Conformational switch in the crystal states of a calix[4]arene
Mirzaei, Saber; Lindeman, Sergey V.; Wang, Denan; Mirzaei, M. Saeed; Timerghazin, Qadir K.; CrystEngComm 23 (2021) 1906–1911; doi:10.1039/D0CE01704C

data_7242124
_publ_section_title
;
 Conformational switch in the crystal states of a calix[4]arene
;
_journal_issue                   9
_journal_name_full               CrystEngComm
_journal_page_first              1906
_journal_page_last               1911
_journal_paper_doi               10.1039/D0CE01704C
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         'C56 H80 O8'
_chemical_formula_sum            'C56 H80 O8'
_chemical_formula_weight         881.20
_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     direct
_audit_creation_date             2019-01-10
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-07-09 deposited with the CCDC.	2021-01-19 downloaded from the CCDC.
;
_cell_angle_alpha                92.7541(18)
_cell_angle_beta                 96.9186(18)
_cell_angle_gamma                94.0236(18)
_cell_formula_units_Z            2
_cell_length_a                   13.0566(3)
_cell_length_b                   13.1211(3)
_cell_length_c                   15.1852(3)
_cell_measurement_reflns_used    17949
_cell_measurement_temperature    210.05(10)
_cell_measurement_theta_max      70.5380
_cell_measurement_theta_min      4.2000
_cell_volume                     2571.98(10)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      210.05(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3756
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_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    -67.00  32.00   1.00    2.23    --  -42.46  37.00   0.00   99
  2  \w    -92.00  -2.00   1.00    2.23    --  -42.46 125.00 -90.00   90
  3  \w    -67.00  32.00   1.00    2.23    --  -42.46  37.00 150.00   99
  4  \w   -117.00 -18.00   1.00    2.23    --  -42.46 -37.00-180.00   99
  5  \w      1.00  83.00   1.00    2.23    --   42.46 -99.00  90.00   82
  6  \w     27.00 118.00   1.00    8.93    --  100.00-125.00 -90.00   91
  7  \w     71.00 172.00   1.00    8.93    --  100.00  61.00-150.00  101
  8  \w     94.00 173.00   1.00    8.93    --  100.00 125.00 -60.00   79
  9  \w     27.00 118.00   1.00    8.93    --  100.00-125.00  30.00   91
 10  \w     72.00 176.00   1.00    8.93    --  100.00  30.00 -90.00  104
 11  \w     27.00 118.00   1.00    8.93    --  100.00-125.00-180.00   91
 12  \w     94.00 173.00   1.00    8.93    --  100.00 125.00  60.00   79
 13  \w     27.00 118.00   1.00    8.93    --  100.00-125.00  90.00   91
 14  \w     94.00 173.00   1.00    8.93    --  100.00 125.00  30.00   79
 15  \w     94.00 173.00   1.00    8.93    --  100.00 125.00  90.00   79
 16  \w     74.00 173.00   1.00    8.93    --  100.00  45.00 150.00   99
 17  \w     94.00 173.00   1.00    8.93    --  100.00 125.00-180.00   79
 18  \w     94.00 173.00   1.00    8.93    --  100.00 125.00 150.00   79
 19  \w     94.00 173.00   1.00    8.93    --  100.00 125.00-150.00   79
 20  \w   -119.00 -10.00   1.00    2.23    --  -42.46 -77.00 120.00  109
 21  \w    -67.00  32.00   1.00    2.23    --  -42.46  37.00-120.00   99
 22  \w   -117.00 -18.00   1.00    2.23    --  -42.46 -37.00   0.00   99
 23  \w   -119.00 -10.00   1.00    2.23    --  -42.46 -77.00-150.00  109
 24  \w   -115.00 -14.00   1.00    2.23    --  -42.46 -57.00 -60.00  101
 25  \w     71.00 172.00   1.00    8.93    --  100.00  61.00 -30.00  101
 26  \w     74.00 173.00   1.00    8.93    --  100.00  45.00  30.00   99
 27  \w     67.00 176.00   1.00    8.93    --  100.00  77.00  30.00  109
 28  \w     67.00 176.00   1.00    8.93    --  100.00  77.00 -90.00  109
 29  \w     67.00 166.00   1.00    8.93    --  100.00  77.00 150.00   99
 30  \w     71.00 172.00   1.00    8.93    --  100.00  61.00  90.00  101
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0121876000
_diffrn_orient_matrix_UB_12      0.0695408000
_diffrn_orient_matrix_UB_13      0.0821623000
_diffrn_orient_matrix_UB_21      -0.1181293000
_diffrn_orient_matrix_UB_22      -0.0079715000
_diffrn_orient_matrix_UB_23      -0.0261509000
_diffrn_orient_matrix_UB_31      -0.0103557000
_diffrn_orient_matrix_UB_32      -0.0948651000
_diffrn_orient_matrix_UB_33      0.0551683000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0241
_diffrn_reflns_av_unetI/netI     0.0143
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            46925
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        70.597
_diffrn_reflns_theta_max         70.597
_diffrn_reflns_theta_min         3.420
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.585
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.741
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.138
_exptl_crystal_description       plate
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.372
_exptl_crystal_size_mid          0.238
_exptl_crystal_size_min          0.093
_refine_diff_density_max         0.566
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     692
_refine_ls_number_reflns         9768
_refine_ls_number_restraints     139
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0666
_refine_ls_R_factor_gt           0.0581
_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^)+(0.1035P)^2^+0.7287P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1717
_refine_ls_wR_factor_ref         0.1837
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8197
_reflns_number_total             9768
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0ce01704c2.cif
_cod_data_source_block           kad1i
_cod_depositor_comments
'Adding full bibliography for 7242124--7242127.cif.'
