# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_vny1604 _database_code_depnum_ccdc_archive 'CCDC 896081' #TrackingRef '13273_web_deposit_cif_file_0_VitthalN.Yadav_1344954643.vny1604.cif' _iucr_refine_instructions_details ; TITL VNY160 in Pmna CELL 0.71073 32.1219 15.6813 7.1054 90.000 90.000 90.000 ZERR 12.00 0.0171 0.0082 0.0038 0.000 0.000 0.000 LATT 1 SYMM 0.5-X, -Y, 0.5+Z SYMM 0.5-X, Y, 0.5-Z SYMM X, -Y, -Z SFAC C H N O UNIT 144 204 48 24 TEMP -168.000 L.S. 5 ACTA BOND $H FMAP 2 PLAN 5 EXYZ N4A C4A EADP N4A C4A EXYZ N4C C4C EADP N4C C4C EXYZ C6B1 C6B2 EXYZ N5B1 N5B2 EADP C6B1 C6B2 EADP N5B1 N5B2 EXYZ C6D1 C6D2 EXYZ N5D1 N5D2 EADP C6D1 C6D2 EADP N5D1 N5D2 EADP C2B1 C2B2 EADP C3B1 C3B2 EADP N1B N1B1 EADP C4B1 C4B2 DFIX 1.333 0.004 C6B1 N1B C6D1 N1D DFIX 1.452 0.004 N1B C2B1 N1D C2D1 DFIX 1.512 0.004 C2B1 C3B1 C2D1 C3D1 DFIX 1.513 0.004 C3B1 C4B1 C3D1 C4D1 DFIX 1.463 0.004 N5B1 C4B1 N5D1 C4D1 DFIX 1.343 0.004 N5B1 C6B1 N5D1 C6D1 DFIX 0.85 0.02 O2W H21W O2W H22W O1W H11W O1W H12W DFIX 1.35 0.03 H21W H22W H11W H12W EQIV $1 -X+1,Y,Z FREE C6E C6E_$1 FREE C6E N1E_$1 FREE C6E N5E_$1 FREE C6E N7E_$1 FREE C6E C2E_$1 FREE N1E N7E_$1 FREE N1E C6E_$1 FREE N1E C8E_$1 FREE C2E C9E_$1 FREE C2E C8E_$1 FREE C2E N7E_$1 FREE C2E C10E_$1 FREE C2E C6E_$1 FREE C3E C10E_$1 FREE C3E C9E_$1 FREE C3E N5E_$1 FREE C3E C8E_$1 FREE C4E N5E_$1 FREE C4E C10E_$1 FREE C4E C4E_$1 FREE N5E N5E_$1 FREE N5E C4E_$1 FREE N5E C6E_$1 FREE N5E C3E_$1 FREE N7E N1E_$1 FREE N7E C2E_$1 FREE N7E C6E_$1 FREE C8E C2E_$1 FREE C8E N1E_$1 FREE C8E C3E_$1 FREE C9E C2E_$1 FREE C9E C3E_$1 FREE C10E C3E_$1 FREE C10E C4E_$1 FREE C10E C2E_$1 EQIV $2 0.5+X, -1+Y, 0.5-Z HTAB N1B O1A HTAB N1D O1C_$2 HTAB O1W O1A HTAB O1W O4W HTAB O2W O1C HTAB O2W O3W WGHT 0.102400 1.200000 EXTI 0.002463 FVAR 0.06927 0.03868 0.04697 0.04444 0.03778 0.29274 0.66159 FVAR 0.16776 0.02725 MOLE 1 O1A 4 0.326986 0.570487 -0.012000 11.00000 0.03518 0.03878 = 0.05375 -0.00063 -0.00138 0.00003 C1A 1 0.344982 0.500000 0.000000 10.50000 0.03748 0.03415 = 0.03175 -0.00191 0.00000 0.00000 C2A 1 0.391954 0.500000 0.000000 10.50000 0.03415 0.04010 = 0.02824 -0.00212 0.00000 0.00000 C3A 1 0.414342 0.427749 0.050614 11.00000 0.03575 0.04197 = 0.03628 -0.00082 0.00134 -0.00031 AFIX 43 H3A 2 0.399754 0.377328 0.084436 11.00000 -1.20000 AFIX 0 PART 1 N4A 3 0.456764 0.427600 0.052820 10.50000 0.03462 0.03388 = 0.03484 -0.00038 -0.00077 0.00170 PART 2 C4A 1 0.456764 0.427600 0.052820 10.50000 0.03462 0.03388 = 0.03484 -0.00038 -0.00077 0.00170 AFIX 43 H4A 2 0.471813 0.378279 0.090226 10.50000 -1.20000 AFIX 0 PART 0 C5A 1 0.476987 0.500000 0.000000 10.50000 0.03566 0.02875 = 0.02454 -0.00089 0.00000 0.00000 MOLE 2 PART 1 C6B1 1 0.219080 0.500000 0.000000 10.25000 0.03551 0.04893 = 0.02592 0.00224 0.00000 0.00000 N1B 3 0.240457 0.570974 0.033914 10.50000 0.03762 0.04277 = 0.02838 