#------------------------------------------------------------------------------ #$Date: 2014-07-12 05:32:21 +0300 (Sat, 12 Jul 2014) $ #$Revision: 120110 $ #$URL: file:///home/coder/svn-repositories/cod/cif/4/50/49/4504967.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_4504967 loop_ _publ_author_name 'Cannon, Amy S.' 'Foxman, Bruce M.' 'Guarrera, Donna J.' 'Warner, John C.' _publ_section_title ; Noncovalent Derivatives of Hydroquinone:  Complexes with Trigonal Planar Tris(N,N-dialkyl)trimesamides ; _journal_issue 2 _journal_name_full 'Crystal Growth & Design' _journal_page_first 407 _journal_volume 5 _journal_year 2005 _chemical_formula_moiety 'C30 H42 N3 O6' _chemical_formula_sum 'C30 H42 N3 O6' _chemical_formula_weight 540.68 _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _audit_creation_date 04-08-02 _audit_creation_method CRYSTALS_ver_12.39 _cell_angle_alpha 90 _cell_angle_beta 95.14(4) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 14.617(6) _cell_length_b 12.448(5) _cell_length_c 16.846(7) _cell_measurement_reflns_used 12 _cell_measurement_temperature 294 _cell_measurement_theta_max 13 _cell_measurement_theta_min 12 _cell_volume 3053(2) _computing_cell_refinement 'Cad4 Express, (Straver, 1992)' _computing_data_collection 'Cad4 Express, (Straver, 1992)' _computing_data_reduction 'RC93 (Watkin, Prout & Lilley, 1994)' _computing_molecular_graphics 'CAMERON (Watkin et al 1996)' _computing_publication_material 'CRYSTALS (Betteridge et al 2003)' _computing_structure_refinement 'CRYSTALS (Betteridge et al 2003)' _computing_structure_solution 'USER DEFINED STRUCTURE SOLUTION' _diffrn_ambient_temperature 294 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'Enraf-Nonius CAD4' _diffrn_measurement_method \w/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.034 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 3885 _diffrn_reflns_theta_full 21.967 _diffrn_reflns_theta_max 21.967 _diffrn_reflns_theta_min 2.037 _diffrn_standards_decay_% 0.00 _diffrn_standards_interval_time 100 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.082 _exptl_absorpt_correction_T_max 0.97 _exptl_absorpt_correction_T_min 0.96 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details ; Azimutal absorption correction (North et al, 1968) ; _exptl_crystal_colour gold _exptl_crystal_density_diffrn 1.176 _exptl_crystal_description box _exptl_crystal_F_000 1164 _exptl_crystal_size_max 0.64 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.34 _refine_diff_density_max 0.41 _refine_diff_density_min -0.29 _refine_ls_extinction_coef 1750(130) _refine_ls_extinction_method 'Larson 1970 Crystallographic Computing