#------------------------------------------------------------------------------ #$Date: 2011-01-03 14:48:23 +0200 (Mon, 03 Jan 2011) $ #$Revision: 5312 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/1100747.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_1100747 loop_ _publ_author_name 'Natasha J. Lundin' 'Penny J. Walsh' 'Sarah L. Howell' 'John J. McGarvey' 'Allan G. Blackman' 'Keith C. Gordon' _publ_contact_author_address ;Department of Chemistry University of Otago P.O. Box 56 Dunedin New Zealand ; _publ_contact_author_email kgordon@alkali.otago.ac.nz _publ_contact_author_fax '+64 3 479 7906' _publ_contact_author_name 'Keith Gordon' _publ_contact_author_phone '+64 3 479 7599' _publ_section_title ; Complexes of Functionalized Dipyrido[3,2-a:2',3'-c]-phenazine: A Synthetic, Spectroscopic, Structural, and Density Functional Theory Study ; _journal_name_full 'Inorganic Chemistry' _journal_page_first 3551 _journal_page_last 3560 _journal_volume 44 _journal_year 2005 _chemical_formula_sum 'C22 H12 Br Cl N4 O4 Re' _chemical_formula_weight 697.92 _chemical_name_systematic ; ? ; _space_group_IT_number 15 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_creation_date 2004-08-30T13:27:07-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _cell_angle_alpha 90.000 _cell_angle_beta 114.936(5) _cell_angle_gamma 90.000 _cell_formula_units_Z 8 _cell_length_a 19.506(5) _cell_length_b 18.043(5) _cell_length_c 13.320(5) _cell_measurement_reflns_used 9837 _cell_measurement_temperature 164(2) _cell_measurement_theta_max 26.51 _cell_measurement_theta_min 2.3 _cell_volume 4251(2) _computing_cell_refinement 'Bruker SMART (Bruker, 1997)' _computing_data_collection 'Bruker SMART (Bruker, 1997)' _computing_data_reduction 'Bruker SAINT (Bruker, 1997)' _computing_molecular_graphics 'WinGX (Farrugia, 1999)' _computing_publication_material 'WinGX (Farrugia, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SIR-97 (Altomare et al, 1997)' _diffrn_ambient_temperature 164(2) _diffrn_measured_fraction_theta_full 0.988 _diffrn_measured_fraction_theta_max 0.988 _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.0316 _diffrn_reflns_av_unetI/netI 0.0202 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 26269 _diffrn_reflns_theta_full 26.54 _diffrn_reflns_theta_max 26.54 _diffrn_reflns_theta_min 1.95 _exptl_absorpt_coefficient_mu 7.762 _exptl_absorpt_correction_T_max 1 _exptl_absorpt_correction_T_min 0.709676 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Bruker, 1997)' _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 2.181 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 2648 _exptl_crystal_size_max 0.6 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.3 _refine_diff_density_max 2.203 _refine_diff_density_min -1.684 _refine_diff_density_rms 0.134 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 310 _refine_ls_number_reflns 4381 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.067 _refine_ls_R_factor_all 0.0345 _refine_ls_R_factor_gt 0.0298 _refine_ls_shift/su_max 0.016 _refine_ls_shift/su_mean 0 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0411P)^2^+40.1104P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0791 _refine_ls_wR_factor_ref 0.0827 _reflns_number_gt 3956 _reflns_number_total 4381 _reflns_threshold_expression >2sigma(I) _[local]_cod_data_source_file ic050179ksi20050202_061153.cif _[local]_cod_data_source_block njldm _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius ; _cod_database_code 1100747 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' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' 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 Re1 Re 0.656870(10) 0.154175(10) 0.580330(16) 0.02564(8) Uani 1 1 d . . . Br1 Br 1.26297(6) -0.10104(8) 1.06764(9) 0.0443(4) Uani 0.501(2) 1 d P A 1 Br1A Br 1.17956(9) -0.23632(9) 1.02240(13) 0.0662(6) Uani 0.499(2) 1 d P A 2 Cl1 Cl 0.69696(9) 0.10626(7) 0.44017(11) 0.0382(3) Uani 1 1 d . . . N2 N 0.7769(2) 0.1700(2) 0.6792(3) 0.0238(8) Uani 1 1 d . . . C300 C 0.5538(3) 0.1330(3) 0.4888(6) 0.0441(15) Uani 1 1 d . . . C3 C 0.7672(3) -0.0910(3) 0.7238(4) 0.0312(11) Uani 1 1 d . . . H3 H 0.7898 -0.137 0.7467 0.037 Uiso 1 1 calc R . . C6 C 0.8167(3) 0.1079(3) 0.7227(4) 0.0235(9) Uani 1 1 d . . . C100 C 0.6356(3) 0.2527(3) 0.5228(4) 0.0301(11) Uani 1 1 d . . . N1 N 0.6984(2) 0.0460(2) 0.6512(3) 0.0249(8) Uani 1 1 d . . . N3 N 1.0084(2) 0.0420(3) 0.8774(3) 0.0285(9) Uani 1 1 d . A . N4 N 0.9273(2) -0.0933(3) 0.8293(4) 0.0315(9) Uani 1 1 d . . . C4 C 0.8111(3) -0.0272(3) 0.7429(4) 0.0250(10) Uani 1 1 d . . . C7 C 0.8950(3) 0.1086(3) 0.7828(4) 0.0256(10) Uani 1 1 d . . . C10 C 0.8131(3) 0.2340(3) 0.6954(4) 0.0311(11) Uani 1 1 d . . . H10 H 0.7857 0.2769 0.6654 0.037 Uiso 1 1 calc R . . C11 C 0.9342(3) 0.0393(3) 0.8228(4) 0.0266(10) Uani 1 1 d . . . C9 C 0.8914(3) 0.2389(3) 0.7565(5) 0.0351(12) Uani 1 1 d . . . H9 H 0.9156 0.2846 0.7665 0.042 Uiso 1 1 calc R . . C13 C 1.0039(3) -0.0911(3) 0.8829(4) 0.0339(12) Uani 1 1 d . A . C200 C 0.6287(4) 0.1859(3) 0.6939(6) 0.0436(14) Uani 1 1 d . . . C2 C 0.6904(3) -0.0847(3) 0.6708(5) 0.0373(13) Uani 1 1 d . . . H2 H 0.66 -0.1265 0.6582 0.045 Uiso 1 1 calc R . . O3 O 0.4914(2) 0.1209(3) 0.4307(5) 0.0685(16) Uani 1 1 d . . . C16 C 1.1601(3) -0.0903(4) 0.9951(5) 0.0476(17) Uani 1 1 d . . . O1 O 0.6229(2) 0.3118(2) 0.4898(4) 0.0399(9) Uani 1 1 d . . . C8 C 0.9319(3) 0.1770(3) 0.8008(4) 0.0314(11) Uani 1 1 d . . . H8 H 0.9838 0.1799 0.8429 0.038 Uiso 1 1 calc R . . C1 C 0.6579(3) -0.0155(3) 0.6359(4) 0.0314(11) Uani 1 1 d . . . H1 H 0.6055 -0.0122 0.6002 0.038 Uiso 1 1 calc R . . C15 C 1.1203(4) -0.1577(4) 0.9683(6) 0.0523(18) Uani 1 1 d . A . C17 C 1.1237(3) -0.0243(4) 0.9661(4) 0.0384(13) Uani 1 1 d . A . H17 H 1.1508 0.0199 0.9839 0.046 Uiso 1 1 calc R . . O2 O 0.6084(4) 0.2074(3) 0.7563(5) 0.0702(16) Uani 1 1 d . . . C12 C 0.8931(3) -0.0287(3) 0.8000(4) 0.0241(9) Uani 1 1 d . . . C18 C 1.0440(3) -0.0237(3) 0.9084(4) 0.0319(11) Uani 1 1 d . . . C5 C 0.7743(3) 0.0399(3) 0.7051(4) 