Ultramacrocyclization in water via external templation
Chen, Qiong; Lei, Ye; Wu, Guangcheng; Li, Qing; Pan, Yuanjiang; Li, Hao; Chemical Science 13 (2022) 798–803; doi:10.1039/D1SC06236K

data_1565916
_publ_section_title
;
 Ultramacrocyclization in water via external templation
;
_journal_issue                   3
_journal_name_full               'Chemical Science'
_journal_page_first              798
_journal_page_last               803
_journal_paper_doi               10.1039/D1SC06236K
_journal_volume                  13
_journal_year                    2022
_chemical_formula_moiety         '2(F6 P), C50 H52 N6 O7'
_chemical_formula_sum            'C50 H52 F12 N6 O7 P2'
_chemical_formula_weight         1138.91
_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_block_doi                 10.5517/ccdc.csd.cc28cq3h
_audit_creation_date             2021-07-14
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_audit_update_record
;
2021-07-15 deposited with the CCDC.	2021-12-20 downloaded from the CCDC.
;
_cell_angle_alpha                62.99(5)
_cell_angle_beta                 86.96(6)
_cell_angle_gamma                78.01(5)
_cell_formula_units_Z            2
_cell_length_a                   9.22(2)
_cell_length_b                   19.51(5)
_cell_length_c                   20.82(5)
_cell_measurement_reflns_used    2303
_cell_measurement_temperature    175(2)
_cell_measurement_theta_max      49.117
_cell_measurement_theta_min      3.759
_cell_volume                     3260(14)
_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  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      174.82
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.2692
_diffrn_reflns_av_unetI/netI     0.2146
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_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            63457
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        49.650
_diffrn_reflns_theta_max         49.650
_diffrn_reflns_theta_min         3.698
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.847
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.5004
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1528 before and 0.1058 after correction. The Ratio of minimum to maximum transmission is 0.6665. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.160
_exptl_crystal_description       needle
_exptl_crystal_F_000             1176
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.457
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.935
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     694
_refine_ls_number_reflns         10023
_refine_ls_number_restraints     22
_refine_ls_restrained_S_all      0.940
_refine_ls_R_factor_all          0.2840
_refine_ls_R_factor_gt           0.1221
_refine_ls_shift/su_max          0.026
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3225
_refine_ls_wR_factor_ref         0.4298
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2595
_reflns_number_total             10023
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1sc06236k2.cif
_cod_data_source_block           mj21302_0m
_cod_depositor_comments
'Adding full bibliography for 1565914--1565917.cif.'
_cod_database_code               1565916
_shelx_shelxl_version_number     2014/8
_shelx_estimated_absorpt_t_max   0.992
_shelx_estimated_absorpt_t_min   0.935
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2. Restrained distances
 C10-O3
 1.53 with sigma of 0.02
 C11-C10
 1.53 with sigma of 0.01
 O3-C9 = O3-C10
 1.48 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
O3 \\sim C9 \\sim C10 \\sim C11: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02
4.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B),
 C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B), C35(H35A,H35B), C36(H36A,H36B),
  C37(H37A,H37B), C38(H38A,H38B)
4.b Aromatic/amide H refined with riding coordinates:
 N1(H1), N6(H6), C3(H3), C4(H4), C6(H6A), C7(H7), C17(H17), C18(H18), C20(H20),
  C21(H21), C23(H23), C25(H25), C26(H26), C28(H28), C29(H29), C31(H31),
 C32(H32), C33(H33), C34(H34), C39(H39), C40(H40), C42(H42), C43(H43), C45(H45),
  C46(H46), C48(H48), C49(H49), C50(H50)
;
_shelx_res_checksum              46966
_shelx_hkl_checksum              6248
_shelx_fab_checksum              67066
_olex2_submission_special_instructions 'No special instructions were received'