# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Felix Zamora' _publ_contact_author_email FELIX.ZAMORA@UAM.ES _publ_section_title ; Single layers of a multifunctional laminar Cu(I,II) coordination polymer ; loop_ _publ_author_name 'Felix Zamora' 'Pilar Amo-Ochoa' 'Salome Delgado' 'Carlos Gomez-Garcia' 'Julio Gomez-Herrero' ; R.Gonzalez-Prieto ; 'Pablo J. Sanz Miguel' 'Lorena Welte' # Attachment 'CCDC747968.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 747968' #TrackingRef 'CCDC747968.cif' _audit_creation_date 2010-03-03T10:23:22-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C12 H8 Br Cu2 N2 O4' _chemical_formula_sum 'C12 H8 Br Cu2 N2 O4' _chemical_formula_weight 451.19 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 14.1012(3) _cell_length_b 6.71520(10) _cell_length_c 13.8579(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1312.24(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 1267 _cell_measurement_theta_min 2.89 _cell_measurement_theta_max 25.91 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prisms _exptl_crystal_colour black _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_diffrn 2.284 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 876 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 6.301 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.281 _exptl_absorpt_correction_T_max 0.389 _exptl_absorpt_process_details sadabs #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_reflns_av_R_equivalents 0.046 _diffrn_reflns_av_unetI/netI 0.021 _diffrn_reflns_number 9689 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.89 _diffrn_reflns_theta_max 25.91 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.988 _reflns_number_total 1267 _reflns_number_gt 1101 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0659P)^2^+3.4358P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 1267 _refine_ls_number_parameters 96 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0428 _refine_ls_R_factor_gt 0.036 _refine_ls_wR_factor_ref 0.1074 _refine_ls_wR_factor_gt 0.1015 _refine_ls_goodness_of_fit_ref 1.092 _refine_ls_restrained_S_all 1.092 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.945 _refine_diff_density_min -0.63 _refine_diff_density_rms 0.158 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' O O 0.0106 0.006 '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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Cu1 Cu 0.05855(4) 0.18613(10) 0.18761(4) 0.0258(2) Uani 1 1 d . . . Br1 Br 0 -0.15139(10) 0.25 0.0207(2) Uani 1 2 d S . . N1 N 0.1581(2) 0.1541(5) 0.0839(3) 0.0146(7) Uani 1 1 d . . . C3 C 0.2045(3) 0.1839(6) -0.0811(3) 0.0152(8) Uani 1 1 d . . . H3A H 0.1865 0.1948 -0.147 0.018 Uiso 1 1 calc R . . C6 C 0.2505(3) 0.1428(7) 0.1089(3) 0.0175(8) Uani 1 1 d . . . H6A H 0.2664 0.1252 0.1749 0.021 Uiso 1 1 calc R . . C2 C 0.1368(3) 0.1713(6) -0.0097(3) 0.0153(8) Uani 1 1 d . . . H2A H 0.0719 0.175 -0.0278 0.018 Uiso 1 1 calc R . . C5 C 0.3228(3) 0.1558(6) 0.0419(3) 0.0153(8) Uani 1 1 d . . . H5A H 0.3872 0.1482 0.0617 0.018 Uiso 1 1 calc R . . C4 C 0.2999(3) 0.1803(6) -0.0549(3) 0.0141(8) Uani 1 1 d . . . C7 C 0.3757(3) 0.2102(6) -0.1288(3) 0.0156(8) Uani 1 1 d . . . O2 O 0.4599(2) 0.2256(5) -0.09870(19) 0.0179(6) Uani 1 1 d . . . O1 O 0.35079(19) 0.2234(5) -0.2158(2) 0.0178(6) Uani 1 1 d . . . 