Radically promoted formation of a molecular lasso
Wang, Yuping; Sun, Junling; Liu, Zhichang; Nassar, Majed S.; Botros, Youssry Y.; Stoddart, J. Fraser; Chem. Sci. 8 (2017) 2562–; doi:10.1039/C6SC05035B

data_1545050
_publ_section_title
;
 Radically promoted formation of a molecular lasso
;
_journal_issue                   4
_journal_name_full               'Chem. Sci.'
_journal_page_first              2562
_journal_paper_doi               10.1039/C6SC05035B
_journal_volume                  8
_journal_year                    2017
_chemical_formula_moiety         'C43 H33 N5 O4, 4(F6 P), 3(C2 H3 N)'
_chemical_formula_sum            'C49 H42 F24 N8 O4 P4'
_chemical_formula_weight         1386.78
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2015-07-23
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2016-11-13 deposited with the CCDC.
2017-01-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.763(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.6431(11)
_cell_length_b                   41.576(4)
_cell_length_c                   13.8546(15)
_cell_measurement_reflns_used    9994
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      23.032
_cell_measurement_theta_min      2.269
_cell_volume                     5732.5(10)
_computing_cell_refinement       'SAINT V8.34A (Bruker, 2013)'
_computing_data_collection       'APEX2 V2014.11-0 (Bruker, 2014)'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.02
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Kappa APEX CCD area detector'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  'QuazarTM optics'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0614
_diffrn_reflns_av_unetI/netI     0.0539
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       58
_diffrn_reflns_limit_k_min       -58
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            101667
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.002
_diffrn_reflns_theta_min         0.980
_diffrn_source                   microsource
_exptl_absorpt_coefficient_mu    0.262
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.6795
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1267 before and 0.0606 after correction.
The Ratio of minimum to maximum transmission is 0.9109.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.607
_exptl_crystal_description       plate
_exptl_crystal_F_000             2800
_exptl_crystal_size_max          0.312
_exptl_crystal_size_mid          0.247
_exptl_crystal_size_min          0.044
_refine_diff_density_max         1.542
_refine_diff_density_min         -0.825
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1053
_refine_ls_number_reflns         16706
_refine_ls_number_restraints     411
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.1417
_refine_ls_R_factor_gt           0.0945
_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^)+(0.1551P)^2^+10.1745P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2626
_refine_ls_wR_factor_ref         0.3014
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10288
_reflns_number_total             16706
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6sc05035b2.cif
_cod_data_source_block           cx0526
_cod_depositor_comments          'Adding full bibliography for 1545050.cif.'
_cod_original_cell_volume        5732.4(10)
_cod_database_code               1545050
_shelxl_version_number           2013-4
_shelx_estimated_absorpt_t_max   0.989
_shelx_estimated_absorpt_t_min   0.923
