Combined reversible switching of ECD and quenching of CPL with chiral fluorescent macrocycles.
Homberg, Alexandre; Brun, Elodie; Zinna, Francesco; Pascal, Simon; Górecki, Marcin; Monnier, Luc; Besnard, Céline; Pescitelli, Gennaro; Di Bari, Lorenzo; Lacour, Jérôme; Chemical science 9 (2018) 7043–7052; doi:10.1039/c8sc02935k

data_1549762
_publ_section_title
;
 Combined reversible switching of ECD and quenching of CPL with chiral
 fluorescent macrocycles.
;
_journal_issue                   35
_journal_name_full               'Chemical science'
_journal_page_first              7043
_journal_page_last               7052
_journal_paper_doi               10.1039/c8sc02935k
_journal_volume                  9
_journal_year                    2018
_chemical_formula_moiety         'C48 H42 N2 O6'
_chemical_formula_sum            'C48 H42 N2 O6'
_chemical_formula_weight         742.83
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2018-05-18
_audit_creation_method
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_audit_update_record
;
2018-06-12 deposited with the CCDC.
2018-07-31 downloaded from the CCDC.
;
_cell_angle_alpha                108.968(3)
_cell_angle_beta                 104.837(3)
_cell_angle_gamma                104.872(3)
_cell_formula_units_Z            2
_cell_length_a                   11.8363(4)
_cell_length_b                   12.6884(4)
_cell_length_c                   14.8869(5)
_cell_measurement_reflns_used    6152
_cell_measurement_temperature    180.05(10)
_cell_measurement_theta_max      72.5620
_cell_measurement_theta_min      3.9380
_cell_volume                     1897.35(14)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      180.05(10)
_diffrn_detector_area_resol_mean 10.4679
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_details
;
  1 omega -119.00  -79.00   0.8000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.0615  -99.0000   60.0000 50

  2 omega -124.00  -99.20   0.8000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.0615  -99.0000  -30.0000 31

  3 omega -129.00  -37.80   0.8000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.0615  178.0000  -90.0000 114

  4 omega -109.00  -83.40   0.8000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.0615  -99.0000   30.0000 32

  5 omega -122.00   -2.80   0.8000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.0615  -77.0000  150.0000 149

  6 omega -124.00  -80.00   0.8000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.0615  -99.0000  120.0000 55

  7 omega -121.00  -83.40   0.8000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.0615  -99.0000  -90.0000 47

  8 omega  -49.00   -7.40   0.8000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -68.5000   61.0000  -90.0000 52

  9 omega -101.00  -65.00   0.8000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -68.5000   61.0000   60.0000 45

 10 omega  -54.00  -28.40   0.8000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -68.5000   45.0000  150.0000 32

 11 omega   30.00  136.40   0.8000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.1716  -61.0000  -90.0000 133

 12 omega   44.00  105.60   0.8000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.1716  -94.0000  150.0000 77

 13 omega   49.00   85.00   0.8000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.1716  -30.0000 -180.0000 45

 14 omega  120.00  178.40   0.8000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.1716   61.0000 -150.0000 73

 15 omega   23.00  103.00   0.8000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.1716  -94.0000 -120.0000 100

 16 omega   51.00   91.00   0.8000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.1716  -45.0000  120.0000 50

 17 omega   50.00   90.00   0.8000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.1716  -30.0000   30.0000 50

 18 omega   27.00   68.60   0.8000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.1716  -30.0000   90.0000 52

 19 omega   65.00   90.60   0.8000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.1716  -45.0000   30.0000 32

 20 omega   72.00  104.00   0.8000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.1716  -94.0000  -30.0000 40

 21 omega   33.00  114.60   0.8000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.1716 -111.0000   90.0000 102

 22 omega   29.00  178.60   0.8000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.1716  -15.0000 -150.0000 187
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0848910000
_diffrn_orient_matrix_UB_12      -0.1333049000
_diffrn_orient_matrix_UB_13      -0.0432594000
_diffrn_orient_matrix_UB_21      -0.0697501000
_diffrn_orient_matrix_UB_22      0.0329514000
_diffrn_orient_matrix_UB_23      0.0728446000
_diffrn_orient_matrix_UB_31      -0.0946889000
_diffrn_orient_matrix_UB_32      0.0164709000
_diffrn_orient_matrix_UB_33      -0.0819313000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0177
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            12970
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.000
_diffrn_reflns_theta_max         72.598
_diffrn_reflns_theta_min         3.381
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.687
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91638
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light pink'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_description       block
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.3412
_exptl_crystal_size_mid          0.1328
_exptl_crystal_size_min          0.0883
_refine_diff_density_max         0.187
_refine_diff_density_min         -0.183
_refine_diff_density_rms         0.033
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     513
_refine_ls_number_reflns         7288
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0352
_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^)+(0.0465P)^2^+0.2869P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0888
_refine_ls_wR_factor_ref         0.0954
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6011
_reflns_number_total             7288
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8sc02935k2.cif
_cod_data_source_block           mv484b
_cod_depositor_comments
'Adding full bibliography for 1549761--1549762.cif.'
_cod_original_cell_volume        1897.34(13)
_cod_database_code               1549762
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         c80
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4), C12(H12)
2.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C17(H17A,H17B), C18(H18A,
 H18B), C19(H19A,H19B), C20(H20A,H20B)
2.c Aromatic/amide H refined with riding coordinates:
 C25(H25), C26(H26), C28(H28), C29(H29), C31(H31), C32(H32), C33(H33),
 C35(H35), C36(H36), C42(H42), C43(H43), C45(H45), C46(H46), C47(H47), C49(H49),
  C50(H50), C52(H52), C53(H53)
2.d X=CH2 refined with riding coordinates:
 C23(H23A,H23B), C56(H56A,H56B)
;
_shelx_res_checksum              97480
_olex2_submission_special_instructions 'No special instructions were received'