Bringing a Molecular Plus One: Synergistic Binding Creates Guest-Mediated Three Component Complexes.
Taimoory, S. Maryamdokht; Twum, Kwaku; Dashti, Mohadeseh; Pan, FangFang; Lahtinen, Manu; Rissanen, Kari; Puttreddy, Rakesh; Trant, John F.; Beyeh, Ngong Kodiah; The Journal of organic chemistry  (2020) –; doi:10.1021/acs.joc.0c00220

data_4038158
_publ_section_title
;
 Bringing a Molecular Plus One: Synergistic Binding Creates Guest-Mediated
 Three Component Complexes.
;
_journal_name_full               'The Journal of organic chemistry'
_journal_paper_doi               10.1021/acs.joc.0c00220
_journal_year                    2020
_chemical_formula_moiety         'C40 H48 O8, C7 H6 O2'
_chemical_formula_sum            'C47 H54 O10'
_chemical_formula_weight         778.90
_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   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2019-07-06
_audit_creation_method
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                68.194(9)
_cell_angle_beta                 72.806(9)
_cell_angle_gamma                89.471(8)
_cell_formula_units_Z            2
_cell_length_a                   12.1038(12)
_cell_length_b                   13.3562(12)
_cell_length_c                   14.1984(15)
_cell_measurement_reflns_used    5463
_cell_measurement_temperature    120.01(10)
_cell_measurement_theta_max      75.8960
_cell_measurement_theta_min      3.4820
_cell_volume                     2022.7(4)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1977
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w   -106.00 -16.00   2.00    6.00    --  -41.90 -57.00 120.00   45
  2  \w   -116.00 -18.00   2.00    6.00    --  -41.90 -37.00   0.00   49
  3  \w    -74.00  30.00   2.00    6.00    --  -41.90  77.00 -90.00   52
  4  \w     83.00 175.00   2.00   25.00    --  110.86  30.00  90.00   46
  5  \w     39.00 121.00   2.00   25.00    --  110.86-125.00   0.00   41
  6  \w     40.00 120.00   2.00   25.00    --  110.86-125.00-150.00   40
  7  \w    110.00 178.00   2.00   25.00    --  110.86  77.00 -30.00   34
  8  \w     91.00 175.00   2.00   25.00    --  110.86  45.00  30.00   42
  9  \w     69.00 139.00   2.00   25.00    --  110.86 -61.00 150.00   35
 10  \w     47.00 137.00   2.00   25.00    --  110.86 -77.00   0.00   45
 11  \w     82.00 178.00   2.00   25.00    --  110.86  77.00 120.00   48
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0678036000
_diffrn_orient_matrix_UB_12      0.0642803000
_diffrn_orient_matrix_UB_13      -0.1187635000
_diffrn_orient_matrix_UB_21      0.0952315000
_diffrn_orient_matrix_UB_22      0.0422158000
_diffrn_orient_matrix_UB_23      0.0322934000
_diffrn_orient_matrix_UB_31      0.0656963000
_diffrn_orient_matrix_UB_32      -0.0985946000
_diffrn_orient_matrix_UB_33      -0.0033298000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_av_unetI/netI     0.0375
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11041
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        66.745
_diffrn_reflns_theta_max         66.744
_diffrn_reflns_theta_min         3.532
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.722
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94447
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_description       block
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.157
_exptl_crystal_size_mid          0.097
_exptl_crystal_size_min          0.038
_refine_diff_density_max         0.218
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     601
_refine_ls_number_reflns         7088
_refine_ls_number_restraints     108
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0462
_refine_ls_R_factor_gt           0.0377
_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^)+(0.0584P)^2^+0.2242P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0989
_refine_ls_wR_factor_ref         0.1063
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5950
_reflns_number_total             7088
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo0c00220_si_002.cif
_cod_data_source_block           AC6
_cod_database_code               4038158
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C30 H30 N1 O10'
_reflns_odcompleteness_completeness 98.66
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_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
Uanis(C42) \\sim Ueq, Uanis(C43) \\sim Ueq, Uanis(C44) \\sim Ueq, Uanis(C45)
\\sim Ueq, Uanis(C46) \\sim Ueq, Uanis(C41) \\sim Ueq, Uanis(C47) \\sim Ueq,
Uanis(O9) \\sim Ueq, Uanis(O10) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.01
Uanis(O11) \\sim Ueq, Uanis(C49) \\sim Ueq, Uanis(C54) \\sim Ueq, Uanis(C50)
\\sim Ueq, Uanis(C48) \\sim Ueq, Uanis(C53) \\sim Ueq, Uanis(C51) \\sim Ueq,
Uanis(O12) \\sim Ueq, Uanis(C52) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.01
3. Others
 Fixed Sof: O9(0.5) H9(0.5) O10(0.5) O11(0.5) H11(0.5) O12(0.5) C42(0.5)
 H42(0.5) C43(0.5) H43(0.5) C44(0.5) H44(0.5) C45(0.5) H45(0.5) C46(0.5)
 H46(0.5) C41(0.5) C47(0.5) C48(0.5) C49(0.5) C54(0.5) H54(0.5) C53(0.5)
 H53(0.5) C52(0.5) H52(0.5) C51(0.5) H51(0.5) C50(0.5) H50(0.5)
4.a Ternary CH refined with riding coordinates:
 C8(H8A), C16(H16), C24(H24), C31(H31)
4.b Secondary CH2 refined with riding coordinates:
 C33(H33A,H33B), C35(H35A,H35B), C37(H37A,H37B), C39(H39A,H39B)
4.c Aromatic/amide H refined with riding coordinates:
 C1(H1A), C10(H10), C22(H22), C30(H30), C42(H42), C43(H43), C44(H44), C45(H45),
  C46(H46), C54(H54), C53(H53), C52(H52), C51(H51), C50(H50)
4.d Fitted hexagon refined as free rotating group:
 C42(C43,C44,C45,C46,C41), C49(C54,C53,C52,C51,C50)
4.e Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C15(H15A,H15B,H15C), C23(H23A,H23B,H23C), C32(H32A,H32B,
 H32C), C34(H34A,H34B,H34C), C36(H36A,H36B,H36C), C38(H38A,H38B,H38C), C40(H40A,
 H40B,H40C)
4.f Idealised tetrahedral OH refined as rotating group:
 O3(H3), O5(H5), O6(H6), O8(H8), O9(H9), O11(H11)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.144
_oxdiff_exptl_absorpt_empirical_full_min 0.835