#------------------------------------------------------------------------------ #$Date: 2012-02-25 19:56:53 +0200 (Sat, 25 Feb 2012) $ #$Revision: 34398 $ #$URL: file:///home/coder/svn-repositories/cod/cif/4/50/01/4500156.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_4500156 loop_ _publ_author_name 'Ma, Lu-Fang' 'Li, Xiu-Qin' 'Meng, Qing-Lei' 'Wang, Li-Ya' 'Du, Miao' 'Hou, Hong-Wei' _publ_section_title ; Significant Positional Isomeric Effect on Structural Assemblies of Zn(II) and Cd(II) Coordination Polymers Based on Bromoisophthalic Acids and Various Dipyridyl-Type Coligands ; _journal_issue 1 _journal_name_full 'Crystal Growth & Design' _journal_page_first 175 _journal_volume 11 _journal_year 2011 _chemical_formula_sum 'C21 H17 Br Cd N2 O4' _chemical_formula_weight 553.68 _chemical_name_systematic ; ? ; _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 _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 99.371(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 10.173(2) _cell_length_b 17.211(3) _cell_length_c 11.681(2) _cell_measurement_reflns_used 4385 _cell_measurement_temperature 294(2) _cell_measurement_theta_max 25.14 _cell_measurement_theta_min 2.35 _cell_volume 2017.9(6) _computing_cell_refinement 'Bruker SMART' _computing_data_collection 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _diffrn_ambient_temperature 294(2) _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega 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 0.0416 _diffrn_reflns_av_sigmaI/netI 0.0402 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 14116 _diffrn_reflns_theta_full 25.50 _diffrn_reflns_theta_max 25.50 _diffrn_reflns_theta_min 2.35 _exptl_absorpt_coefficient_mu 3.093 _exptl_absorpt_correction_T_max 0.7194 _exptl_absorpt_correction_T_min 0.3471 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details sadabs _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.823 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1088 _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.11 _refine_diff_density_max 1.270 _refine_diff_density_min -2.064 _refine_diff_density_rms 0.140 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.105 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 262 _refine_ls_number_reflns 3739 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.105 _refine_ls_R_factor_all 0.0829 _refine_ls_R_factor_gt 0.0566 _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^)+(0.0763P)^2^+12.0479P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1532 _refine_ls_wR_factor_ref 0.1728 _reflns_number_gt 2771 _reflns_number_total 3739 _reflns_threshold_expression >2sigma(I) _[local]_cod_data_source_file