#------------------------------------------------------------------------------ #$Date: 2016-02-13 21:28:24 +0200 (Sat, 13 Feb 2016) $ #$Revision: 176429 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/53/06/1530696.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_1530696 loop_ _publ_author_name 'Abbassi, Le\"ila' 'Chabre, Yoann M.' 'Kottari, Naresh' 'Arnold, Alexandre A.' 'Andr\'e, Sabine' 'Josserand, Johan' 'Gabius, Hans-Joachim' 'Roy, Ren\'e' _publ_section_title ; Multifaceted glycodendrimers with programmable bioactivity through convergent, divergent, and accelerated approaches using polyfunctional cyclotriphosphazenes ; _journal_issue 44 _journal_name_full 'Polym. Chem.' _journal_page_first 7666 _journal_paper_doi 10.1039/C5PY01283J _journal_volume 6 _journal_year 2015 _chemical_formula_moiety 'C27 H21 N1.50 O6 P1.50' _chemical_formula_sum 'C27 H21 N1.5 O6 P1.5' _chemical_formula_weight 508.91 _space_group_crystal_system monoclinic _space_group_IT_number 5 _space_group_name_Hall 'C 2y' _space_group_name_H-M_alt 'C 1 2 1' _symmetry_space_group_name_Hall 'C 2y' _symmetry_space_group_name_H-M 'C 1 2 1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2013 _audit_update_record ; 2015-07-27 deposited with the CCDC. 2015-09-10 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 111.235(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 18.901(2) _cell_length_b 7.5595(9) _cell_length_c 17.833(2) _cell_measurement_reflns_used 5832 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 27.52 _cell_measurement_theta_min 2.31 _cell_volume 2375.0(5) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-2013 (Sheldrick, 2013)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _diffrn_ambient_temperature 150(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.993 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0264 _diffrn_reflns_av_unetI/netI 0.0373 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.993 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_number 14096 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.983 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.669 _diffrn_reflns_theta_min 1.225 _exptl_absorpt_coefficient_mu 0.196 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_correction_T_min 0.7066 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.423 _exptl_crystal_description plate _exptl_crystal_F_000 1056 _exptl_crystal_size_max 0.583 _exptl_crystal_size_mid 0.418 _exptl_crystal_size_min 0.120 _refine_diff_density_max 0.213 _refine_diff_density_min -0.296 _refine_diff_density_rms 0.041 _refine_ls_abs_structure_details ; Flack x determined