#------------------------------------------------------------------------------ #$Date: 2013-08-29 18:37:19 +0300 (Thu, 29 Aug 2013) $ #$Revision: 88064 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/32/2013292.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_2013292 loop_ _publ_author_name 'Jan Janczak' 'Ryszard Kubiak' _publ_section_title ; Two isomorphous complexes: dichloro[phthalocyaninato(2--)]tin(IV) and dichloro[phthalocyaninato(2--)]germanium(IV) ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first m237 _journal_page_last m240 _journal_volume 59 _journal_year 2003 _chemical_formula_iupac '[Ge (C32 H16 N8) Cl2]' _chemical_formula_moiety 'C32 H16 Cl2 Ge N8' _chemical_formula_sum 'C32 H16 Cl2 Ge N8' _chemical_formula_weight 656.02 _chemical_melting_point sublimation _chemical_name_common 'phthalocyanine germanium' _chemical_name_systematic ; dichloro(phthalocyaninato(2-))germanium(IV) ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90 _cell_angle_beta 98.50(3) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 9.124(2) _cell_length_b 14.810(3) _cell_length_c 10.233(2) _cell_measurement_reflns_used 2102 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 29 _cell_measurement_theta_min 3.41 _cell_volume 1367.6(5) _computing_cell_refinement 'KM-4 CCD Software' _computing_data_collection 'KM-4 CCD Software (Kuma, 2000' _computing_data_reduction 'KM-4 CCD Software' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1990)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean '1024x1024 with blocks 2x2' _diffrn_measured_fraction_theta_full 0.978 _diffrn_measured_fraction_theta_max 0.978 _diffrn_measurement_device_type 'Kuma KM-4 CCD area-detector' _diffrn_measurement_method \w-scan _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 0.0397 _diffrn_reflns_av_sigmaI/netI 0.0562 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 12868 _diffrn_reflns_theta_full 29.00 _diffrn_reflns_theta_max 29.00 _diffrn_reflns_theta_min 3.41 _exptl_absorpt_coefficient_mu 1.356 _exptl_absorpt_correction_T_max 0.792 _exptl_absorpt_correction_T_min 0.687 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; face-indexed, SHELXTL (Sheldrick, 1990) ; _exptl_crystal_colour violet _exptl_crystal_density_diffrn 1.593 _exptl_crystal_density_meas 1.59 _exptl_crystal_density_method 'floatation in CHCl3/CHBr3' _exptl_crystal_description parallelepiped _exptl_crystal_F_000 660 _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.18 _refine_diff_density_max 1.042 _refine_diff_density_min -0.329 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 196 _refine_ls_number_reflns 3561 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.024 _refine_ls_R_factor_all 0.0846 _refine_ls_R_factor_gt 0.0436 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0407P)^2^+0.2270P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0912 _refine_ls_wR_factor_ref 0.0976 _reflns_number_gt 2102 _reflns_number_total 3561 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file gg1161.cif _[local]_cod_data_source_block IIb _[local]_cod_cif_authors_sg_H-M 'P 21/n' _cod_database_code 2013292 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' 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_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol Ge 0.0000 0.0000 0.0000 0.04143(13) Uani d S 1 . . Ge Cl -0.05960(7) -0.03141(5) 0.20579(6) 0.04980(18) Uani d . 