# Supplementary Material (ESI) for New Journal of Chemistry # This journal is (c) The Royal Society of Chemistry and The Centre National de la Recherche Scientifique, 2010 data_global _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Grepioni, Fabrizia' _publ_contact_author_email fabrizia.grepioni@unibo.it _publ_section_title ; Solid-state reactivity of copper(I) iodide: luminescent 2D-coordination polymers of CuI with saturated bidentate nitrogen bases ; loop_ _publ_author_name F.Grepioni B.Ventura L.Maini # Attachment '1-RT-revised.cif' data_orto_lucia _database_code_depnum_ccdc_archive 'CCDC 784392' #TrackingRef '1-RT-revised.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H12 Cu I N2' _chemical_formula_weight 302.62 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' Cu Cu 0.3201 1.2651 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Cmca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x, -y, -z' '-x+1/2, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1, -y+1/2, z+1/2' 'x+1/2, -y+1/2, -z' '-x+1, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x, y, z' 'x-1/2, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x, y+1/2, -z-1/2' '-x+1/2, y+1/2, z' 'x, -y+1/2, z-1/2' _cell_length_a 11.724(2) _cell_length_b 12.829(2) _cell_length_c 11.745(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1766.6(6) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2539 _cell_measurement_theta_min 2.9177 _cell_measurement_theta_max 29.3850 _exptl_crystal_description Prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.276 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1152 _exptl_absorpt_coefficient_mu 5.899 _exptl_absorpt_correction_T_min 0.57377 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Sapphire3' _diffrn_detector_area_resol_mean 16.1340 _diffrn_measurement_method 'omega scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4303 _diffrn_reflns_av_R_equivalents 0.0450 _diffrn_reflns_av_sigmaI/netI 0.0321 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.92 _diffrn_reflns_theta_max 29.45 _reflns_number_total 1134 _reflns_number_gt 897 _reflns_threshold_expression >2\s(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _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^ > 2\s(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^)+(0.0637P)^2^+0.9322P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1134 _refine_ls_number_parameters 54 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0516 _refine_ls_R_factor_gt 0.0395 _refine_ls_wR_factor_ref 0.1112 _refine_ls_wR_factor_gt 0.1061 _refine_ls_goodness_of_fit_ref 1.096 _refine_ls_restrained_S_all 1.096 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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 C1 C 0.1007(5) 0.2672(4) 0.8539(4) 0.0580(17) Uani 1 1 d . . . H1A H 0.1689 0.2245 0.8575 0.070 Uiso 1 1 calc R . . H1B H 0.1020 0.3150 0.9179 0.070 Uiso 1 1 calc R . . C2 C 0.0000 0.1306(6) 0.7637(6) 0.063(3) Uani 1 2 d S . . H2A H -0.0670 0.0863 0.7667 0.075 Uiso 0.50 1 calc PR . . H2B H 0.0670 0.0863 0.7667 0.075 Uiso 0.50 1 calc PR . . C3 C 0.0000 0.1929(6) 0.6506(6) 0.065(3) Uani 1 2 d S . . H3A H 0.0669 0.1742 0.6066 0.078 Uiso 0.50 1 calc PR . . H3B H -0.0669 0.1742 0.6066 0.078 Uiso 0.50 1 calc PR . . C4 C 0.1002(4) 0.3298(4) 0.7415(4) 0.0563(16) Uani 1 1 d . . . H4A H 0.1008 0.4037 0.7589 0.068 Uiso 1 1 calc R . . H4B H 0.1690 0.3139 0.6990 0.068 Uiso 1 1 calc R . . N1 N 0.0000 0.2007(4) 0.8616(4) 0.0296(11) Uani 1 2 d S . . N2 N 0.0000 0.3058(4) 0.6706(4) 0.0300(11) Uani 1 2 d S . . Cu1 Cu 0.0000 0.10703(7) 1.01425(6) 0.0342(2) Uani 1 2 d S . . I1 I 0.19553(4) 0.0000 1.0000 0.0334(2) Uani 1 2 d S . . 