 2 1'
_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                   17.5575(7)
_cell_length_b                   17.5575(7)
_cell_length_c                   28.6921(12)
_cell_measurement_reflns_used    9882
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      26.25
_cell_measurement_theta_min      2.43
_cell_volume                     7659.8(5)
_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 0.630
_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  0.0948
_diffrn_reflns_av_unetI/netI     0.0940
_diffrn_reflns_Laue_measured_fraction_full 0.630
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            53335
_diffrn_reflns_point_group_measured_fraction_full 0.620
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         21.966
_diffrn_reflns_theta_min         0.710
_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    0.164
_exptl_absorpt_correction_T_max  0.9585
_exptl_absorpt_correction_T_min  0.7876
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1335 before and 0.1143 after correction.
The Ratio of minimum to maximum transmission is 0.8217.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.121
_exptl_crystal_description       plate
_exptl_crystal_F_000             2763
_exptl_crystal_size_max          0.163
_exptl_crystal_size_mid          0.145
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.713
_refine_diff_density_min         -0.686
_refine_diff_density_rms         0.151
_refine_ls_abs_structure_details
;
 Flack x determined using 2216 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.69(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.372
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     595
_refine_ls_number_reflns         6254
_refine_ls_number_restraints     230
_refine_ls_restrained_S_all      2.359
_refine_ls_R_factor_all          0.1435
_refine_ls_R_factor_gt           0.1285
_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^)+(0.1000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3302
_refine_ls_wR_factor_ref         0.3421
_reflns_Friedel_coverage         0.785
_reflns_Friedel_fraction_full    0.609
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                5557
_reflns_number_total             6254
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7nr01301a2.cif
_cod_data_source_block           CC3-R_0-65_CC13-S_0-35_CC13-R
_cod_original_cell_volume        7659.8(7)
_cod_original_formula_sum        'C142.09 H188.18 Cl5.50 N24 O9.92'
_cod_database_code               1546120
_shelxl_version_number           2014/6
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H4SA,H4SB,H4S} of C4S, All C(H,H) groups
 At 1.5 times of:
  {H17B,H17C,H17D} of C17C, {H1B,H1C,H1D} of C1, {H19C,H19D,H19E} of C19B,
  {H18B,H18C,H18D} of C18B, {H17E,H17F,H17G} of C17B
2. Restrained distances
 N3C_$1-C13C_$1
 1.49 with sigma of 0.015
 C14C-C13C_$1
 1.54 with sigma of 0.015
 C11C_$1-C10C_$1 = C11C_$1-C10C_$2
 1.39 with sigma of 0.015
 N3C-C13C = N2C-C15C = N4C-C14C = N1C-C16C
 1.47 with sigma of 0.015
 C16C-C15C
 1.54 with sigma of 0.015
 Cl4S-C5S = Cl3S-C5S = Cl5S-C7S
 1.74 with sigma of 0.02
 C7C-C2C = C9C-C6C = C8C-C4C
 1.47 with sigma of 0.015
 N4C-C9C = N3C-C7C = N2C-C8C
 1.23 with sigma of 0.015