1 . . Cl N1 0.3453(2) -0.07923(15) 0.1058(2) 0.0459(5) Uani d . 1 . . N N2 0.0966(2) -0.11822(14) 0.00139(19) 0.0428(5) Uani d . 1 . . N N3 -0.1123(2) -0.21143(14) -0.0925(2) 0.0447(5) Uani d . 1 . . N N4 -0.1869(2) -0.05404(13) -0.0811(2) 0.0418(5) Uani d . 1 . . N C1 0.2432(3) -0.13618(17) 0.0539(2) 0.0428(6) Uani d . 1 . . C C2 0.2702(3) -0.23225(17) 0.0407(2) 0.0434(6) Uani d . 1 . . C C3 0.3958(3) -0.28385(19) 0.0776(3) 0.0534(7) Uani d . 1 . . C H3 0.4844 -0.2582 0.1171 0.064 Uiso calc R 1 . . H C4 0.3830(4) -0.3763(2) 0.0526(3) 0.0640(8) Uani d . 1 . . C H4 0.4654 -0.4131 0.0755 0.077 Uiso calc R 1 . . H C5 0.2510(4) -0.4147(2) -0.0054(3) 0.0654(8) Uani d . 1 . . C H5 0.2469 -0.4767 -0.0197 0.078 Uiso calc R 1 . . H C6 0.1245(3) -0.36329(19) -0.0427(3) 0.0571(7) Uani d . 1 . . C H6 0.0360 -0.3893 -0.0818 0.069 Uiso calc R 1 . . H C7 0.1369(3) -0.27045(18) -0.0186(2) 0.0459(6) Uani d . 1 . . C C8 0.0292(3) -0.19836(17) -0.0418(2) 0.0433(6) Uani d . 1 . . C C9 -0.2107(3) -0.14518(17) -0.1103(2) 0.0431(6) Uani d . 1 . . C C10 -0.3645(3) -0.15829(18) -0.1654(2) 0.0434(6) Uani d . 1 . . C C11 -0.4451(3) -0.23517(19) -0.2081(2) 0.0484(6) Uani d . 1 . . C H11 -0.4004 -0.2917 -0.2039 0.058 Uiso calc R 1 . . H C12 -0.5941(3) -0.2249(2) -0.2571(3) 0.0560(7) Uani d . 1 . . C H12 -0.6502 -0.2753 -0.2870 0.067 Uiso calc R 1 . . H C13 -0.6614(3) -0.1396(2) -0.2621(3) 0.0551(7) Uani d . 1 . . C H13 -0.7617 -0.1345 -0.2949 0.066 Uiso calc R 1 . . H C14 -0.5828(3) -0.0633(2) -0.2197(3) 0.0503(7) Uani d . 1 . . C H14 -0.6281 -0.0069 -0.2233 0.060 Uiso calc R 1 . . H C15 -0.4328(3) -0.07338(18) -0.1711(2) 0.0448(6) Uani d . 1 . . C C16 -0.3194(3) -0.00868(17) -0.1173(2) 0.0431(6) Uani d . 1 . . C 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 Ge 0.0360(2) 0.0393(2) 0.0490(2) 0.00555(17) 0.00630(16) -0.00128(17) Cl 0.0503(4) 0.0506(4) 0.0501(4) 0.0052(3) 0.0124(3) 0.0003(3) N1 0.0403(12) 0.0444(14) 0.0530(13) 0.0093(11) 0.0062(10) -0.0006(10) N2 0.0414(12) 0.0415(13) 0.0460(11) 0.0058(10) 0.0078(10) -0.0024(10) N3 0.0444(12) 0.0432(12) 0.0468(12) 0.0047(10) 0.0072(10) -0.0019(10) N4 0.0387(11) 0.0375(12) 0.0494(12) 0.0046(10) 0.0073(9) -0.0013(9) C1 0.0412(15) 0.0392(15) 0.0477(14) 0.0101(12) 0.0061(12) -0.0005(11) C2 0.0484(15) 0.0405(14) 0.0424(13) 0.0093(12) 0.0105(12) 0.0020(11) C3 0.0539(17) 0.0537(17) 0.0508(15) 0.0181(14) 0.0019(13) -0.0021(13) C4 0.070(2) 0.058(2) 0.0631(18) 0.0279(17) 0.0034(16) -0.0025(15) C5 0.084(2) 0.0419(17) 0.0685(19) 0.0195(17) 0.0067(17) -0.0090(14) C6 0.0631(19) 0.0443(17) 0.0622(17) 0.0089(14) 0.0036(14) -0.0093(13) C7 0.0506(16) 0.0446(15) 0.0437(14) 0.0074(13) 0.0107(12) -0.0023(12) C8 0.0463(15) 0.0424(15) 0.0416(13) 0.0068(12) 0.0084(11) -0.0013(11) C9 0.0425(15) 0.0418(15) 0.0454(14) 0.0003(12) 0.0076(11) -0.0017(11) C10 0.0395(14) 0.0478(16) 0.0435(14) 0.0003(12) 0.0082(11) -0.0006(12) C11 0.0453(15) 0.0483(16) 0.0524(15) -0.0018(13) 0.0100(13) -0.0025(13) C12 0.0481(16) 0.0582(19) 0.0625(17) -0.0096(14) 0.0104(14) -0.0050(14) C13 0.0364(14) 0.067(2) 0.0618(17) -0.0019(14) 0.0054(13) 0.0032(15) C14 0.0432(15) 0.0524(17) 0.0551(16) 0.0094(13) 0.0065(13) 0.0046(13) C15 0.0411(14) 0.0486(16) 0.0452(14) 0.0021(12) 0.0080(12) 0.0025(11) C16 0.0383(13) 0.0490(17) 0.0422(13) 0.0075(12) 0.0063(11) 0.0032(12) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Ge Cl . 