Halogen-Bonded Solvates of Tetrahaloethynyl Cavitands
Turunen, Lotta; Pan, Fangfang; Beyeh, Ngong Kodiah; Cetina, Mario; Trant, John; Ras, Robin H.A.; Rissanen, Kari; CrystEngComm  (2017) –; doi:10.1039/C7CE01118K

data_7228804
_publ_section_title
;
 Halogen-Bonded Solvates of Tetrahaloethynyl Cavitands
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/C7CE01118K
_journal_year                    2017
_chemical_formula_moiety         'C68 H76 I4 O8, 4(C2 H6 O S)'
_chemical_formula_sum            'C76 H100 I4 O12 S4'
_chemical_formula_weight         1841.39
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2017-05-03
_audit_creation_method
;
Olex2 1.2
(compiled 2016.11.30 svn.r3356 for OlexSys, GUI svn.r5269)
;
_audit_update_record
;
2017-06-14 deposited with the CCDC.
2017-07-31 downloaded from the CCDC.
;
_cell_angle_alpha                111.180(5)
_cell_angle_beta                 95.315(4)
_cell_angle_gamma                99.321(3)
_cell_formula_units_Z            2
_cell_length_a                   12.8712(5)
_cell_length_b                   16.8782(7)
_cell_length_c                   20.3485(12)
_cell_measurement_reflns_used    4360
_cell_measurement_temperature    120.01(10)
_cell_measurement_theta_max      75.5590
_cell_measurement_theta_min      3.5100
_cell_volume                     4012.3(4)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (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 0.9906
_diffrn_measured_fraction_theta_max 0.9509
_diffrn_measurement_details
;
  1 omega  -96.00   -2.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.1176  125.0000  120.0000 94

  2 omega -113.00  -13.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.1176  -57.0000  -30.0000 100

  3 omega  -48.00   30.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.1176   37.0000  -90.0000 78

  4 omega  -49.00   33.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.1176   37.0000  120.0000 82

  5 omega   29.00   99.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000   60.0000 70

  6 omega   39.00   98.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -45.0000  -60.0000 59

  7 omega   36.00  145.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -77.0000  150.0000 109

  8 omega   36.00   91.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000 -120.0000 55

  9 omega   49.00   91.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000    0.0000 42

 10 omega   36.00   87.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000  150.0000 51

 11 omega   37.00  116.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -111.0000  150.0000 79

 12 omega  104.00  177.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   30.0000  -90.0000 73

 13 omega   30.00  109.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000  -30.0000 79

 14 omega   61.00  178.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   15.0000 -150.0000 117
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.1006959000
_diffrn_orient_matrix_UB_12      -0.0282701000
_diffrn_orient_matrix_UB_13      0.0282357000
_diffrn_orient_matrix_UB_21      -0.0678316000
_diffrn_orient_matrix_UB_22      -0.0230000000
_diffrn_orient_matrix_UB_23      -0.0733980000
_diffrn_orient_matrix_UB_31      0.0194637000
_diffrn_orient_matrix_UB_32      -0.0932628000
_diffrn_orient_matrix_UB_33      -0.0243023000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0820
_diffrn_reflns_av_unetI/netI     0.1573
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            25862
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        66.750
_diffrn_reflns_theta_max         76.770
_diffrn_reflns_theta_min         2.938
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    13.619
_exptl_absorpt_correction_T_max  0.781
_exptl_absorpt_correction_T_min  0.284
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_F_000             1856
_exptl_crystal_size_max          0.2087
_exptl_crystal_size_mid          0.0234
_exptl_crystal_size_min          0.0209
_refine_diff_density_max         2.275
_refine_diff_density_min         -2.621
_refine_diff_density_rms         0.168
_refine_ls_extinction_coef       0.00049(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     904
_refine_ls_number_reflns         16087
_refine_ls_number_restraints     24
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.1471
_refine_ls_R_factor_gt           0.0920
_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^)+(0.1202P)^2^+0.9006P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2372
_refine_ls_wR_factor_ref         0.2885
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8816
_reflns_number_total             16087
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7ce01118k2.cif
_cod_data_source_block           3_dmso
_cod_original_cell_volume        4012.3(3)
_cod_database_code               7228804
_chemical_oxdiff_formula         'C80 H80 O8 I4 Br2'
_reflns_odcompleteness_completeness 99.06
_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
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C63) \\sim Ueq, Uanis(C65) \\sim Ueq, Uanis(C76) \\sim Ueq: with sigma of
0.02 and sigma for terminal atoms of 0.04
Uanis(I4B) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
3. Others
 Sof(I4B)=1-FVAR(1)
 Sof(I4A)=FVAR(1)
 Sof(S3B)=Sof(H73D)=Sof(H73E)=Sof(H73F)=Sof(H74D)=Sof(H74E)=Sof(H74F)=1-FVAR(2)
 Sof(S3A)=Sof(H73A)=Sof(H73B)=Sof(H73C)=Sof(H74A)=Sof(H74B)=Sof(H74C)=FVAR(2)
 Sof(S4B)=Sof(H76D)=Sof(H76E)=Sof(H76F)=1-FVAR(3)
 Sof(S4A)=Sof(H76A)=Sof(H76B)=Sof(H76C)=FVAR(3)
 Fixed Sof: H75A(0.5) H75B(0.5) H75C(0.5) H75D(0.5) H75E(0.5) H75F(0.5)
4.a Ternary CH refined with riding coordinates:
 C9(H9), C26(H26), C43(H43), C60(H60)
4.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B), C13(H13A,H13B), C14(H14A,
 H14B), C16(H16A,H16B), C17(H17A,H17B), C27(H27A,H27B), C28(H28A,H28B),
 C29(H29A,H29B), C30(H30A,H30B), C31(H31A,H31B), C33(H33A,H33B), C34(H34A,H34B),
  C44(H44A,H44B), C45(H45A,H45B), C46(H46A,H46B), C47(H47A,H47B), C48(H48A,
 H48B), C50(H50A,H50B), C51(H51A,H51B), C61(H61A,H61B), C62(H62A,H62B),
 C63(H63A,H63B), C64(H64A,H64B), C65(H65A,H65B), C67(H67A,H67B), C68(H68A,H68B)
4.c Me refined with riding coordinates:
 C73(H73A,H73B,H73C), C73(H73D,H73E,H73F), C74(H74A,H74B,H74C), C74(H74D,H74E,
 H74F), C75(H75A,H75B,H75C), C75(H75D,H75E,H75F), C76(H76A,H76B,H76C), C76(H76D,
 H76E,H76F)
4.d Aromatic/amide H refined with riding coordinates:
 C6(H6), C23(H23), C40(H40), C57(H57)
4.e Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C32(H32A,H32B,H32C), C49(H49A,H49B,H49C), C66(H66A,H66B,
 H66C), C71(H71A,H71B,H71C), C72(H72A,H72B,H72C), C69(H69A,H69B,H69C), C70(H70A,
 H70B,H70C)
;
_shelx_res_checksum              11592
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'