Competitive aminal formation during the synthesis of a highly soluble, isopropyl-decorated imine porous organic cage.
Kearsey, Rachel J.; Tarzia, Andrew; Little, Marc A.; Brand, Michael C.; Clowes, Rob; Jelfs, Kim E.; Cooper, Andrew I.; Greenaway, Rebecca L.; Chemical communications (Cambridge, England) 59 (2023) 3731–3734; doi:10.1039/d3cc00072a

data_7131322
_publ_section_title
;
 Competitive aminal formation during the synthesis of a highly soluble,
 isopropyl-decorated imine porous organic cage.
;
_journal_issue                   25
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              3731
_journal_page_last               3734
_journal_paper_doi               10.1039/d3cc00072a
_journal_volume                  59
_journal_year                    2023
_chemical_absolute_configuration '-SS from synthesis'
_chemical_formula_moiety         'C84 H120 N12'
_chemical_formula_sum            'C84 H120 N12'
_chemical_formula_weight         1297.91
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc2dzygt
_audit_creation_date             2019-10-04
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2023-01-04 deposited with the CCDC.	2023-02-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.0143(19)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.7314(3)
_cell_length_b                   41.6927(8)
_cell_length_c                   15.9578(3)
_cell_measurement_reflns_used    22726
_cell_measurement_temperature    100
_cell_measurement_theta_max      22.4200
_cell_measurement_theta_min      1.6690
_cell_volume                     9777.1(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  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXD (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 0.995
_diffrn_measured_fraction_theta_max 0.995
_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   -100.00  25.00   1.00   55.00    --  -10.00 -68.00   0.00  125
  2  \w   -100.00  25.00   1.00   55.00    --  -10.00 -68.00 120.00  125
  3  \w   -100.00  25.00   1.00   55.00    --  -10.00 -68.00 240.00  125
  4  \w   -100.00  25.00   1.00   55.00    --  -10.00 -30.00  90.00  125
;
_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_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0398304000
_diffrn_orient_matrix_UB_12      0.0079601000
_diffrn_orient_matrix_UB_13      -0.0114114000
_diffrn_orient_matrix_UB_21      0.0200374000
_diffrn_orient_matrix_UB_22      -0.0150117000
_diffrn_orient_matrix_UB_23      -0.0084853000
_diffrn_orient_matrix_UB_31      -0.0184049000
_diffrn_orient_matrix_UB_32      0.0008370000
_diffrn_orient_matrix_UB_33      -0.0422635000
_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  0.0682
_diffrn_reflns_av_unetI/netI     0.1048
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       46
_diffrn_reflns_limit_k_min       -46
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            86289
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        23.290
_diffrn_reflns_theta_max         23.290
_diffrn_reflns_theta_min         1.695
_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    0.052
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77832
_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    0.882
_exptl_crystal_description       block
_exptl_crystal_F_000             2832
_exptl_crystal_size_max          0.202
_exptl_crystal_size_mid          0.164
_exptl_crystal_size_min          0.042
_refine_diff_density_max         0.354
_refine_diff_density_min         -0.166
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details
;
 Flack x determined using 6155 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1777
_refine_ls_number_reflns         27809
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.1257
_refine_ls_R_factor_gt           0.0660
_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^)+(0.0637P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1200
_refine_ls_wR_factor_ref         0.1399
_reflns_Friedel_coverage         0.950
_reflns_Friedel_fraction_full    0.977
_reflns_Friedel_fraction_max     0.977
_reflns_number_gt                17785
_reflns_number_total             27809
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3cc00072a2.cif
_cod_data_source_block           CC21-alpha_100K_publ
_cod_depositor_comments
;
Adding full bibliography for 7131321--7131322.cif.

2024-12-16
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C168 H240 N24'
_cod_original_formula_weight         2595.83
_cod_original_formula_moiety         '2(C84 H120 N12)'
_cod_original_formula_units_Z            2
_cod_database_code               7131322
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C90 H10 N12'
_shelx_estimated_absorpt_t_max   0.998
_shelx_estimated_absorpt_t_min   0.990
_reflns_odcompleteness_completeness 72.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.00
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C37(H37), C38(H38), C41(H41), C42(H42), C45(H45), C46(H46), C47(H47),
 C51(H51), C53(H53), C54(H54), C56(H56), C59(H59), C61(H61), C62(H62), C64(H64),
  C67(H67), C69(H69), C70(H70), C72(H72), C75(H75), C77(H77), C78(H78),
 C80(H80), C83(H83), C121(H121), C122(H122), C124(H124), C127(H127), C135(H135),
  C136(H136), C138(H138), C141(H141), C143(H143), C144(H144), C146(H146),
 C149(H149), C151(H151), C152(H152), C154(H154), C157(H157), C159(H159),
 C160(H160), C162(H162), C165(H165), C167(H167), C168(H168), C170(H170),
 C172(H172)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C6(H6), C7(H7), C8(H8), C9(H9), C11(H11), C13(H13), C15(H15),
 C16(H16), C17(H17), C18(H18), C20(H20), C22(H22), C24(H24), C25(H25), C26(H26),
  C27(H27), C29(H29), C31(H31), C33(H33), C34(H34), C35(H35), C36(H36),
 C86(H86), C88(H88), C90(H90), C91(H91), C92(H92), C93(H93), C95(H95), C97(H97),
  C99(H99), C100(H100), C101(H101), C102(H102), C104(H104), C106(H106),
 C108(H108), C109(H109), C110(H110), C111(H111), C113(H113), C115(H115),
 C117(H117), C118(H118), C119(H119), C120(H120)
2.c Idealised Me refined as rotating group:
 C39(H39A,H39B,H39C), C40(H40A,H40B,H40C), C43(H43A,H43B,H43C), C44(H44A,H44B,
 H44C), C48(H48A,H48B,H48C), C49(H49A,H49B,H49C), C50(H50A,H50B,H50C), C52(H52A,
 H52B,H52C), C55(H55A,H55B,H55C), C57(H57A,H57B,H57C), C58(H58A,H58B,H58C),
 C60(H60A,H60B,H60C), C63(H63A,H63B,H63C), C65(H65A,H65B,H65C), C66(H66A,H66B,
 H66C), C68(H68A,H68B,H68C), C71(H71A,H71B,H71C), C73(H73A,H73B,H73C), C74(H74A,
 H74B,H74C), C76(H76A,H76B,H76C), C79(H79A,H79B,H79C), C81(H81A,H81B,H81C),
 C82(H82A,H82B,H82C), C84(H84A,H84B,H84C), C123(H12A,H12B,H12C), C125(H12D,H12E,
 H12F), C126(H12G,H12H,H12I), C128(H12J,H12K,H12L), C137(H13A,H13B,H13C),
 C139(H13D,H13E,H13F), C140(H14A,H14B,H14C), C142(H14D,H14E,H14F), C145(H14G,
 H14H,H14I), C147(H14J,H14K,H14L), C148(H14M,H14N,H14O), C150(H15A,H15B,H15C),
 C153(H15D,H15E,H15F), C155(H15G,H15H,H15I), C156(H15J,H15K,H15L), C158(H15M,
 H15N,H15O), C161(H16A,H16B,H16C), C163(H16D,H16E,H16F), C164(H16G,H16H,H16I),
 C166(H16J,H16K,H16L), C169(H16M,H16N,H16O), C171(H17A,H17B,H17C), C173(H17D,
 H17E,H17F), C174(H17G,H17H,H17I)
;
_shelx_res_checksum              43035
_shelx_hkl_checksum              49197
_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 1.214
_oxdiff_exptl_absorpt_empirical_full_min 0.829