Taco complex-templated highly regio- and stereo-selective photodimerization of a coumarin-containing crown ether
Wei, Peifa; Wang, Haoze; Jie, Kecheng; Huang, Feihe; Chemical Communications (Cambridge, United Kingdom) 53 (2017) 1688–1691; doi:10.1039/c6cc10089a

data_7119589
_publ_section_title
;
 Taco complex-templated highly regio- and stereo-selective
 photodimerization of a coumarin-containing crown ether
;
_journal_coden_ASTM              CHCOFS
_journal_issue                   10
_journal_name_full
;
 Chemical Communications (Cambridge, United Kingdom)
;
_journal_page_first              1688
_journal_page_last               1691
_journal_paper_doi               10.1039/c6cc10089a
_journal_volume                  53
_journal_year                    2017
_chemical_formula_moiety
'3(F6 P), C50 H54 O16, 1.5(C12 H14 N2), 2(C3 H6 O)'
_chemical_formula_sum            'C74 H87 F18 N3 O18 P3'
_chemical_formula_weight         1741.38
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2016-05-05
_audit_creation_method
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_audit_update_record
;
2016-09-27 deposited with the CCDC.
2017-01-19 downloaded from the CCDC.
;
_cell_angle_alpha                82.573(4)
_cell_angle_beta                 79.383(5)
_cell_angle_gamma                65.221(5)
_cell_formula_units_Z            2
_cell_length_a                   12.9533(7)
_cell_length_b                   13.4370(6)
_cell_length_c                   26.4914(13)
_cell_measurement_reflns_used    3771
_cell_measurement_temperature    170
_cell_measurement_theta_max      29.1831
_cell_measurement_theta_min      2.9577
_cell_volume                     4107.7(4)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      170.0
_diffrn_detector_area_resol_mean 10.3592
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0045382000
_diffrn_orient_matrix_UB_12      0.0255072000
_diffrn_orient_matrix_UB_13      0.0226160000
_diffrn_orient_matrix_UB_21      0.0129775000
_diffrn_orient_matrix_UB_22      -0.0511627000
_diffrn_orient_matrix_UB_23      0.0142679000
_diffrn_orient_matrix_UB_31      0.0593795000
_diffrn_orient_matrix_UB_32      -0.0111144000
_diffrn_orient_matrix_UB_33      -0.0054363000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0565
_diffrn_reflns_av_unetI/netI     0.1148
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            27587
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         2.96
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.180
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95052
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1806
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.26
_refine_diff_density_max         1.482
_refine_diff_density_min         -0.380
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1054
_refine_ls_number_reflns         14962
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.2134
_refine_ls_R_factor_gt           0.0994
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1750P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2748
_refine_ls_wR_factor_ref         0.3594
_reflns_number_gt                5850
_reflns_number_total             14962
_reflns_threshold_expression     >2sigma(I)
_cod_duplicate_entry             7119525
_cod_data_source_file            c6cc10089a2.cif
_cod_data_source_block           160309_pfw_191_p
_cod_database_code               7119589
_chemical_oxdiff_formula         'c10 h10 n2 o2 p1 f6'
_reflns_odcompleteness_completeness 99.63
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.a Ternary CH refined with riding coordinates:
 C37(H37), C40(H40)
2.b Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C29(H29A,H29B), C28(H28A,H28B), C7(H7A,H7B), C25(H25A,H25B),
 C24(H24A,H24B), C27(H27A,H27B), C13(H13A,H13B), C21(H21A,H21B), C8(H8A,H8B),
 C12(H12A,H12B), C22(H22A,H22B), C23(H23A,H23B), C10(H10A,H10B), C11(H11A,H11B),
  C9(H9A,H9B)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C2(H2), C18(H18), C57(H57), C20(H20), C16(H16), C6(H6), C59(H59),
 C50(H50), C31(H31), C26(H26), C60(H60), C52(H52), C58(H58), C67(H67), C35(H35),
  C47(H47), C54(H54), C64(H64), C46(H46), C32(H32), C49(H49), C51(H51),
 C63(H63), C55(H55), C66(H66)
2.d Idealised Me refined as rotating group:
 C62(H62A,H62B,H62C), C39(H39A,H39B,H39C), C42(H42A,H42B,H42C), C68(H68A,H68B,
 H68C), C61(H61A,H61B,H61C), C74(H74A,H74B,H74C), C69(H69A,H69B,H69C), C71(H71A,
 H71B,H71C), C72(H72A,H72B,H72C)
;