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 Cu1 0.0176(3) 0.0422(4) 0.0176(3) 0.0005(2) 0.0003(2) -0.0003(2) Br1 0.0165(3) 0.0286(4) 0.0170(4) 0 -0.0020(2) 0 N1 0.0097(15) 0.0215(18) 0.0127(17) 0.0000(13) 0.0014(12) -0.0001(13) C3 0.0128(18) 0.021(2) 0.0115(19) -0.0006(15) 0.0000(15) -0.0013(16) C6 0.0128(18) 0.029(2) 0.0110(19) 0.0003(16) -0.0010(15) 0.0001(16) C2 0.0123(18) 0.022(2) 0.012(2) -0.0011(15) -0.0011(14) -0.0014(15) C5 0.0093(17) 0.024(2) 0.012(2) -0.0003(15) -0.0011(14) 0.0005(15) C4 0.0126(18) 0.0176(19) 0.0121(19) -0.0007(14) 0.0018(14) -0.0015(15) C7 0.0110(18) 0.023(2) 0.013(2) 0.0000(16) 0.0017(15) -0.0016(15) O2 0.0087(13) 0.0354(18) 0.0095(13) 0.0020(12) -0.0008(10) -0.0017(12) O1 0.0087(12) 0.0355(17) 0.0093(14) 0.0015(12) 0.0006(10) -0.0029(12) #----------------------------------------------------------------------------# # 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 Cu1 O1 1.948(3) 2 ? Cu1 O2 1.951(3) 4_455 ? Cu1 N1 2.021(3) . ? Cu1 Cu1 2.3909(11) 3 ? Cu1 Br1 2.5624(9) . ? Br1 Cu1 2.5624(9) 3 ? N1 C2 1.336(6) . ? N1 C6 1.351(5) . ? C3 C2 1.378(6) . ? C3 C4 1.394(6) . ? C3 H3A 0.95 . ? C6 C5 1.382(6) . ? C6 H6A 0.95 . ? C2 H2A 0.95 . ? C5 C4 1.389(6) . ? C5 H5A 0.95 . ? C4 C7 1.493(5) . ? C7 O1 1.259(5) . ? C7 O2 1.262(5) . ? O2 Cu1 1.951(3) 4 ? O1 Cu1 1.948(3) 2_554 ? 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 O1 Cu1 O2 143.84(14) 2 4_455 ? O1 Cu1 N1 93.81(13) 2 . ? O2 Cu1 N1 94.50(13) 4_455 . ? O1 Cu1 Cu1 87.49(9) 2 3 ? O2 Cu1 Cu1 87.94(9) 4_455 3 ? N1 Cu1 Cu1 173.85(10) . 3 ? O1 Cu1 Br1 104.79(10) 2 . ? O2 Cu1 Br1 104.59(10) 4_455 . ? N1 Cu1 Br1 111.69(10) . . ? Cu1 Cu1 Br1 62.190(15) 3 . ? Cu1 Br1 Cu1 55.62(3) 3 . ? C2 N1 C6 118.1(4) . . ? C2 N1 Cu1 121.7(3) . . ? C6 N1 Cu1 119.6(3) . . ? C2 C3 C4 118.7(4) . . ? C2 C3 H3A 120.6 . . ? C4 C3 H3A 120.6 . . ? N1 C6 C5 122.4(4) . . ? N1 C6 H6A 118.8 . . ? C5 C6 H6A 118.8 . . ? N1 C2 C3 123.2(4) . . ? N1 C2 H2A 118.4 . . ? C3 C2 H2A 118.4 . . ? C6 C5 C4 119.0(4) . . ? C6 C5 H5A 120.5 . . ? C4 C5 H5A 120.5 . . ? C5 C4 C3 118.5(4) . . ? C5 C4 C7 120.8(4) . . ? C3 C4 C7 120.7(4) . . ? O1 C7 O2 125.0(4) . . ? O1 C7 C4 117.8(3) . . ? O2 C7 C4 117.2(4) . . ? C7 O2 Cu1 119.2(3) . 4 ? C7 O1 Cu1 119.8(3) . 2_554 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Cu1 Br1 Cu1 79.01(9) 2 . . 3 ? O2 Cu1 Br1 Cu1 -79.67(9) 4_455 . . 3 ? N1 Cu1 Br1 Cu1 179.33(11) . . . 3 ? O1 Cu1 N1 C2 -152.4(3) 2 . . . ? O2 Cu1 N1 C2 -7.6(3) 4_455 . . . ? Br1 Cu1 N1 C2 100.0(3) . . . . ? O1 Cu1 N1 C6 18.1(3) 2 . . . ? O2 Cu1 N1 C6 162.9(3) 4_455 . . . ? Br1 Cu1 N1 C6 -89.4(3) . . . . ? C2 N1 C6 C5 2.5(7) . . . . ? Cu1 N1 C6 C5 -168.4(3) . . . . ? C6 N1 C2 C3 -2.0(6) . . . . ? Cu1 N1 C2 C3 168.7(3) . . . . ? C4 C3 C2 N1 -0.6(6) . . . . ? N1 C6 C5 C4 -0.4(7) . . . . ? C6 C5 C4 C3 -2.2(6) . . . . ? C6 C5 C4 C7 175.4(4) . . . . ? C2 C3 C4 C5 2.6(6) . . . . ? C2 C3 C4 C7 -175.0(4) . . . . ? C5 C4 C7 O1 177.2(4) . . . . ? C3 C4 C7 O1 -5.3(6) . . . . ? C5 C4 C7 O2 -4.7(6) . . . . ? C3 C4 C7 O2 172.9(4) . . . . ? O1 C7 O2 Cu1 9.4(6) . . . 4 ? C4 C7 O2 Cu1 -168.6(3) . . . 4 ? O2 C7 O1 Cu1 -10.0(6) . . . 2_554 ? C4 C7 O1 Cu1 168.0(3) . . . 2_554 ? # END of CIF