#------------------------------------------------------------------------------ #$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: svn://www.crystallography.net/cod/cif/2/2204959.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2204959 _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _[local]_cod_cif_authors_sg_H-M 'P 21/c' loop_ _publ_author_name 'Jones, Peter G.' 'Zerbe, Eva-Maria' _publ_section_title ; Bromotris(2,3-lutidine)copper(I) ; _journal_issue 1 _journal_name_full 'Acta Crystallographica, Section E' _journal_page_first m106 _journal_page_last m107 _journal_volume 61 _journal_year 2005 _chemical_formula_iupac '[Cu Br (C7 H9 N)2]' _chemical_formula_moiety 'C14 H18 Br Cu N2' _chemical_formula_sum 'C14 H18 Br Cu N2' _chemical_formula_weight 357.75 _chemical_name_systematic ; Bromobis(2,3-lutidine)copper(I) ; _symmetry_cell_setting monoclinic _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 94.610(4) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 7.5168(6) _cell_length_b 15.1240(10) _cell_length_c 13.1804(10) _cell_measurement_reflns_used 5859 _cell_measurement_temperature 133(2) _cell_measurement_theta_max 30.5 _cell_measurement_theta_min 2 _cell_volume 1493.55(19) _computing_cell_refinement 'SAINT (Bruker, 1998)' _computing_data_collection 'SMART (Bruker, 1998)' _computing_data_reduction SAINT _computing_molecular_graphics 'XP (Siemens, 1994)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 133(2) _diffrn_detector_area_resol_mean 8.192 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'Bruker SMART 1000 CCD' _diffrn_measurement_method '\w and \f scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0304 _diffrn_reflns_av_sigmaI/netI 0.0206 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 30827 _diffrn_reflns_theta_full 30.00 _diffrn_reflns_theta_max 30.03 _diffrn_reflns_theta_min 2.05 _diffrn_standards_decay_% none _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 4.122 _exptl_absorpt_correction_T_max 0.7031 _exptl_absorpt_correction_T_min 0.6094 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Bruker, 1998)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.591 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 720 _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.14 _refine_diff_density_max 0.515 _refine_diff_density_min -0.294 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 167 _refine_ls_number_reflns 4367 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.057 _refine_ls_R_factor_all 0.0372 _refine_ls_R_factor_gt 0.0249 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0266P)^2^+0.8705P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0564 _refine_ls_wR_factor_ref 0.0617 _reflns_number_gt 3613 _reflns_number_total 4367 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file rz6030.cif loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' 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' 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_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_type_symbol Cu 0.78705(3) 0.345359(15) 0.775201(16) 0.02675(6) Uani d . 1 Cu Br 0.99775(3) 0.231286(13) 0.794882(14) 0.02960(6) Uani d . 1 Br N11 0.6053(2) 0.35164(9) 0.65630(11) 0.0218(3) Uani d . 