A bis-calix[4]arene-supported [CuII16] cage.
Wilson, Lucinda R. B.; Coletta, Marco; Singh, Mukesh K.; Teat, Simon J.; Brookfield, Adam; Shanmugam, Muralidharan; McInnes, Eric J. L.; Piligkos, Stergios; Dalgarno, Scott J.; Brechin, Euan K.; Dalton transactions (Cambridge, England : 2003) 52 (2023) 8956–8963; doi:10.1039/d3dt01448g

data_7713366
_publ_section_title
;
 A bis-calix[4]arene-supported [CuII16] cage.
;
_journal_issue                   26
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              8956
_journal_page_last               8963
_journal_paper_doi               10.1039/d3dt01448g
_journal_volume                  52
_journal_year                    2023
_chemical_formula_moiety
'C207 H278 Cu16 N9.5 O40, C88 H108 O8, 2(C3 H7 N O), 2(H2 O), 10[(C3H7NO)]'
_chemical_formula_sum            'C343 H510.5 Cu16 N25.5 O68'
_chemical_formula_weight         7095.88
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2023-06-01
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-06-01 deposited with the CCDC.	2023-06-09 downloaded from the CCDC.
;
_cell_angle_alpha                105.596(3)
_cell_angle_beta                 111.468(2)
_cell_angle_gamma                95.527(3)
_cell_formula_units_Z            1
_cell_length_a                   21.4369(9)
_cell_length_b                   21.9078(9)
_cell_length_c                   22.0660(9)
_cell_measurement_reflns_used    9357
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      34.1260
_cell_measurement_theta_min      2.2494
_cell_volume                     9067.1(7)
_computing_cell_refinement       'SAINT V8.37A Bruker-AXS, Madison WI'
_computing_data_collection       'Bruker APEX3 Bruker-AXS, Madison WI'
_computing_data_reduction        'SAINT V8.37A Bruker-AXS, Madison WI'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.42
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker D8 with PHOTON 100 detector'
_diffrn_measurement_method       '\f and \w shutterless scans'
_diffrn_radiation_monochromator  'silicon 111'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.7749
_diffrn_reflns_av_R_equivalents  0.0705
_diffrn_reflns_av_unetI/netI     0.0826
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            56519
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        23.892
_diffrn_reflns_theta_max         23.892
_diffrn_reflns_theta_min         2.156
_diffrn_source
;
Advanced Light Source, station 11.3.1
;
_exptl_absorpt_coefficient_mu    1.251
_exptl_absorpt_correction_T_max  0.7450
_exptl_absorpt_correction_T_min  0.5306
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014) was used for absorption correction.
wR2(int) was 0.1929 before and 0.0492 after correction.
The Ratio of minimum to maximum transmission is 0.7122.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            Black
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_description       Rod
