Straighforward Metal-Free Synthesis of an Azacalix[6]arene Forming a Host-Guest Complex with Fullerene C60
Canard, Gabriel; Jacquemin, Denis; SIRI, Olivier; Azarias, Cloé; Chen, Zhongrui; New J. Chem. 41 (2017) 5284–5290; doi:10.1039/C7NJ00697G

data_7056226
_publ_section_title
;
 Straighforward Metal-Free Synthesis of an Azacalix[6]arene Forming a
 Host-Guest Complex with Fullerene C60
;
_journal_issue                   13
_journal_name_full               'New J. Chem.'
_journal_page_first              5284
_journal_page_last               5290
_journal_paper_doi               10.1039/C7NJ00697G
_journal_volume                  41
_journal_year                    2017
_chemical_formula_moiety         'C56 H84 N12 O8'
_chemical_formula_sum            'C56 H84 N12 O8'
_chemical_formula_weight         1053.35
_chemical_name_systematic        3b
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2017-05-12
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_audit_update_record
;
2017-05-19 deposited with the CCDC.
2017-05-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.681(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.0220(5)
_cell_length_b                   30.897(2)
_cell_length_c                   22.709(2)
_cell_measurement_reflns_used    58142
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.147
_cell_measurement_theta_min      2.354
_cell_measurement_wavelength     0.71073
_cell_volume                     5922.3(7)
_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      293(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.928
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'Omega + Phi scan'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_unetI/netI     0.2665
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.928
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       10
_diffrn_reflns_number            13445
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.928
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         28.147
_diffrn_reflns_theta_min         2.354
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.98
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 R.H. Blessing, Acta Cryst. (1995), A51, 33-38
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.181
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2272
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: CHCl3-n-Heptane'
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.406
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.914
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     695
_refine_ls_number_reflns         13445
_refine_ls_number_restraints     612
_refine_ls_restrained_S_all      0.904
_refine_ls_R_factor_all          0.3190
_refine_ls_R_factor_gt           0.1173
_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^)+(0.1618P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2937
_refine_ls_wR_factor_ref         0.3704
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3517
_reflns_number_total             13445
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7nj00697g2.cif
_cod_data_source_block           3b
_cod_database_code               7056226
_shelx_shelxl_version_number     2016/4
_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, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C50-C49 = C51B-C50 = C52B-C51B = C53B-C52B = C26-C25 = C27-C26 = C28-C27 =
 C29-C28 = C30-C29 = C31-C30 = C32-C31 = C34-C33 = C35-C34 = C36-C35 = C37-C36 =
  C38-C37 = C39-C38 = C47-C46 = C46-C45 = C45-C44 = C44-C43 = C43-C42 = C42-C41
 1.53 with sigma of 0.02
 C51A-C50 = C52B-C51B = C51B-C50 = C52A-C51A = C53B-C52A = C53A-C52B = C54A-
 C53A = C54A-C53B
 1.53 with sigma of 0.02
 C56-C55 = C48-C47 = C40-C39
 1.53 with sigma of 0.007
3. Uiso/Uaniso restraints and constraints
Uanis(C51B) = Uanis(C51A)
Uanis(C52B) = Uanis(C52A)
Uanis(C53B) = Uanis(C53A)
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
 Sof(H50A)=Sof(H50B)=Sof(C51B)=Sof(H51A)=Sof(H51B)=Sof(C52B)=Sof(H52A)=
 Sof(H52B)=Sof(C53B)=Sof(H53A)=Sof(H53B)=Sof(H54C)=Sof(H54D)=1-FVAR(1)
 Sof(H50C)=Sof(H50D)=Sof(C51A)=Sof(H51C)=Sof(H51D)=Sof(C52A)=Sof(H52C)=
 Sof(H52D)=Sof(C53A)=Sof(H53C)=Sof(H53D)=Sof(H54A)=Sof(H54B)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C25(H25A,H25B), C26(H26A,H26B), C27(H27A,H27B), C28(H28A,H28B), C29(H29A,
 H29B), C30(H30A,H30B), C31(H31A,H31B), C33(H33A,H33B), C34(H34A,H34B),
 C35(H35A,H35B), C36(H36A,H36B), C37(H37A,H37B), C38(H38A,H38B), C39(H39A,H39B),
  C41(H41A,H41B), C42(H42A,H42B), C43(H43A,H43B), C44(H44A,H44B), C45(H45A,
 H45B), C46(H46A,H46B), C47(H47A,H47B), C49(H49A,H49B), C50(H50A,H50B),
 C50(H50C,H50D), C51B(H51A,H51B), C52B(H52A,H52B), C53B(H53A,H53B), C55(H55A,
 H55B), C51A(H51C,H51D), C52A(H52C,H52D), C53A(H53C,H53D), C54A(H54C,H54D),
 C54A(H54A,H54B)
6.b Me refined with riding coordinates:
 C32(H32A,H32B,H32C), C40(H40A,H40B,H40C), C48(H48A,H48B,H48C), C56(H56A,H56B,
 H56C)
6.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C4(H4), C9(H9), C12(H12), C15(H15), C18(H18), C21(H21), C24(H24),
 N1(H1A), N2(H2), N3(H3), N4(H4A), N5(H5), N6(H6), N7(H7), N8(H8)
;
_olex2_submission_special_instructions 'No special instructions were received'