1 N C12 0.6404(2) 0.37813(11) 0.56203(13) 0.0213(3) Uani d . 1 C C13 0.5084(3) 0.37856(12) 0.48081(13) 0.0258(4) Uani d . 1 C C14 0.3376(3) 0.35220(12) 0.49940(16) 0.0315(4) Uani d . 1 C H14 0.2456 0.3519 0.4456 0.038 Uiso calc R 1 H C15 0.3008(3) 0.32628(12) 0.59654(17) 0.0323(4) Uani d . 1 C H15 0.1837 0.3091 0.6105 0.039 Uiso calc R 1 H C16 0.4375(3) 0.32614(12) 0.67178(15) 0.0273(4) Uani d . 1 C H16 0.4131 0.3072 0.7380 0.033 Uiso calc R 1 H C17 0.8276(3) 0.40667(13) 0.54811(15) 0.0308(4) Uani d . 1 C H17A 0.9011 0.3998 0.6125 0.037 Uiso calc R 1 H H17B 0.8277 0.4688 0.5270 0.037 Uiso calc R 1 H H17C 0.8765 0.3701 0.4957 0.037 Uiso calc R 1 H C18 0.5528(3) 0.40572(15) 0.37565(14) 0.0389(5) Uani d . 1 C H18A 0.4464 0.3997 0.3281 0.047 Uiso calc R 1 H H18B 0.6480 0.3677 0.3536 0.047 Uiso calc R 1 H H18C 0.5928 0.4674 0.3770 0.047 Uiso calc R 1 H N21 0.77782(19) 0.44271(9) 0.87673(10) 0.0215(3) Uani d . 1 N C22 0.7404(2) 0.43087(11) 0.97448(13) 0.0218(3) Uani d . 1 C C23 0.7454(2) 0.50110(12) 1.04366(13) 0.0240(3) Uani d . 1 C C24 0.7914(3) 0.58437(12) 1.01048(15) 0.0296(4) Uani d . 1 C H24 0.7975 0.6330 1.0563 0.035 Uiso calc R 1 H C25 0.8286(3) 0.59627(12) 0.90987(16) 0.0308(4) Uani d . 1 C H25 0.8595 0.6530 0.8858 0.037 Uiso calc R 1 H C26 0.8198(2) 0.52466(12) 0.84607(14) 0.0259(4) Uani d . 1 C H26 0.8443 0.5331 0.7771 0.031 Uiso calc R 1 H C27 0.6959(3) 0.33871(12) 1.00552(15) 0.0323(4) Uani d . 1 C H27A 0.7144 0.2978 0.9496 0.039 Uiso calc R 1 H H27B 0.5709 0.3362 1.0215 0.039 Uiso calc R 1 H H27C 0.7733 0.3218 1.0658 0.039 Uiso calc R 1 H C28 0.7046(3) 0.48584(15) 1.15236(15) 0.0376(5) Uani d . 1 C H28A 0.7249 0.5406 1.1913 0.045 Uiso calc R 1 H H28B 0.7827 0.4393 1.1824 0.045 Uiso calc R 1 H H28C 0.5798 0.4677 1.1541 0.045 Uiso calc R 1 H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Cu 0.03061(13) 0.02861(12) 0.02073(11) 0.00035(9) 0.00018(8) -0.00083(8) Br 0.03186(11) 0.03167(10) 0.02504(9) 0.00735(7) 0.00095(7) -0.00020(7) N11 0.0243(8) 0.0199(6) 0.0212(7) 0.0041(5) 0.0017(5) -0.0011(5) C12 0.0221(9) 0.0193(7) 0.0226(8) 0.0049(6) 0.0018(6) -0.0017(6) C13 0.0302(10) 0.0237(8) 0.0230(8) 0.0082(7) -0.0018(7) -0.0025(6) C14 0.0280(10) 0.0261(9) 0.0382(10) 0.0055(7) -0.0109(8) -0.0065(8) C15 0.0219(9) 0.0244(9) 0.0504(12) -0.0001(7) 0.0023(8) -0.0006(8) C16 0.0285(10) 0.0226(8) 0.0317(9) 0.0031(7) 0.0089(7) 0.0013(7) C17 0.0254(10) 0.0355(10) 0.0322(9) 0.0016(7) 0.0056(7) 0.0037(8) C18 0.0490(13) 0.0463(12) 0.0209(8) 0.0171(10) -0.0001(8) 0.0018(8) N21 0.0205(7) 0.0237(7) 0.0202(6) 0.0023(5) -0.0002(5) 0.0014(5) C22 0.0193(8) 0.0226(8) 0.0235(8) 0.0020(6) 0.0019(6) 0.0036(6) C23 0.0209(9) 0.0298(9) 0.0213(8) 0.0053(6) 0.0016(6) -0.0012(6) C24 0.0268(10) 0.0255(9) 0.0360(10) 0.0032(7) 0.0002(7) -0.0067(7) C25 0.0292(10) 0.0212(8) 0.0424(11) 0.0001(7) 0.0053(8) 0.0045(7) C26 0.0255(9) 0.0275(9) 0.0247(8) 0.0031(7) 0.0035(7) 0.0084(7) C27 0.0398(11) 0.0252(9) 0.0331(10) -0.0030(7) 0.0100(8) 0.0041(7) C28 0.0425(12) 0.0470(12) 0.0245(9) 0.0108(9) 0.0095(8) -0.0014(8) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag Cu N21 1.9946(14) y Cu N11 1.9970(15) y Cu Br 2.3422(3) y N11 C16 1.350(2) ? N11 C12 1.352(2) ? C12 C13 1.400(2) ? C12 C17 1.497(3) ? C13 