0.00315 0.00320 0.00234 AFIX 43 H1B 2 0.267812 0.568145 0.036602 10.50000 -1.20000 AFIX 0 C2B1 1 0.220723 0.652870 0.066690 10.50000 0.05714 0.04677 = 0.04253 0.00316 -0.00131 0.01142 AFIX 23 H2B1 2 0.239282 0.699466 0.024279 10.50000 -1.20000 H2B2 2 0.215261 0.660511 0.202774 10.50000 -1.20000 AFIX 0 C3B1 1 0.180238 0.655701 -0.041649 10.50000 0.06383 0.06505 = 0.03996 -0.00399 -0.00116 0.02295 AFIX 23 H3B1 2 0.165192 0.709230 -0.012842 10.50000 -1.20000 H3B2 2 0.185968 0.654229 -0.178512 10.50000 -1.20000 AFIX 0 C4B1 1 0.153883 0.580030 0.013163 10.50000 0.03989 0.08155 = 0.04160 0.00176 0.00058 0.01756 AFIX 23 H4B1 2 0.143815 0.587627 0.143778 10.50000 -1.20000 H4B2 2 0.129291 0.576978 -0.070547 10.50000 -1.20000 AFIX 0 N5B1 3 0.177371 0.500000 0.000000 10.25000 0.03488 0.06264 = 0.03590 0.00236 0.00000 0.00000 PART 2 SAME 0.004 0.006 C6B1 > N5B1 C6B2 1 0.219080 0.500000 0.000000 10.25000 0.03551 0.04893 = 0.02592 0.00224 0.00000 0.00000 N1B1 3 0.239829 0.572503 -0.027675 10.50000 0.03762 0.04277 = 0.02838 0.00315 0.00320 0.00234 AFIX 43 H1B1 2 0.267200 0.571546 -0.022892 10.50000 -1.20000 AFIX 0 C2B2 1 0.219140 0.652978 -0.065379 10.50000 0.05714 0.04677 = 0.04253 0.00316 -0.00131 0.01142 AFIX 23 H2B3 2 0.213510 0.658443 -0.201833 10.50000 -1.20000 H2B4 2 0.237272 0.700924 -0.026683 10.50000 -1.20000 AFIX 0 C3B2 1 0.178786 0.656054 0.042876 10.50000 0.06383 0.06505 = 0.03996 -0.00399 -0.00116 0.02295 AFIX 23 H3B3 2 0.184660 0.657619 0.179609 10.50000 -1.20000 H3B4 2 0.163224 0.708377 0.009272 10.50000 -1.20000 AFIX 0 C4B2 1 0.152999 0.578800 -0.002926 10.50000 0.03989 0.08155 = 0.04160 0.00176 0.00058 0.01756 AFIX 23 H4B3 2 0.130016 0.574130 0.089332 10.50000 -1.20000 H4B4 2 0.140495 0.586062 -0.129262 10.50000 -1.20000 AFIX 0 N5B2 3 0.177371 0.500000 0.000000 10.25000 0.03488 0.06264 = 0.03590 0.00236 0.00000 0.00000 MOLE 3 O1C 4 0.034621 0.842389 0.209578 11.00000 0.05105 0.02954 = 0.04904 -0.00235 -0.00730 -0.00008 C1C 1 0.000000 0.805361 0.190674 10.50000 0.05252 0.03083 = 0.02453 0.00340 0.00000 0.00000 C2C 1 0.000000 0.712875 0.140453 10.50000 0.06021 0.02531 = 0.02283 0.00224 0.00000 0.00000 C3C 1 0.036931 0.668134 0.112865 11.00000 0.05833 0.02870 = 0.03689 -0.00153 -0.00093 0.00125 AFIX 43 H3C 2 0.062716 0.696385 0.132884 11.00000 -1.20000 AFIX 0 PART 1 N4C 3 0.037067 0.585139 0.058069 10.50000 0.05170 0.02896 = 0.03463 -0.00057 -0.00034 -0.00094 PART 2 C4C 1 0.037067 0.585139 0.058069 10.50000 0.05170 0.02896 = 0.03463 -0.00057 -0.00034 -0.00094 AFIX 43 H4C 2 0.062584 0.555715 0.039284 10.50000 -1.20000 AFIX 0 PART 0 C5C 1 0.000000 0.544808 0.030506 10.50000 0.04741 0.02965 = 0.02562 0.00189 0.00000 0.00000 MOLE 4 PART 1 C6D1 1 0.500000 0.062568 0.225767 70.25000 0.06326 0.03091 = 0.01461 -0.00685 0.00000 0.00000 N1D 3 0.534217 0.021052 0.280863 70.50000 21.00000 AFIX 43 H1D 2 