eq 22' _refine_ls_goodness_of_fit_ref 1.1158 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 365 _refine_ls_number_reflns 2724 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0988 _refine_ls_R_factor_gt 0.0618 _refine_ls_shift/su_max 0.002426 _refine_ls_structure_factor_coef F _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 7.82 0.134 5.35 1.18 -0.525 ; _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.0749 _refine_ls_wR_factor_gt 0.0653 _refine_ls_wR_factor_ref 0.0653 _reflns_limit_h_max 15 _reflns_limit_h_min -15 _reflns_limit_k_max 13 _reflns_limit_k_min 0 _reflns_limit_l_max 17 _reflns_limit_l_min 0 _reflns_number_gt 2724 _reflns_number_total 3711 _reflns_threshold_expression I>1.96u(I) _oxford_diffrn_Wilson_B_factor 0.00 _oxford_diffrn_Wilson_scale 0.00 _oxford_refine_ls_scale 2.566(9) _[local]_cod_data_source_file cg049702gsi20040826_073517.cif _[local]_cod_data_source_block Compound_4 _[local]_cod_cif_authors_sg_H-M 'P 1 21/c 1 ' _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_database_code 4504967 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x,y+1/2,-z+1/2 x,-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_occupancy _atom_site_adp_type N1 N 0.72264(18) 0.0072(2) 0.30713(15) 0.0504 1.0000 Uani N2 N 0.9164(2) 0.4018(2) 0.40163(19) 0.0652 1.0000 Uani N3 N 0.65775(18) 0.1383(2) 0.67791(14) 0.0490 1.0000 Uani O1 O 0.59037(16) 0.0372(2) 0.36127(15) 0.0696 1.0000 Uani O2 O 0.8191(2) 0.4726(2) 0.4805(2) 0.0928 1.0000 Uani O3 O 0.81177(17) 0.1230(2) 0.68806(14) 0.0733 1.0000 Uani O4 O 0.4408(2) 0.0824(2) 0.4425(2) 0.0840 1.0000 Uani O5 O 0.3485(2) 0.5091(2) 0.4676(2) 0.0890 1.0000 Uani O6 O 0.9790(2) 0.1335(3) 0.6285(2) 0.0986 1.0000 Uani C1 C 0.71962(19) 0.1265(2) 0.42257(17) 0.0385 1.0000 Uani C2 C 0.7693(2) 0.2175(3) 0.40448(18) 0.0428 1.0000 Uani C3 C 0.8057(2) 0.2864(2) 0.46411(19) 0.0435 1.0000 Uani C4 C 0.7931(2) 0.2625(3) 0.54273(18) 0.0452 1.0000 Uani C5 C 0.7430(2) 0.1728(2) 0.56173(17) 0.0417 1.0000 Uani C6 C 0.7054(2) 0.1062(2) 0.50142(18) 0.0414 1.0000 Uani C7 C 0.6738(2) 0.0536(3) 0.36034(18) 0.0444 1.0000 Uani C8 C 0.8220(2) 0.0147(3) 0.3065(2) 0.0595 1.0000 Uani C9 C 0.8505(4) 0.0785(4) 0.2374(3) 0.0990 1.0000 Uani C10 C 0.6758(3) -0.0653(3) 0.2480(2) 0.0729 1.0000 Uani C11 C 0.6825(4) -0.1804(4) 0.2723(4) 0.1139 1.0000 Uani C12 C 0.8490(2) 0.3926(3) 0.4479(2) 0.0534 1.0000 Uani C13 C 0.9638(3) 0.3111(4) 0.3671(3) 0.1005 1.0000 Uani C14 C 1.0568(5) 0.3114(5) 0.3679(6) 0.1640 1.0000 Uani C15 C 0.9529(3) 0.5164(4) 0.3898(3) 0.1018 1.0000 Uani C16 C 0.8959(5) 0.5681(6) 0.3294(4) 0.1341 1.0000 Uani C17 C 0.7384(2) 0.1434(3) 0.64809(18) 0.0466 1.0000 Uani