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_1569975
_publ_section_title
;
 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_absolute_configuration ad
_chemical_formula_moiety         'C45 H39 O9 P3, 2(C3 H5 Cl O)'
_chemical_formula_sum            'C51 H49 Cl2 O11 P3'
_chemical_formula_weight         1001.71
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2023-02-05
_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                 90.035(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.9267(11)
_cell_length_b                   17.608(2)
_cell_length_c                   29.783(4)
_cell_measurement_reflns_used    9838
_cell_measurement_temperature    193.0
_cell_measurement_theta_max      27.508
_cell_measurement_theta_min      2.558
_cell_volume                     4681.3(10)
_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    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      193.0
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0678
_diffrn_reflns_av_unetI/netI     0.0425
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            189382
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.553
_diffrn_reflns_theta_min         2.051
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.304
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6265
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1432 before and 0.0888 after correction.
The Ratio of minimum to maximum transmission is 0.8403.
The \l/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.421
_exptl_crystal_description       block
_exptl_crystal_F_000             2088
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.755
_refine_diff_density_min         -0.613
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details
;
 Flack x determined using 9627 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.165(14)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1158
_refine_ls_number_reflns         21583
_refine_ls_number_restraints     26
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0660
_refine_ls_R_factor_gt           0.0649
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1345P)^2^+2.5645P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1857
_refine_ls_wR_factor_ref         0.1873
_reflns_Friedel_coverage         0.936
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                21006
_reflns_number_total             21583
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc02995f2.cif
_cod_data_source_block           1a_CCDC5
_cod_depositor_comments
'Adding full bibliography for 1569950--1569976.cif.'
_cod_original_cell_volume        4681.4(10)
_cod_database_code               1569975
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.914
_shelx_estimated_absorpt_t_min   0.888
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.7986(12)
 0.2014(12)
2. 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
3. Restrained distances
 Cl4-C4
 1.7 with sigma of 0.02
 Cl5-C4
 1.7 with sigma of 0.02
 C14-C9
 1.45 with sigma of 0.006
 C14-C4
 1.53 with sigma of 0.001
 C3-C2
 1.58 with sigma of 0.001
 Cl4-C14
 2.7 with sigma of 0.04
 C14-Cl5
 2.9 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
Uanis(Cl4) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(Cl5) \\sim Ueq: with sigma of
0.05 and sigma for terminal atoms of 0.1
5. Others
 Sof(H4BC)=Sof(H4BD)=Sof(Cl5)=1-FVAR(1)
 Sof(Cl4)=Sof(H4AA)=Sof(H4AB)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C13(H13), C1(H1), C3(H3), C14(H14)
6.b Secondary CH2 refined with riding coordinates:
 C24(H24A,H24B), C45(H45A,H45B), C56(H56A,H56B), C59(H59A,H59B), C62(H62A,
 H62B), C64(H64A,H64B), C8(H8A,H8B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,
 H12B), C5(H5A,H5B), C2(H2A,H2B), C4(H4AA,H4AB), C4(H4BC,H4BD), C9(H9A,H9B)
6.c Aromatic/amide H refined with riding coordinates:
 C84(H84), C93(H93), C109(H109), C100(H100), C86(H86), C81(H81), C89(H89),
 C119(H119), C90(H90), C87(H87), C106(H106), C96(H96), C111(H111), C112(H112),
 C85(H85), C114(H114), C74(H74), C118(H118), C69(H69), C110(H110), C95(H95),
 C116(H116), C60(H60), C103(H103), C122(H122), C70(H70), C123(H123), C105(H105),
  C76(H76), C115(H115)
6.d Fitted hexagon refined as free rotating group:
 C19(C84,C93,C109,C100,C86), C26(C81,C89,C119,C90,C87), C52(C106,C96,C111,C112,
 C85), C57(C114,C74,C118,C69,C110), C65(C95,C116,C60,C103,C122), C70(C123,C105,
 C104,C76,C115)
6.e Idealised Me refined as rotating group:
 C30(H30A,H30B,H30C), C66(H66A,H66B,H66C), C71(H71A,H71B,H71C), C72(H72A,H72B,
 H72C), C77(H77A,H77B,H77C), C79(H79A,H79B,H79C), C80(H80A,H80B,H80C), C82(H82A,
 H82B,H82C), C83(H83A,H83B,H83C), C94(H94A,H94B,H94C), C97(H97A,H97B,H97C),
 C99(H99A,H99B,H99C)
;
_shelx_res_checksum              86607
_olex2_submission_special_instructions 'No special instructions were received'