2.2989(8) y Ge N2 . 1.959(2) y Ge N4 . 1.954(2) y Ge N2 3 1.959(2) ? Ge N4 3 1.954(2) ? Ge Cl 3 2.2989(8) ? N1 C1 . 1.309(3) ? N1 C16 3 1.332(3) ? N2 C8 . 1.379(3) ? N2 C1 . 1.392(3) ? N3 C9 . 1.324(3) ? N3 C8 . 1.333(3) ? N4 C16 . 1.385(3) ? N4 C9 . 1.392(3) ? C1 C2 . 1.454(3) ? C2 C3 . 1.383(3) ? C2 C7 . 1.397(4) ? C3 C4 . 1.394(4) ? C3 H3 . 0.9300 ? C4 C5 . 1.385(4) ? C4 H4 . 0.9300 ? C5 C6 . 1.387(4) ? C5 H5 . 0.9300 ? C6 C7 . 1.398(4) ? C6 H6 . 0.9300 ? C7 C8 . 1.446(3) ? C9 C10 . 1.447(4) ? C10 C11 . 1.390(4) ? C10 C15 . 1.401(4) ? C11 C12 . 1.386(4) ? C11 H11 . 0.9300 ? C12 C13 . 1.403(4) ? C12 H12 . 0.9300 ? C13 C14 . 1.373(4) ? C13 H13 . 0.9300 ? C14 C15 . 1.393(3) ? C14 H14 . 0.9300 ? C15 C16 . 1.458(4) ? C16 N1 3 1.332(3) ? 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ge Ge 0.1547 1.8001 '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_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N2 Ge Cl . . 88.83(6) y N4 Ge Cl . . 89.80(6) y N2 Ge N4 . . 90.02(8) y N4 Ge N2 . 3 89.98(8) y N4 Ge N2 3 . 89.98(8) ? N4 Ge N4 3 . 180.00(15) ? N4 Ge N2 3 3 90.02(8) ? N2 Ge N2 3 . 180.00(15) ? N4 Ge Cl 3 . 90.20(6) ? N2 Ge Cl 3 . 91.17(6) ? N4 Ge Cl 3 3 89.80(6) ? N4 Ge Cl . 3 90.20(6) y N2 Ge Cl 3 3 88.83(6) ? N2 Ge Cl . 3 91.17(6) y Cl Ge Cl . 3 180.00(5) ? C1 N1 C16 . 3 122.7(2) ? C8 N2 C1 . . 108.5(2) ? C8 N2 Ge . . 126.03(17) ? C1 N2 Ge . . 125.40(17) ? C9 N3 C8 . . 123.0(2) ? C16 N4 C9 . . 108.1(2) ? C16 N4 Ge . . 125.96(17) ? C9 N4 Ge . . 125.93(16) ? N1 C1 N2 . . 128.2(2) ? N1 C1 C2 . . 123.2(2) ? N2 C1 C2 . . 108.5(2) ? C3 C2 C7 . . 121.9(2) ? C3 C2 C1 . . 131.3(3) ? C7 C2 C1 . . 106.8(2) ? C2 C3 C4 . . 116.7(3) ? C2 C3 H3 . . 121.7 ? C4 C3 H3 . . 121.7 ? C5 C4 C3 . . 121.7(3) ? C5 C4 H4 . . 119.1 ? C3 C4 H4 . . 119.1 ? C4 C5 C6 . . 121.9(3) ? C4 C5 H5 . . 119.1 ? C6 C5 H5 . . 119.1 ? C5 C6 C7 . . 116.7(3) ? C5 C6 H6 . . 121.7 ? C7 C6 H6 . . 121.7 ? C2 C7 C6 . . 121.1(2) ? C2 C7 C8 . . 107.4(2) ? C6 C7 C8 . . 131.5(3) ? N3 C8 N2 . . 127.6(2) ? N3 C8 C7 . . 123.5(2) ? N2 C8 C7 . . 108.9(2) ? N3 C9 N4 . . 127.4(2) ? N3 C9 C10 . . 123.6(2) ? N4 C9 C10 . . 109.0(2) ? C11 C10 C15 . . 120.7(2) ? C11 C10 C9 . . 132.1(2) ? C15 C10 C9 . . 107.2(2) ? C12 C11 C10 . . 118.0(3) ? C12 C11 H11 . . 121.0 ? C10 C11 H11 . . 121.0 ? C11 C12 C13 . . 120.8(3) ? C11 C12 H12 . . 119.6 ? C13 C12 H12 . . 119.6 ? C14 C13 C12 . . 121.6(3) ? C14 C13 H13 . . 119.2 ? C12 C13 H13 . . 119.2 ? C13 C14 C15 . . 117.7(3) ? C13 C14 H14 . . 121.2 ? C15 C14 H14 . . 121.2 ? C14 C15 C10 . . 121.2(3) ? C14 C15 C16 . . 132.1(3) ? C10 C15 C16 . . 106.7(2) ? N1 C16 N4 3 . 127.6(2) ? N1 C16 C15 3 . 123.4(2) ? N4 C16 C15 . . 109.0(2) ? _cod_database_fobs_code 2013292