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 C1 0.056(4) 0.078(4) 0.040(3) 0.026(3) -0.013(2) -0.031(3) C2 0.125(8) 0.031(4) 0.032(3) -0.003(3) 0.000 0.000 C3 0.127(9) 0.036(4) 0.031(3) 0.000(3) 0.000 0.000 C4 0.042(3) 0.075(4) 0.051(3) 0.033(3) -0.010(2) -0.022(3) N1 0.033(3) 0.028(3) 0.028(2) 0.005(2) 0.000 0.000 N2 0.032(3) 0.031(3) 0.027(2) 0.002(2) 0.000 0.000 Cu1 0.0386(5) 0.0327(5) 0.0313(4) 0.0001(3) 0.000 0.000 I1 0.0302(3) 0.0306(3) 0.0393(3) -0.00289(15) 0.000 0.000 _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 N1 1.459(6) . ? C1 C4 1.544(6) . ? C2 N1 1.460(8) . ? C2 C3 1.550(10) . ? C3 N2 1.468(9) . ? C4 N2 1.473(5) . ? N1 C1 1.459(6) 11 ? N1 Cu1 2.159(5) . ? N2 C4 1.473(5) 11 ? N2 Cu1 2.149(5) 6_454 ? Cu1 N2 2.149(5) 6_455 ? Cu1 I1 2.6774(7) 9_557 ? Cu1 I1 2.6774(7) . ? Cu1 Cu1 2.7664(19) 9_557 ? I1 Cu1 2.6774(7) 9_557 ? 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 N1 C1 C4 110.7(4) . . ? N1 C2 C3 110.9(6) . . ? N2 C3 C2 111.9(6) . . ? N2 C4 C1 112.2(4) . . ? C2 N1 C1 108.2(3) . 11 ? C2 N1 C1 108.2(3) . . ? C1 N1 C1 108.0(6) 11 . ? C2 N1 Cu1 108.1(4) . . ? C1 N1 Cu1 112.1(3) 11 . ? C1 N1 Cu1 112.1(3) . . ? C3 N2 C4 107.2(4) . . ? C3 N2 C4 107.2(4) . 11 ? C4 N2 C4 105.8(5) . 11 ? C3 N2 Cu1 112.2(4) . 6_454 ? C4 N2 Cu1 112.0(3) . 6_454 ? C4 N2 Cu1 112.0(3) 11 6_454 ? N2 Cu1 N1 114.8(2) 6_455 . ? N2 Cu1 I1 108.67(6) 6_455 9_557 ? N1 Cu1 I1 103.51(7) . 9_557 ? N2 Cu1 I1 108.67(6) 6_455 . ? N1 Cu1 I1 103.51(7) . . ? I1 Cu1 I1 117.79(4) 9_557 . ? N2 Cu1 Cu1 128.29(15) 6_455 9_557 ? N1 Cu1 Cu1 116.89(14) . 9_557 ? I1 Cu1 Cu1 58.894(19) 9_557 9_557 ? I1 Cu1 Cu1 58.894(19) . 9_557 ? Cu1 I1 Cu1 62.21(4) 9_557 . ? _diffrn_measured_fraction_theta_max 0.885 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.194 _refine_diff_density_min -0.810 _refine_diff_density_rms 0.169 # Attachment '4-150-revised.cif' data_cui_pip_lt_ac _database_code_depnum_ccdc_archive 'CCDC 784393' #TrackingRef '4-150-revised.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C4 H10 Cu I N2' _chemical_formula_weight 276.58 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' Cu Cu 0.3201 1.2651 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 10.1972(7) _cell_length_b 12.1811(6) _cell_length_c 6.7879(5) _cell_angle_alpha 90.00 _cell_angle_beta 120.25(1) _cell_angle_gamma 90.00 _cell_volume 728.34(8) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 1258 _cell_measurement_theta_min 2.8471 _cell_measurement_theta_max 28.9477 _exptl_crystal_description Prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.522 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 520 _exptl_absorpt_coefficient_mu 7.140 _exptl_absorpt_correction_T_min 0.95620 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.46 (release 27-08-2009 CrysAlis171 .NET) (compiled Aug 27 2009,17:19:36) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Sapphire3' _diffrn_detector_area_resol_mean 16.1340 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 1464 _diffrn_reflns_av_R_equivalents 0.0184 _diffrn_reflns_av_sigmaI/netI 0.0227 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 5 _diffrn_reflns_theta_min 2.85 _diffrn_reflns_theta_max 29.00 _reflns_number_total 857 _reflns_number_gt 816 _reflns_threshold_expression >2\s(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.46 (release 27-08-2009 CrysAlis171 .NET) (compiled Aug 27 2009,17:19:36) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.46 (release 27-08-2009 CrysAlis171 .NET) (compiled Aug 27 2009,17:19:36) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.46 (release 27-08-2009 CrysAlis171 .NET) (compiled Aug 27 