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_1569970
_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_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                93.6860(10)
_cell_angle_beta                 100.7270(10)
_cell_angle_gamma                107.3980(10)
_cell_formula_units_Z            2
_cell_length_a                   11.0428(2)
_cell_length_b                   15.3355(3)
_cell_length_c                   16.7840(4)
_cell_measurement_reflns_used    9968
_cell_measurement_temperature    193.0
_cell_measurement_theta_max      68.24
_cell_measurement_theta_min      2.70
_cell_volume                     2642.99(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    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      193.0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_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  0.0388
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_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            86524
_diffrn_reflns_point_group_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.291
_diffrn_reflns_theta_min         3.045
_diffrn_source_current           1.1
_diffrn_source_power             0.055
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.552
_exptl_absorpt_correction_T_max  0.4672
_exptl_absorpt_correction_T_min  0.3411
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1393 before and 0.0819 after correction.
The Ratio of minimum to maximum transmission is 0.7301.
The \l/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_description       block
_exptl_crystal_F_000             1116
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.256
_refine_diff_density_min         -0.370
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details
;
 Flack x determined using 7918 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.035(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1366
_refine_ls_number_reflns         18760
_refine_ls_number_restraints     76
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0389
_refine_ls_R_factor_gt           0.0365
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0629P)^2^+0.4304P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1004
_refine_ls_wR_factor_ref         0.1026
_reflns_Friedel_coverage         0.939
_reflns_Friedel_fraction_full    0.940
_reflns_Friedel_fraction_max     0.936
_reflns_number_gt                17552
_reflns_number_total             18760
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc02995f2.cif
_cod_data_source_block           cu_220414_jjm372_0m
_cod_depositor_comments
'Adding full bibliography for 1569950--1569976.cif.'
_cod_database_code               1569970
_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. Restrained distances
 P006-C01U \\sim P006-C5
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C015 \\sim C02N \\sim C03D \\sim C03J \\sim C03T \\sim C03Y: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
C14 \\sim C4 \\sim C10 \\sim C11 \\sim C12 \\sim C13: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08 within 2A
4. Others
 Sof(C5)=Sof(C9)=Sof(H9)=Sof(C0)=Sof(H0)=Sof(C8)=Sof(H8)=Sof(C6)=Sof(H6)=
 Sof(C7)=Sof(H7)=1-FVAR(1)
 Sof(C01U)=Sof(C03K)=Sof(H03K)=Sof(C036)=Sof(H036)=Sof(C038)=Sof(H038)=
 Sof(C02M)=Sof(H02M)=Sof(C037)=Sof(H037)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C02L(H17), C035(H035), C03G(H03R), C03N(H11)
5.b Secondary CH2 refined with riding coordinates:
 C00R(H00A,H00B), C013(H01D,H01E), C018(H01F,H01G), C022(H02A,H02B), C02F(H02C,
 H02D), C02R(H02V,H02X)
5.c Aromatic/amide H refined with riding coordinates:
 C00Y(H00Y), C02N(H02Q), C03J(H03J), C03D(H03H), C03Y(H03Y), C03T(H03T),
 C01F(H01U), C01J(H01T), C03K(H03K), C036(H036), C038(H038), C02M(H02M),
 C037(H037), C01W(H01W), C021(H021), C025(H025), C027(H027), C029(H029),
 C02D(H02U), C02E(H02Z), C02H(H16), C02J(H02J), C02W(H02W), C02P(H02P),
 C03M(H03M), C03A(H03A), C02Y(H02Y), C02Z(H1), C033(H033), C039(H039), C03B(H3),
  C03E(H03Q), C03F(H5), C03H(H03P), C03I(H03I), C03P(H15), C03Q(H18),
 C03U(H03U), C03V(H03X), C03X(H03), C03Z(H03Z), C042(H042), C1(H1A), C2(H2),
 C3(H3A), C9(H9), C0(H0), C8(H8), C6(H6), C7(H7), C14(H14), C4(H4), C10(H10),
 C12(H12), C13(H13)
5.d Fitted hexagon refined as free rotating group:
 C015(C02N,C03J,C03D,C03Y,C03T), C01U(C03K,C036,C038,C02M,C037), C02J(C02W,
 C02P,C030,C03M,C03A), C5(C9,C0,C8,C6,C7), C14(C4,C10,C11,C12,C13)
5.e Idealised Me refined as rotating group:
 C01E(H01A,H01B,H01C), C01I(H01H,H01I,H01J), C01L(H01K,H01L,H01M), C01R(H01N,
 H01O,H01P), C01S(H01Q,H01R,H01S), C02A(H02R,H02S,H02T), C02O(H02E,H02F,H02G),
 C02S(H02H,H02I,H02K), C02T(H02L,H02N,H02O), C02X(H02,H,HA), C031(H03B,H03C,
 H03D), C032(H03E,H03F,H03G), C03C(H03L,H03N,H03O), C03S(H03S,H03V,H03W),
 C03W(H19,HB,HC), C041(H04A,H04B,H04C)
5.f Idealised tetrahedral OH refined as rotating group:
 O00F(H00F), O00V(H00V), O014(H014), O020(H020)
;
_shelx_res_checksum              36337
_olex2_submission_special_instructions 'No special instructions were received'