cg101123y_si_008.cif _[local]_cod_data_source_block a _[local]_cod_cif_authors_sg_H-M P2(1)/n _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_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_cell_volume 2017.8(7) _cod_database_code 4500156 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_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 Cd1 Cd -0.11948(5) 0.03759(3) 1.11235(5) 0.0376(2) Uani 1 1 d . Br1 Br 0.70929(14) -0.09754(12) 1.41555(16) 0.1232(7) Uani 1 1 d . O1 O 0.0551(6) -0.0262(4) 1.2186(6) 0.0557(16) Uani 1 1 d . O2 O 0.1361(6) 0.0260(3) 1.0725(5) 0.0476(14) Uani 1 1 d . O3 O 0.6380(6) 0.0560(4) 1.1220(6) 0.0603(17) Uani 1 1 d . O4 O 0.7389(7) -0.0526(4) 1.1722(8) 0.079(2) Uani 1 1 d . N1 N -0.1243(7) 0.1489(4) 1.0010(6) 0.0401(15) Uani 1 1 d . N2 N -0.0922(8) 0.1219(4) 0.2814(6) 0.0506(18) Uani 1 1 d . C1 C 0.2885(7) -0.0336(4) 1.2232(7) 0.0357(16) Uani 1 1 d . C2 C 0.3984(7) -0.0156(4) 1.1741(6) 0.0321(16) Uani 1 1 d . H2 H 0.3864 0.0107 1.1036 0.039 Uiso 1 1 calc R C3 C 0.5266(7) -0.0352(4) 1.2256(7) 0.0358(16) Uani 1 1 d . C4 C 0.5414(9) -0.0741(6) 1.3301(9) 0.065(3) Uani 1 1 d . C5 C 0.4330(9) -0.0924(7) 1.3808(9) 0.077(4) Uani 1 1 d . H5 H 0.4452 -0.1190 1.4511 0.093 Uiso 1 1 calc R C6 C 0.3078(9) -0.0722(6) 1.3297(8) 0.060(3) Uani 1 1 d . H6 H 0.2352 -0.0841 1.3656 0.072 Uiso 1 1 calc R C7 C 0.1510(8) -0.0102(4) 1.1680(7) 0.0390(18) Uani 1 1 d . C8 C 0.6441(8) -0.0101(5) 1.1693(8) 0.045(2) Uani 1 1 d . C9 C -0.2404(9) 0.1808(5) 0.9519(7) 0.0450(19) Uani 1 1 d . H9 H -0.3190 0.1617 0.9723 0.054 Uiso 1 1 calc R C10 C -0.2481(9) 0.2408(5) 0.8724(7) 0.050(2) Uani 1 1 d . H10 H -0.3303 0.2615 0.8403 0.060 Uiso 1 1 calc R C11 C -0.1316(10) 0.2696(4) 0.8411(7) 0.046(2) Uani 1 1 d . C12 C -0.0143(10) 0.2377(5) 0.8926(8) 0.053(2) Uani 1 1 d . H12 H 0.0660 0.2566 0.8756 0.063 Uiso 1 1 calc R C13 C -0.0148(9) 0.1762(5) 0.9718(7) 0.046(2) Uani 1 1 d . H13 H 0.0661 0.1541 1.0047 0.055 Uiso 1 1 calc R C14 C -0.1420(12) 0.3310(5) 0.7503(8) 0.063(3) Uani 1 1 d . H14A H -0.0608 0.3617 0.7615 0.076 Uiso 1 1 calc R H14B H -0.2155 0.3654 0.7584 0.076 Uiso 1 1 calc R C15 C -0.1645(11) 0.2959(6) 0.6258(8) 0.062(3) Uani 1 1 d . H15A H -0.2394 0.2603 0.6176 0.074 Uiso 1 1 calc R H15B H -0.1861 0.3373 0.5694 0.074 Uiso 1 1 calc R C16 C -0.0434(11) 0.2535(7) 0.6014(9) 0.071(3) Uani 1 1 d . H16A H -0.0141 0.2179 0.6648 0.086 Uiso 1 1 calc R H16B H 0.0276 0.2908 0.5990 0.086 Uiso 1 1 calc R C17 C -0.0480(11) 0.0911(6) 0.3846(8) 0.059(2) Uani 1 1 d . H17 H -0.0230 0.0391 0.3877 0.071 Uiso 1 1 calc R C18 C -0.0370(10) 0.1313(6) 0.4866(8) 0.060(3) Uani 1 1 d . H18 H -0.0091 0.1056 0.5564 0.073 Uiso 1 1 calc R C19 C -0.0661(10) 