0.532552 -0.033704 0.306913 70.50000 -1.20000 AFIX 0 C2D1 1 0.574066 0.063934 0.298861 70.50000 31.00000 AFIX 23 H2D1 2 0.596983 0.023300 0.273605 70.50000 -1.20000 H2D2 2 0.577423 0.086239 0.428321 70.50000 -1.20000 AFIX 0 C3D1 1 0.575569 0.136573 0.158819 70.50000 41.00000 AFIX 23 H3D1 2 0.601725 0.169057 0.175886 70.50000 -1.20000 H3D2 2 0.575321 0.113322 0.029287 70.50000 -1.20000 AFIX 0 C4D1 1 0.538834 0.195403 0.185105 70.50000 51.00000 AFIX 23 H4D1 2 0.543689 0.232034 0.296440 70.50000 -1.20000 H4D2 2 0.536215 0.232891 0.073625 70.50000 -1.20000 AFIX 0 N5D1 3 0.500000 0.147728 0.210833 70.25000 0.04566 0.02200 = 0.03842 -0.00036 0.00000 0.00000 PART 2 SAME 0.004 0.006 C6D1 > N5D1 C6D2 1 0.500000 0.062568 0.225767 70.25000 0.06326 0.03091 = 0.01461 -0.00685 0.00000 0.00000 N1D2 3 0.536091 0.019747 0.222688 70.50000 21.00000 AFIX 43 H1D2 2 0.535530 -0.035458 0.244791 70.50000 -1.20000 AFIX 0 C2D2 1 0.575962 0.059282 0.185006 70.50000 31.00000 AFIX 23 H2D3 2 0.581114 0.060762 0.047675 70.50000 -1.20000 H2D4 2 0.598491 0.025826 0.244908 70.50000 -1.20000 AFIX 0 C3D2 1 0.575672 0.149246 0.263145 70.50000 41.00000 AFIX 23 H3D3 2 0.574512 0.147312 0.402311 70.50000 -1.20000 H3D4 2 0.601551 0.179117 0.226000 70.50000 -1.20000 AFIX 0 C4D2 1 0.538355 0.197044 0.188182 70.50000 51.00000 AFIX 23 H4D3 2 0.535604 0.251931 0.255897 70.50000 -1.20000 H4D4 2 0.542665 0.209765 0.053108 70.50000 -1.20000 AFIX 0 N5D2 3 0.500000 0.147728 0.210833 70.25000 0.04566 0.02200 = 0.03842 -0.00036 0.00000 0.00000 PART 3 SAME 0.004 0.006 C6D1 > N5D1 SAME 0.004 0.006 C6E N7E C8E C9E C10E N5E C6E 1 0.494170 0.065233 0.252647 -70.50000 91.00000 N1E 3 0.531120 0.027360 0.227529 -70.50000 91.00000 AFIX 43 H1E 2 0.532711 -0.028436 0.238653 -70.50000 -1.20000 AFIX 0 C2E 1 0.568614 0.074699 0.182712 -70.50000 91.00000 AFIX 23 H2E1 2 0.573162 0.074728 0.044907 -70.50000 -1.20000 H2E2 2 0.592971 0.047462 0.243329 -70.50000 -1.20000 AFIX 0 C3E 1 0.563952 0.165366 0.252907 -70.50000 91.00000 AFIX 23 H3E1 2 0.563479 0.165609 0.392220 -70.50000 -1.20000 H3E2 2 0.588090 0.199723 0.211008 -70.50000 -1.20000 AFIX 0 C4E 1 0.524281 0.204569 0.178739 -70.50000 91.00000 AFIX 23 H4E1 2 0.518566 0.258245 0.247384 -70.50000 -1.20000 H4E2 2 0.527860 0.218672 0.043897 -70.50000 -1.20000 AFIX 0 N5E 3 0.488778 0.146625 0.200481 -70.50000 91.00000 N7E 3 0.461130 0.013388 0.266296 -70.50000 91.00000 AFIX 43 H7E 2 0.464873 -0.042050 0.257189 -70.50000 -1.20000 AFIX 0 C8E 1 0.419373 0.046058 0.295655 -70.50000 91.00000 AFIX 23 H8E1 2 0.415691 0.062935 0.428878 -70.50000 -1.20000 H8E2 2 0.398607 0.001452 0.265504 -70.50000 -1.20000 AFIX 0 C9E 1 0.413182 0.122567 0.168645 -70.50000 91.00000 AFIX 23 H9E1 2 0.412802 0.103736 0.035668 -70.50000 -1.20000 H9E2 2 0.386041 0.149601 0.196894 -70.50000 -1.20000 AFIX 0 C10E 1 0.447616 0.186616 0.196709 -70.50000 