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_1569972
_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(C8 H10 O)'
_chemical_formula_sum            'C61 H59 O11 P3'
_chemical_formula_weight         1060.99
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_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_creation_date             2022-12-06
_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                93.606(2)
_cell_angle_beta                 100.717(2)
_cell_angle_gamma                107.383(2)
_cell_formula_units_Z            2
_cell_length_a                   11.0451(4)
_cell_length_b                   15.3389(5)
_cell_length_c                   16.7639(6)
_cell_measurement_reflns_used    9869
_cell_measurement_temperature    193.0
_cell_measurement_theta_max      68.216
_cell_measurement_theta_min      3.808
_cell_volume                     2641.81(16)
_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  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      193.0
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            91888
_diffrn_reflns_point_group_measured_fraction_full 0.964
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.357
_diffrn_reflns_theta_min         2.704
_diffrn_source_current           1.1
_diffrn_source_power             0.055
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    1.552
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5993
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1351 before and 0.0602 after correction.
The Ratio of minimum to maximum transmission is 0.7958.
The \l/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_description       block
_exptl_crystal_F_000             1116
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.194
_refine_diff_density_min         -0.351
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details
;
 Flack x determined using 8300 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.039(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1445
_refine_ls_number_reflns         18645
_refine_ls_number_restraints     123
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0331
_refine_ls_R_factor_gt           0.0322
_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^)+(0.0509P)^2^+0.5312P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0872
_refine_ls_wR_factor_ref         0.0880
_reflns_Friedel_coverage         0.932
_reflns_Friedel_fraction_full    0.932
_reflns_Friedel_fraction_max     0.926
_reflns_number_gt                18020
_reflns_number_total             18645
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc02995f2.cif
_cod_data_source_block           cu_20220512lwx_jjm_38_0m
_cod_depositor_comments
'Adding full bibliography for 1569950--1569976.cif.'
_cod_database_code               1569972
_shelx_shelxl_version_number     2014/7
_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, All O(H) groups
2. Uiso/Uaniso restraints and constraints
C01Q \\sim C024 \\sim C02W \\sim C03A \\sim C03N \\sim C3: within 2A with sigma
of 0.002 and sigma for terminal atoms of 0.004 within 2A
C01Z \\sim C8 \\sim C03P \\sim C03W \\sim C041 \\sim C9 \\sim C10 \\sim C11:
within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
Uanis(C8) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
3. Others
 Sof(C4)=Sof(H4)=Sof(C0)=Sof(C5)=Sof(H5)=Sof(C6)=Sof(H6)=Sof(C7)=Sof(H7)=
 Sof(C3A)=Sof(H3A)=1-FVAR(1)
 Sof(C01Q)=Sof(H01Q)=Sof(C024)=Sof(C02W)=Sof(H02W)=Sof(C03A)=Sof(H03I)=
 Sof(C03N)=Sof(H03N)=Sof(C3)=Sof(H3)=FVAR(1)
 Sof(C8)=Sof(H8)=Sof(H03M)=Sof(C9)=Sof(H9)=1-FVAR(2)
 Sof(H03P)=Sof(C10)=Sof(H10)=Sof(C11)=Sof(H11)=FVAR(2)
4.a Ternary CH refined with riding coordinates:
 C038(H038), C03C(H21), C03D(H14), C03J(H03Y)
4.b Secondary CH2 refined with riding coordinates:
 C00P(H00A,H00B), C00W(H00C,H00D), C01F(H01A,H01B), C01O(H01J,H01K), C02A(H02G,
 H02H), C032(H03A,H03B)
4.c Aromatic/amide H refined with riding coordinates:
 C014(H014), C01B(H01I), C01D(H01M), C01E(H01L), C01Q(H01Q), C01T(H01T),
 C01W(H01W), C01X(H01X), C01Z(H01Z), C026(H026), C029(H029), C02E(H02I),
 C02F(H22), C02J(H02V), C02K(H12), C02L(H17), C02O(H13), C02Q(H19), C02S(H02Z),
 C02U(H20), C02W(H02W), C02X(H02X), C02Y(H02), C031(H031), C033(H033),
 C037(H037), C03A(H03I), C03E(H03O), C03G(H03W), C8(H8), C03K(H16), C03M(H24),
 C03N(H03N), C03O(H03Z), C03P(H03M), C03P(H03P), C03Q(H03Q), C03R(H03R),
 C03S(H03S), C03T(H03T), C03U(H03U), C03V(H03V), C03X(H03X), C03Z(H1),
 C040(H040), C041(H041), C042(H042), C9(H9), C1(H1A), C2(H2), C3(H3), C4(H4),
 C5(H5), C6(H6), C7(H7), C3A(H3A), C10(H10), C11(H11)
4.d Idealised Me refined as rotating group:
 C017(H01C,H01D,H01E), C019(H01F,H01G,H01H), C027(H02A,H02B,H02C), C028(H02D,
 H02E,H02F), C02B(H02P,H02Q,H02R), C02G(H02J,H02K,H02L), C02H(H02S,H02T,H02U),
 C02M(H02Y,H,HA), C02P(H18,HB,HC), C02R(H02M,H02N,H02O), C034(H03C,H03D,H03E),
 C035(H03J,H03K,H03L), C036(H03F,H03G,H03H), C03H(H15,HD,HE), C03L(H23,HF,HG),
 C03Y(H03,HH,HI)
4.e Idealised tetrahedral OH refined as rotating group:
 O00L(H00L), O00Q(H00Q), O00U(H00U), O01A(H01N)
;
_shelx_res_checksum              89817
_olex2_submission_special_instructions 'No special instructions were received'