2009,17:19:36) ; _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _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^ > 2\s(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^)+(0.0239P)^2^+0.7253P] 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 constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0010(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 857 _refine_ls_number_parameters 41 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0225 _refine_ls_R_factor_gt 0.0202 _refine_ls_wR_factor_ref 0.0473 _refine_ls_wR_factor_gt 0.0467 _refine_ls_goodness_of_fit_ref 1.111 _refine_ls_restrained_S_all 1.111 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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 N1 N 0.1747(3) 0.1409(2) 0.9360(4) 0.0137(5) Uani 1 1 d . . . H1 H 0.1525 0.1339 1.0495 0.016 Uiso 1 1 calc R . . C1 C 0.1005(3) 0.2423(2) 0.8102(5) 0.0182(6) Uani 1 1 d . . . H1A H -0.0079 0.2364 0.7510 0.022 Uiso 1 1 calc R . . H1B H 0.1162 0.2490 0.6811 0.022 Uiso 1 1 calc R . . C2 C 0.3413(3) 0.1546(3) 1.0462(5) 0.0208(6) Uani 1 1 d . . . H2A H 0.3692 0.1567 0.9291 0.025 Uiso 1 1 calc R . . H2B H 0.3906 0.0914 1.1422 0.025 Uiso 1 1 calc R . . I1 I 0.20934(3) 0.0000 0.45932(4) 0.01730(12) Uani 1 2 d S . . Cu1 Cu 0.09101(6) 0.0000 0.73059(9) 0.01676(14) Uani 1 2 d S . . 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 N1 0.0157(11) 0.0126(12) 0.0140(11) -0.0022(10) 0.0084(10) -0.0032(10) C1 0.0161(14) 0.0163(15) 0.0172(14) -0.0009(12) 0.0047(12) -0.0023(12) C2 0.0152(13) 0.0154(15) 0.0257(16) -0.0038(13) 0.0058(12) 0.0011(12) I1 0.01463(16) 0.02358(18) 0.01480(16) 0.000 0.00824(12) 0.000 Cu1 0.0170(3) 0.0131(3) 0.0178(3) 0.000 0.0070(2) 0.000 _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 N1 C1 1.476(4) . ? N1 C2 1.481(4) . ? N1 Cu1 2.102(2) . ? N1 H1 0.9100 . ? C1 C2 1.515(4) 7_557 ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C1 1.515(4) 7_557 ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? I1 Cu1 2.6579(6) 5_556 ? I1 Cu1 2.6617(6) . ? Cu1 N1 2.102(2) 6 ? Cu1 I1 2.6579(6) 5_556 ? Cu1 Cu1 2.7185(11) 5_556 ? 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 C1 N1 C2 108.7(2) . . ? C1 N1 Cu1 112.42(18) . . ? C2 N1 Cu1 113.98(18) . . ? C1 N1 H1 107.1 . . ? C2 N1 H1 107.1 . . ? Cu1 N1 H1 107.1 . . ? N1 C1 C2 113.7(3) . 7_557 ? N1 C1 H1A 108.8 . . ? C2 C1 H1A 108.8 7_557 . ? N1 C1 H1B 108.8 . . ? C2 C1 H1B 108.8 7_557 . ? H1A C1 H1B 107.7 . . ? N1 C2 C1 113.3(3) . 7_557 ? N1 C2 H2A 108.9 . . ? C1 C2 H2A 108.9 7_557 . ? N1 C2 H2B 108.9 . . ? C1 C2 H2B 108.9 7_557 . ? H2A C2 H2B 107.7 . . ? Cu1 I1 Cu1 61.47(2) 5_556 . ? N1 Cu1 N1 109.46(13) . 6 ? N1 Cu1 I1 107.77(7) . 5_556 ? N1 Cu1 I1 107.77(7) 6 5_556 ? N1 Cu1 I1 106.55(7) . . ? N1 Cu1 I1 106.55(7) 6 . ? I1 Cu1 I1 118.53(2) 5_556 . ? N1 Cu1 Cu1 125.26(7) . 5_556 ? N1 Cu1 Cu1 125.26(7) 6 5_556 ? I1 Cu1 Cu1 59.34(2) 5_556 5_556 ? I1 Cu1 Cu1 59.20(2) . 5_556 ? _diffrn_measured_fraction_theta_max 0.844 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.790 _refine_diff_density_min -0.616 _refine_diff_density_rms 0.122 # Attachment '4-RT-revised.cif' data_new _database_code_depnum_ccdc_archive 'CCDC 784394' #TrackingRef '4-RT-revised.