using 2116 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons and Flack (2004), Acta Cryst. A60, s61). ; _refine_ls_abs_structure_Flack 0.07(3) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 326 _refine_ls_number_reflns 5478 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.022 _refine_ls_R_factor_all 0.0366 _refine_ls_R_factor_gt 0.0310 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details ; w=1/[\s^2^(Fo^2^)+(0.0329P)^2^+0.6412P] where P=(Fo^2^+2Fc^2^)/3 ; _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0667 _refine_ls_wR_factor_ref 0.0693 _reflns_Friedel_coverage 0.841 _reflns_Friedel_fraction_full 1.000 _reflns_Friedel_fraction_max 0.972 _reflns_number_gt 5004 _reflns_number_total 5478 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c5py01283j2.cif _cod_data_source_block mo_yoann1_0m _cod_depositor_comments 'Adding full bibliography for 1530696.cif.' _cod_original_cell_volume 2374.9(5) _cod_original_formula_sum 'C27 H21 N1.50 O6 P1.50' _cod_database_code 1530696 #BEGIN Tags that were not found in dictionaries: _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.894 _shelx_estimated_absorpt_t_max 0.977 _shelxl_version_number 2013-2 _shelx_res_file ; TITL mo_Yoann1_0m in C2 CELL 0.71073 18.9006 7.5595 17.8327 90.000 111.235 90.000 ZERR 4.00 0.0023 0.0009 0.0022 0.000 0.002 0.000 LATT -7 SYMM -x, y, -z SFAC C H N O P UNIT 108 84 6 24 6 TEMP -123.160 SIZE 0.120 0.418 0.583 ACTA L.S. 20 FMAP 2 PLAN -5 0 0.00 HTAB BOND $H CONF WGHT 0.032900 0.641200 FVAR 0.12119 P1 5 0.500000 0.447958 0.500000 10.50000 0.01951 0.01192 = 0.01533 0.00000 0.00738 0.00000 P2 5 0.569200 0.129043 0.562911 11.00000 0.01511 0.01378 = 0.01605 0.00105 0.00518 0.00024 O1 4 0.434069 0.536550 0.841592 11.00000 0.04732 0.05406 = 0.02421 -0.01454 0.02239 -0.02652 O2 4 0.474568 0.590850 0.550145 11.00000 0.03213 0.01509 = 0.01814 0.00139 0.01248 0.00470 O3 4 0.573762 0.065665 0.649119 11.00000 0.02020 0.01861 = 0.01765 0.00116 0.00639 -0.00319 O4 4 0.731276 0.369839 0.945749 11.00000 0.03030 0.04009 = 0.02049 -0.00511 0.00764 -0.00249 O5 4 0.647025 0.045861 0.563829 11.00000 0.01566 0.02052 = 0.01949 0.00149 0.00653 0.00260 O6 4 0.735301 0.080473 0.300214 11.00000 0.02157 0.03276 = 0.02359 -0.00518 0.01179 -0.00641 N1 3 0.570578 0.337957 0.556767 11.00000 0.01750 0.01681 = 0.01728 0.00029 0.00589 -0.00193 N2 3 0.500000 0.027466 0.500000 10.50000 0.01633 0.01436 = 0.02027 0.00000 0.00429 0.00000 C1 1 0.448181 0.090052 0.885886 11.00000 0.05598 0.09000 = 0.07705 0.04646 0.04038 0.02479 AFIX 163 H1 2 0.471519 -0.023007 0.897919 11.00000 -1.20000 AFIX 0 C2 1 0.419185 0.230525 0.870935 