91.00000 AFIX 23 H101 2 0.446709 0.229006 0.093539 -70.50000 -1.20000 H102 2 0.442999 0.217302 0.316671 -70.50000 -1.20000 AFIX 0 PART 0 MOLE 5 O1W 4 0.341652 0.741808 -0.012189 11.00000 0.08921 0.05151 = 0.11763 0.00128 -0.03037 -0.01570 H11W 2 0.337524 0.687001 -0.003494 11.00000 -1.50000 H12W 2 0.318562 0.765341 -0.028186 11.00000 -1.50000 MOLE 6 O2W 4 0.118880 0.815774 0.220561 11.00000 0.05989 0.08161 = 0.12596 0.02315 -0.01871 0.01271 H21W 2 0.092650 0.824591 0.219784 11.00000 -1.50000 H22W 2 0.131387 0.862537 0.204911 11.00000 -1.50000 MOLE 7 O3W 4 0.176059 0.914357 0.039092 11.00000 0.11096 0.06005 = 0.17488 0.00234 0.00155 -0.02067 MOLE 8 O4W 4 0.291620 0.853528 -0.202797 11.00000 0.05061 0.08187 = 0.17653 -0.00235 -0.01799 0.01667 MOLE 9 O5W 4 0.211800 0.960194 0.343508 0.37192 10.10000 O6W 4 0.234650 0.864226 0.304448 0.10117 10.08000 O7W 4 0.231777 0.929194 0.400219 0.23684 10.08000 HKLF 4 REM VNY160 in Pmna REM R1 = 0.0632 for 1751 Fo > 4sig(Fo) and 0.1259 for all 3187 data REM 281 parameters refined using 99 restraints END WGHT 0.1030 1.1778 REM Highest difference peak 0.315, deepest hole -0.210, 1-sigma level 0.061 Q1 1 0.2500 0.8417 0.2500 10.50000 0.05 0.32 Q2 1 0.1851 0.9594 0.3784 11.00000 0.05 0.28 Q3 1 0.2963 0.8826 -0.2498 11.00000 0.05 0.27 Q4 1 0.4484 0.0272 0.2367 11.00000 0.05 0.26 Q5 1 0.2343 0.9655 0.3028 11.00000 0.05 0.25 ; _diffrn_standards_number ? #Added by publCIF _symmetry_space_group_name_hall '-P 2ac 2' #Added by publCIF _cell_special_details pseudosymmetric #Added by publCIF _audit_update_record ; 2012-08-13 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; 2,2'-Bipyridine-5,5'-dicarboxylate.Bis(1,3,4,6,7,8-Hexahydro-2H-pyrimido[1,2-a] pyrimidinium) ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C6 H3 N O2 .C7 H14 N3. H4 O4.708' _chemical_formula_sum 'C13 H21 N4 O6.708' _chemical_formula_weight 340.70 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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P m n a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x+1/2, y, -z+1/2' 'x, -y, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x-1/2, -y, z-1/2' '-x, y, z' _cell_length_a 32.122(17) _cell_length_b 15.681(8) _cell_length_c 7.105(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3579(3) _cell_formula_units_Z 8 _cell_measurement_temperature 105(2) _cell_measurement_reflns_used 2165 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 20.3 _exptl_crystal_description blocks _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.265 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1445.6 _exptl_absorpt_coefficient_mu 0.103 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.989 _exptl_absorpt_correction_T_max 0.998 _exptl_absorpt_process_details '(SADABS; Bruker, 2007)' _exptl_special_details ? _diffrn_ambient_temperature 