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C4 H10 Cu I N2' _chemical_formula_weight 276.58 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 10.315(2) _cell_length_b 12.2170(1) _cell_length_c 6.859(1) _cell_angle_alpha 90.00 _cell_angle_beta 120.690(2) _cell_angle_gamma 90.00 _cell_volume 743.3(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1296 _cell_measurement_theta_min 2.8290 _cell_measurement_theta_max 29.1716 _exptl_crystal_description Prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.472 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 520 _exptl_absorpt_coefficient_mu 6.997 _exptl_absorpt_correction_T_min 0.74006 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.33.34 (release 24-02-2009 CrysAlis171 .NET) (compiled Feb 24 2009,11:20:51) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ; 'Goniometer KM4/Xcalibur, detector: Sapphire3' ; _diffrn_detector_area_resol_mean 16.1340 _diffrn_measurement_method 'omega scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 1717 _diffrn_reflns_av_R_equivalents 0.0171 _diffrn_reflns_av_sigmaI/netI 0.0215 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 5 _diffrn_reflns_theta_min 2.84 _diffrn_reflns_theta_max 29.21 _reflns_number_total 898 _reflns_number_gt 816 _reflns_threshold_expression >2\s(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.34 (release 24-02-2009 CrysAlis171 .NET) (compiled Feb 24 2009,11:20:51) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.34 (release 24-02-2009 CrysAlis171 .NET) (compiled Feb 24 2009,11:20:51) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.34 (release 24-02-2009 CrysAlis171 .NET) (compiled Feb 24 2009,11:20:51) ; _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _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^ > 2\s(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^)+(0.0299P)^2^+0.6877P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 898 _refine_ls_number_parameters 40 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0246 _refine_ls_R_factor_gt 0.0208 _refine_ls_wR_factor_ref 0.0499 _refine_ls_wR_factor_gt 0.0492 _refine_ls_goodness_of_fit_ref 0.987 _refine_ls_restrained_S_all 0.987 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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 0.20669(3) 0.0000 0.45745(4) 0.03130(11) Uani 1 2 d S . . Cu1 Cu 0.09209(6) 0.0000 0.73021(9) 0.03068(14) Uani 1 2 d S . . N1 N 0.1756(3) 0.1413(2) 0.9341(4) 0.0256(5) Uani 1 1 d . . . H1 H 0.1536 0.1343 1.0463 0.031 Uiso 1 1 calc R . . C1 C 0.1018(3) 0.2422(3) 0.8104(5) 0.0320(7) Uani 1 1 d . . . H1A H -0.0058 0.2359 0.7506 0.038 Uiso 1 1 calc R . . H1B H 0.1170 0.2493 0.6827 0.038 Uiso 1 1 calc R . . C2 C 0.3411(4) 0.1549(3) 1.0464(6) 0.0354(7) Uani 1 1 d . . . H2A H 0.3693 0.1571 0.9314 0.042 Uiso 1 1 calc R . . H2B H 0.3898 0.0918 1.1420 0.042 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 0.02654(15) 0.04191(19) 0.02742(15) 0.000 0.01520(12) 0.000 Cu1 0.0314(3) 0.0226(3) 0.0331(3) 0.000 0.0129(2) 0.000 N1 0.0261(12) 0.0240(12) 0.0254(11) -0.0033(10) 0.0122(10) -0.0039(10) C1 0.0259(14) 0.0276(16) 0.0303(14) -0.0020(12) 0.0054(12) -0.0014(13) C2 0.0263(15) 0.0242(16) 0.0434(18) -0.0048(13) 0.0090(14) 0.0015(13) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 Cu1 2.6657(8) 5_556 ? I1 Cu1 2.6748(7) . ? Cu1 N1 2.110(2) . ? Cu1 N1 2.110(2) 6 ? Cu1 I1 2.6657(8) 5_556 ? Cu1 Cu1 2.7309(11) 5_556 ? N1 C1 1.469(4) . ? N1 C2 1.481(4) . ? C1 C2 1.518(4) 7_557 ? C2 C1 1.518(4) 7_557 ? 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 Cu1 I1 Cu1 61.51(2) 5_556 . ? N1 Cu1 N1 109.88(13) . 6 ? N1 Cu1 I1 107.47(7) . 5_556 ? N1 Cu1 I1 107.47(7) 6 5_556 ? N1 Cu1 I1 106.69(6) . . ? N1 Cu1 I1 106.69(6) 6 . ? I1 Cu1 I1 118.49(2) 5_556 . ? N1 Cu1 Cu1 125.05(7) . 5_556 ? N1 Cu1 Cu1 125.05(7) 6 5_556 ? I1 Cu1 Cu1 59.41(2) 5_556 5_556 ? I1 Cu1 Cu1 59.08(2) . 5_556 ? C1 N1 C2 109.1(2) . . ? C1 N1 Cu1 112.81(17) . . ? C2 N1 Cu1 114.09(18) . . ? N1 C1 C2 113.9(2) . 7_557 ? N1 C2 C1 113.1(3) . 7_557 ? _diffrn_measured_fraction_theta_max 0.852 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.596 _refine_diff_density_min -0.791 _refine_diff_density_rms 0.109