11.00000 0.03104 0.06326 = 0.03324 0.01346 0.01593 -0.00392 C3 1 0.384923 0.406211 0.855761 11.00000 0.03640 0.04846 = 0.02863 -0.00521 0.02100 -0.01613 AFIX 23 H19 2 0.337103 0.400711 0.808340 11.00000 -1.20000 H18 2 0.372127 0.442983 0.902609 11.00000 -1.20000 AFIX 0 C4 1 0.442490 0.534514 0.767767 11.00000 0.02359 0.03008 = 0.02023 -0.00334 0.00977 -0.00527 C5 1 0.495283 0.653805 0.759684 11.00000 0.02185 0.02623 = 0.01907 -0.00568 0.00530 -0.00619 AFIX 43 H3 2 0.523537 0.726631 0.803784 11.00000 -1.20000 AFIX 0 C6 1 0.506703 0.666563 0.687611 11.00000 0.01763 0.01740 = 0.02315 0.00001 0.00664 -0.00095 AFIX 43 H4 2 0.542617 0.748187 0.681856 11.00000 -1.20000 AFIX 0 C7 1 0.465368 0.559397 0.623871 11.00000 0.02248 0.01572 = 0.01409 0.00188 0.00719 0.00593 C8 1 0.617309 0.147222 0.722432 11.00000 0.02095 0.01603 = 0.01625 0.00309 0.00410 0.00099 C9 1 0.580925 0.176072 0.776273 11.00000 0.01763 0.03003 = 0.02185 0.00424 0.00706 0.00398 AFIX 43 H12 2 0.528925 0.146004 0.762351 11.00000 -1.20000 AFIX 0 C10 1 0.621486 0.249391 0.850688 11.00000 0.02636 0.03618 = 0.02200 0.00066 0.01116 0.00643 AFIX 43 H17 2 0.597200 0.269398 0.888167 11.00000 -1.20000 AFIX 0 C11 1 0.697230 0.293713 0.870790 11.00000 0.02757 0.02253 = 0.01612 0.00157 0.00524 0.00151 C12 1 0.805451 0.442965 0.964747 11.00000 0.03617 0.03262 = 0.02214 -0.00556 0.00328 -0.00640 AFIX 23 H15 2 0.813356 0.537182 1.005542 11.00000 -1.20000 H16 2 0.808976 0.497817 0.915809 11.00000 -1.20000 AFIX 0 C13 1 0.865634 0.310242 0.995591 11.00000 0.03232 0.03997 = 0.01681 -0.00467 0.00628 -0.00698 C14 1 0.913741 0.204441 1.023188 11.00000 0.03861 0.05417 = 0.02508 -0.00296 0.00676 0.00743 AFIX 163 H2 2 0.952582 0.119019 1.045469 11.00000 -1.20000 AFIX 0 C15 1 0.669489 0.054142 0.496532 11.00000 0.01750 0.01547 = 0.02036 0.00263 0.00855 0.00498 C16 1 0.625004 -0.019700 0.423582 11.00000 0.01824 0.01613 = 0.02452 -0.00149 0.00805 -0.00057 AFIX 43 H5 2 0.578090 -0.074978 0.417442 11.00000 -1.20000 AFIX 0 C17 1 0.650226 -0.011444 0.359645 11.00000 0.01865 0.02004 = 0.02210 -0.00386 0.00523 -0.00040 AFIX 43 H6 2 0.620218 -0.060548 0.309063 11.00000 -1.20000 AFIX 0 C18 1 0.719139 0.068285 0.369291 11.00000 0.02119 0.01741 = 0.02301 -0.00062 0.01041 0.00309 C19 1 0.805137 0.163462 0.306451 11.00000 0.02179 0.02979 = 0.02767 0.00013 0.00956 -0.00542 AFIX 23 H9 2 0.848160 0.082542 0.332909 11.00000 -1.20000 H8 2 0.812650 0.272386 0.339250 11.00000 -1.20000 AFIX 0 C20 1 0.802080 0.207072 0.225477 11.00000 0.02359 0.02387 = 0.03234 -0.00182 0.01307 -0.00157 C21 1 0.800467 0.248428 0.161579 11.00000 0.04001 0.04036 = 0.03229 0.00030 0.01795 -0.00709 AFIX 