_exptl_crystal_F_000             3755
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.691
_refine_diff_density_min         -0.626
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1988
_refine_ls_number_reflns         21580
_refine_ls_number_restraints     512
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0857
_refine_ls_R_factor_gt           0.0566
_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^)+(0.0770P)^2^+6.2670P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1416
_refine_ls_wR_factor_ref         0.1551
_reflns_Friedel_coverage         0.000
_reflns_number_gt                14859
_reflns_number_total             21580
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3dt01448g2.cif
_cod_data_source_block           4
_cod_original_formula_sum        'C343 H510.50 Cu16 N25.50 O68'
_cod_database_code               7713366
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.963
_shelx_estimated_absorpt_t_min   0.797
_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, All O(H,H) groups
2. Restrained distances
 N5-C104 = N5-C103 = N5-C108
 1.45 with sigma of 0.02
 O20-C103
 1.2 with sigma of 0.02
 O14-C89 = O15-C93
 1.2 with sigma of 0.02
 C93-C92 = C90-C89
 1.54 with sigma of 0.02
 N1-C92 = N1-C91 = N1-C90
 1.45 with sigma of 0.02
 N2-C95 = N2-C97 = N2-C96
 1.45 with sigma of 0.02
 C97-C98 = C95-C94
 1.54 with sigma of 0.02
 O16-C94 = O17-C98
 1.2 with sigma of 0.02
 C43-C41 = C43A-C41 = C42-C41 = C42A-C41 = C44-C41 = C44A-C41
 1.54 with sigma of 0.02
 C32-C29 = C30-C29 = C31-C29
 1.54 with sigma of 0.02
 C33-C36A = C36-C33 = C34A-C33 = C34-C33 = C35A-C33 = C35-C33
 1.54 with sigma of 0.02
 C40-C37 = C40A-C37 = C38-C37 = C38A-C37 = C39-C37 = C39A-C37
 1.54 with sigma of 0.02
 C76-C73 = C74-C73 = C75-C73
 1.54 with sigma of 0.02
 C78-C77 = C78A-C77 = C77-C79 = C77-C79A = C80-C77 = C80A-C77
 1.54 with sigma of 0.02
 C88-C85 = C86-C85 = C87-C85
 1.54 with sigma of 0.02
 C84A-C81 = C84-C81 = C83A-C81 = C83-C81 = C82A-C81 = C82-C81
 1.54 with sigma of 0.02
 O18-C102 = O18-C99
 1.2 with sigma of 0.02
 N4-C99 = N4-C100 = N4-C101
 1.45 with sigma of 0.02
 C150-C147 = C149-C147 = C148-C147
 1.54 with sigma of 0.02
 C161-C158 = C159-C158 = C160-C158
 1.54 with sigma of 0.02
 C162-C166 = C162-C167 = C162-C168 = C162-C163 = C162-C164 = C162-C165
 1.54 with sigma of 0.02
 C151-C152 = C151-C153 = C154-C151 = C155-C151 = C157-C151 = C156-C151
 1.54 with sigma of 0.02
 N6-C169 = N6-C174 = N6-C171 = N6-C173 = N6-C172
 1.45 with sigma of 0.02
 O30-C172 = O29-C169
 1.2 with sigma of 0.02
 N6-C170
 1.45 with sigma of 0.02
 N5A-C108 = N5-C106 = N5A-C107 = N5-C104 = N5-C103 = N5A-C105
 1.45 with sigma of 0.02
 C104-C108
 2.54 with sigma of 0.04
 C108-C103
 2.54 with sigma of 0.04
 C103-C104
 2.54 with sigma of 0.04
 C44A-C42A
 2.54 with sigma of 0.04
 C42A-C43A
 2.54 with sigma of 0.04
 C43A-C44A