0.2078(6) 0.4875(8) 0.054(2) Uani 1 1 d . C20 C -0.1153(11) 0.2420(6) 0.3814(9) 0.066(3) Uani 1 1 d . H20 H -0.1398 0.2941 0.3775 0.079 Uiso 1 1 calc R C21 C -0.1275(10) 0.1969(6) 0.2806(9) 0.058(2) Uani 1 1 d . H21 H -0.1616 0.2199 0.2099 0.070 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 Cd1 0.0385(3) 0.0327(3) 0.0434(4) 0.0056(2) 0.0122(2) 0.0003(2) Br1 0.0665(8) 0.1602(16) 0.1351(14) 0.0821(12) -0.0072(8) 0.0099(9) O1 0.034(3) 0.066(4) 0.071(4) -0.005(3) 0.018(3) 0.004(3) O2 0.049(3) 0.031(3) 0.057(4) -0.004(3) -0.009(3) 0.006(2) O3 0.055(4) 0.058(4) 0.070(4) 0.024(3) 0.018(3) -0.010(3) O4 0.049(4) 0.056(4) 0.142(7) 0.021(4) 0.048(4) 0.007(3) N1 0.048(4) 0.036(3) 0.037(4) 0.003(3) 0.007(3) -0.003(3) N2 0.064(5) 0.044(4) 0.044(4) -0.001(3) 0.009(3) 0.002(3) C1 0.040(4) 0.026(4) 0.041(4) -0.006(3) 0.005(3) -0.002(3) C2 0.039(4) 0.023(3) 0.034(4) 0.001(3) 0.006(3) -0.001(3) C3 0.036(4) 0.030(4) 0.040(4) 0.006(3) 0.002(3) 0.000(3) C4 0.046(5) 0.075(7) 0.073(7) 0.040(6) 0.006(5) 0.003(5) C5 0.045(5) 0.117(10) 0.068(7) 0.058(7) 0.004(5) -0.005(6) C6 0.050(5) 0.075(6) 0.056(6) 0.025(5) 0.017(4) -0.013(5) C7 0.042(4) 0.027(4) 0.046(5) -0.011(3) -0.001(4) 0.004(3) C8 0.036(4) 0.048(5) 0.053(5) 0.000(4) 0.011(4) -0.010(4) C9 0.051(5) 0.036(4) 0.049(5) 0.000(4) 0.011(4) 0.003(4) C10 0.063(6) 0.043(5) 0.046(5) -0.003(4) 0.011(4) 0.020(4) C11 0.080(6) 0.024(4) 0.035(4) -0.002(3) 0.010(4) 0.006(4) C12 0.070(6) 0.036(4) 0.056(5) 0.000(4) 0.021(5) -0.014(4) C13 0.053(5) 0.032(4) 0.052(5) 0.007(4) 0.005(4) -0.001(4) C14 0.113(9) 0.031(4) 0.048(5) 0.007(4) 0.022(5) 0.005(5) C15 0.078(7) 0.051(6) 0.058(6) 0.014(5) 0.016(5) 0.010(5) C16 0.075(7) 0.087(8) 0.055(6) 0.003(6) 0.020(5) 0.002(6) C17 0.086(7) 0.045(5) 0.047(5) 0.009(4) 0.012(5) 0.011(5) C18 0.075(7) 0.066(6) 0.042(5) 0.012(5) 0.014(5) 0.013(5) C19 0.067(6) 0.055(5) 0.043(5) 0.003(4) 0.017(4) -0.003(5) C20 0.094(8) 0.046(5) 0.062(6) -0.001(5) 0.025(6) 0.008(5) C21 0.067(6) 0.054(6) 0.052(6) 0.000(4) 0.006(5) 0.010(5) 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' O O 0.0106 0.0060 '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' Cd Cd -0.8075 1.2024 '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 O1 Cd1 O4 88.9(2) . 1_455 O1 Cd1 N1 130.5(2) . . O4 Cd1 N1 140.6(3) 1_455 . O1 Cd1 O2 101.8(2) . 3_557 O4 Cd1 O2 90.6(3) 1_455 3_557 N1 Cd1 O2 83.1(2) . 3_557 O1 Cd1 N2 82.5(2) . 1_556 O4 Cd1 N2 98.6(3) 1_455 1_556 N1 Cd1 N2 87.2(2) . 1_556 O2 Cd1 N2 170.0(2) 3_557 1_556 O1 Cd1 O3 136.2(2) . 1_455 O4 Cd1 O3 53.3(2) 1_455 1_455 N1 Cd1 O3 89.4(2) . 1_455 O2 Cd1 O3 99.9(2) 3_557 1_455 N2 Cd1 O3 82.6(2) 1_556 1_455 O1 Cd1 C8 111.3(2) . 1_455 O4 Cd1 C8 26.1(2) 1_455 1_455 N1 Cd1 C8 116.6(3) . 