163 H7 2 0.799159 0.281971 0.109752 11.00000 -1.20000 AFIX 0 C22 1 0.765140 0.132745 0.444038 11.00000 0.01601 0.02183 = 0.02758 -0.00135 0.00798 -0.00155 AFIX 43 H11 2 0.813824 0.179943 0.451568 11.00000 -1.20000 AFIX 0 C23 1 0.739188 0.127497 0.507815 11.00000 0.01749 0.02101 = 0.01974 -0.00170 0.00326 -0.00006 AFIX 43 H10 2 0.769452 0.174308 0.558807 11.00000 -1.20000 AFIX 0 C24 1 0.733376 0.262271 0.816974 11.00000 0.02072 0.02951 = 0.02188 0.00102 0.00752 -0.00587 AFIX 43 H13 2 0.785551 0.290808 0.831111 11.00000 -1.20000 AFIX 0 C25 1 0.692807 0.188491 0.741903 11.00000 0.02422 0.02955 = 0.01794 0.00036 0.01048 -0.00164 AFIX 43 H14 2 0.717089 0.166925 0.704546 11.00000 -1.20000 AFIX 0 C26 1 0.402141 0.426648 0.704318 11.00000 0.02435 0.02419 = 0.02438 -0.00503 0.01111 -0.00918 AFIX 43 H20 2 0.366964 0.343280 0.710342 11.00000 -1.20000 AFIX 0 C27 1 0.413126 0.440275 0.631089 11.00000 0.02614 0.01972 = 0.01997 -0.00454 0.00628 -0.00108 AFIX 43 H21 2 0.384821 0.368053 0.586775 11.00000 -1.20000 AFIX 0 HKLF 4 1 1 0 0 0 1 0 0 0 1 REM mo_Yoann1_0m in C2 REM R1 = 0.0310 for 5004 Fo > 4sig(Fo) and 0.0366 for all 5478 data REM 326 parameters refined using 1 restraints END WGHT 0.0327 0.6548 REM Instructions for potential hydrogen bonds EQIV $1 x, y+1, z HTAB C6 O3_$1 HTAB C16 N2 EQIV $2 -x+3/2, y+1/2, -z+1 HTAB C19 O5_$2 HTAB C25 O5 REM Highest difference peak 0.213, deepest hole -0.296, 1-sigma level 0.041 Q1 1 0.7313 0.1513 0.4023 11.00000 0.05 0.21 Q2 1 0.5905 0.2098 0.7382 11.00000 0.05 0.21 Q3 1 0.4404 0.4500 0.7416 11.00000 0.05 0.20 Q4 1 0.0165 0.0477 0.2324 11.00000 0.05 0.19 Q5 1 0.4795 0.3751 0.4513 11.00000 0.05 0.19 ; _shelx_res_checksum 49804 #END Tags that were not found in dictionaries loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy P1 P 0.5000 0.44796(10) 0.5000 0.01529(18) Uani 1 2 d S T P P2 P 0.56920(3) 0.12904(8) 0.56291(3) 0.01511(13) Uani 1 1 d . . . O1 O 0.43407(11) 0.5366(3) 0.84159(11) 0.0392(5) Uani 1 1 d . . . O2 O 0.47457(9) 0.5908(2) 0.55014(9) 0.0208(4) Uani 1 1 d . . . O3 O 0.57376(9) 0.0657(2) 0.64912(9) 0.0189(4) Uani 1 1 d . . . O4 O 0.73128(10) 0.3698(3) 0.94575(10) 0.0307(4) Uani 1 1 d . . . O5 O 0.64702(9) 0.0459(2) 0.56383(9) 0.0185(3) Uani 1 1 d . . . O6 O 0.73530(9) 0.0805(2) 0.30021(10) 0.0250(4) Uani 1 1 d . . . N1 N 0.57058(11) 0.3380(2) 0.55677(12) 0.0173(4) Uani 1 1 d . . . N2 N 0.5000 0.0275(4) 0.5000 0.0176(6) Uani 1 2 d S T P C1 C 0.4482(2) 0.0901(7) 0.8859(2) 0.0698(13) Uani 1 1 d . . . H1 H 0.4715 -0.0230 0.8979 0.084 Uiso 1 1 calc R U . C2 C 0.41918(16) 0.2305(5) 0.87093(18) 0.0413(7) Uani 1 1 d . . . C3 C 0.38492(17) 0.4062(4) 