 2.54 with sigma of 0.04
 C44-C42
 2.54 with sigma of 0.04
 C42-C43
 2.54 with sigma of 0.04
 C43-C44
 2.54 with sigma of 0.04
 C32-C30
 2.54 with sigma of 0.04
 C30-C31
 2.54 with sigma of 0.04
 C31-C32
 2.54 with sigma of 0.04
 C36A-C34A
 2.54 with sigma of 0.04
 C34A-C35A
 2.54 with sigma of 0.04
 C35A-C36A
 2.54 with sigma of 0.04
 C35-C36
 2.54 with sigma of 0.04
 C36-C34
 2.54 with sigma of 0.04
 C34-C35
 2.54 with sigma of 0.04
 C38-C39
 2.54 with sigma of 0.04
 C39-C40
 2.54 with sigma of 0.04
 C40-C38
 2.54 with sigma of 0.04
 C38A-C39A
 2.54 with sigma of 0.04
 C39A-C40A
 2.54 with sigma of 0.04
 C40A-C38A
 2.54 with sigma of 0.04
 C74-C75
 2.54 with sigma of 0.04
 C75-C76
 2.54 with sigma of 0.04
 C76-C74
 2.54 with sigma of 0.04
 C79-C80
 2.54 with sigma of 0.04
 C80-C78
 2.54 with sigma of 0.04
 C78-C79
 2.54 with sigma of 0.04
 C79A-C80A
 2.54 with sigma of 0.04
 C80A-C78A
 2.54 with sigma of 0.04
 C78A-C79A
 2.54 with sigma of 0.04
 C87-C86
 2.54 with sigma of 0.04
 C86-C88
 2.54 with sigma of 0.04
 C88-C87
 2.54 with sigma of 0.04
 C82-C83
 2.54 with sigma of 0.04
 C83-C84
 2.54 with sigma of 0.04
 C84-C82
 2.54 with sigma of 0.04
 C82A-C83A
 2.54 with sigma of 0.04
 C83A-C84A
 2.54 with sigma of 0.04
 C84A-C82A
 2.54 with sigma of 0.04
 C99-C100
 2.54 with sigma of 0.04
 C100-C101
 2.54 with sigma of 0.04
 C101-C99
 2.54 with sigma of 0.04
 C148-C149
 2.54 with sigma of 0.04
 C149-C150
 2.54 with sigma of 0.04
 C150-C148
 2.54 with sigma of 0.04
 C159-C160
 2.54 with sigma of 0.04
 C160-C161
 2.54 with sigma of 0.04
 C161-C159
 2.54 with sigma of 0.04
 C166-C168
 2.54 with sigma of 0.04
 C168-C164
 2.54 with sigma of 0.04
 C164-C166
 2.54 with sigma of 0.04
 C167-C163
 2.54 with sigma of 0.04
 C163-C165
 2.54 with sigma of 0.04
 C165-C167
 2.54 with sigma of 0.04
 C152-C154
 2.54 with sigma of 0.04
 C154-C156
 2.54 with sigma of 0.04
 C156-C152
 2.54 with sigma of 0.04
 C153-C155
 2.54 with sigma of 0.04
 C155-C157
 2.54 with sigma of 0.04
 C157-C153
 2.54 with sigma of 0.04
 C174-C173
 2.54 with sigma of 0.04
 C173-C172
 2.54 with sigma of 0.04
 C172-C174
 2.54 with sigma of 0.04
 C169-C170
 2.54 with sigma of 0.04
 C169-C171
 2.54 with sigma of 0.04
 C171-C170
 2.54 with sigma of 0.04
 O20-C103 \\sim O20-C105
 with sigma of 0.02
 N5-C103 \\sim N5A-C105
 with sigma of 0.02
 N5-C108 \\sim N5A-C106
 with sigma of 0.02
 O20-N5 \\sim O20-N5A
 with sigma of 0.04
 C103-C108 \\sim C105-C106
 with sigma of 0.04
3. Restrained planarity
 C105, N5A, C108, C107
 with sigma of 0.1
 C104, C106, N5, C103
 with sigma of 0.1
4. Rigid body (RIGU) restrains
 C80, C80A, C78, C78A, C77, C79, C79A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C83, C82A, C82, C81, C84A, C84, C83A
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C99, N4, C101, C100
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C33, C36, C34, C35, C36A, C35A, C34A