_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
2. Restrained distances
 F19A-F22A \\sim F21A-F24A \\sim F23A-F20A
 with sigma of 0.001
 P2-F12A \\sim P2-F8A \\sim P2-F11 \\sim P2-F11A \\sim P2-F10 \\sim P2-F7 \\sim
P2-F7A \\sim P2-F9 \\sim P2-
 F9A \\sim P2-F12 \\sim P2-F8 \\sim P2-F10A
 with sigma of 0.01
 F9-F10 \\sim F7-F11 \\sim F12-F8 \\sim F9A-F8A \\sim F10A-F7A \\sim F11A-F12A
\\sim F8A-F10A \\sim F9A-
 F7A \\sim F11A-F12A \\sim F12A-F8A \\sim F7A-F9A \\sim F10A-F11A \\sim F6A-F2A
\\sim F5A-F1A \\sim F3A-F4A
 with sigma of 0.01
3. Rigid bond restraints
 P4A, P4
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 F19A, F20A, F21A, F22A, F23A, F24A, F19, F20, F21, F22, F23, F24
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 N8, C48, C49, N8A, C48A, C49A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 F7, F7A, F8, F8A, F9, F9A, F10, F10A, F11, F11A, F12, F12A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 F1A, F2A, F3A, F4A, F5A, F6A, F1, F2, F3, F4, F5, F6
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 P1A, P1
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
P4A \\sim P4: within 1.7A with sigma of 0.01 and sigma for terminal atoms of
0.02
F19A \\sim F20A \\sim F21A \\sim F22A \\sim F23A \\sim F24A \\sim F19 \\sim F20
\\sim F21 \\sim F22 \\sim F23 \\sim F24: within 1.7A with sigma of 0.01 and
sigma for terminal atoms of 0.02
N8 \\sim C48 \\sim C49 \\sim N8A \\sim C48A \\sim C49A: within 1.7A with sigma
of 0.01 and sigma for terminal atoms of 0.02
F7 \\sim F7A \\sim F8 \\sim F8A \\sim F9 \\sim F9A \\sim F10 \\sim F10A \\sim
F11 \\sim F11A \\sim F12 \\sim F12A: within 1.7A with sigma of 0.01 and sigma
for terminal atoms of 0.02
F1A \\sim F2A \\sim F3A \\sim F4A \\sim F5A \\sim F6A \\sim F1 \\sim F2 \\sim
F3 \\sim F4 \\sim F5 \\sim F6: within 1.7A with sigma of 0.01 and sigma for
terminal atoms of 0.02
P1A \\sim P1: within 1.7A with sigma of 0.01 and sigma for terminal atoms of
0.02
5. Others
 Sof(F15A)=Sof(F16A)=Sof(F17A)=Sof(F18A)=1-FVAR(1)
 Sof(F15)=Sof(F16)=Sof(F17)=Sof(F18)=FVAR(1)
 Sof(P4A)=Sof(F19A)=Sof(F20A)=Sof(F21A)=Sof(F22A)=Sof(F23A)=Sof(F24A)=1-FVAR(2)
 Sof(P4)=Sof(F19)=Sof(F20)=Sof(F21)=Sof(F22)=Sof(F23)=Sof(F24)=FVAR(2)
 Sof(N8A)=Sof(C48A)=Sof(C49A)=Sof(H49D)=Sof(H49E)=Sof(H49F)=1-FVAR(3)
 Sof(N8)=Sof(C48)=Sof(C49)=Sof(H49A)=Sof(H49B)=Sof(H49C)=FVAR(3)
 Sof(F7A)=Sof(F8A)=Sof(F9A)=Sof(F10A)=Sof(F11A)=Sof(F12A)=1-FVAR(4)
 Sof(F7)=Sof(F8)=Sof(F9)=Sof(F10)=Sof(F11)=Sof(F12)=FVAR(4)
 Sof(P1A)=Sof(F1A)=Sof(F2A)=Sof(F3A)=Sof(F4A)=Sof(F5A)=Sof(F6A)=1-FVAR(5)
 Sof(P1)=Sof(F1)=Sof(F2)=Sof(F3)=Sof(F4)=Sof(F5)=Sof(F6)=FVAR(5)
6.a Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C25(H25A,H25B), C32(H32A,H32B), C43(H43A,H43B)
6.b Me refined with riding coordinates:
 C49(H49A,H49B,H49C)
6.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C9(H9), C11(H11), C15(H15), C16(H16), C18(H18), C19(H19),
 C21(H21), C22(H22), C23(H23), C24(H24), C27(H27), C28(H28), C30(H30), C31(H31),
  C33(H33), C34(H34), C36(H36), C37(H37), C39(H39), C40(H40), C41(H41), C42(H42)
6.d Idealised Me refined as rotating group:
 C45(H45A,H45B,H45C), C47(H47A,H47B,H47C), C49A(H49D,H49E,H49F)
6.e :
 C13(H13)
;
_shelx_res_checksum              22691
_shelx_hkl_checksum              38683
_olex2_date_sample_data_collection 2015-07-21
_olex2_date_sample_submission    2015-07-20
_olex2_submission_original_sample_id cx0526
_olex2_submission_special_instructions 'No special instructions were received'