0.85576(17) 0.0353(7) Uani 1 1 d . . . H19 H 0.3371 0.4007 0.8083 0.042 Uiso 1 1 calc R U . H18 H 0.3721 0.4430 0.9026 0.042 Uiso 1 1 calc R U . C4 C 0.44249(14) 0.5345(4) 0.76777(15) 0.0241(5) Uani 1 1 d . . . C5 C 0.49528(13) 0.6538(3) 0.75968(14) 0.0230(5) Uani 1 1 d . . . H3 H 0.5235 0.7266 0.8038 0.028 Uiso 1 1 calc R U . C6 C 0.50670(13) 0.6666(3) 0.68761(14) 0.0196(5) Uani 1 1 d . . . H4 H 0.5426 0.7482 0.6819 0.024 Uiso 1 1 calc R U . C7 C 0.46537(13) 0.5594(3) 0.62387(13) 0.0173(5) Uani 1 1 d . . . C8 C 0.61731(12) 0.1472(3) 0.72243(13) 0.0185(5) Uani 1 1 d . . . C9 C 0.58092(13) 0.1761(3) 0.77627(14) 0.0232(5) Uani 1 1 d . . . H12 H 0.5289 0.1460 0.7624 0.028 Uiso 1 1 calc R U . C10 C 0.62149(14) 0.2494(4) 0.85069(15) 0.0275(6) Uani 1 1 d . . . H17 H 0.5972 0.2694 0.8882 0.033 Uiso 1 1 calc R U . C11 C 0.69723(15) 0.2937(3) 0.87079(14) 0.0228(5) Uani 1 1 d . . . C12 C 0.80545(16) 0.4430(4) 0.96475(16) 0.0323(6) Uani 1 1 d . . . H15 H 0.8134 0.5372 1.0055 0.039 Uiso 1 1 calc R U . H16 H 0.8090 0.4978 0.9158 0.039 Uiso 1 1 calc R U . C13 C 0.86563(16) 0.3102(4) 0.99559(15) 0.0304(6) Uani 1 1 d . . . C14 C 0.91374(17) 0.2044(5) 1.02319(16) 0.0406(7) Uani 1 1 d . . . H2 H 0.9526 0.1190 1.0455 0.049 Uiso 1 1 calc R U . C15 C 0.66949(13) 0.0541(3) 0.49653(14) 0.0173(5) Uani 1 1 d . . . C16 C 0.62500(13) -0.0197(3) 0.42358(14) 0.0195(5) Uani 1 1 d . . . H5 H 0.5781 -0.0750 0.4174 0.023 Uiso 1 1 calc R U . C17 C 0.65023(13) -0.0114(3) 0.35964(15) 0.0209(5) Uani 1 1 d . . . H6 H 0.6202 -0.0605 0.3091 0.025 Uiso 1 1 calc R U . C18 C 0.71914(13) 0.0683(3) 0.36929(14) 0.0199(5) Uani 1 1 d . . . C19 C 0.80514(14) 0.1635(4) 0.30645(15) 0.0263(6) Uani 1 1 d . . . H9 H 0.8482 0.0825 0.3329 0.032 Uiso 1 1 calc R U . H8 H 0.8127 0.2724 0.3392 0.032 Uiso 1 1 calc R U . C20 C 0.80208(14) 0.2071(3) 0.22548(15) 0.0258(6) Uani 1 1 d . . . C21 C 0.80047(16) 0.2484(4) 0.16158(17) 0.0362(7) Uani 1 1 d . . . H7 H 0.7992 0.2820 0.1098 0.043 Uiso 1 1 calc R U . C22 C 0.76514(12) 0.1327(4) 0.44404(13) 0.0218(5) Uani 1 1 d . . . H11 H 0.8138 0.1799 0.4516 0.026 Uiso 1 1 calc R U . C23 C 0.73919(12) 0.1275(4) 0.50782(14) 0.0204(5) Uani 1 1 d . . . H10 H 0.7695 0.1743 0.5588 0.024 Uiso 1 1 calc R U . C24 C 0.73338(14) 0.2623(3) 0.81697(14) 0.0241(5) Uani 1 1 d . . . H13 H 0.7856 0.2908 0.8311 0.029 Uiso 1 1 calc R U . C25 C 0.69281(14) 0.1885(3) 0.74190(14) 0.0231(5) Uani 1 1 d . . . H14 H 0.7171 0.1669 0.7045 0.028 Uiso 1 1 calc R U . C26 C 0.40214(14) 0.4266(3) 0.70432(14) 0.0237(5) Uani 1 1 d . . . H20 H 0.3670 0.3433 0.7103 0.028 Uiso 1 1 calc R U . C27 C 0.41313(14) 0.4403(3) 0.63109(14) 0.0225(5) Uani 1 1 d . . . H21 H 0.3848 0.3681 0.5868 0.027 Uiso 1 1 calc R U . 