# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2004 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 #------------------ audit details-------------------------------------------# _audit_creation_date date _audit_creation_method 'wingx routine cif_update' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic _audit_update_record ? #------------------ submission details --------------------------------------# # name and address of author for correspondence _publ_contact_author_name 'Rinaldo Poli' _publ_contact_author_address ; UPR CNRS 8241 Laboratoire de Chimie de Coordination 205 Route de Narbonne Toulouse 31077 FRANCE ; _publ_contact_author_email POLI@LCC-TOULOUSE.FR #------------------ title and author list------------------------------------# _publ_section_title ; Al(OPri)3-catalysed halogen exchange processes of relevance to atom transfer radical polymerization: the effect depends on the metal electronic structure ; _publ_section_title_footnote ; ? ; loop_ _publ_author_address ; LCC, 205 Route de Narbonne, 31077 Toulouse, france ; #------------------ text ----------------------------------------------------# _publ_section_abstract ; ; _publ_author_name R.Poli #------------------ section 2. compound(s) details -------------------------# data_new _database_code_depnum_ccdc_archive 'CCDC 243377' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C13 H21 I2 Mo N2' _chemical_formula_sum 'C13 H21 I2 Mo N2' _chemical_formula_weight 555.06 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' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mo Mo -1.6832 0.6857 '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 Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' _cell_length_a 12.4552(3) _cell_length_b 17.2336(6) _cell_length_c 7.7943(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1673.03(8) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 3782 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_description prism _exptl_crystal_colour black _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.225 _exptl_crystal_size_min 0.125 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.204 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1044 _exptl_absorpt_coefficient_mu 4.462 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(2) _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 KappaCCD _diffrn_measurement_method '\f scans (\k = 0) + additional \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6813 _diffrn_reflns_av_R_equivalents 0.0338 _diffrn_reflns_av_sigmaI/netI 0.0383 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -5 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 27.50 _reflns_number_total 1983 _reflns_number_gt 1697 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD Server Software (Nonius,1997)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPIII (Burnett, 1996)' _computing_publication_material 'SHELXL97 and WinGX (Farrugia, 1999)' _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^)+(0.0098P)^2^+1.5171P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _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 1983 _refine_ls_number_parameters 85 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0344 _refine_ls_R_factor_gt 0.0247 _refine_ls_wR_factor_ref 0.0478 _refine_ls_wR_factor_gt 0.0456 _refine_ls_goodness_of_fit_ref 1.090 _refine_ls_restrained_S_all 1.090 _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 I1 I -0.926648(15) -0.357780(11) 0.90536(2) 0.01770(7) Uani 1 1 d . . . Mo1 Mo -0.79847(3) -0.2500 1.08568(4) 0.01081(9) Uani 1 2 d S . . N1 N -0.82998(16) -0.32312(14) 1.2898(3) 0.0126(5) Uani 1 1 d . . . C1 C -0.6195(3) -0.2500 1.1432(6) 0.0234(10) Uani 1 2 d S . . H1 H -0.5972 -0.2500 1.2571 0.028 Uiso 1 2 calc SR . . C2 C -0.6398(2) -0.31570(19) 1.0397(4) 0.0247(7) Uani 1 1 d . . . H2 H -0.6355 -0.3671 1.0751 0.030 Uiso 