105(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.3 _diffrn_reflns_number 24063 _diffrn_reflns_av_R_equivalents 0.1028 _diffrn_reflns_av_sigmaI/netI 0.0568 _diffrn_reflns_limit_h_min -37 _diffrn_reflns_limit_h_max 37 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 24.96 _reflns_number_total 3217 _reflns_number_gt 1751 _reflns_threshold_expression >2sigma(I) _computing_data_collection APEX2(Bruker2007) _computing_cell_refinement 'SAINT-Plus (Bruker,2007)' _computing_data_reduction 'SAINT-Plus (Bruker,2007)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1024P)^2^+1.2000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0025(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3187 _refine_ls_number_parameters 281 _refine_ls_number_restraints 99 _refine_ls_R_factor_all 0.1259 _refine_ls_R_factor_gt 0.0632 _refine_ls_wR_factor_ref 0.1995 _refine_ls_wR_factor_gt 0.1614 _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_restrained_S_all 1.007 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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 O1A O 0.32699(7) 0.57049(14) -0.0120(3) 0.0426(6) Uani 1 1 d . . . C1A C 0.34498(14) 0.5000 0.0000 0.0345(11) Uani 1 2 d S . . C2A C 0.39195(14) 0.5000 0.0000 0.0342(11) Uani 1 2 d S . . C3A C 0.41434(10) 0.4277(2) 0.0506(4) 0.0380(8) Uani 1 1 d . . . H3A H 0.3998 0.3773 0.0844 0.046 Uiso 1 1 calc R A 1 N4A N 0.45676(9) 0.42760(18) 0.0528(4) 0.0344(7) Uani 0.50 1 d P B 1 C4A C 0.45676(9) 0.42760(18) 0.0528(4) 0.0344(7) Uani 0.50 1 d P B 2 H4A H 0.4718 0.3783 0.0902 0.041 Uiso 0.50 1 calc PR B 2 C5A C 0.47699(13) 0.5000 0.0000 0.0297(9) Uani 1 2 d S . . C6B1 C 0.21908(11) 0.5000 0.0000 0.0368(11) Uani 0.50 2 d SPD . 1 N1B N 0.24046(13) 0.5710(2) 0.0339(13) 0.036(2) Uani 0.50 1 d PD . 1 H1B H 0.2678 0.5681 0.0366 0.044 Uiso 0.50 1 calc PR . 1 C2B1 C 0.2207(2) 0.6529(3) 0.0667(10) 0.0488(14) Uani 0.50 1 d PD . 1 H2B1 H 0.2393 0.6995 0.0243 0.059 Uiso 0.50 1 calc PR . 1 H2B2 H 0.2153 0.6605 0.2028 0.059 Uiso 0.50 1 calc PR . 1 C3B1 C 0.1802(2) 0.6557(4) -0.0416(10) 0.056(2) Uani 0.50 1 d PD . 1 H3B1 H 0.1652 0.7092 -0.0128 0.068 Uiso 0.50 1 calc PR . 1 H3B2 H 0.1860 0.6542 -0.1785 0.068 Uiso 0.50 1 calc PR . 1 C4B1 C 0.15388(16) 0.5800(3) 0.013(4) 0.0544(15) Uani 0.50 1 d PD . 1 H4B1 H 0.1438 0.5876 0.1438 0.065 Uiso 0.50 1 calc PR . 1 H4B2 H 0.1293 0.5770 -0.0705 0.065 Uiso 0.50 1 calc PR . 1 N5B1 N 0.17737(10) 0.5000 0.0000 0.0445(10) Uani 0.50 2 d SPD . 1 C6B2 C 0.21908(11) 0.5000 0.0000 0.0368(11) Uani 0.50 2 d SPD . 2 N1B1 N 0.23983(13) 0.5725(2) -0.0277(13) 0.036(2) Uani 0.50 1 d PD . 2 H1B1 H 0.2672 0.5715 -0.0229 0.044 Uiso 0.50 1 calc PR . 2 C2B2 C 0.2191(2) 0.6530(3) -0.0654(10) 0.0488(14) Uani 0.50 1 d PD . 2 H2B3 H 0.2135 0.6584 -0.2018 0.059 Uiso 0.50 1 calc PR . 2 H2B4 H 0.2373 0.7009 -0.0267 0.059 Uiso 0.50 1 calc PR . 