Dissipative control of the fluorescence of a 1,3-dipyrenyl calix[4]arene in the cone conformation.
Spatola, Emanuele; Rispoli, Francesco; Del Giudice, Daniele; Cacciapaglia, Roberta; Casnati, Alessandro; Marchiò, Luciano; Baldini, Laura; Di Stefano, Stefano; Organic & biomolecular chemistry 20 (2021) 132–138; doi:10.1039/d1ob02096j

data_7158398
_publ_section_title
;
 Dissipative control of the fluorescence of a 1,3-dipyrenyl calix[4]arene
 in the cone conformation.
;
_journal_issue                   1
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              132
_journal_page_last               138
_journal_paper_doi               10.1039/d1ob02096j
_journal_volume                  20
_journal_year                    2021
_chemical_formula_moiety         'C76 H70 N2 O12'
_chemical_formula_sum            'C76 H70 N2 O12'
_chemical_formula_weight         1203.34
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-12-17
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_audit_update_record
;
2021-09-09 deposited with the CCDC.	2021-11-12 downloaded from the CCDC.
;
_cell_angle_alpha                70.194(7)
_cell_angle_beta                 85.592(7)
_cell_angle_gamma                77.672(8)
_cell_formula_units_Z            2
_cell_length_a                   14.238(3)
_cell_length_b                   14.993(3)
_cell_length_c                   15.638(2)
_cell_measurement_reflns_used    5098
_cell_measurement_temperature    150
_cell_measurement_theta_max      68.746
_cell_measurement_theta_min      2.996
_cell_volume                     3068.3(10)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean 7.4
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Bruker D8 venture PhotonII area detector'
_diffrn_measurement_method       'omega and theta scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1530
_diffrn_reflns_av_unetI/netI     0.1346
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            37030
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.240
_diffrn_reflns_theta_min         3.590
_diffrn_source                   microfocus
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.709
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_correction_T_min  0.5463
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1309 before and 0.0780 after correction.
The Ratio of minimum to maximum transmission is 0.7252.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_description       needle
_exptl_crystal_F_000             1272
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.279
_refine_diff_density_min         -0.336
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       0.0075(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     843
_refine_ls_number_reflns         11007
_refine_ls_number_restraints     37
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.1757
_refine_ls_R_factor_gt           0.0790
_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^)+(0.0850P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1737
_refine_ls_wR_factor_ref         0.2211
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4714
_reflns_number_total             11007
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1ob02096j2.cif
_cod_data_source_block           rix263_0m
_cod_depositor_comments          'Adding full bibliography for 7158398.cif.'
_cod_original_cell_volume        3068.1(9)
_cod_database_code               7158398
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.979
_shelx_estimated_absorpt_t_min   0.926
_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
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Restrained distances
 C72-C73
 1.5 with sigma of 0.02
 C73-C72 = C73A-C72A
 1.5 with sigma of 0.02
 O6-C71 = O6A-C71 = O6-C72 = O6A-C72A
 1.42 with sigma of 0.02
 C70-O6
 2.4 with sigma of 0.04
 C71-C72
 2.4 with sigma of 0.04
 O6-C73
 2.4 with sigma of 0.04
 C71-C72A
 2.4 with sigma of 0.04
 O6A-C73A
 2.4 with sigma of 0.04
 C72-C73 \\sim C72A-C73A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
O8 \\sim O8A: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 1.7A
C76 \\sim C76A: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 1.7A
Uanis(O6) \\sim Ueq, Uanis(O6A) \\sim Ueq: with sigma of 0.1 and sigma for
terminal atoms of 0.2
Uanis(O6) = Uanis(O6A)
Uanis(C72) = Uanis(C72A)
Uanis(C73) = Uanis(C73A)
4. Others
 Sof(H75C)=Sof(H75D)=Sof(C76A)=Sof(H76A)=Sof(H76B)=Sof(H77D)=Sof(H77E)=
 Sof(H77F)=Sof(O8A)=1-FVAR(1)
 Sof(H75A)=Sof(H75B)=Sof(O8)=Sof(H77A)=Sof(H77B)=Sof(H77C)=Sof(C76)=Sof(H76C)=
 Sof(H76D)=FVAR(1)
 Sof(H71C)=Sof(H71D)=Sof(O6A)=Sof(C72A)=Sof(H72C)=Sof(H72D)=Sof(C73A)=
 Sof(H73D)=Sof(H73E)=Sof(H73F)=1-FVAR(2)
 Sof(H71A)=Sof(H71B)=Sof(C72)=Sof(H72A)=Sof(H72B)=Sof(C73)=Sof(H73A)=Sof(H73B)=
 Sof(H73C)=Sof(O6)=FVAR(2)
5.a Secondary CH2 refined with riding coordinates:
 C71(H71A,H71B), C71(H71C,H71D), C72(H72A,H72B), C28(H28A,H28B), C21(H21A,
 H21B), C66(H66A,H66B), C67(H67A,H67B), C68(H68A,H68B), C7(H7A,H7B), C14(H14A,
 H14B), C62(H62A,H62B), C63(H63A,H63B), C64(H64A,H64B), C74(H74A,H74B),
 C75(H75A,H75B), C75(H75C,H75D), C76A(H76A,H76B), C70(H70A,H70B), C76(H76C,
 H76D), C72A(H72C,H72D)
5.b Me refined with riding coordinates:
 C73(H73A,H73B,H73C), C77(H77D,H77E,H77F), C77(H77A,H77B,H77C), C73A(H73D,H73E,
 H73F)
5.c Aromatic/amide H refined with riding coordinates:
 C41(H41), C42(H42), C36(H36), C35(H35), C3(H3), C18(H18), C56(H56), C57(H57),
 C40(H40), C9(H9), C11(H11), C51(H51), C52(H52), C59(H59), C60(H60), C47(H47),
 C46(H46), C58(H58), C16(H16), C23(H23), C25(H25), C5(H5), C30(H30), C31(H31),
 C44(H44), C43(H43)
5.d Idealised Me refined as rotating group:
 C69(H69A,H69B,H69C), C65(H65A,H65B,H65C)
;
_shelx_res_checksum              80060
_olex2_submission_special_instructions 'No special instructions were received'