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 P1 0.0195(4) 0.0119(4) 0.0153(4) 0.000 0.0074(3) 0.000 P2 0.0151(3) 0.0138(3) 0.0161(3) 0.0011(2) 0.0052(2) 0.0002(2) O1 0.0473(12) 0.0541(14) 0.0242(10) -0.0145(9) 0.0224(9) -0.0265(11) O2 0.0321(9) 0.0151(9) 0.0181(8) 0.0014(6) 0.0125(7) 0.0047(7) O3 0.0202(8) 0.0186(8) 0.0176(8) 0.0012(7) 0.0064(7) -0.0032(7) O4 0.0303(10) 0.0401(11) 0.0205(9) -0.0051(9) 0.0076(8) -0.0025(9) O5 0.0157(8) 0.0205(9) 0.0195(8) 0.0015(7) 0.0065(6) 0.0026(7) O6 0.0216(8) 0.0328(11) 0.0236(9) -0.0052(7) 0.0118(7) -0.0064(7) N1 0.0175(10) 0.0168(10) 0.0173(10) 0.0003(8) 0.0059(8) -0.0019(8) N2 0.0163(14) 0.0144(14) 0.0203(15) 0.000 0.0043(11) 0.000 C1 0.056(2) 0.090(3) 0.077(3) 0.046(3) 0.040(2) 0.025(2) C2 0.0310(15) 0.063(2) 0.0332(15) 0.0135(17) 0.0159(12) -0.0039(17) C3 0.0364(15) 0.0485(19) 0.0286(15) -0.0052(13) 0.0210(13) -0.0161(14) C4 0.0236(13) 0.0301(14) 0.0202(12) -0.0033(11) 0.0098(10) -0.0053(11) C5 0.0219(12) 0.0262(14) 0.0191(11) -0.0057(10) 0.0053(9) -0.0062(10) C6 0.0176(11) 0.0174(12) 0.0232(12) 0.0000(9) 0.0066(9) -0.0010(9) C7 0.0225(12) 0.0157(11) 0.0141(11) 0.0019(9) 0.0072(9) 0.0059(10) C8 0.0210(11) 0.0160(12) 0.0163(11) 0.0031(9) 0.0041(9) 0.0010(10) C9 0.0176(11) 0.0300(14) 0.0219(12) 0.0042(10) 0.0071(9) 0.0040(10) C10 0.0264(13) 0.0362(15) 0.0220(12) 0.0007(12) 0.0112(10) 0.0064(12) C11 0.0276(13) 0.0225(13) 0.0161(12) 0.0016(9) 0.0052(10) 0.0015(10) C12 0.0362(15) 0.0326(15) 0.0221(13) -0.0056(12) 0.0033(11) -0.0064(13) C13 0.0323(15) 0.0400(16) 0.0168(13) -0.0047(12) 0.0063(12) -0.0070(13) C14 0.0386(16) 0.054(2) 0.0251(14) -0.0030(14) 0.0068(12) 0.0074(16) C15 0.0175(11) 0.0155(11) 0.0204(12) 0.0026(9) 0.0086(9) 0.0050(9) C16 0.0182(12) 0.0161(12) 0.0245(13) -0.0015(10) 0.0081(10) -0.0006(9) C17 0.0187(12) 0.0200(12) 0.0221(12) -0.0039(10) 0.0052(10) -0.0004(9) C18 0.0212(12) 0.0174(12) 0.0230(12) -0.0006(9) 0.0104(10) 0.0031(9) C19 0.0218(12) 0.0298(15) 0.0277(13) 0.0001(11) 0.0096(10) -0.0054(10) C20 0.0236(13) 0.0239(14) 0.0323(14) -0.0018(11) 0.0131(11) -0.0016(11) C21 0.0400(16) 0.0404(17) 0.0323(15) 0.0003(14) 0.0180(13) -0.0071(14) C22 0.0160(11) 0.0218(12) 0.0276(12) -0.0013(11) 0.0080(9) -0.0015(11) C23 0.0175(11) 0.0210(12) 0.0197(11) -0.0017(11) 0.0033(9) -0.0001(11) C24 0.0207(12) 0.0295(14) 0.0219(12) 0.0010(11) 0.0075(10) -0.0059(11) C25 0.0242(12) 0.0295(14) 0.0179(11) 0.0004(10) 0.0105(10) -0.0016(10) C26 0.0244(12) 0.0242(13) 0.0244(13) -0.0050(10) 0.0111(10) -0.0092(11) C27 0.0261(13) 0.0197(12) 0.0200(12) -0.0045(10) 0.0063(10) -0.0011(11) 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' P P 0.1023 0.0942 '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 O2 P1 O2 94.00(12) 2_656 . O2 P1 N1 111.14(9) 2_656 . O2 P1 N1 110.74(9) . . O2 P1 N1 110.74(9) 2_656 2_656 O2 P1 N1 111.14(9) . 