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_7228803
_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         'C64 H68 Br4 O8, C H Cl3'
_chemical_formula_sum            'C65 H69 Br4 Cl3 O8'
_chemical_formula_weight         1404.19
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2017-05-13
_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                90
_cell_angle_beta                 100.8364(16)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.4249(2)
_cell_length_b                   25.2475(3)
_cell_length_c                   17.8123(3)
_cell_measurement_reflns_used    11017
_cell_measurement_temperature    170.00(10)
_cell_measurement_theta_max      24.6640
_cell_measurement_theta_min      3.0020
_cell_volume                     6371.43(16)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_temperature      170.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0107
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9984
_diffrn_measured_fraction_theta_max 0.8668
_diffrn_measurement_details
;
  1 omega  -85.00  -18.00   0.5000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.4618  -19.0000   90.0000 134

  2 omega  -90.00  -35.00   0.5000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.4618 -178.0000  -30.0000 110

  3 omega  -35.00   52.00   0.5000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.4618   57.0000 -150.0000 174

  4 omega   17.00   44.00   0.5000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       17.2431  -99.0000  -90.0000 54

  5 omega   -4.00   23.00   0.5000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       17.2431   77.0000  -90.0000 54

  6 omega  -47.00    1.00   0.5000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       17.2431  -77.0000  -90.0000 96

  7 omega   45.00   71.00   0.5000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       17.2431   37.0000   30.0000 52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0400610000
_diffrn_orient_matrix_UB_12      0.0119319000
_diffrn_orient_matrix_UB_13      -0.0229699000
_diffrn_orient_matrix_UB_21      0.0290531000
_diffrn_orient_matrix_UB_22      0.0103525000
_diffrn_orient_matrix_UB_23      -0.0244973000
_diffrn_orient_matrix_UB_31      -0.0076224000
_diffrn_orient_matrix_UB_32      -0.0232330000
_diffrn_orient_matrix_UB_33      -0.0227054000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_av_unetI/netI     0.0430
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            40713
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.249
_diffrn_reflns_theta_max         25.249
_diffrn_reflns_theta_min         2.833
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    2.705
_exptl_absorpt_correction_T_max  0.812
_exptl_absorpt_correction_T_min  0.585
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.464
_exptl_crystal_description       needle
_exptl_crystal_F_000             2856
_exptl_crystal_size_max          0.3132
_exptl_crystal_size_mid          0.1081
_exptl_crystal_size_min          0.094
_refine_diff_density_max         0.738
_refine_diff_density_min         -0.748
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     778
_refine_ls_number_reflns         11503
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0772
_refine_ls_R_factor_gt           0.0505
_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^)+(0.0763P)^2^+6.2156P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1325
_refine_ls_wR_factor_ref         0.1495
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8282
_reflns_number_total             11503
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7ce01118k2.cif
_cod_data_source_block           1_chcl3
_cod_original_cell_volume        6371.46(18)
_cod_database_code               7228803
_chemical_oxdiff_formula         'C70 H60 O8 Br4 Cl3'
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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, All C(H,H,H,H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C46B) \\sim Ueq: with sigma of 0.02 and sigma for terminal atoms of 0.04
3. Others
 Fixed Sof: H29A(0.6) H29B(0.6) H29C(0.4) H29D(0.4) C30(0.6) H30A(0.6)
 H30B(0.6) C30B(0.4) H30C(0.4) H30D(0.4) C31(0.6) H31A(0.6) H31B(0.6) C31B(0.4)
 H31C(0.4) H31D(0.4) H32A(0.6) H32B(0.6) H32C(0.6) H32D(0.4) H32E(0.4)
 H32F(0.4) H45A(0.6) H45B(0.6) H45C(0.4) H45D(0.4) C46(0.6) H46A(0.6) H46B(0.6)
 C46B(0.4) H46C(0.4) H46D(0.4) C47(0.6) H47A(0.6) H47B(0.6) C47B(0.4) H47C(0.4)
 H47D(0.4) H48D(0.4) H48E(0.4) H48F(0.4) H48A(0.6) H48B(0.6) H48C(0.6)
 H62C(0.4) H62D(0.4) H62A(0.6) H62B(0.6) C63(0.6) H63A(0.6) H63B(0.6) C63B(0.4)
 H63C(0.4) H63D(0.4) C64(0.6) H64A(0.6) H64B(0.6) H64C(0.6) C64B(0.4) H64D(0.4)
 H64E(0.4) H64F(0.4)
4.a Ternary CH refined with riding coordinates:
 C10(H10), C26(H26), C42(H42), C58(H58), C65(H65)
4.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C11(H11A,H11B), C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B),
 C15(H15A,H15B), C25(H25A,H25B), C27(H27A,H27B), C28(H28A,H28B), C29(H29A,H29B),
  C29(H29C,H29D), C30(H30A,H30B), C30B(H30C,H30D), C31(H31A,H31B), C31B(H31C,
 H31D), C41(H41A,H41B), C43(H43A,H43B), C44(H44A,H44B), C45(H45A,H45B),
 C45(H45C,H45D), C46(H46A,H46B), C46B(H46C,H46D), C47(H47A,H47B), C47B(H47C,
 H47D), C57(H57A,H57B), C59(H59A,H59B), C60(H60A,H60B), C61(H61A,H61B),
 C62(H62C,H62D), C62(H62A,H62B), C63(H63A,H63B), C63B(H63C,H63D)
4.c Me refined with riding coordinates:
 C32(H32A,H32B,H32C), C32(H32D,H32E,H32F), C48(H48D,H48E,H48F), C48(H48A,H48B,
 H48C)
4.d Aromatic/amide H refined with riding coordinates:
 C6(H6), C22(H22), C38(H38), C54(H54)
4.e Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C64(H64A,H64B,H64C), C64B(H64D,H64E,H64F)
;
_shelx_res_checksum              23924
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'