C18 C 0.5716(2) 0.1781(3) 0.6369(2) 0.0581 1.0000 Uani C19 C 0.5511(3) 0.2918(4) 0.6581(3) 0.0936 1.0000 Uani C20 C 0.6544(3) 0.0989(3) 0.7603(2) 0.0674 1.0000 Uani C21 C 0.6290(3) -0.0164(4) 0.7631(3) 0.0917 1.0000 Uani C22 C 0.4198(2) 0.1888(3) 0.4477(2) 0.0571 1.0000 Uani C23 C 0.4784(2) 0.2688(3) 0.4304(2) 0.0592 1.0000 Uani C24 C 0.4540(2) 0.3749(3) 0.4379(2) 0.0619 1.0000 Uani C25 C 0.3699(2) 0.4018(3) 0.4629(2) 0.0583 1.0000 Uani C26 C 0.3118(2) 0.3218(3) 0.4813(2) 0.0672 1.0000 Uani C27 C 0.3364(3) 0.2157(3) 0.4736(3) 0.0735 1.0000 Uani C28 C 0.9872(3) 0.0669(4) 0.5644(3) 0.0774 1.0000 Uani C29 C 0.9296(3) -0.0187(4) 0.5469(3) 0.0819 1.0000 Uani C30 C 1.0585(3) 0.0851(4) 0.5174(3) 0.0830 1.0000 Uani H4 H 0.492(3) 0.068(4) 0.423(3) 0.099(15) 1.0000 Uiso H5 H 0.290(4) 0.514(4) 0.489(3) 0.125(18) 1.0000 Uiso H6 H 0.920(4) 0.127(4) 0.644(3) 0.119(18) 1.0000 Uiso H21 H 0.7785 0.2326 0.3505 0.0514 1.0000 Uiso H41 H 0.8190 0.3080 0.5841 0.0540 1.0000 Uiso H61 H 0.6696 0.0460 0.5143 0.0496 1.0000 Uiso H81 H 0.8464 0.0481 0.3545 0.0717 1.0000 Uiso H82 H 0.8463 -0.0558 0.3037 0.0717 1.0000 Uiso H91 H 0.9157 0.0810 0.2397 0.1225 1.0000 Uiso H92 H 0.8270 0.1495 0.2398 0.1225 1.0000 Uiso H93 H 0.8270 0.0456 0.1890 0.1225 1.0000 Uiso H101 H 0.7027 -0.0571 0.1991 0.0875 1.0000 Uiso H102 H 0.6128 -0.0459 0.2408 0.0875 1.0000 Uiso H111 H 0.6513 -0.2237 0.2322 0.1354 1.0000 Uiso H112 H 0.7454 -0.2010 0.2793 0.1354 1.0000 Uiso H113 H 0.6554 -0.1898 0.3211 0.1354 1.0000 Uiso H131 H 0.9477 0.2484 0.3949 0.1253 1.0000 Uiso H132 H 0.9400 0.3059 0.3128 0.1253 1.0000 Uiso H141 H 1.0761 0.2476 0.3435 0.2082 1.0000 Uiso H142 H 1.0830 0.3147 0.4214 0.2082 1.0000 Uiso H143 H 1.0754 0.3721 0.3394 0.2082 1.0000 Uiso H151 H 1.0143 0.5131 0.3750 0.1255 1.0000 Uiso H152 H 0.9528 0.5558 0.4384 0.1255 1.0000 Uiso H161 H 0.9179 0.6385 0.3218 0.1619 1.0000 Uiso H162 H 0.8967 0.5281 0.2814 0.1619 1.0000 Uiso H163 H 0.8352 0.5709 0.3448 0.1619 1.0000 Uiso H181 H 0.5227 0.1337 0.6509 0.0705 1.0000 Uiso H182 H 0.5759 0.1740 0.5810 0.0705 1.0000 Uiso H191 H 0.4950 0.3137 0.6300 0.1124 1.0000 Uiso H192 H 0.5462 0.2969 0.7138 0.1124 1.0000 Uiso H193 H 0.5994 0.3372 0.6440 0.1124 1.0000 Uiso H201 H 0.7129 0.1087 0.7883 0.0813 1.0000 Uiso H202 H 0.6099 0.1398 0.7850 0.0813 1.0000 Uiso H211 H 0.6276 -0.0381 0.8171 0.1090 1.0000 Uiso H212 H 0.6732 -0.0581 0.7387 0.1090 1.0000 Uiso H213 H 0.5702 -0.0270 0.7355 0.1090 1.0000 Uiso H231 H 0.5365 0.2510 0.4129 0.0713 1.0000 Uiso H241 H 0.4955 0.4299 0.4257 0.0745 1.0000 Uiso H261 H 0.2540 0.3394 0.4994 0.0818 1.0000 Uiso H271 H 0.2953 0.1606 0.4866 0.0902 1.0000 Uiso H291 H 0.8812 -0.0327 0.5795 0.0983 