0.0227(9) Uani 1 1 d . . . C14 C 1.0440(4) -0.1583(4) 0.9132(5) 0.0450(15) Uani 1 1 d . . . H14 H 1.0182 -0.2032 0.8954 0.054 Uiso 1 1 calc R A . O4 O 0.53070(19) -0.0542(2) 0.3695(2) 0.0268(7) Uani 1 1 d . . . H4 H 0.5488 -0.0955 0.3901 0.04 Uiso 1 1 calc R . . C19 C 0.5659(7) -0.0218(6) 0.3155(9) 0.109(5) Uani 1 1 d . . . H19A H 0.6011 0.0141 0.3628 0.164 Uiso 1 1 calc R . . H19B H 0.5295 0.0025 0.2509 0.164 Uiso 1 1 calc R . . H19C H 0.5926 -0.0585 0.2937 0.164 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 Re1 0.01763(11) 0.02622(12) 0.02963(13) 0.00241(7) 0.00663(8) -0.00129(7) Br1 0.0238(5) 0.0731(9) 0.0316(6) 0.0084(5) 0.0075(4) 0.0153(5) Br1A 0.0549(9) 0.0684(10) 0.0531(9) -0.0035(7) 0.0012(6) 0.0380(7) Cl1 0.0509(8) 0.0319(6) 0.0329(7) 0.0014(5) 0.0187(6) -0.0021(6) N2 0.0206(19) 0.026(2) 0.023(2) -0.0015(16) 0.0081(16) -0.0027(16) C300 0.027(3) 0.035(3) 0.059(4) 0.015(3) 0.007(3) 0.000(2) C3 0.030(3) 0.027(2) 0.033(3) 0.007(2) 0.010(2) -0.003(2) C6 0.021(2) 0.030(2) 0.020(2) -0.0024(18) 0.0091(18) -0.0049(18) C100 0.018(2) 0.036(3) 0.032(3) 0.001(2) 0.0055(19) -0.001(2) N1 0.0183(18) 0.030(2) 0.024(2) 0.0036(16) 0.0060(15) -0.0027(16) N3 0.0192(19) 0.046(3) 0.0195(19) 0.0039(18) 0.0071(16) -0.0006(18) N4 0.027(2) 0.041(2) 0.025(2) 0.0052(18) 0.0104(18) 0.0044(19) C4 0.021(2) 0.033(3) 0.021(2) 0.0051(19) 0.0086(18) -0.0020(19) C7 0.020(2) 0.035(3) 0.021(2) -0.0015(19) 0.0078(18) -0.0045(19) C10 0.030(2) 0.027(2) 0.035(3) -0.003(2) 0.012(2) -0.006(2) C11 0.021(2) 0.041(3) 0.019(2) -0.002(2) 0.0092(18) -0.002(2) C9 0.032(3) 0.032(3) 0.038(3) -0.005(2) 0.012(2) -0.011(2) C13 0.026(2) 0.052(3) 0.025(2) 0.009(2) 0.012(2) 0.010(2) C200 0.044(3) 0.038(3) 0.062(4) 0.008(3) 0.036(3) 0.007(3) C2 0.027(3) 0.035(3) 0.039(3) 0.010(2) 0.003(2) -0.010(2) O3 0.023(2) 0.056(3) 0.095(4) 0.018(3) -0.005(2) -0.009(2) C16 0.031(3) 0.085(5) 0.030(3) 0.018(3) 0.017(2) 0.023(3) O1 0.036(2) 0.030(2) 0.049(2) 0.0077(18) 0.0132(18) 0.0082(16) C8 0.021(2) 0.042(3) 0.027(3) -0.005(2) 0.007(2) -0.010(2) C1 0.019(2) 0.036(3) 0.032(3) 0.007(2) 0.003(2) -0.009(2) C15 0.042(3) 0.079(5) 0.038(3) 0.020(3) 0.019(3) 0.029(3) C17 0.022(2) 0.069(4) 0.023(2) 0.008(3) 0.008(2) 0.006(2) O2 0.092(4) 0.067(3) 0.079(4) 0.006(3) 0.063(4) 0.017(3) C12 0.021(2) 0.033(3) 0.018(2) 0.0049(19) 0.0079(18) 0.0020(19) C18 0.019(2) 0.057(3) 0.021(2) 0.005(2) 0.0108(19) 0.004(2) C5 0.021(2) 0.028(2) 0.019(2) -0.0004(18) 0.0082(17) -0.0060(18) C14 0.040(3) 0.056(4) 0.038(3) 0.016(3) 0.016(3) 0.015(3) O4 0.0300(17) 0.041(2) 0.0071(14) -0.0046(13) 0.0055(13) -0.0209(15) C19 0.175(11) 0.097(7) 0.104(8) -0.057(6) 0.106(8) -0.086(8) 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' Cl Cl 0.1484 0.1585 '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' Re Re -1.0185 7.231 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C300 Re1 C200 89.4(3) . . ? C300 Re1 C100 86.4(2) . . ? C200 Re1 C100 87.3(2) . . ? C300 Re1 N2 175.1(2) . . ? C200 Re1 N2 94.4(2) . . ? C100 Re1 N2 96.76(18) . . ? C300 Re1 N1 