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C37, C40A, C39A, C38A, C38, C39, C40
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C41, C44, C43, C42, C43A, C44A, C42A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 O20, N5, C103, C104, C108, C105, N5A, C106, C107
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C162, C167, C165, C163, C164, C166, C168
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C151, C155, C157, C153, C156, C154, C152
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 N6, C171, C172, C169, C173, C174, C170, O30, O29
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
5. Others
 Fixed Sof: N5(0.4) C103(0.4) H103(0.4) C79(0.55) H79A(0.55) H79B(0.55)
 H79C(0.55) C40A(0.5) H40A(0.5) H40B(0.5) H40C(0.5) C39A(0.5) H39A(0.5)
 H39B(0.5) H39C(0.5) C36(0.6) H36A(0.6) H36B(0.6) H36C(0.6) C78(0.55)
 H78A(0.55) H78B(0.55) H78C(0.55) C34(0.6) H34A(0.6) H34B(0.6) H34C(0.6)
 C44(0.6) H44A(0.6) H44B(0.6) H44C(0.6) C43(0.6) H43A(0.6) H43B(0.6) H43C(0.6)
 C80(0.55) H80A(0.55) H80B(0.55) H80C(0.55) C38A(0.5) H38A(0.5) H38B(0.5)
 H38C(0.5) C82(0.65) H82A(0.65) H82B(0.65) H82C(0.65) C42(0.6) H42A(0.6)
 H42B(0.6) H42C(0.6) C84(0.65) H84A(0.65) H84B(0.65) H84C(0.65) C35(0.6)
 H35A(0.6) H35B(0.6) H35C(0.6) C83(0.65) H83A(0.65) H83B(0.65) H83C(0.65)
 C104(0.4) H10A(0.4) H10B(0.4) H10C(0.4) C108(0.6) H10D(0.6) H10E(0.6)
 H10F(0.6) C43A(0.4) H43D(0.4) H43E(0.4) H43F(0.4) C44A(0.4) H44D(0.4)
 H44E(0.4) H44F(0.4) C42A(0.4) H42D(0.4) H42E(0.4) H42F(0.4) C36A(0.4)
 H36D(0.4) H36E(0.4) H36F(0.4) C35A(0.4) H35D(0.4) H35E(0.4) H35F(0.4)
 C34A(0.4) H34D(0.4) H34E(0.4) H34F(0.4) C38(0.5) H38D(0.5) H38E(0.5) H38F(0.5)
 C39(0.5) H39D(0.5) H39E(0.5) H39F(0.5) C40(0.5) H40D(0.5) H40E(0.5) H40F(0.5)
 C80A(0.45) H80D(0.45) H80E(0.45) H80F(0.45) C79A(0.45) H79D(0.45) H79E(0.45)
 H79F(0.45) C78A(0.45) H78D(0.45) H78E(0.45) H78F(0.45) C84A(0.35) H84D(0.35)
 H84E(0.35) H84F(0.35) C82A(0.35) H82D(0.35) H82E(0.35) H82F(0.35) C83A(0.35)
 H83D(0.35) H83E(0.35) H83F(0.35) C99(0.75) H99(0.75) N4(0.75) C100(0.75)
 H10G(0.75) H10H(0.75) H10I(0.75) C101(0.75) H10J(0.75) H10K(0.75) H10L(0.75)
 C102(0.25) H10M(0.25) H10N(0.25) H10O(0.25) C155(0.8) H15D(0.8) H15E(0.8)
 H15F(0.8) C157(0.8) H15G(0.8) H15H(0.8) H15I(0.8) C153(0.8) H15M(0.8)
 H15N(0.8) H15O(0.8) C167(0.7) H16G(0.7) H16H(0.7) H16I(0.7) C165(0.7)
 H16J(0.7) H16K(0.7) H16L(0.7) C163(0.7) H16M(0.7) H16N(0.7) H16O(0.7)
 C171(0.5) H17A(0.5) H17B(0.5) H17C(0.5) C172(0.5) H172(0.5) C169(0.5)
 H169(0.5) O29(0.5) C164(0.3) H16P(0.3) H16Q(0.3) H16R(0.3) C166(0.3) H16S(0.3)
 H16T(0.3) H16U(0.3) C168(0.3) H16V(0.3) H16W(0.3) H16X(0.3) C152(0.2)
 H15P(0.2) H15Q(0.2) H15R(0.2) C156(0.2) H15S(0.2) H15T(0.2) H15U(0.2)
 C154(0.2) H15V(0.2) H15W(0.2) H15X(0.2) O30(0.5) C173(0.5) H17D(0.5) H17E(0.5)
 H17F(0.5) C174(0.5) H17G(0.5) H17H(0.5) H17I(0.5) C170(0.5) H17J(0.5)
 H17K(0.5) H17L(0.5) C105(0.6) H105(0.6) N5A(0.6) C106(0.4) H10P(0.4) H10Q(0.4)