1.0000 Uiso H301 H 1.0995 0.1432 0.5292 0.0998 1.0000 Uiso 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 N1 0.0534(16) 0.0569(17) 0.0412(15) -0.0105(13) 0.0050(13) 0.0079(13) N2 0.0644(19) 0.0491(18) 0.087(2) 0.0119(16) 0.0336(17) -0.0009(15) N3 0.0549(17) 0.0548(17) 0.0380(15) -0.0021(13) 0.0071(13) -0.0053(13) O1 0.0454(15) 0.0887(19) 0.0747(17) -0.0301(14) 0.0057(11) -0.0069(13) O2 0.095(2) 0.0458(16) 0.148(3) -0.0117(17) 0.067(2) -0.0070(14) O3 0.0603(16) 0.109(2) 0.0493(14) 0.0169(14) -0.0043(12) 0.0024(14) O4 0.0750(19) 0.0564(19) 0.126(3) -0.0030(15) 0.0387(18) 0.0066(15) O5 0.0783(19) 0.0525(18) 0.141(3) 0.0074(16) 0.0363(19) 0.0042(14) O6 0.064(2) 0.130(3) 0.101(3) -0.007(2) 0.0051(17) 0.0105(19) C1 0.0352(16) 0.0414(18) 0.0389(18) 0.0001(14) 0.0031(13) 0.0058(14) C2 0.0397(17) 0.048(2) 0.0409(18) 0.0001(15) 0.0078(14) 0.0077(15) C3 0.0440(18) 0.0361(18) 0.052(2) 0.0023(15) 0.0114(15) 0.0037(14) C4 0.0437(18) 0.047(2) 0.045(2) -0.0051(15) 0.0023(14) -0.0008(15) C5 0.0391(16) 0.0441(19) 0.0424(19) -0.0022(15) 0.0059(14) -0.0013(15) C6 0.0392(16) 0.0372(18) 0.048(2) 0.0004(15) 0.0048(14) 0.0003(13) C7 0.044(2) 0.049(2) 0.0405(18) -0.0032(15) 0.0036(14) 0.0025(15) C8 0.052(2) 0.064(2) 0.063(2) -0.0104(18) 0.0109(17) 0.0140(17) C9 0.115(4) 0.098(4) 0.093(3) -0.018(3) 0.060(3) -0.008(3) C10 0.079(3) 0.082(3) 0.057(2) -0.029(2) 0.001(2) 0.002(2) C11 0.133(5) 0.072(3) 0.134(5) -0.032(3) -0.003(4) -0.009(3) C12 0.056(2) 0.041(2) 0.066(2) 0.0028(17) 0.0207(18) 0.0004(16) C13 0.082(3) 0.077(3) 0.152(5) 0.005(3) 0.061(3) 0.003(2) C14 0.125(5) 0.090(4) 0.294(10) 0.024(5) 0.111(6) 0.017(3) C15 0.091(3) 0.109(4) 0.112(4) 0.042(3) 0.046(3) 0.025(3) C16 0.144(5) 0.150(6) 0.106(4) 0.010(4) -0.003(4) -0.042(4) C17 0.053(2) 0.047(2) 0.0397(18) 0.0003(15) 0.0064(17) -0.0031(16) C18 0.052(2) 0.065(2) 0.059(2) -0.0078(18) 0.0159(17) -0.0012(18) C19 0.096(3) 0.072(3) 0.114(4) -0.003(3) 0.015(3) 0.013(2) C20 0.079(3) 0.077(3) 0.047(2) 0.0022(19) 0.0123(19) -0.014(2) C21 0.098(3) 0.094(3) 0.079(3) 0.028(3) -0.010(2) -0.032(3) C22 0.056(2) 0.047(2) 0.070(2) 0.0000(17) 0.0125(18) 0.0089(17) C23 0.050(2) 0.060(2) 0.068(2) 0.0044(18) 0.0118(17) 0.0037(18) C24 0.054(2) 0.057(2) 0.075(3) 0.0083(19) 0.0095(18) -0.0011(18) C25 0.052(2) 0.051(2) 0.072(2) 0.0027(18) 0.0089(18) 0.0031(18) C26 0.051(2) 0.059(3) 0.094(3) -0.002(2) 0.020(2) 0.0031(19) C27 0.058(2) 0.055(3) 0.110(3) 0.006(2) 0.026(2) -0.0006(19) C28 0.054(2) 0.096(3) 0.081(3) 0.012(3) -0.003(2) 0.018(2) C29 0.058(3) 0.104(4) 0.086(3) 0.024(3) 0.015(2) 0.013(3) C30 0.055(2) 0.100(3) 0.094(3) 0.021(3) 0.003(2) 0.009(2) loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C7 . N1 C8 125.1(3) yes C7 . N1 C10 118.6(3) yes C8 . N1 C10 116.0(3) yes C12 . N2 C13 124.8(3) yes C12 . N2 C15 116.4(3) yes C13 . N2 C15 118.6(3) yes C17 . N3 C18 124.1(3) yes C17 . N3 C20 118.6(3) yes C18 . N3 C20 117.1(3) yes C22 . O4 H4 116(3) no C25 . O5 H5 108(3) no C28 . O6 H6 109(3) no C2 . C1 C6 118.9(3) yes C2 . C1 C7 123.2(3) yes C6 . C1 C7 117.7(3) yes C1 . C2 C3 121.1(3) yes C1 . C2 H21 119.447 no C3 . C2 H21 119.451 no C2 . C3 C4 118.9(3) yes C2 . C3 C12 123.5(3) yes C4 . C3 C12 117.2(3) yes C3 . C4 C5 120.7(3) yes C3 . C4 H41 119.697 no C5 . C4 H41 119.627 no C4 . C5 C6 119.6(3) yes C4 . C5 C17 119.2(3) yes C6 . C5 C17 120.9(3) yes C5 . C6 C1 120.6(3) yes C5 . C6 H61 119.665 no C1 . C6 H61 119.692 no C1 . C7 N1 120.2(3) yes C1 . C7 O1 118.1(3) yes N1 . C7 O1 121.8(3) yes N1 . C8 C9 112.7(3) yes N1 . C8 H81 108.656 no C9 . C8 H81 108.632 no N1 . C8 H82 108.643 no C9 . C8 H82 108.660 no H81 . C8 H82 109.479 no C8 . C9 H91 109.453 no C8 . C9 H92 109.470 no H91 . C9 H92 109.459 no C8 . C9 H93 109.464 no H91 . C9 H93 109.492 no H92 . C9 H93 109.490 no N1 . C10 C11 112.9(4) yes N1 . C10 H101 108.579 no C11 . C10 H101 108.570 no N1 . C10 H102 108.615 no C11 . C10 H102 108.577 no H101 . C10 H102 109.514 no C10 . C11 H111 109.610 no C10 . C11 H112 109.472 no H111 . C11 H112 109.460 no C10 . C11 H113 109.491 no H111 . C11 H113 109.517 no H112 . C11 H113 109.277 no C3 . C12 N2 122.4(3) yes C3 . C12 O2 117.2(3) yes N2 . C12 O2 120.4(3) yes N2 . C13 C14 120.0(5) yes N2 . C13 H131 106.795 no C14 . C13 H131 106.869 no N2 . C13 H132 106.722 no C14 . C13 H132 106.803 no H131 . C13 H132 109.422 no C13 . C14 H141 109.242 no C13 . C14 H142 109.212 no H141 . C14 H142 109.683 no C13 . C14 H143 109.271 no H141 . C14 H143 109.712 no H142 . C14 H143 109.704 no N2 . C15 C16 109.0(5) yes N2 . C15 H151 109.793 no C16 . C15 H151 109.914 no N2 . C15 H152 109.696 no C16 . C15 H152 109.681 no H151 . C15 H152 108.750 no C15 . C16 H161 109.499 no C15 . C16 H162 108.842 no H161 . C16 H162 109.721 no C15 . C16 H163 109.119 no H161 . C16 H163 110.020 no H162 . C16 H163 109.619 no C5 . C17 N3 119.7(3) yes C5 . C17 O3 117.6(3) yes N3 . C17 O3 122.7(3) yes N3 . C18 C19 112.8(3) yes N3 . C18 H181 108.677 no C19 . C18 H181 108.674 no N3 . C18 H182 108.527 no C19 . C18 H182 108.628 no H181 . C18 H182 109.484 no C18 . C19 H191 109.486 no C18 . C19 H192 109.459 no H191 . C19 H192 109.513 no C18 . C19 H193 109.471 no H191 . C19 H193 109.466 no H192 . C19 H193 109.433 no N3 . C20 C21 112.4(3) yes N3 . C20 H201 108.736 no C21 . C20 H201 108.965 no N3 . C20 H202 108.454 no C21 . C20 H202 108.660 no H201 . C20 H202 109.644 no C20 . C21 H211 109.337 no C20 . C21 H212 109.450 no H211 . C21 H212 109.406 no C20 . C21 H213 109.665 no H211 . C21 H213 109.435 no H212 . C21 H213 109.533 no O4 . C22 C23 123.1(3) yes O4 . C22 C27 117.9(3) yes C23 . C22 C27 119.0(3) yes C22 . C23 C24 120.5(3) yes C22 . C23 H231 119.621 no C24 . C23 H231 119.887 no C23 . C24 C25 120.6(3) yes C23 . C24 H241 119.732 no C25 . C24 H241 119.703 no O5 . C25 C24 118.0(3) yes O5 . C25 C26 123.1(3) yes C24 . C25 C26 119.0(3) yes C25 . C26 C27 120.4(3) yes C25 . C26 H261 119.763 no C27 . C26 H261 119.878 no C26 . C27 C22 120.6(3) yes C26 . C27 H271 119.689 no C22 . C27 H271 119.665 no O6 . C28 C29 122.8(4) yes O6 . C28 C30 118.3(5) yes C29 . C28 C30 118.9(4) yes C30 2_756 C29 C28 120.9(4) yes C30 2_756 C29 H291 119.616 no C28 . C29 H291 119.519 no C29 2_756 C30 C28 120.2(4) yes C29 2_756 C30 H301 119.864 no C28 . C30 H301 119.900 no 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 N1 C7 . 1.327(4) yes N1 C8 . 1.457(4) yes N1 C10 . 1.468(4) yes N2 C12 . 1.316(4) yes N2 C13 . 1.472(5) yes N2 C15 . 1.542(6) yes N3 C17 . 1.324(4) yes N3 C18 . 1.467(4) yes N3 C20 . 1.476(4) yes O1 C7 . 1.238(4) yes O2 C12 . 1.235(4) yes O3 C17 . 1.240(4) yes O4 C22 . 1.365(4) yes O4 H4 . 0.87(5) no O5 C25 . 1.376(4) yes O5 H5 . 0.96(6) no O6 C28 . 1.375(5) yes O6 H6 . 0.93(6) no C1 C2 . 1.393(4) yes C1 C6 . 1.386(4) yes C1 C7 . 1.498(4) yes C2 C3 . 1.390(4) yes C2 H21 . 0.949 no C3 C4 . 1.385(4) yes C3 C12 . 1.501(4) yes C4 C5 . 1.389(4) yes C4 H41 . 0.949 no C5 C6 . 1.386(4) yes C5 C17 . 1.507(4) yes C6 H61 . 0.950 no C8 C9 . 1.499(6) yes C8 H81 . 0.950 no C8 H82 . 0.950 no C9 H91 . 0.950 no C9 H92 . 0.950 no C9 H93 . 0.950 no C10 C11 . 1.491(7) yes C10 H101 . 0.950 no C10 H102 . 0.949 no C11 H111 . 0.949 no C11 H112 . 0.952 no C11 H113 . 0.951 no C13 C14 . 1.358(8) yes C13 H131 . 0.950 no C13 H132 . 0.951 no C14 H141 . 0.949 no C14 H142 . 0.949 no C14 H143 . 0.949 no C15 C16 . 1.411(8) yes C15 H151 . 0.954 no C15 H152 . 0.955 no C16 H161 . 0.946 no C16 H162 . 0.951 no C16 H163 . 0.947 no C18 C19 . 1.498(6) yes C18 H181 . 0.949 no C18 H182 . 0.950 no C19 H191 . 0.950 no C19 H192 . 0.950 no C19 H193 . 0.951 no C20 C21 . 1.485(6) yes C20 H201 . 0.947 no C20 H202 . 0.951 no C21 H211 . 0.951 no C21 H212 . 0.950 no C21 H213 . 0.949 no C22 C23 . 1.362(5) yes C22 C27 . 1.372(5) yes C23 C24 . 1.377(5) yes C23 H231 . 0.950 no C24 C25 . 1.375(5) yes C24 H241 . 0.950 no C25 C26 . 1.363(5) yes C26 C27 . 1.378(5) yes C26 H261 . 0.950 no C27 H271 . 0.950 no C28 C29 . 1.373(6) yes C28 C30 . 1.383(6) yes C29 C30 2_756 1.386(6) yes C29 H291 . 0.949 no C30 H301 . 0.949 no _journal_paper_doi 10.1021/cg049702g