Host-guest system of a phosphorylated macrocycle assisting structure determination of oily molecules in single-crystal form.
Jiao, Jianmin; Li, Heng; Xie, Wang; Zhao, Yue; Lin, Chen; Jiang, Juli; Wang, Leyong; Chemical science 14 (2023) 11402–11409; doi:10.1039/d3sc02995f

data_1569959
_publ_section_title
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 Host-guest system of a phosphorylated macrocycle assisting structure
 determination of oily molecules in single-crystal form.
;
_journal_issue                   41
_journal_name_full               'Chemical science'
_journal_page_first              11402
_journal_page_last               11409
_journal_paper_doi               10.1039/d3sc02995f
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C45 H39 O9 P3, 2(C10 H12 O2)'
_chemical_formula_sum            'C65 H63 O13 P3'
_chemical_formula_weight         1145.06
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-01-08
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2023-03-27 deposited with the CCDC.	2023-09-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.660(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.6266(4)
_cell_length_b                   25.9063(10)
_cell_length_c                   22.4427(9)
_cell_measurement_reflns_used    9851
_cell_measurement_temperature    193.0
_cell_measurement_theta_max      68.46
_cell_measurement_theta_min      3.94
_cell_volume                     5578.5(4)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      193.0
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0829
_diffrn_reflns_av_unetI/netI     0.0394
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            79333
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.616
_diffrn_reflns_theta_min         2.610
_diffrn_source_current           1.1
_diffrn_source_power             0.055
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.540
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6100
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1579 before and 0.0906 after correction.
The Ratio of minimum to maximum transmission is 0.8100.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            clear
_exptl_crystal_colour_lustre     clear
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_description       block
_exptl_crystal_F_000             2408
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.867
_refine_diff_density_min         -0.377
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     803
_refine_ls_number_reflns         10272
_refine_ls_number_restraints     11
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0591
_refine_ls_R_factor_gt           0.0486
_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^)+(0.0723P)^2^+2.4460P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1313
_refine_ls_wR_factor_ref         0.1380
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8321
_reflns_number_total             10272
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc02995f2.cif
_cod_data_source_block           jjm-322
_cod_depositor_comments
'Adding full bibliography for 1569950--1569976.cif.'
_cod_database_code               1569959
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.837
_shelx_estimated_absorpt_t_min   0.802
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C15-C14 = C13-C12
 1.34 with sigma of 0.02
 C14-C01V = C12-C01V
 1.5 with sigma of 0.02
 C01V-C13
 2.4 with sigma of 0.04
 C01V-C15
 2.4 with sigma of 0.04
3. Rigid bond restraints
 C01Z, C01X
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O00G, C01F
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C01Q, C01P
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C01P, C01F
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C01M, C01Q
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
4. Others
 Sof(H01D)=Sof(C0)=Sof(H0)=Sof(C1)=Sof(H1)=Sof(C7)=Sof(H7)=Sof(C6)=Sof(H6)=1-
 FVAR(1)
 Sof(C4)=Sof(H4)=Sof(C5)=Sof(H5)=Sof(H01N)=Sof(C3)=Sof(H3)=Sof(C2)=Sof(H2)=
 FVAR(1)
 Sof(C8)=Sof(H8)=Sof(H02A)=Sof(C9)=Sof(H9)=1-FVAR(2)
 Sof(H021)=Sof(C10)=Sof(H10)=Sof(C11)=Sof(H11)=FVAR(2)
 Sof(HD)=Sof(HE)=Sof(C12)=Sof(H12A)=Sof(C13)=Sof(H13A)=Sof(H13B)=1-FVAR(3)
 Sof(H16)=Sof(HF)=Sof(C14)=Sof(H14A)=Sof(C15)=Sof(H15A)=Sof(H15B)=FVAR(3)
5.a Secondary CH2 refined with riding coordinates:
 C00P(H00A,H00B), C00S(H00C,H00D), C00T(H00E,H00F), C01V(HD,HE), C01V(H16,HF),
 C01X(H20,HG)
5.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C01N(H01D), C01N(H01N), C3(H3), C2(H2), C0(H0), C1(H1),
 C7(H7), C6(H6), C019(H019), C01G(H13), C01I(H17), C01J(H18), C01L(H01U),
 C01P(H14), C01Q(H15), C01R(H01V), C01S(H01W), C01T(H01X), C01U(H01Y),
 C01W(H01Z), C01Y(H01), C01Z(H21), C8(H8), C021(H02A), C021(H021), C12(H12A),
 C9(H9), C10(H10), C11(H11), C14(H14A)
5.c Fitted hexagon refined as free rotating group:
 C014(C4,C5,C01N,C3,C2)
5.d X=CH2 refined with riding coordinates:
 C026(H02B,H02C), C13(H13A,H13B), C15(H15A,H15B)
5.e Idealised Me refined as rotating group:
 C013(H01A,H01B,H01C), C016(H01E,H01F,H01G), C018(H01H,H01I,H01J), C01A(H12,H,
 HA), C01B(H01K,H01L,H01M), C01C(H01O,H01P,H01Q), C01D(H01R,H01S,H01T),
 C01O(H19,HB,HC)
5.f Idealised tetrahedral OH refined as rotating group:
 O00C(H00H), O00G(H00G)
;
_shelx_res_checksum              12505
_olex2_submission_special_instructions 'No special instructions were received'