 H10R(0.4) C107(0.6) H10S(0.6) H10T(0.6) H10U(0.6)
 Fixed Uiso: C102(0.05)
6.a Free rotating group:
 O21(H21C,H21D)
6.b Rotating group:
 O19(H19A,H19B)
6.c Ternary CH refined with riding coordinates:
 C28(H28), C45(H45), C140(H140)
6.d Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C89(H89A,H89B), C98(H98A,H98B), C52(H52A,H52B), C7(H7A,H7B),
 C14(H14A,H14B), C97(H97A,H97B), C66(H66A,H66B), C59(H59A,H59B), C133(H13A,
 H13B), C90(H90A,H90B), C126(H12A,H12B), C94(H94A,H94B), C95(H95A,H95B), CG(HGA,
 HGB), C92(H92A,H92B), C93(H93A,H93B)
6.e Me refined with riding coordinates:
 C79(H79A,H79B,H79C), C40A(H40A,H40B,H40C), C39A(H39A,H39B,H39C), C36(H36A,
 H36B,H36C), C78(H78A,H78B,H78C), C34(H34A,H34B,H34C), C44(H44A,H44B,H44C),
 C43(H43A,H43B,H43C), C80(H80A,H80B,H80C), C38A(H38A,H38B,H38C), C82(H82A,H82B,
 H82C), C42(H42A,H42B,H42C), C84(H84A,H84B,H84C), C35(H35A,H35B,H35C), C83(H83A,
 H83B,H83C), C104(H10A,H10B,H10C), C108(H10D,H10E,H10F), C43A(H43D,H43E,H43F),
 C44A(H44D,H44E,H44F), C42A(H42D,H42E,H42F), C36A(H36D,H36E,H36F), C35A(H35D,
 H35E,H35F), C34A(H34D,H34E,H34F), C38(H38D,H38E,H38F), C39(H39D,H39E,H39F),
 C40(H40D,H40E,H40F), C80A(H80D,H80E,H80F), C79A(H79D,H79E,H79F), C78A(H78D,
 H78E,H78F), C84A(H84D,H84E,H84F), C82A(H82D,H82E,H82F), C83A(H83D,H83E,H83F),
 C100(H10G,H10H,H10I), C101(H10J,H10K,H10L), C102(H10M,H10N,H10O), C155(H15D,
 H15E,H15F), C157(H15G,H15H,H15I), C153(H15M,H15N,H15O), C167(H16G,H16H,H16I),
 C165(H16J,H16K,H16L), C163(H16M,H16N,H16O), C171(H17A,H17B,H17C), C164(H16P,
 H16Q,H16R), C166(H16S,H16T,H16U), C168(H16V,H16W,H16X), C152(H15P,H15Q,H15R),
 C156(H15S,H15T,H15U), C154(H15V,H15W,H15X), C173(H17D,H17E,H17F), C174(H17G,
 H17H,H17I), C170(H17J,H17K,H17L), C106(H10P,H10Q,H10R), C107(H10S,H10T,H10U)
6.f Aromatic/amide H refined with riding coordinates:
 C25(H25), C49(H49), C18(H18), C16(H16), C142(H142), C47(H47), C9(H9), C4(H4),
 C137(H137), C23(H23), C70(H70), C54(H54), C2(H2), C56(H56), C68(H68),
 C123(H123), C11(H11), C128(H128), C61(H61), C144(H144), C130(H130), C63(H63),
 C121(H121), C103(H103), C99(H99), C135(H135), C172(H172), C169(H169),
 C105(H105)
6.g Idealised Me refined as rotating group:
 C96(H96A,H96B,H96C), C75(H75A,H75B,H75C), C76(H76A,H76B,H76C), C31(H31A,H31B,
 H31C), C30(H30A,H30B,H30C), C32(H32A,H32B,H32C), C88(H88A,H88B,H88C), C74(H74A,
 H74B,H74C), C150(H15A,H15B,H15C), C86(H86A,H86B,H86C), C87(H87A,H87B,H87C),
 C91(H91A,H91B,H91C), C149(H14C,H14D,H14E), C159(H15J,H15K,H15L), C160(H16A,
 H16B,H16C), C161(H16D,H16E,H16F), C148(H14F,H14G,H14H)
6.h Idealised tetrahedral OH refined as rotating group:
 O25(H25A), O28(H28A), O27(H27)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              50548
_shelx_hkl_checksum              51898
_shelx_fab_checksum              36794
_olex2_submission_special_instructions 'No special instructions were received'