1_455 O2 Cd1 C8 98.4(2) 3_557 1_455 N2 Cd1 C8 88.3(3) 1_556 1_455 O3 Cd1 C8 27.5(2) 1_455 1_455 C7 O1 Cd1 103.6(5) . . C7 O2 Cd1 123.3(5) . 3_557 C8 O3 Cd1 85.8(5) . 1_655 C8 O4 Cd1 96.8(5) . 1_655 C13 N1 C9 118.1(7) . . C13 N1 Cd1 120.3(5) . . C9 N1 Cd1 121.0(5) . . C17 N2 C21 116.3(8) . . C17 N2 Cd1 118.5(6) . 1_554 C21 N2 Cd1 125.0(6) . 1_554 C2 C1 C6 118.3(7) . . C2 C1 C7 121.8(7) . . C6 C1 C7 119.9(7) . . C1 C2 C3 122.5(7) . . C1 C2 H2 118.8 . . C3 C2 H2 118.8 . . C4 C3 C2 117.5(7) . . C4 C3 C8 122.8(7) . . C2 C3 C8 119.6(7) . . C5 C4 C3 121.0(8) . . C5 C4 Br1 116.5(7) . . C3 C4 Br1 122.3(7) . . C6 C5 C4 120.8(9) . . C6 C5 H5 119.6 . . C4 C5 H5 119.6 . . C5 C6 C1 119.9(8) . . C5 C6 H6 120.0 . . C1 C6 H6 120.0 . . O1 C7 O2 122.3(7) . . O1 C7 C1 118.9(7) . . O2 C7 C1 118.8(7) . . O4 C8 O3 122.8(8) . . O4 C8 C3 119.8(8) . . O3 C8 C3 117.4(7) . . O4 C8 Cd1 57.1(4) . 1_655 O3 C8 Cd1 66.7(4) . 1_655 C3 C8 Cd1 168.6(6) . 1_655 N1 C9 C10 122.8(8) . . N1 C9 H9 118.6 . . C10 C9 H9 118.6 . . C9 C10 C11 119.1(8) . . C9 C10 H10 120.4 . . C11 C10 H10 120.4 . . C12 C11 C10 117.7(8) . . C12 C11 C14 123.8(9) . . C10 C11 C14 118.5(9) . . C11 C12 C13 119.8(8) . . C11 C12 H12 120.1 . . C13 C12 H12 120.1 . . N1 C13 C12 122.5(8) . . N1 C13 H13 118.8 . . C12 C13 H13 118.8 . . C11 C14 C15 111.8(7) . . C11 C14 H14A 109.3 . . C15 C14 H14A 109.3 . . C11 C14 H14B 109.3 . . C15 C14 H14B 109.3 . . H14A C14 H14B 107.9 . . C16 C15 C14 111.4(9) . . C16 C15 H15A 109.3 . . C14 C15 H15A 109.3 . . C16 C15 H15B 109.3 . . C14 C15 H15B 109.3 . . H15A C15 H15B 108.0 . . C15 C16 C19 113.7(9) . . C15 C16 H16A 108.8 . . C19 C16 H16A 108.8 . . C15 C16 H16B 108.8 . . C19 C16 H16B 108.8 . . H16A C16 H16B 107.7 . . N2 C17 C18 123.9(9) . . N2 C17 H17 118.0 . . C18 C17 H17 118.0 . . C19 C18 C17 120.9(9) . . C19 C18 H18 119.6 . . C17 C18 H18 119.6 . . C18 C19 C20 117.0(9) . . C18 C19 C16 120.4(9) . . C20 C19 C16 122.6(9) . . C19 C20 C21 119.0(9) . . C19 C20 H20 120.5 . . C21 C20 H20 120.5 . . N2 C21 C20 122.8(9) . . N2 C21 H21 118.6 . . C20 C21 H21 118.6 . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 Cd1 O1 2.277(6) . Cd1 O4 2.303(6) 1_455 Cd1 N1 2.312(6) . Cd1 O2 2.402(6) 3_557 Cd1 N2 2.430(7) 1_556 Cd1 O3 2.508(6) 1_455 Cd1 C8 2.724(8) 1_455 Br1 C4 1.876(9) . O1 C7 1.251(10) . O2 C7 1.265(10) . O2 Cd1 2.402(6) 3_557 O3 C8 1.261(11) . O3 Cd1 2.508(6) 1_655 O4 C8 1.207(10) . O4 Cd1 2.303(6) 1_655 N1 C13 1.304(11) . N1 C9 1.344(10) . N2 C17 1.326(11) . N2 C21 1.339(11) . N2 Cd1 2.430(7) 1_554 C1 C2 1.372(10) . C1 C6 1.396(12) . C1 C7 1.497(11) . C2 C3 1.386(10) . C2 H2 0.9300 . C3 C4 1.378(12) . C3 C8 1.518(11) . C4 C5 1.371(13) . C5 C6 1.361(13) . C5 