Creating porosity in a trianglimine macrocycle by heterochiral pairing.
He, Donglin; Clowes, Rob; Little, Marc A.; Liu, Ming; Cooper, Andrew I.; Chemical communications (Cambridge, England) 57 (2021) 6141–6144; doi:10.1039/d1cc01650d

data_7128364
_publ_section_title
;
 Creating porosity in a trianglimine macrocycle by heterochiral pairing.
;
_journal_issue                   50
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              6141
_journal_page_last               6144
_journal_paper_doi               10.1039/d1cc01650d
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         '2(C42 H48 N6), 3(C8 H10), 0.1(H2 O)'
_chemical_formula_sum            'C108 H126.2 N12 O0.1'
_chemical_formula_weight         1594.00
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-09-27
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-03-27 deposited with the CCDC.	2021-05-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.221(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   29.9687(5)
_cell_length_b                   22.3149(3)
_cell_length_c                   14.6297(2)
_cell_measurement_reflns_used    41292
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.6900
_cell_measurement_theta_min      1.9550
_cell_volume                     9524.3(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_collection
'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_data_reduction        'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w   -110.00  15.00   1.00   20.00    --  -20.00 -68.00   0.00  125
  2  \w   -110.00  15.00   1.00   20.00    --  -20.00 -68.00 120.00  125
  3  \w   -110.00  15.00   1.00   20.00    --  -20.00 -68.00 240.00  125
  4  \w   -110.00  15.00   1.00   20.00    --  -20.00 -30.00  90.00  125
  5  \w   -110.00  15.00   1.00   20.00    --  -20.00 -30.00 210.00  125
;
_diffrn_measurement_device       'AFC12 (Right): Kappa 3 circle'
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       '\w scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0242852000
_diffrn_orient_matrix_UB_12      -0.0017650000
_diffrn_orient_matrix_UB_13      -0.0113041000
_diffrn_orient_matrix_UB_21      -0.0010336000
_diffrn_orient_matrix_UB_22      0.0238494000
_diffrn_orient_matrix_UB_23      -0.0324595000
_diffrn_orient_matrix_UB_31      0.0008614000
_diffrn_orient_matrix_UB_32      -0.0209375000
_diffrn_orient_matrix_UB_33      -0.0360160000
_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  0.0762
_diffrn_reflns_av_unetI/netI     0.0482
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            133758
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.390
_diffrn_reflns_theta_min         1.825
_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
_exptl_absorpt_coefficient_mu    0.065
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86472
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.45a (Rigaku Oxford Diffraction, 2019)
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    1.112
_exptl_crystal_description       plate
_exptl_crystal_F_000             3436
_exptl_crystal_size_max          0.448
_exptl_crystal_size_mid          0.193
_exptl_crystal_size_min          0.095
_refine_diff_density_max         0.387
_refine_diff_density_min         -0.198
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1147
_refine_ls_number_reflns         19494
_refine_ls_number_restraints     160
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0999
_refine_ls_R_factor_gt           0.0668
_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^)+(0.0434P)^2^+7.2918P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1351
_refine_ls_wR_factor_ref         0.1481
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13778
_reflns_number_total             19494
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1cc01650d2.cif
_cod_data_source_block           3mX_2_1-rac_100K_publ
_cod_depositor_comments
'Adding full bibliography for 7128359--7128364.cif.'
_cod_original_formula_sum        'C108 H126.20 N12 O0.10'
_cod_database_code               7128364
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C11 H10 N O'
_shelx_estimated_absorpt_t_max   0.994
_shelx_estimated_absorpt_t_min   0.971
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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
2. Restrained distances
 C102-C101 = C115-C114 = C116-C110 = C108-C104
 1.49 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C101) \\sim Ueq, Uanis(C102) \\sim Ueq, Uanis(C107) \\sim Ueq,
Uanis(C103) \\sim Ueq, Uanis(C104) \\sim Ueq, Uanis(C105) \\sim Ueq,
Uanis(C106) \\sim Ueq, Uanis(C108) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 C101, C108, C104, C105, C103, C106, C102, C107
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C115, C114, C109, C113, C110, C112, C111, C116
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
5. Others
 Sof(C108)=Sof(H10C)=Sof(H10D)=Sof(H10E)=Sof(C102)=Sof(C107)=Sof(H107)=
 Sof(C106)=Sof(H106)=Sof(C105)=Sof(H105)=Sof(C104)=Sof(C103)=Sof(H103)=
 Sof(C101)=Sof(H10F)=Sof(H10G)=Sof(H10H)=1-FVAR(1)
 Sof(C114)=Sof(C109)=Sof(H109)=Sof(C110)=Sof(C111)=Sof(H111)=Sof(C112)=
 Sof(H112)=Sof(C113)=Sof(H113)=Sof(C115)=Sof(H11C)=Sof(H11D)=Sof(H11E)=
 Sof(C116)=Sof(H11F)=Sof(H11G)=Sof(H11H)=FVAR(1)
 Fixed Sof: O1(0.1)
6.a Ternary CH refined with riding coordinates:
 C43(H43), C37(H37), C48(H48), C42(H42), C62(H62), C75(H75), C14(H14), C9(H9),
 C57(H57), C28(H28), C71(H71), C23(H23)
6.b Secondary CH2 refined with riding coordinates:
 C47(H47A,H47B), C41(H41A,H41B), C44(H44A,H44B), C39(H39A,H39B), C45(H45A,
 H45B), C38(H38A,H38B), C46(H46A,H46B), C40(H40A,H40B), C13(H13A,H13B),
 C61(H61A,H61B), C76(H76A,H76B), C27(H27A,H27B), C10(H10A,H10B), C12(H12A,H12B),
  C58(H58A,H58B), C11(H11A,H11B), C74(H74A,H74B), C60(H60A,H60B), C24(H24A,
 H24B), C72(H72A,H72B), C26(H26A,H26B), C59(H59A,H59B), C73(H73A,H73B),
 C25(H25A,H25B)
6.c Aromatic/amide H refined with riding coordinates:
 C84(H84), C29(H29), C81(H81), C36(H36), C31(H31), C79(H79), C33(H33), C2(H2),
 C83(H83), C35(H35), C7(H7), C77(H77), C15(H15), C8(H8), C17(H17), C4(H4),
 C82(H82), C63(H63), C56(H56), C55(H55), C51(H51), C70(H70), C49(H49), C5(H5),
 C21(H21), C34(H34), C53(H53), C52(H52), C6(H6), C20(H20), C95(H95), C22(H22),
 C19(H19), C65(H65), C98(H98), C69(H69), C68(H68), C87(H87), C67(H67),
 C100(H100), C99(H99), C89(H89), C91(H91), C90(H90), C109(H109), C111(H111),
 C112(H112), C113(H113), C107(H107), C106(H106), C105(H105), C103(H103)
6.d Fitted hexagon refined as free rotating group:
 C114(C109,C110,C111,C112,C113), C102(C107,C106,C105,C104,C103)
6.e Idealised Me refined as rotating group:
 C97(H97A,H97B,H97C), C92(H92A,H92B,H92C), C93(H93A,H93B,H93C), C85(H85A,H85B,
 H85C), C115(H11C,H11D,H11E), C116(H11F,H11G,H11H), C108(H10C,H10D,H10E),
 C101(H10F,H10G,H10H)
;
_shelx_res_checksum              91050
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.315
_oxdiff_exptl_absorpt_empirical_full_min 0.754