2 C3B2 C 0.1788(2) 0.6561(4) 0.0429(10) 0.056(2) Uani 0.50 1 d PD . 2 H3B3 H 0.1847 0.6576 0.1796 0.068 Uiso 0.50 1 calc PR . 2 H3B4 H 0.1632 0.7084 0.0093 0.068 Uiso 0.50 1 calc PR . 2 C4B2 C 0.15300(15) 0.5788(3) -0.003(4) 0.0544(15) Uani 0.50 1 d PD . 2 H4B3 H 0.1300 0.5741 0.0893 0.065 Uiso 0.50 1 calc PR . 2 H4B4 H 0.1405 0.5861 -0.1293 0.065 Uiso 0.50 1 calc PR . 2 N5B2 N 0.17737(10) 0.5000 0.0000 0.0445(10) Uani 0.50 2 d SPD . 2 O1C O 0.03462(7) 0.84239(13) 0.2096(3) 0.0432(6) Uani 1 1 d . C 2 C1C C 0.0000 0.8054(3) 0.1907(6) 0.0360(11) Uani 1 2 d S . 2 C2C C 0.0000 0.7129(3) 0.1405(6) 0.0361(11) Uani 1 2 d S . 2 C3C C 0.03693(12) 0.6681(2) 0.1129(4) 0.0413(9) Uani 1 1 d . D 2 H3C H 0.0627 0.6964 0.1329 0.050 Uiso 1 1 calc R D 2 N4C N 0.03707(10) 0.58514(17) 0.0581(4) 0.0384(8) Uani 0.50 1 d P E 1 C4C C 0.03707(10) 0.58514(17) 0.0581(4) 0.0384(8) Uani 0.50 1 d P D 2 H4C H 0.0626 0.5557 0.0393 0.046 Uiso 0.50 1 calc PR D 2 C5C C 0.0000 0.5448(3) 0.0305(6) 0.0342(11) Uani 1 2 d S . . C6D1 C 0.5000 0.0626(4) 0.2258(16) 0.036(3) Uani 0.331(11) 2 d SPD . 1 N1D N 0.53422(14) 0.0211(4) 0.2809(18) 0.039(2) Uiso 0.331(11) 1 d PD . 1 H1D H 0.5326 -0.0337 0.3069 0.046 Uiso 0.331(11) 1 calc PR . 1 C2D1 C 0.57407(18) 0.0639(6) 0.2989(17) 0.047(3) Uiso 0.331(11) 1 d PD . 1 H2D1 H 0.5970 0.0233 0.2736 0.056 Uiso 0.331(11) 1 calc PR . 1 H2D2 H 0.5774 0.0862 0.4283 0.056 Uiso 0.331(11) 1 calc PR . 1 C3D1 C 0.5756(2) 0.1366(5) 0.1588(16) 0.044(3) Uiso 0.331(11) 1 d PD . 1 H3D1 H 0.6017 0.1691 0.1759 0.053 Uiso 0.331(11) 1 calc PR . 1 H3D2 H 0.5753 0.1133 0.0293 0.053 Uiso 0.331(11) 1 calc PR . 1 C4D1 C 0.53883(15) 0.1954(4) 0.185(3) 0.038(2) Uiso 0.331(11) 1 d PD . 1 H4D1 H 0.5437 0.2320 0.2964 0.045 Uiso 0.331(11) 1 calc PR . 1 H4D2 H 0.5362 0.2329 0.0736 0.045 Uiso 0.331(11) 1 calc PR . 1 N5D1 N 0.5000 0.1477(3) 0.2108(17) 0.035(2) Uani 0.331(11) 2 d SPD . 1 C6D2 C 0.5000 0.0626(4) 0.2258(16) 0.036(3) Uani 0.331(11) 2 d SPD . 2 N1D2 N 0.53609(15) 0.0197(4) 0.223(2) 0.039(2) Uiso 0.331(11) 1 d PD . 2 H1D2 H 0.5355 -0.0355 0.2448 0.046 Uiso 0.331(11) 1 calc PR . 2 C2D2 C 0.57596(18) 0.0593(5) 0.185(2) 0.047(3) Uiso 0.331(11) 1 d PD . 2 H2D3 H 0.5811 0.0608 0.0477 0.056 Uiso 0.331(11) 1 calc PR . 2 H2D4 H 0.5985 0.0258 0.2449 0.056 Uiso 0.331(11) 1 calc PR . 2 C3D2 C 0.5757(2) 0.1492(5) 0.2631(18) 0.044(3) Uiso 0.331(11) 1 d PD . 2 H3D3 H 0.5745 0.1473 0.4023 0.053 Uiso 0.331(11) 1 calc PR . 2 H3D4 H 0.6016 0.1791 0.2260 0.053 Uiso 0.331(11) 1 calc PR . 2 C4D2 C 0.53836(17) 0.1970(5) 0.188(3) 0.038(2) Uiso 0.331(11) 1 d PD . 2 H4D3 H 0.5356 0.2519 0.2559 0.045 Uiso 0.331(11) 1 calc PR . 2 H4D4 H 0.5427 0.2098 0.0531 0.045 Uiso 0.331(11) 1 calc PR . 2 N5D2 N 0.5000 0.1477(3) 0.2108(17) 0.035(2) Uani 0.331(11) 2 d SPD . 2 C6E C 0.4942(3) 0.0652(9) 0.253(4) 0.027(3) Uiso 0.169(11) 1 d PD . 