 N4C-C13C_$1
 2.4 with sigma of 0.02
 C14C-N3C_$1
 2.4 with sigma of 0.02
 C10C_$1-C10C
 2.41 with sigma of 0.02
 C11C-C11C_$1
 2.41 with sigma of 0.02
 C10C_$1-C10C_$2
 2.41 with sigma of 0.02
 C4S-C7C \\sim C7C-C3C
 with sigma of 0.02
 C3C-C8C \\sim C8C-C5C
 with sigma of 0.02
 C5C-C9C \\sim C9C-C4S
 with sigma of 0.02
3. Restrained planarity
 N3C, N4C, N2C, C4C, C3C, C2C, C4S, C6C, C5C, C7C, C8C, C9C
 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
Uiso(C7C) = Uiso(N3C) = Uiso(C13C) = Uiso(C14C) = Uiso(N4C) = Uiso(C9C)
5. Rigid body (RIGU) restrains
 N3B, N2B, N4B, N1B, C1B, C6B, C5B, C4B, C3B, C2B, C7B, C8B, C9B, C10B, C11B,
 C12B, C13B, C14B, C15B, C16B, C17B, C18B, C19B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 Cl5S, C7S
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C4A, C5A, C6A, C7A, C8A, C9A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(N3C)=Sof(N1C)=Sof(N4C)=Sof(N2C)=Sof(C4C)=Sof(C3C)=Sof(H3C)=Sof(C2C)=
 Sof(H4S)=Sof(C6C)=Sof(C5C)=Sof(H5C)=Sof(C7C)=Sof(H7C)=Sof(C8C)=Sof(H8C)=
 Sof(C9C)=Sof(H9C)=Sof(C10C)=Sof(H10C)=Sof(C11C)=Sof(C12C)=Sof(H12C)=Sof(C13C)=
 Sof(H13C)=Sof(C15C)=Sof(H15A)=Sof(H15B)=Sof(C16C)=Sof(C17C)=Sof(H17B)=
 Sof(H17C)=Sof(H17D)=1-FVAR(1)
 Sof(O2S)=Sof(O1S)=Sof(C1S)=Sof(H1SA)=Sof(H1SB)=Sof(C2S)=Sof(H2SA)=Sof(H2SB)=
 Sof(C3S)=Sof(H3SA)=Sof(H3SB)=Sof(H4SA)=Sof(H4SB)=Sof(C14C)=Sof(H14B)=Sof(H14C)=
 Sof(N3B)=Sof(N2B)=Sof(N4B)=Sof(N1B)=Sof(C1B)=Sof(C6B)=Sof(H6B)=Sof(C5B)=
 Sof(C4B)=Sof(H4B)=Sof(C3B)=Sof(C2B)=Sof(H2B)=Sof(C7B)=Sof(H7B)=Sof(C8B)=
 Sof(H8B)=Sof(C9B)=Sof(H9B)=Sof(C10B)=Sof(C11B)=Sof(H11B)=Sof(C12B)=Sof(C13B)=
 Sof(H13A)=Sof(H13B)=Sof(C14B)=Sof(H14D)=Sof(H14E)=Sof(C15B)=Sof(C16B)=
 Sof(H16B)=Sof(C17B)=Sof(H17E)=Sof(H17F)=Sof(H17G)=Sof(C18B)=Sof(H18B)=
 Sof(H18C)=Sof(H18D)=Sof(C19B)=Sof(H19C)=Sof(H19D)=Sof(H19E)=Sof(C1)=Sof(H1B)=
 Sof(H1C)=Sof(H1D)=FVAR(1)
 Fixed Sof: Cl4S(0.33333) Cl3S(0.33333) C5S(0.33333) O8S(0.08333) O9S(0.25)
 Cl5S(0.5) C7S(0.25) H7SA(0.25) H7SB(0.25) O3S(0.05556) O7S(0.33333)
 O6S(0.11111) O5S(0.08333) C2(0.33333) Cl1S(0.33333) O10S(0.08333)
7.a Ternary CH refined with riding coordinates:
 C4A(H4A), C9A(H9A), C18A(H18A), C23A(H23A)
7.b Secondary CH2 refined with riding coordinates:
 C5A(H5AA,H5AB), C6A(H6AA,H6AB), C7A(H7AA,H7AB), C8A(H8AA,H8AB), C19A(H19A,
 H19B), C20A(H20A,H20B), C21A(H21A,H21B), C22A(H22A,H22B), C1S(H1SA,H1SB),
 C2S(H2SA,H2SB), C3S(H3SA,H3SB), C4S(H4SA,H4SB), C14C(H14B,H14C), C15C(H15A,
 H15B), C13B(H13A,H13B), C14B(H14D,H14E), C7S(H7SA,H7SB)
7.c Aromatic/amide H refined with riding coordinates:
 C1A(H1A), C3A(H3A), C10A(H10A), C16A(H16A), C14A(H14A), C12A(H12A),
 C17A(H17A), C24A(H24A), C3C(H3C), C4S(H4S), C5C(H5C), C7C(H7C), C8C(H8C),
 C9C(H9C), C10C(H10C), C12C(H12C), C13C(H13C), C6B(H6B), C4B(H4B), C2B(H2B),
 C7B(H7B), C8B(H8B), C9B(H9B), C11B(H11B), C16B(H16B)
7.d Fitted hexagon refined as free rotating group:
 C11A(C16A,C15A,C14A,C13A,C12A), C4C(C3C,C2C,C4S,C6C,C5C), C1B(C6B,C5B,C4B,C3B,
 C2B)
7.e Idealised Me refined as rotating group:
 C17C(H17B,H17C,H17D), C17B(H17E,H17F,H17G), C18B(H18B,H18C,H18D), C19B(H19C,
 H19D,H19E), C1(H1B,H1C,H1D)
;
_shelx_res_checksum              20124
_olex2_submission_special_instructions 'No special instructions were received'