2_656 N1 P1 N1 116.79(15) . 2_656 N2 P2 O3 106.41(8) . . N2 P2 N1 117.75(12) . . O3 P2 N1 111.87(10) . . N2 P2 O5 109.82(9) . . O3 P2 O5 98.35(9) . . N1 P2 O5 110.84(10) . . C4 O1 C3 117.7(2) . . C7 O2 P1 125.28(14) . . C8 O3 P2 125.21(14) . . C11 O4 C12 117.6(2) . . C15 O5 P2 122.29(14) . . C18 O6 C19 117.27(18) . . P2 N1 P1 122.38(13) . . P2 N2 P2 121.84(18) 2_656 . C2 C1 H1 180.0 . . C1 C2 C3 177.7(4) . . O1 C3 C2 112.6(2) . . O1 C3 H19 109.1 . . C2 C3 H19 109.1 . . O1 C3 H18 109.1 . . C2 C3 H18 109.1 . . H19 C3 H18 107.8 . . C26 C4 O1 124.6(2) . . C26 C4 C5 120.2(2) . . O1 C4 C5 115.2(2) . . C6 C5 C4 120.1(2) . . C6 C5 H3 120.0 . . C4 C5 H3 120.0 . . C5 C6 C7 119.4(2) . . C5 C6 H4 120.3 . . C7 C6 H4 120.3 . . C27 C7 C6 121.1(2) . . C27 C7 O2 122.2(2) . . C6 C7 O2 116.4(2) . . C25 C8 C9 121.2(2) . . C25 C8 O3 122.5(2) . . C9 C8 O3 116.2(2) . . C10 C9 C8 119.0(2) . . C10 C9 H12 120.5 . . C8 C9 H12 120.5 . . C11 C10 C9 120.4(2) . . C11 C10 H17 119.8 . . C9 C10 H17 119.8 . . O4 C11 C10 115.3(2) . . O4 C11 C24 124.6(2) . . C10 C11 C24 120.1(2) . . O4 C12 C13 112.7(2) . . O4 C12 H15 109.1 . . C13 C12 H15 109.1 . . O4 C12 H16 109.1 . . C13 C12 H16 109.1 . . H15 C12 H16 107.8 . . C14 C13 C12 177.4(3) . . C13 C14 H2 180.0 . . C23 C15 C16 121.6(2) . . C23 C15 O5 117.4(2) . . C16 C15 O5 120.9(2) . . C15 C16 C17 118.8(2) . . C15 C16 H5 120.6 . . C17 C16 H5 120.6 . . C16 C17 C18 120.3(2) . . C16 C17 H6 119.9 . . C18 C17 H6 119.9 . . O6 C18 C17 114.9(2) . . O6 C18 C22 124.8(2) . . C17 C18 C22 120.3(2) . . O6 C19 C20 108.5(2) . . O6 C19 H9 110.0 . . C20 C19 H9 110.0 . . O6 C19 H8 110.0 . . C20 C19 H8 110.0 . . H9 C19 H8 108.4 . . C21 C20 C19 177.5(3) . . C20 C21 H7 180.0 . . C18 C22 C23 119.4(2) . . C18 C22 H11 120.3 . . C23 C22 H11 120.3 . . C15 C23 C22 119.6(2) . . C15 C23 H10 120.2 . . C22 C23 H10 120.2 . . C11 C24 C25 119.7(2) . . C11 C24 H13 120.1 . . C25 C24 H13 120.1 . . C8 C25 C24 119.5(2) . . C8 C25 H14 120.3 . . C24 C25 H14 120.3 . . C4 C26 C27 119.8(2) . . C4 C26 H20 120.1 . . C27 C26 H20 120.1 . . C7 C27 C26 119.3(2) . . C7 C27 H21 120.3 . . C26 C27 H21 120.3 . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 P1 O2 1.5839(16) 2_656 P1 O2 1.5839(16) . P1 N1 1.587(2) . P1 N1 1.587(2) 2_656 P2 N2 1.5799(14) . P2 O3 1.5825(16) . P2 N1 1.584(2) . P2 O5 1.5943(16) . O1 C4 1.382(3) . O1 C3 1.438(3) . O2 C7 1.407(3) . O3 C8 1.410(3) . O4 C11 1.382(3) . O4 C12 1.429(3) . O5 C15 1.412(3) . O6 C18 1.375(3) . O6 C19 1.429(3) . N2 P2 1.5798(14) 2_656 C1 C2 1.180(5) . C1 H1 0.9500 . C2 C3 1.459(5) . C3 H19 0.9900 . C3 H18 0.9900 . C4 C26 1.379(3) . C4 C5 1.391(3) . C5 C6 1.382(3) . C5 H3 0.9500 . C6 C7 1.384(3) . C6 H4 0.9500 . C7 C27 1.376(3) . C8 C25 1.377(3) . C8 C9 1.386(3) . C9 C10 1.385(3) . C9 H12 0.9500 . C10 C11 1.385(4) . C10 H17 0.9500 . C11 C24 1.385(3) . C12 C13 1.466(4) . C12 H15 0.9900 . C12 H16 0.9900 . C13 C14 1.177(4) . C14 H2 0.9500 . C15 C23 1.375(3) . C15 C16 1.385(3) . C16 C17 1.387(3) . C16 H5 0.9500 . C17 C18 1.388(3) . C17 H6 0.9500 . C18 C22 1.389(3) . C19 C20 1.462(3) . C19 H9 0.9900 . C19 H8 0.9900 . C20 C21 1.171(4) . C21 H7 0.9500 . C22 C23 1.393(3) . C22 H11 0.9500 . C23 H10 0.9500 . C24 C25 1.396(3) . C24 H13 0.9500 . C25 H14 0.9500 . C26 C27 1.398(3) . C26 H20 0.9500 . C27 H21 0.9500 . 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 O2 P1 O2 C7 -160.5(2) 2_656 . N1 P1 O2 C7 -46.1(2) . . N1 P1 O2 C7 85.43(19) 2_656 . N2 P2 O3 C8 -166.90(17) . . N1 P2 O3 C8 -37.0(2) . . O5 P2 O3 C8 79.50(18) . . N2 P2 O5 C15 64.96(18) . . O3 P2 O5 C15 175.84(17) . . N1 P2 O5 C15 -66.86(19) . . N2 P2 N1 P1 9.92(18) . . O3 P2 N1 P1 -113.81(14) . . O5 P2 N1 P1 137.52(13) . . O2 P1 N1 P2 -133.46(13) 2_656 . O2 P1 N1 P2 123.45(14) . . N1 P1 N1 P2 -5.10(9) 2_656 . O3 P2 N2 P2 121.66(7) . 2_656 N1 P2 N2 P2 -4.76(9) . 2_656 O5 P2 N2 P2 -132.85(7) . 2_656 C4 O1 C3 C2 75.2(3) . . C3 O1 C4 C26 5.9(4) . . C3 O1 C4 C5 -175.0(2) . . C26 C4 C5 C6 1.0(4) . . O1 C4 C5 C6 -178.2(2) . . C4 C5 C6 C7 -0.2(4) . . C5 C6 C7 C27 0.0(3) . . C5 C6 C7 O2 174.2(2) . . P1 O2 C7 C27 -61.8(3) . . P1 O2 C7 C6 124.1(2) . . P2 O3 C8 C25 -49.7(3) . . P2 O3 C8 C9 133.50(19) . . C25 C8 C9 C10 0.6(4) . . O3 C8 C9 C10 177.5(2) . . C8 C9 C10 C11 0.2(4) . . C12 O4 C11 C10 -170.6(2) . . C12 O4 C11 C24 8.9(4) . . C9 C10 C11 O4 178.5(2) . . C9 C10 C11 C24 -1.1(4) . . C11 O4 C12 C13 -84.8(3) . . P2 O5 C15 C23 124.8(2) . . P2 O5 C15 C16 -59.4(3) . . C23 C15 C16 C17 -3.1(3) . . O5 C15 C16 C17 -178.7(2) . . C15 C16 C17 C18 0.5(3) . . C19 O6 C18 C17 179.2(2) . . C19 O6 C18 C22 0.9(3) . . C16 C17 C18 O6 -175.2(2) . . C16 C17 C18 C22 3.2(4) . . C18 O6 C19 C20 -164.5(2) . . O6 C18 C22 C23 173.9(2) . . C17 C18 C22 C23 -4.3(4) . . C16 C15 C23 C22 1.9(4) . . O5 C15 C23 C22 177.6(2) . . C18 C22 C23 C15 1.9(4) . . O4 C11 C24 C25 -178.4(2) . . C10 C11 C24 C25 1.1(4) . . C9 C8 C25 C24 -0.6(4) . . O3 C8 C25 C24 -177.3(2) . . C11 C24 C25 C8 -0.3(4) . . O1 C4 C26 C27 177.5(2) . . C5 C4 C26 C27 -1.5(4) . . C6 C7 C27 C26 -0.5(4) . . O2 C7 C27 C26 -174.4(2) . . C4 C26 C27 C7 1.2(4) . .