Finding the Perfect Match: Halogen vs Hydrogen Bonding
Shirman, Tanya; Boterashvili, Meital; Orbach, Meital; Freeman, Dalia; Shimon, Linda J. W.; Lahav, Michal; van der Boom, Milko E.; Crystal Growth & Design 15 (2015) 4756–; doi:10.1021/acs.cgd.5b01260

data_4516517
_publ_section_title
;
 Finding the Perfect Match: Halogen vs Hydrogen Bonding
;
_journal_issue                   10
_journal_name_full               'Crystal Growth &amp; Design'
_journal_page_first              4756
_journal_paper_doi               10.1021/acs.cgd.5b01260
_journal_volume                  15
_journal_year                    2015
_chemical_formula_moiety         '2(C13 H6 F4 I N O), 3(H2 O)'
_chemical_formula_sum            'C26 H18 F8 I2 N2 O5'
_chemical_formula_weight         844.22
_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'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 90.634(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   16.6858(6)
_cell_length_b                   4.7557(2)
_cell_length_c                   17.1322(6)
_cell_measurement_reflns_used    15559
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      36.4555
_cell_measurement_theta_min      2.3780
_cell_volume                     1359.40(9)
_computing_cell_refinement       'BrukerAPEX 2'
_computing_data_collection       'BrukerAPEX 2'
_computing_data_reduction        'BrukerAPEX 2'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker KappaApexII CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0179
_diffrn_reflns_av_unetI/netI     0.0225
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            12758
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.137
_diffrn_reflns_theta_min         3.390
_diffrn_source                   sealed-tube
_exptl_absorpt_coefficient_mu    2.410
_exptl_absorpt_correction_T_max  0.7554
_exptl_absorpt_correction_T_min  0.2064
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'Bruker APEX 2'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.062
_exptl_crystal_description       needle
_exptl_crystal_F_000             812
_exptl_crystal_size_max          0.562
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.124
_refine_diff_density_max         1.612
_refine_diff_density_min         -0.658
_refine_diff_density_rms         0.098
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         5142
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0296
_refine_ls_R_factor_gt           0.0231
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0304P)^2^+0.8081P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0584
_refine_ls_wR_factor_ref         0.0627
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4335
_reflns_number_total             5142
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cg5b01260_si_007.cif
_cod_data_source_block           v168n
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4516517
_shelx_estimated_absorpt_t_min   0.344
_shelx_estimated_absorpt_t_max   0.754
_shelxl_version_number           2013-4
_shelx_res_checksum              42236
_shelx_hkl_checksum              37998