Preparation and Characterization of a Halogen-Bonded Shape-Persistent Chiral Alleno-acetylenic Inclusion Complex.
Castro-Fernández, Silvia; Lahoz, Inmaculada R.; Llamas-Saiz, Antonio L; Alonso-Gómez, José Lorenzo; Cid, María-Magdalena; Navarro-Vázquez, Armando; Organic letters 16 (2014) 1136–1139; doi:10.1021/ol403778f

data_1513446
_publ_section_title
;
 Preparation and Characterization of a Halogen-Bonded Shape-Persistent
 Chiral Alleno-acetylenic Inclusion Complex.
;
_journal_issue                   4
_journal_name_full               'Organic letters'
_journal_page_first              1136
_journal_page_last               1139
_journal_paper_doi               10.1021/ol403778f
_journal_volume                  16
_journal_year                    2014
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C70 H78 N2, C4 F8 I2'
_chemical_formula_sum            'C74 H78 F8 I2 N2'
_chemical_formula_weight         1401.18
_chemical_name_common            14_2_hb
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           1
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      1
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2013-10-04T16:59:24-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                107.796(4)
_cell_angle_beta                 101.993(5)
_cell_angle_gamma                90.015(5)
_cell_formula_units_Z            2
_cell_length_a                   14.078(2)
_cell_length_b                   15.968(3)
_cell_length_c                   16.710(3)
_cell_measurement_reflns_used    1483
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      19.29
_cell_measurement_theta_min      2.55
_cell_measurement_wavelength     0.71073
_cell_volume                     3490.3(10)
_computing_cell_refinement       'SAINT V8.32B integration software'
_computing_data_collection       'Bruker APEX2 software'
_computing_data_reduction        'SORTAV (Blessing, 1995)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SIR-2011 (Burla et al., 2012)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'APEX-II CCD'
_diffrn_measured_fraction_theta_full 0.679
_diffrn_measured_fraction_theta_max 0.99
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_measurement_method       '\f or \w oscillation scans'
_diffrn_orient_matrix_UB_11      -0.002951
_diffrn_orient_matrix_UB_12      -0.022257
_diffrn_orient_matrix_UB_13      -0.063339
_diffrn_orient_matrix_UB_21      0.019756
_diffrn_orient_matrix_UB_22      -0.058639
_diffrn_orient_matrix_UB_23      0.005057
_diffrn_orient_matrix_UB_31      -0.069992
_diffrn_orient_matrix_UB_32      -0.020307
_diffrn_orient_matrix_UB_33      -0.010524
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1318
_diffrn_reflns_Laue_measured_fraction_full 0.679
_diffrn_reflns_Laue_measured_fraction_max 0.99
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            66567
_diffrn_reflns_point_group_measured_fraction_full 0.675
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_reduction_process
;
        Scaled and merged with Sortav
        R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
        R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         22.086
_diffrn_reflns_theta_min         1.311
_diffrn_source                   'sealed x-ray tube'
_exptl_absorpt_coefficient_mu    0.963
_exptl_absorpt_correction_T_max  0.965
_exptl_absorpt_correction_T_min  0.775
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1428
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.924
_refine_diff_density_min         -0.946
_refine_diff_density_rms         0.118
_refine_ls_abs_structure_details
;
 Flack x determined using 4117 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.02(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     1931
_refine_ls_number_reflns         17051
_refine_ls_number_restraints     2073
_refine_ls_restrained_S_all      0.968
_refine_ls_R_factor_all          0.1306
_refine_ls_R_factor_gt           0.0745
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1165P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1756
_refine_ls_wR_factor_ref         0.208
_reflns_number_gt                11152
_reflns_number_total             17051
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ol403778f_si_002.cif
_cod_data_source_block           C4F8I2-MMMM-1
_cod_original_cell_volume        3490.4(10)
_cod_database_code               1513446
_shelx_estimated_absorpt_t_min   0.936
_shelx_estimated_absorpt_t_max   0.981