C14 1.384(3) ? C13 C18 1.509(3) ? C14 C15 1.388(3) ? C14 H14 0.9500 ? C15 C16 1.369(3) ? C15 H15 0.9500 ? C16 H16 0.9500 ? C17 H17A 0.9800 ? C17 H17B 0.9800 ? C17 H17C 0.9800 ? C18 H18A 0.9800 ? C18 H18B 0.9800 ? C18 H18C 0.9800 ? N21 C26 1.349(2) ? N21 C22 1.353(2) ? C22 C23 1.398(2) ? C22 C27 1.498(2) ? C23 C24 1.386(3) ? C23 C28 1.507(2) ? C24 C25 1.389(3) ? C24 H24 0.9500 ? C25 C26 1.369(3) ? C25 H25 0.9500 ? C26 H26 0.9500 ? C27 H27A 0.9800 ? C27 H27B 0.9800 ? C27 H27C 0.9800 ? C28 H28A 0.9800 ? C28 H28B 0.9800 ? C28 H28C 0.9800 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag N21 Cu N11 115.65(6) y N21 Cu Br 121.95(4) y N11 Cu Br 122.41(4) y C16 N11 C12 118.54(15) y C16 N11 Cu 117.16(12) y C12 N11 Cu 124.29(12) y N11 C12 C13 121.67(16) ? N11 C12 C17 116.96(15) ? C13 C12 C17 121.37(16) ? C14 C13 C12 118.28(17) ? C14 C13 C18 121.19(17) ? C12 C13 C18 120.52(18) ? C13 C14 C15 120.07(17) ? C13 C14 H14 120.0 ? C15 C14 H14 120.0 ? C16 C15 C14 118.35(18) ? C16 C15 H15 120.8 ? C14 C15 H15 120.8 ? N11 C16 C15 123.08(17) ? N11 C16 H16 118.5 ? C15 C16 H16 118.5 ? C12 C17 H17A 109.5 ? C12 C17 H17B 109.5 ? H17A C17 H17B 109.5 ? C12 C17 H17C 109.5 ? H17A C17 H17C 109.5 ? H17B C17 H17C 109.5 ? C13 C18 H18A 109.5 ? C13 C18 H18B 109.5 ? H18A C18 H18B 109.5 ? C13 C18 H18C 109.5 ? H18A C18 H18C 109.5 ? H18B C18 H18C 109.5 ? C26 N21 C22 118.59(15) y C26 N21 Cu 117.11(12) y C22 N21 Cu 124.22(12) y N21 C22 C23 121.57(15) ? N21 C22 C27 116.84(15) ? C23 C22 C27 121.58(16) ? C24 C23 C22 118.61(16) ? C24 C23 C28 120.94(17) ? C22 C23 C28 120.44(17) ? C23 C24 C25 119.57(17) ? C23 C24 H24 120.2 ? C25 C24 H24 120.2 ? C26 C25 C24 118.71(17) ? C26 C25 H25 120.6 ? C24 C25 H25 120.6 ? N21 C26 C25 122.93(16) ? N21 C26 H26 118.5 ? C25 C26 H26 118.5 ? C22 C27 H27A 109.5 ? C22 C27 H27B 109.5 ? H27A C27 H27B 109.5 ? C22 C27 H27C 109.5 ? H27A C27 H27C 109.5 ? H27B C27 H27C 109.5 ? C23 C28 H28A 109.5 ? C23 C28 H28B 109.5 ? H28A C28 H28B 109.5 ? C23 C28 H28C 109.5 ? H28A C28 H28C 109.5 ? H28B C28 H28C 109.5 ? 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 N21 Cu N11 C16 -77.66(13) Br Cu N11 C16 102.28(12) N21 Cu N11 C12 103.51(13) Br Cu N11 C12 -76.55(14) C16 N11 C12 C13 -0.8(2) Cu N11 C12 C13 178.00(12) C16 N11 C12 C17 179.47(15) Cu N11 C12 C17 -1.7(2) N11 C12 C13 C14 1.0(2) C17 C12 C13 C14 -179.33(16) N11 C12 C13 C18 -178.05(16) C17 C12 C13 C18 1.7(3) C12 C13 C14 C15 0.0(3) C18 C13 C14 C15 179.04(18) C13 C14 C15 C16 -1.1(3) C12 N11 C16 C15 -0.4(3) Cu N11 C16 C15 -179.26(14) C14 C15 C16 N11 1.3(3) N11 Cu N21 C26 -66.94(14) Br Cu N21 C26 113.12(12) N11 Cu N21 C22 116.16(14) Br Cu N21 C22 -63.79(15) C26 N21 C22 C23 -0.4(2) Cu N21 C22 C23 176.43(12) C26 N21 C22 C27 -179.52(16) Cu N21 C22 C27 -2.7(2) N21 C22 C23 C24 -0.5(3) C27 C22 C23 C24 178.58(18) N21 C22 C23 C28 -179.47(17) C27 C22 C23 C28 -0.4(3) C22 C23 C24 C25 0.9(3) C28 C23 C24 C25 179.89(18) C23 C24 C25 C26 -0.4(3) C22 N21 C26 C25 0.9(3) Cu N21 C26 C25 -176.16(14) C24 C25 C26 N21 -0.5(3) loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA C14 H14 Br 4_465 0.95 2.90 3.7791(19) 155 C24 H24 Br 3_767 0.95 3.15 4.0264(19) 154 C15 H15 Br 1_455 0.95 3.13 3.879(2) 137 C25 H25 Br 2_756 0.95 2.94 3.7045(19) 139 _cod_database_code 2204959