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_1569956
_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_formula_moiety         'C45 H39 O9 P3, 3(C9 H8 O)'
_chemical_formula_sum            'C72 H63 O12 P3'
_chemical_formula_weight         1213.13
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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                109.5930(10)
_cell_angle_beta                 96.780(2)
_cell_angle_gamma                97.970(2)
_cell_formula_units_Z            4
_cell_length_a                   9.3026(2)
_cell_length_b                   23.6769(6)
_cell_length_c                   31.7445(8)
_cell_measurement_reflns_used    9924
_cell_measurement_temperature    193.0
_cell_measurement_theta_max      68.253
_cell_measurement_theta_min      2.914
_cell_volume                     6421.2(3)
_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    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      193.0
_diffrn_measured_fraction_theta_full 0.999
_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           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0605
_diffrn_reflns_av_unetI/netI     0.0407
_diffrn_reflns_Laue_measured_fraction_full 0.999
_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       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            175680
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.434
_diffrn_reflns_theta_min         2.017
_diffrn_source_current           1.1
_diffrn_source_power             0.055
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    1.358
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5725
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1531 before and 0.0868 after correction.
The Ratio of minimum to maximum transmission is 0.7602.
The \l/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_description       needle
_exptl_crystal_F_000             2544
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.937
_refine_diff_density_min         -0.714
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1567
_refine_ls_number_reflns         23527
_refine_ls_number_restraints     67
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0758
_refine_ls_R_factor_gt           0.0635
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1103P)^2^+4.6831P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1896
_refine_ls_wR_factor_ref         0.2017
_reflns_Friedel_coverage         0.000
_reflns_number_gt                18795
_reflns_number_total             23527
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc02995f2.cif
_cod_data_source_block           cu_20220511lwx_jjm_32_0m_sq
_cod_depositor_comments
'Adding full bibliography for 1569950--1569976.cif.'
_cod_database_code               1569956
_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
2. Restrained distances
 H5A-H2A
 2.2 with sigma of 0.02
 C4-C5
 2.428 with sigma of 0.04
3. Rigid bond restraints
 O03C, C043
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C03Y, C03G
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C02Q, C036
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C03T, C04B
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C03O, C04K
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C04B, C03T
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C03G, C03Y
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
4. Uiso/Uaniso restraints and constraints
O6 \\sim C1 \\sim C4 \\sim C5 \\sim C2 \\sim C9 \\sim C7 \\sim C8 \\sim C11
\\sim C14: within 2A with sigma of 0.001 and sigma for terminal atoms of 0.002
within 2A
5.a Secondary CH2 refined with riding coordinates:
 C012(H01A,H01B), C01C(H01C,H01D), C01D(H01G,H01H), C01F(H01E,H01F), C01N(H01I,
 H01J), C01V(H01K,H01L)
5.b Aromatic/amide H refined with riding coordinates:
 C01X(H01X), C025(H025), C02C(H02M), C02E(H02N), C02F(H02O), C02G(H02P),
 C02H(H2), C02K(H4), C02L(H02Q), C02M(H02R), C02N(H5), C02O(H02S), C02P(H9),
 C02Q(H12), C02R(H6), C02S(H13), C02T(H10), C02U(H7), C02V(H02V), C02X(H11),
 C02Y(H8), C02Z(H02Z), C030(H030), C031(H031), C033(H033), C035(H035),
 C037(H037), C038(H038), C039(H039), C03A(H03O), C03D(H03Q), C03E(H03G),
 C03F(H03Y), C03H(H03H), C03I(H03I), C03J(H03J), C03K(H03K), C03L(H03L),
 C03M(H03M), C03N(H03N), C03P(H03P), C03R(H03R), C03S(H03S), C03T(H03T),
 C03U(H03U), C03V(H03V), C03W(H03W), C03X(H03X), C03Y(H03), C03Z(H03Z),
 C040(H040), C041(H041), C042(H042), C043(H043), C044(H044), C045(H045),
 C046(H046), C047(H047), C049(H049), C04A(H04A), C04B(H04B), C04D(H04D),
 C04E(H04E), C04F(H04F), C04G(H04G), C04H(H04H), C04I(H04I), C04J(H04J),
 C04K(H04K), C04O(H04O), C1(H1A), C9(H9A), C11(H11A), C14(H14), C8(H8A),
 C2(H2A), C5(H5A), C7(H7A)
5.c Fitted hexagon refined as free rotating group:
 C4(C9,C11,C14,C8,C2)
5.d Idealised Me refined as rotating group:
 C01Y(H01M,H01N,H01O), C020(H02A,H02B,H02C), C021(H02D,H02E,H02F), C023(H02G,
 H02H,H02I), C024(H02T,H02U,H02W), C026(H02J,H02K,H02L), C029(H02X,H02Y,H),
 C02A(H02,HA,HB), C02B(H1,HC,HD), C02J(H3,HE,HF), C032(H03A,H03B,H03C),
 C034(H03D,H03E,H03F)
;
_shelx_res_checksum              29462
_shelx_fab_checksum              29592
_olex2_submission_special_instructions 'No special instructions were received'