_cod_original_cell_volume        2571.97(10)
_cod_database_code               7242124
_shelx_shelxl_version_number     2018/1
_chemical_oxdiff_formula         'C56 H80 O8'
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. 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
2. Restrained distances
 C54-C55 = C55-C56 = C54A-C55A = C55A-C56A
 1.54 with sigma of 0.02
 C54-C56 = C54A-C56A
 2.5 with sigma of 0.04
3. Restrained planarity
 C16, C20, C15A, C17A, C18A, C19A, C46A
 with sigma of 0.1
4. Rigid bond restraints
 C14, C15, C16, C17, C18, C19, C20, C46, C21, O5, O6
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C28, O7, O8, C21, C22, C23, C24, C25, C26, C27, C53
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C7, O3, O4, C8, C9, C10, C11, C12, C13, C14, C39
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
Uanis(C21A) = Uanis(C21)
Uanis(C22) = Uanis(C22A)
Uanis(O5) = Uanis(O5A)
Uanis(C44A) = Uanis(C44)
Uanis(C45A) = Uanis(C45)
Uanis(C43A) = Uanis(C43)
Uanis(C46) = Uanis(C46A)
Uanis(C47A) = Uanis(C47)
Uanis(O6) = Uanis(O6A)
Uanis(C48A) = Uanis(C48)
Uanis(C49A) = Uanis(C49)
Uanis(C23A) = Uanis(C23)
Uanis(C24A) = Uanis(C24)
Uanis(C25A) = Uanis(C25)
Uanis(C27A) = Uanis(C27)
Uanis(C26A) = Uanis(C26)
Uanis(C8A) = Uanis(C8)
Uanis(C14) = Uanis(C14A)
Uanis(C13A) = Uanis(C13)
Uanis(C12A) = Uanis(C12)
Uanis(C11A) = Uanis(C11)
Uanis(C9A) = Uanis(C9)
Uanis(C10A) = Uanis(C10)
Uanis(C39) = Uanis(C39A)
Uanis(C53A) = Uanis(C53)
Uanis(O4) = Uanis(O4A)
Uanis(O3A) = Uanis(O3)
Uanis(O8A) = Uanis(O8)
Uanis(O7A) = Uanis(O7)
Uanis(C54) = Uanis(C54A)
Uanis(C55) = Uanis(C55A)
Uanis(C56) = Uanis(C56A)
Uanis(C17) = Uanis(C17A)
Uanis(C19) = Uanis(C19A)
Uanis(C18A) = Uanis(C18)
Uanis(C15A) = Uanis(C15)
6. Same fragment restrains
{O3, O4, C8, C9, C10, C11, C12, C13, C14, C39} sigma for 1-2: 0.01, 1-3: 0.02
as
{O3A, O4A, C8A, C9A, C10A, C11A, C12A, C13A, C14A, C39A}
{O7, O8, C21, C22, C23, C24, C25, C26, C27, C53} sigma for 1-2: 0.01, 1-3: 0.02
as
{O7A, O8A, C21A, C22A, C23A, C24A, C25A, C26A, C27A, C53A}
7. Others
 Sof(H7BC)=Sof(H7BD)=Sof(H28C)=Sof(H28D)=Sof(O3A)=Sof(O4A)=Sof(C8A)=Sof(H8A)=
 Sof(C9A)=Sof(C10A)=Sof(C11A)=Sof(C12A)=Sof(C13A)=Sof(C14A)=Sof(H14C)=Sof(H14D)=
 Sof(C39A)=Sof(H39D)=Sof(H39E)=Sof(H39F)=Sof(O5A)=Sof(O6A)=Sof(C15A)=Sof(H15A)=
 Sof(C17A)=Sof(C18A)=Sof(C19A)=Sof(C46A)=Sof(H46D)=Sof(H46E)=Sof(H46F)=Sof(O7A)=
 Sof(O8A)=Sof(C21A)=Sof(H21C)=Sof(H21D)=Sof(C22A)=Sof(H22A)=Sof(C23A)=Sof(C24A)=
 Sof(C25A)=Sof(C26A)=Sof(C27A)=Sof(C53A)=Sof(H53D)=Sof(H53E)=Sof(H53F)=
 Sof(H36C)=Sof(H36D)=Sof(H40C)=Sof(H40D)=Sof(C43A)=Sof(H43C)=Sof(H43D)=