3 N1E N 0.5311(4) 0.0274(7) 0.228(4) 0.027(3) Uiso 0.169(11) 1 d PD . 3 H1E H 0.5327 -0.0284 0.2387 0.033 Uiso 0.169(11) 1 calc PR . 3 C2E C 0.5686(4) 0.0747(9) 0.183(3) 0.027(3) Uiso 0.169(11) 1 d PD . 3 H2E1 H 0.5732 0.0747 0.0449 0.033 Uiso 0.169(11) 1 calc PR . 3 H2E2 H 0.5930 0.0475 0.2433 0.033 Uiso 0.169(11) 1 calc PR . 3 C3E C 0.5640(5) 0.1654(9) 0.253(3) 0.027(3) Uiso 0.169(11) 1 d PD . 3 H3E1 H 0.5635 0.1656 0.3922 0.033 Uiso 0.169(11) 1 calc PR . 3 H3E2 H 0.5881 0.1997 0.2110 0.033 Uiso 0.169(11) 1 calc PR . 3 C4E C 0.5243(6) 0.2046(7) 0.179(3) 0.027(3) Uiso 0.169(11) 1 d PD . 3 H4E1 H 0.5186 0.2582 0.2474 0.033 Uiso 0.169(11) 1 calc PR . 3 H4E2 H 0.5279 0.2187 0.0439 0.033 Uiso 0.169(11) 1 calc PR . 3 N5E N 0.4888(5) 0.1466(8) 0.200(4) 0.027(3) Uiso 0.169(11) 1 d PD . 3 N7E N 0.4611(3) 0.0134(7) 0.266(3) 0.027(3) Uiso 0.169(11) 1 d PD . 3 H7E H 0.4649 -0.0420 0.2572 0.033 Uiso 0.169(11) 1 calc PR . 3 C8E C 0.4194(4) 0.0461(10) 0.296(3) 0.027(3) Uiso 0.169(11) 1 d PD . 3 H8E1 H 0.4157 0.0629 0.4289 0.033 Uiso 0.169(11) 1 calc PR . 3 H8E2 H 0.3986 0.0015 0.2655 0.033 Uiso 0.169(11) 1 calc PR . 3 C9E C 0.4132(5) 0.1226(11) 0.169(3) 0.027(3) Uiso 0.169(11) 1 d PD . 3 H9E1 H 0.4128 0.1037 0.0357 0.033 Uiso 0.169(11) 1 calc PR . 3 H9E2 H 0.3860 0.1496 0.1969 0.033 Uiso 0.169(11) 1 calc PR . 3 C10E C 0.4476(6) 0.1866(8) 0.197(3) 0.027(3) Uiso 0.169(11) 1 d PD . 3 H101 H 0.4467 0.2290 0.0935 0.033 Uiso 0.169(11) 1 calc PR . 3 H102 H 0.4430 0.2173 0.3167 0.033 Uiso 0.169(11) 1 calc PR . 3 O1W O 0.34165(11) 0.74181(19) -0.0122(6) 0.0861(11) Uani 1 1 d D . . H11W H 0.3375(17) 0.6870(13) -0.003(8) 0.129 Uiso 1 1 d D . . H12W H 0.3186(10) 0.765(3) -0.028(9) 0.129 Uiso 1 1 d D . . O2W O 0.11888(10) 0.8158(2) 0.2206(6) 0.0892(11) Uani 1 1 d D . . H21W H 0.0927(6) 0.825(3) 0.220(9) 0.134 Uiso 1 1 d D . . H22W H 0.1314(14) 0.863(2) 0.205(9) 0.134 Uiso 1 1 d D . . O3W O 0.17606(13) 0.9144(2) 0.0391(6) 0.1153(14) Uani 1 1 d . . . O4W O 0.29162(9) 0.8535(2) -0.2028(6) 0.1030(13) Uani 1 1 d . . . O5W O 0.2118(4) 0.9602(8) 0.3435(16) 0.100 Uiso 0.372(8) 1 d P . . O6W O 0.2347(9) 0.8642(19) 0.304(4) 0.080 Uiso 0.101(6) 1 d P . . O7W O 0.2318(5) 0.9292(10) 0.400(2) 0.080 Uiso 0.237(8) 1 d P . . 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 O1A 0.0352(13) 0.0388(14) 0.0538(15) -0.0006(11) -0.0014(11) 0.0000(11) C1A 0.037(3) 0.034(3) 0.032(2) -0.002(2) 0.000 0.000 C2A 0.034(3) 0.040(3) 0.028(2) -0.002(2) 0.000 0.000 C3A 0.036(2) 0.042(2) 0.0363(19) -0.0008(14) 0.0013(14) -0.0003(17) N4A 0.0346(17) 0.0339(16) 0.0348(17) -0.0004(12) -0.0008(12) 0.0017(14) C4A 0.0346(17) 0.0339(16) 0.0348(17) -0.0004(12) -0.0008(12) 0.0017(14) C5A 0.036(2) 0.029(2) 0.025(2) -0.0009(19) 0.000 0.000 C6B1 0.036(3) 0.049(3) 0.026(2) 0.002(2) 0.000 0.000 N1B 0.0376(18) 0.0428(18) 0.028(6) 0.0032(18) 0.0032(18) 0.0023(15) C2B1 0.057(3) 