Fluorescence Switching of Intramolecular Lewis Acid-Base Pairs on a Flexible Backbone.
Cao, Yang; Arsenault, Nicole E.; Hean, Duane; Wolf, Michael O.; The Journal of organic chemistry 84 (2019) 5394–5403; doi:10.1021/acs.joc.9b00398

data_4034331
_publ_section_title
;
 Fluorescence Switching of Intramolecular Lewis Acid-Base Pairs on a
 Flexible Backbone.
;
_journal_issue                   9
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              5394
_journal_page_last               5403
_journal_paper_doi               10.1021/acs.joc.9b00398
_journal_volume                  84
_journal_year                    2019
_chemical_formula_moiety         'C54 H44 B O P S2'
_chemical_formula_sum            'C54 H44 B O P S2'
_chemical_formula_weight         814.79
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2019-01-18
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 103.6030(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.0467(4)
_cell_length_b                   20.8531(4)
_cell_length_c                   23.1236(5)
_cell_measurement_reflns_used    9871
_cell_measurement_temperature    100
_cell_measurement_theta_max      23.264
_cell_measurement_theta_min      2.519
_cell_volume                     8458.0(3)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_av_unetI/netI     0.0346
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            41527
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.386
_diffrn_reflns_theta_min         1.332
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.204
_exptl_absorpt_correction_T_max  0.7449
_exptl_absorpt_correction_T_min  0.7177
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0658 before and 0.0363 after correction. The Ratio of minimum to maximum transmission is 0.9635. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_description       prism
_exptl_crystal_F_000             3424
_exptl_crystal_size_max          0.311
_exptl_crystal_size_mid          0.205
_exptl_crystal_size_min          0.102
_refine_diff_density_max         0.349
_refine_diff_density_min         -0.395
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1075
_refine_ls_number_reflns         17090
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0399
_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^)+(0.0580P)^2^+2.8700P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1032
_refine_ls_wR_factor_ref         0.1107
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13931
_reflns_number_total             17090
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo9b00398_si_008.cif
_cod_data_source_block           mw289_pp_a
_cod_database_code               4034331
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_max   0.979
_shelx_estimated_absorpt_t_min   0.939
_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 Aromatic/amide H refined with riding coordinates:
 C2A(H2A), C7A(H7A), C11A(H11A), C13A(H13A), C20A(H20A), C22A(H22A),
 C28A(H28A), C29A(H29A), C30A(H30A), C31A(H31A), C32A(H32A), C34A(H34A),
 C35A(H35A), C36A(H36A), C37A(H37A), C38A(H38A), C42A(H42A), C43A(H43A),
 C44A(H44A), C45A(H45A), C46A(H46A), C50A(H50A), C51A(H51A), C52A(H52A),
 C53A(H53A), C54A(H54A), C2B(H2B), C7B(H7B), C11B(H11B), C13B(H13B), C20B(H20B),
  C22B(H22B), C28B(H28B), C29B(H29B), C30B(H30B), C31B(H31B), C32B(H32B),
 C34B(H34B), C35B(H35B), C36B(H36B), C37B(H37B), C38B(H38B), C42B(H42B),
 C43B(H43B), C44B(H44B), C45B(H45B), C46B(H46B), C50B(H50B), C51B(H51B),
 C52B(H52B), C53B(H53B), C54B(H54B)
2.b Idealised Me refined as rotating group:
 C15A(H15A,H15B,H15C), C16A(H16A,H16B,H16C), C17A(H17A,H17B,H17C), C24A(H24A,
 H24B,H24C), C25A(H25A,H25B,H25C), C26A(H26A,H26B,H26C), C15B(H15D,H15E,H15F),
 C16B(H16D,H16E,H16F), C17B(H17D,H17E,H17F), C24B(H24D,H24E,H24F), C25B(H25D,
 H25E,H25F), C26B(H26D,H26E,H26F)
;
_olex2_submission_special_instructions 'No special instructions were received'