101.4(2) . . ? C200 Re1 N1 96.0(2) . . ? C100 Re1 N1 171.51(17) . . ? N2 Re1 N1 75.21(15) . . ? C300 Re1 Cl1 91.8(2) . . ? C200 Re1 Cl1 176.46(19) . . ? C100 Re1 Cl1 96.14(16) . . ? N2 Re1 Cl1 84.26(11) . . ? N1 Re1 Cl1 80.51(11) . . ? C10 N2 C6 119.0(4) . . ? C10 N2 Re1 125.4(3) . . ? C6 N2 Re1 115.5(3) . . ? O3 C300 Re1 178.1(6) . . ? C2 C3 C4 118.8(5) . . ? C2 C3 H3 120.6 . . ? C4 C3 H3 120.6 . . ? N2 C6 C7 122.2(4) . . ? N2 C6 C5 116.8(4) . . ? C7 C6 C5 121.0(5) . . ? O1 C100 Re1 179.0(5) . . ? C1 N1 C5 117.5(4) . . ? C1 N1 Re1 126.6(3) . . ? C5 N1 Re1 115.4(3) . . ? C11 N3 C18 116.1(5) . . ? C12 N4 C13 115.9(5) . . ? C5 C4 C3 118.1(4) . . ? C5 C4 C12 119.5(4) . . ? C3 C4 C12 122.5(5) . . ? C6 C7 C8 117.9(5) . . ? C6 C7 C11 119.0(4) . . ? C8 C7 C11 123.2(4) . . ? N2 C10 C9 121.8(5) . . ? N2 C10 H10 119.1 . . ? C9 C10 H10 119.1 . . ? N3 C11 C12 122.5(5) . . ? N3 C11 C7 117.3(5) . . ? C12 C11 C7 120.2(4) . . ? C8 C9 C10 119.7(5) . . ? C8 C9 H9 120.1 . . ? C10 C9 H9 120.1 . . ? N4 C13 C18 121.9(5) . . ? N4 C13 C14 118.8(6) . . ? C18 C13 C14 119.3(5) . . ? O2 C200 Re1 175.6(6) . . ? C3 C2 C1 119.7(5) . . ? C3 C2 H2 120.2 . . ? C1 C2 H2 120.2 . . ? C17 C16 C15 121.4(6) . . ? C17 C16 Br1 124.5(6) . . ? C15 C16 Br1 114.0(5) . . ? C9 C8 C7 119.4(5) . . ? C9 C8 H8 120.3 . . ? C7 C8 H8 120.3 . . ? N1 C1 C2 122.8(4) . . ? N1 C1 H1 118.6 . . ? C2 C1 H1 118.6 . . ? C14 C15 C16 120.6(6) . . ? C14 C15 Br1A 126.2(6) . . ? C16 C15 Br1A 113.1(5) . . ? C16 C17 C18 118.9(6) . . ? C16 C17 H17 120.5 . . ? C18 C17 H17 120.5 . . ? N4 C12 C11 121.9(4) . . ? N4 C12 C4 118.6(4) . . ? C11 C12 C4 119.4(4) . . ? N3 C18 C13 121.6(4) . . ? N3 C18 C17 118.6(5) . . ? C13 C18 C17 119.8(5) . . ? N1 C5 C4 123.1(4) . . ? N1 C5 C6 116.2(4) . . ? C4 C5 C6 120.6(4) . . ? C15 C14 C13 120.0(7) . . ? C15 C14 H14 120 . . ? C13 C14 H14 120 . . ? C19 O4 H4 109.5 . . ? O4 C19 H19A 109.5 . . ? O4 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? O4 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? 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 Re1 C300 1.900(6) . ? Re1 C200 1.902(6) . ? Re1 C100 1.911(5) . ? Re1 N2 2.168(4) . ? Re1 N1 2.171(4) . ? Re1 Cl1 2.4648(15) . ? Br1 C16 1.834(6) . ? Br1A C15 1.779(6) . ? N2 C10 1.323(6) . ? N2 C6 1.346(6) . ? C300 O3 1.154(7) . ? C3 C2 1.365(7) . ? C3 C4 1.393(7) . ? C3 H3 0.93 . ? C6 C7 1.394(6) . ? C6 C5 1.442(6) . ? C100 O1 1.141(7) . ? N1 C1 1.327(6) . ? N1 C5 1.352(6) . ? N3 C11 1.319(6) . ? N3 C18 1.347(7) . ? N4 C12 1.318(7) . ? N4 C13 1.357(7) . ? C4 C5 1.389(7) . ? C4 C12 1.454(6) . ? C7 C8 1.397(7) . ? C7 C11 1.446(7) . ? C10 C9 1.399(7) . ? C10 H10 0.93 . ? C11 C12 1.425(7) . ? C9 C8 1.351(8) . ? C9 H9 0.93 . ? C13 C18 1.406(8) . ? C13 C14 1.408(8) . ? C200 O2 1.131(8) . ? C2 C1 1.388(8) . ? C2 H2 0.93 . ? C16 C17 1.356(9) . ? C16 C15 1.404(11) . ? C8 H8 0.93 . ? C1 H1 0.93 . ? C15 C14 1.353(9) . ? C17 C18 1.416(7) . ? C17 H17 0.93 . ? C14 H14 0.93 . ? O4 C19 1.321(9) . ? O4 H4 0.82 . ? C19 H19A 0.96 . ? C19 H19B 0.96 . ? C19 H19C 0.96 . ?