# Electronic Supplementary Material for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Andrzej Katrusiak' _publ_contact_author_email KATRAN@AMU.EDU.PL _publ_section_title ; Electrostatic matching in phase IV of chloroiodomethane: a new aggregation pattern in the isostructural classes of dihalomethanes ; loop_ _publ_author_name 'Andrzej Katrusiak' 'Marcin Podsiadlo' # Attachment 'cim_cif.txt' data_cim_phaseIV _database_code_depnum_ccdc_archive 'CCDC 705247' _audit_creation_method SHELXL-97 _chemical_name_systematic ; chloroiodomethane ; _chemical_name_common chloroiodomethane _chemical_melting_point 245 _chemical_formula_moiety 'C H2 Cl I' _chemical_formula_sum 'C H2 Cl I' _chemical_formula_weight 176.38 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' # CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P n a 21' _symmetry_space_group_name_Hall 'P 2c -2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 7.9666(16) _cell_length_b 4.8702(10) _cell_length_c 21.351(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 828.4(3) _cell_formula_units_Z 8 _cell_measurement_temperature 180.0(1) _cell_measurement_reflns_used 2993 _cell_measurement_theta_min 3.82 _cell_measurement_theta_max 29.37 _exptl_crystal_description irregular _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.828 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 624 _exptl_absorpt_coefficient_mu 8.132 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.18 _exptl_absorpt_correction_T_max 0.20 _exptl_absorpt_process_details ; Correction for absorption was made using XEMP (SHELXTL, Sheldrick (1990)). ; _exptl_special_details ; Data were collected at ambient pressure (100 kPa) and 180 K with the crystal obtained by the in-situ low-temperature crystallization technique. ; # EXPERIMENTAL DATA _diffrn_ambient_temperature 295(2) _diffrn_ambient_pressure 100 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'KM-4 CCD' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 5630 _diffrn_reflns_av_R_equivalents 0.1567 _diffrn_reflns_av_sigmaI/netI 0.0793 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 3.82 _diffrn_reflns_theta_max 29.37 _reflns_number_total 2054 _reflns_number_gt 1802 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisCCD (Oxford Diffraction, 2004)' _computing_cell_refinement 'CrysAlisRED (Oxford Diffraction, 2004)' _computing_data_reduction 'CrysAlisRED (Oxford Diffraction, 2004)' _computing_structure_solution 'SHELXS--97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL--97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1990)' _computing_publication_material 'SHELXL--97 (Sheldrick, 1997)' # REFINEMENT DATA _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0797P)^2^+1.2034P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0192(14) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.10(8) _refine_ls_number_reflns 2054 _refine_ls_number_parameters 56 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0597 _refine_ls_R_factor_gt 0.0544 _refine_ls_wR_factor_ref 0.1530 _refine_ls_wR_factor_gt 0.1431 _refine_ls_goodness_of_fit_ref 1.076 _refine_ls_restrained_S_all 1.075 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I1 I 0.62092(11) 0.4482(2) 0.36835(3) 0.0612(3) Uani 1 1 d . . . Cl1 Cl 0.7054(3) 0.7656(6) 0.49945(13) 0.0491(6) Uani 1 1 d . . . C1 C 0.7805(18) 0.505(2) 0.4478(5) 0.049(3) Uani 1 1 d . . . H11 H 0.7889 0.3331 0.4706 0.058 Uiso 1 1 calc R . . H12 H 0.8922 0.5537 0.4335 0.058 Uiso 1 1 calc R . . I2 I 0.91231(11) 0.47622(16) 0.22362(4) 0.0510(3) Uani 1 1 d . . . Cl2 Cl 1.0054(3) 0.7600(5) 0.08954(12) 0.0465(6) Uani 1 1 d . . . C2 C 1.0690(15) 0.500(2) 0.1444(8) 0.049(3) Uani 1 1 d . . . H21 H 1.1828 0.5376 0.1580 0.059 Uiso 1 1 calc R . . H22 H 1.0692 0.3231 0.1234 0.059 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I1 0.0548(4) 0.0868(7) 0.0420(4) -0.0001(5) -0.0059(3) -0.0108(4) Cl1 0.0556(13) 0.0442(13) 0.0474(12) -0.0050(11) -0.0018(11) 0.0026(11) C1 0.057(6) 0.052(6) 0.037(5) 0.004(4) -0.005(5) 0.010(5) I2 0.0565(4) 0.0578(4) 0.0389(4) 0.0078(4) 0.0003(3) -0.0029(3) Cl2 0.0557(13) 0.0425(11) 0.0414(11) 0.0047(10) 0.0020(10) -0.0017(11) C2 0.039(5) 0.033(5) 0.074(8) 0.011(5) 0.017(6) 0.003(4) # MOLECULAR GEOMETRY _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag I1 C1 2.139(12) . ? Cl1 C1 1.784(12) . ? C1 H11 0.9700 . ? C1 H12 0.9700 . ? I2 C2 2.104(13) . ? Cl2 C2 1.799(13) . ? C2 H21 0.9700 . ? C2 H22 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cl1 C1 I1 112.5(6) . . ? Cl1 C1 H11 109.1 . . ? I1 C1 H11 109.1 . . ? Cl1 C1 H12 109.1 . . ? I1 C1 H12 109.1 . . ? H11 C1 H12 107.8 . . ? Cl2 C2 I2 113.3(5) . . ? Cl2 C2 H21 108.9 . . ? I2 C2 H21 108.9 . . ? Cl2 C2 H22 108.9 . . ? I2 C2 H22 108.9 . . ? H21 C2 H22 107.7 . . ? _diffrn_measured_fraction_theta_max 0.938 _diffrn_reflns_theta_full 29.37 _diffrn_measured_fraction_theta_full 0.938 _refine_diff_density_max 1.048 _refine_diff_density_min -1.164 _refine_diff_density_rms 0.213