H5 0.9300 . C6 H6 0.9300 . C8 Cd1 2.724(8) 1_655 C9 C10 1.382(12) . C9 H9 0.9300 . C10 C11 1.388(13) . C10 H10 0.9300 . C11 C12 1.362(13) . C11 C14 1.489(11) . C12 C13 1.408(12) . C12 H12 0.9300 . C13 H13 0.9300 . C14 C15 1.557(13) . C14 H14A 0.9700 . C14 H14B 0.9700 . C15 C16 1.499(15) . C15 H15A 0.9700 . C15 H15B 0.9700 . C16 C19 1.531(14) . C16 H16A 0.9700 . C16 H16B 0.9700 . C17 C18 1.367(13) . C17 H17 0.9300 . C18 C19 1.350(13) . C18 H18 0.9300 . C19 C20 1.390(14) . C20 C21 1.400(14) . C20 H20 0.9300 . C21 H21 0.9300 . 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_4 O4 Cd1 O1 C7 153.7(5) 1_455 . N1 Cd1 O1 C7 -27.6(6) . . O2 Cd1 O1 C7 63.4(5) 3_557 . N2 Cd1 O1 C7 -107.4(5) 1_556 . O3 Cd1 O1 C7 -178.4(4) 1_455 . C8 Cd1 O1 C7 167.4(5) 1_455 . O1 Cd1 N1 C13 14.5(7) . . O4 Cd1 N1 C13 -167.6(6) 1_455 . O2 Cd1 N1 C13 -85.2(6) 3_557 . N2 Cd1 N1 C13 92.1(6) 1_556 . O3 Cd1 N1 C13 174.7(6) 1_455 . C8 Cd1 N1 C13 178.8(6) 1_455 . O1 Cd1 N1 C9 -174.6(5) . . O4 Cd1 N1 C9 3.3(8) 1_455 . O2 Cd1 N1 C9 85.7(6) 3_557 . N2 Cd1 N1 C9 -97.0(6) 1_556 . O3 Cd1 N1 C9 -14.3(6) 1_455 . C8 Cd1 N1 C9 -10.3(7) 1_455 . C6 C1 C2 C3 0.8(11) . . C7 C1 C2 C3 178.4(7) . . C1 C2 C3 C4 0.0(12) . . C1 C2 C3 C8 -177.1(7) . . C2 C3 C4 C5 -0.2(16) . . C8 C3 C4 C5 176.7(11) . . C2 C3 C4 Br1 -175.1(7) . . C8 C3 C4 Br1 1.8(14) . . C3 C4 C5 C6 0(2) . . Br1 C4 C5 C6 174.9(10) . . C4 C5 C6 C1 1.1(19) . . C2 C1 C6 C5 -1.3(15) . . C7 C1 C6 C5 -179.0(10) . . Cd1 O1 C7 O2 -7.2(8) . . Cd1 O1 C7 C1 171.8(5) . . Cd1 O2 C7 O1 -96.9(8) 3_557 . Cd1 O2 C7 C1 84.1(7) 3_557 . C2 C1 C7 O1 -177.9(7) . . C6 C1 C7 O1 -0.3(11) . . C2 C1 C7 O2 1.2(10) . . C6 C1 C7 O2 178.7(8) . . Cd1 O4 C8 O3 12.0(11) 1_655 . Cd1 O4 C8 C3 -167.2(7) 1_655 . Cd1 O3 C8 O4 -10.9(10) 1_655 . Cd1 O3 C8 C3 168.2(7) 1_655 . C4 C3 C8 O4 39.8(14) . . C2 C3 C8 O4 -143.4(9) . . C4 C3 C8 O3 -139.4(10) . . C2 C3 C8 O3 37.4(11) . . C4 C3 C8 Cd1 -31(3) . 1_655 C2 C3 C8 Cd1 146(3) . 1_655 C13 N1 C9 C10 0.1(12) . . Cd1 N1 C9 C10 -171.0(6) . . N1 C9 C10 C11 0.2(13) . . C9 C10 C11 C12 -1.2(12) . . C9 C10 C11 C14 176.5(8) . . C10 C11 C12 C13 2.0(12) . . C14 C11 C12 C13 -175.6(8) . . C9 N1 C13 C12 0.7(12) . . Cd1 N1 C13 C12 171.9(6) . . C11 C12 C13 N1 -1.8(13) . . C12 C11 C14 C15 92.6(11) . . C10 C11 C14 C15 -84.9(11) . . C11 C14 C15 C16 -68.9(12) . . C14 C15 C16 C19 171.5(8) . . C21 N2 C17 C18 -0.2(15) . . Cd1 N2 C17 C18 -175.5(8) 1_554 . N2 C17 C18 C19 -2.9(17) . . C17 C18 C19 C20 4.0(16) . . C17 C18 C19 C16 -175.4(10) . . C15 C16 C19 C18 -125.7(11) . . C15 C16 C19 C20 55.0(14) . . C18 C19 C20 C21 -2.2(15) . . C16 C19 C20 C21 177.1(10) . . C17 N2 C21 C20 2.0(15) . . Cd1 N2 C21 C20 177.0(8) 1_554 . C19 C20 C21 N2 -0.8(16) . .