1 1 calc R . . C3 C -0.6676(2) -0.2901(2) 0.8735(4) 0.0261(8) Uani 1 1 d . . . H3 H -0.6832 -0.3217 0.7801 0.031 Uiso 1 1 calc R . . C4 C -0.8604(2) -0.28981(16) 1.4366(3) 0.0142(6) Uani 1 1 d . . . H4 H -0.8803 -0.3186 1.5324 0.017 Uiso 1 1 calc R . . C5 C -0.8098(2) -0.40867(17) 1.2968(4) 0.0167(6) Uani 1 1 d . . . H5 H -0.7871 -0.4254 1.1822 0.020 Uiso 1 1 calc R . . C6 C -0.7191(2) -0.4268(2) 1.4208(4) 0.0265(8) Uani 1 1 d . . . H6A H -0.6562 -0.3981 1.3883 0.040 Uiso 1 1 calc R . . H6B H -0.7036 -0.4813 1.4175 0.040 Uiso 1 1 calc R . . H6C H -0.7401 -0.4123 1.5349 0.040 Uiso 1 1 calc R . . C7 C -0.9120(2) -0.45354(18) 1.3426(4) 0.0233(7) Uani 1 1 d . . . H7A H -0.9675 -0.4411 1.2618 0.035 Uiso 1 1 calc R . . H7B H -0.9348 -0.4395 1.4560 0.035 Uiso 1 1 calc R . . H7C H -0.8976 -0.5082 1.3386 0.035 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 0.02031(12) 0.01740(12) 0.01539(11) -0.00051(8) -0.00271(8) -0.00389(7) Mo1 0.00907(16) 0.01168(18) 0.01168(18) 0.000 0.00127(14) 0.000 N1 0.0112(11) 0.0138(12) 0.0129(12) 0.0016(10) -0.0015(9) 0.0001(9) C1 0.0061(19) 0.043(3) 0.021(2) 0.000 0.0002(17) 0.000 C2 0.0150(15) 0.0186(17) 0.040(2) 0.0071(15) 0.0089(14) 0.0065(13) C3 0.0139(15) 0.040(2) 0.0240(18) -0.0137(15) 0.0100(13) -0.0027(13) C4 0.0133(13) 0.0196(16) 0.0098(14) 0.0012(12) 0.0002(11) -0.0019(12) C5 0.0192(15) 0.0129(15) 0.0179(15) 0.0007(13) -0.0008(12) 0.0011(12) C6 0.0292(17) 0.0201(18) 0.0302(19) 0.0035(15) -0.0062(15) 0.0055(14) C7 0.0287(17) 0.0155(16) 0.0259(18) 0.0033(14) 0.0021(14) -0.0058(14) _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 Mo1 2.8239(3) . ? Mo1 N1 2.067(2) 8 ? Mo1 N1 2.067(2) . ? Mo1 C1 2.273(4) . ? Mo1 C2 2.306(3) 8 ? Mo1 C2 2.306(3) . ? Mo1 C3 2.423(3) . ? Mo1 C3 2.423(3) 8 ? Mo1 I1 2.8239(3) 8 ? N1 C4 1.335(3) . ? N1 C5 1.497(4) . ? C1 C2 1.413(4) 8 ? C1 C2 1.413(4) . ? C1 H1 0.9300 . ? C2 C3 1.411(4) . ? C2 H2 0.9300 . ? C3 C3 1.382(7) 8 ? C3 H3 0.9300 . ? C4 C4 1.372(6) 8 ? C4 H4 0.9300 . ? C5 C6 1.519(4) . ? C5 C7 1.531(4) . ? C5 H5 0.9800 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? 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 Mo1 N1 75.11(13) 8 . ? N1 Mo1 C1 91.97(11) 8 . ? N1 Mo1 C1 91.97(11) . . ? N1 Mo1 C2 89.03(10) 8 8 ? N1 Mo1 C2 125.56(11) . 8 ? C1 Mo1 C2 35.93(10) . 8 ? N1 Mo1 C2 125.56(11) 8 . ? N1 Mo1 C2 89.03(10) . . ? C1 Mo1 C2 35.93(10) . . ? C2 Mo1 C2 58.82(16) 8 . ? N1 Mo1 C3 145.78(10) 8 . ? N1 Mo1 C3 118.63(10) . . ? C1 Mo1 C3 58.32(13) . . ? C2 Mo1 C3 57.12(11) 8 . ? C2 Mo1 C3 34.62(11) . . ? N1 Mo1 C3 118.63(10) 8 8 ? N1 Mo1 C3 145.78(10) . 8 ? C1 Mo1 C3 58.32(13) . 8 ? C2 Mo1 C3 34.62(11) 8 8 ? C2 Mo1 C3 57.12(11) . 8 ? C3 Mo1 C3 33.15(16) . 8 ? N1 Mo1 I1 132.59(6) 8 . ? N1 Mo1 I1 82.81(6) . . ? C1 Mo1 I1 130.72(6) . . ? C2 Mo1 I1 136.91(9) 8 . ? C2 Mo1 I1 94.83(8) . . ? C3 Mo1 I1 81.56(7) . . ? C3 Mo1 I1 103.20(8) 8 . ? N1 Mo1 I1 82.81(6) 8 8 ? N1 Mo1 I1 132.59(6) . 8 ? C1 Mo1 I1 130.72(6) . 8 ? C2 Mo1 I1 94.83(8) 8 8 ? C2 Mo1 I1 136.91(9) . 8 ? C3 Mo1 I1 103.20(8) . 8 ? C3 Mo1 I1 81.56(7) 8 8 ? I1 Mo1 I1 82.260(12) . 8 ? C4 N1 C5 116.1(2) . . ? C4 N1 Mo1 116.83(19) . . ? C5 N1 Mo1 126.61(18) . . ? C2 C1 C2 106.5(4) 8 . ? C2 C1 Mo1 73.3(2) 8 . ? C2 C1 Mo1 73.3(2) . . ? C2 C1 H1 126.7 8 . ? C2 C1 H1 126.7 . . ? Mo1 C1 H1 118.7 . . ? C3 C2 C1 108.5(3) . . ? C3 C2 Mo1 77.24(17) . . ? C1 C2 Mo1 70.78(19) . . ? C3 C2 H2 125.8 . . ? C1 C2 H2 125.8 . . ? Mo1 C2 H2 118.1 . . ? C3 C3 C2 108.2(2) 8 . ? C3 C3 Mo1 73.43(8) 8 . ? C2 C3 Mo1 68.15(16) . . ? C3 C3 H3 125.9 8 . ? C2 C3 H3 125.9 . . ? Mo1 C3 H3 124.1 . . ? N1 C4 C4 115.47(16) . 8 ? N1 C4 H4 122.3 . . ? C4 C4 H4 122.3 8 . ? N1 C5 C6 110.5(2) . . ? N1 C5 C7 111.5(2) . . ? C6 C5 C7 111.5(3) . . ? N1 C5 H5 107.7 . . ? C6 C5 H5 107.7 . . ? C7 C5 H5 107.7 . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.860 _refine_diff_density_min -0.873 _refine_diff_density_rms 0.202