 Sof(C44A)=Sof(H44C)=Sof(H44D)=Sof(C45A)=Sof(H45D)=Sof(H45E)=Sof(H45F)=
 Sof(C47A)=Sof(H47C)=Sof(H47D)=Sof(C48A)=Sof(H48C)=Sof(H48D)=Sof(C49A)=
 Sof(H49D)=Sof(H49E)=Sof(H49F)=Sof(H50C)=Sof(H50D)=Sof(C54A)=Sof(H54A)=
 Sof(H54B)=Sof(C55A)=Sof(H55C)=Sof(H55D)=Sof(C56A)=Sof(H56D)=Sof(H56E)=
 Sof(H56F)=1-FVAR(1)
 Sof(H7AA)=Sof(H7AB)=Sof(H28A)=Sof(H28B)=Sof(O3)=Sof(O4)=Sof(C8)=Sof(H8)=
 Sof(C9)=Sof(C10)=Sof(C11)=Sof(C12)=Sof(C13)=Sof(C14)=Sof(H14A)=Sof(H14B)=
 Sof(C39)=Sof(H39A)=Sof(H39B)=Sof(H39C)=Sof(O5)=Sof(O6)=Sof(C15)=Sof(H15)=
 Sof(C17)=Sof(C18)=Sof(C19)=Sof(C46)=Sof(H46A)=Sof(H46B)=Sof(H46C)=Sof(O7)=
 Sof(O8)=Sof(C21)=Sof(H21A)=Sof(H21B)=Sof(C22)=Sof(H22)=Sof(C23)=Sof(C24)=
 Sof(C25)=Sof(C26)=Sof(C27)=Sof(C53)=Sof(H53A)=Sof(H53B)=Sof(H53C)=Sof(H36A)=
 Sof(H36B)=Sof(H40A)=Sof(H40B)=Sof(C43)=Sof(H43A)=Sof(H43B)=Sof(C44)=Sof(H44A)=
 Sof(H44B)=Sof(C45)=Sof(H45A)=Sof(H45B)=Sof(H45C)=Sof(C47)=Sof(H47A)=Sof(H47B)=
 Sof(C48)=Sof(H48A)=Sof(H48B)=Sof(C49)=Sof(H49A)=Sof(H49B)=Sof(H49C)=Sof(H50A)=
 Sof(H50B)=Sof(C55)=Sof(H55A)=Sof(H55B)=Sof(C56)=Sof(H56A)=Sof(H56B)=Sof(H56C)=
 Sof(C54)=Sof(H54C)=Sof(H54D)=FVAR(1)
8.a Secondary CH2 refined with riding coordinates:
 C7(H7AA,H7AB), C7(H7BC,H7BD), C28(H28A,H28B), C28(H28C,H28D), C14(H14A,H14B),
 C14A(H14C,H14D), C21(H21A,H21B), C21A(H21C,H21D), C29(H29A,H29B), C30(H30A,
 H30B), C33(H33A,H33B), C34(H34A,H34B), C36(H36A,H36B), C36(H36C,H36D),
 C37(H37A,H37B), C40(H40A,H40B), C40(H40C,H40D), C41(H41A,H41B), C43(H43A,H43B),
  C44(H44A,H44B), C43A(H43C,H43D), C44A(H44C,H44D), C47(H47A,H47B), C48(H48A,
 H48B), C47A(H47C,H47D), C48A(H48C,H48D), C50(H50A,H50B), C50(H50C,H50D),
 C54A(H54A,H54B), C51(H51A,H51B), C55(H55A,H55B), C54(H54C,H54D), C55A(H55C,
 H55D)
8.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C8(H8), C8A(H8A), C15(H15), C15A(H15A), C22(H22), C22A(H22A)
8.c Idealised Me refined with riding coordinates:
 C53A(H53D,H53E,H53F), C31(H31A,H31B,H31C), C35(H35A,H35B,H35C), C38(H38A,H38B,
 H38C), C42(H42A,H42B,H42C), C45(H45A,H45B,H45C), C45A(H45D,H45E,H45F),
 C49(H49A,H49B,H49C), C49A(H49D,H49E,H49F), C52(H52A,H52B,H52C), C56(H56A,H56B,
 H56C), C56A(H56D,H56E,H56F)
8.d Idealised Me refined as rotating group:
 C39(H39A,H39B,H39C), C39A(H39D,H39E,H39F), C46(H46A,H46B,H46C), C46A(H46D,
 H46E,H46F), C53(H53A,H53B,H53C), C32(H32A,H32B,H32C)
;
_olex2_date_sample_data_collection 2019-01-02
_olex2_date_sample_submission    2019-01-02
_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 1.373
_oxdiff_exptl_absorpt_empirical_full_min 0.856