0.047(3) 0.043(3) 0.003(3) -0.001(4) 0.011(3) C3B1 0.064(3) 0.065(3) 0.040(6) -0.004(3) -0.001(4) 0.023(3) C4B1 0.040(2) 0.082(3) 0.042(3) 0.002(2) 0.0006(18) 0.018(2) N5B1 0.035(2) 0.063(3) 0.036(2) 0.002(2) 0.000 0.000 C6B2 0.036(3) 0.049(3) 0.026(2) 0.002(2) 0.000 0.000 N1B1 0.0376(18) 0.0428(18) 0.028(6) 0.0032(18) 0.0032(18) 0.0023(15) C2B2 0.057(3) 0.047(3) 0.043(3) 0.003(3) -0.001(4) 0.011(3) C3B2 0.064(3) 0.065(3) 0.040(6) -0.004(3) -0.001(4) 0.023(3) C4B2 0.040(2) 0.082(3) 0.042(3) 0.002(2) 0.0006(18) 0.018(2) N5B2 0.035(2) 0.063(3) 0.036(2) 0.002(2) 0.000 0.000 O1C 0.0510(16) 0.0295(12) 0.0490(14) -0.0023(10) -0.0073(12) -0.0001(11) C1C 0.053(3) 0.031(3) 0.025(2) 0.0034(19) 0.000 0.000 C2C 0.060(3) 0.025(2) 0.023(2) 0.0022(18) 0.000 0.000 C3C 0.058(2) 0.0287(18) 0.0369(18) -0.0015(14) -0.0009(17) 0.0013(17) N4C 0.052(2) 0.0290(16) 0.0346(17) -0.0006(12) -0.0003(14) -0.0009(15) C4C 0.052(2) 0.0290(16) 0.0346(17) -0.0006(12) -0.0003(14) -0.0009(15) C5C 0.047(3) 0.030(2) 0.026(2) 0.0019(18) 0.000 0.000 C6D1 0.063(6) 0.031(4) 0.015(5) -0.007(3) 0.000 0.000 N5D1 0.046(4) 0.022(4) 0.038(4) 0.000(2) 0.000 0.000 C6D2 0.063(6) 0.031(4) 0.015(5) -0.007(3) 0.000 0.000 N5D2 0.046(4) 0.022(4) 0.038(4) 0.000(2) 0.000 0.000 O1W 0.089(2) 0.0515(19) 0.118(3) 0.001(2) -0.030(2) -0.0157(18) O2W 0.060(2) 0.082(2) 0.126(3) 0.023(2) -0.019(2) 0.0127(18) O3W 0.111(3) 0.060(2) 0.175(4) 0.002(2) 0.002(3) -0.021(2) O4W 0.051(2) 0.082(2) 0.177(4) -0.002(2) -0.018(2) 0.0167(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 O1A C1A 1.250(3) . ? C1A O1A 1.250(3) 4_565 ? C1A C2A 1.509(7) . ? C2A C3A 1.389(4) 4_565 ? C2A C3A 1.389(4) . ? C3A N4A 1.363(4) . ? C3A H3A 0.9500 . ? N4A C5A 1.361(4) . ? C5A C4A 1.361(4) 4_565 ? C5A N4A 1.361(4) 4_565 ? C5A C5A 1.478(9) 5_665 ? C6B1 N1B 1.330(3) . ? C6B1 N1B 1.330(3) 4_565 ? C6B1 N5B1 1.340(3) . ? N1B C2B1 1.451(3) . ? N1B H1B 0.8800 . ? C2B1 C3B1 1.512(4) . ? C2B1 H2B1 0.9900 . ? C2B1 H2B2 0.9900 . ? C3B1 C4B1 1.509(4) . ? C3B1 H3B1 0.9900 . ? C3B1 H3B2 0.9900 . ? C4B1 N5B1 1.467(3) . ? C4B1 H4B1 0.9900 . ? C4B1 H4B2 0.9900 . ? N5B1 C4B1 1.467(3) 4_565 ? N1B1 C2B2 1.451(5) . ? N1B1 H1B1 0.8800 . ? C2B2 C3B2 1.508(5) . ? C2B2 H2B3 0.9900 . ? C2B2 H2B4 0.9900 . ? C3B2 C4B2 1.503(5) . ? C3B2 H3B3 0.9900 . ? C3B2 H3B4 0.9900 . ? C4B2 H4B3 0.9900 . ? C4B2 H4B4 0.9900 . ? O1C C1C 1.262(3) . ? C1C O1C 1.262(3) 8 ? C1C C2C 1.494(6) . ? C2C C3C 1.392(4) 8 ? C2C C3C 1.392(4) . ? C3C H3C 0.9500 . ? N4C C5C 1.362(4) . ? C5C C4C 1.362(4) 8 ? C5C N4C 1.362(4) 8 ? C5C C5C 1.471(9) 5_565 ? C6D1 N1D 1.336(3) 8_655 ? C6D1 N1D 1.336(3) . ? C6D1 N5D1 1.340(3) . ? N1D C2D1 1.452(3) . ? N1D H1D 0.8800 . ? C2D1 C3D1 1.513(4) . ? C2D1 H2D1 0.9900 . ? C2D1 H2D2 0.9900 . ? C3D1 C4D1 1.509(4) . ? C3D1 H3D1 0.9900 . ? C3D1 H3D2 0.9900 . ? C4D1 N5D1 1.466(3) . ? C4D1 H4D1 0.9900 . ? C4D1 H4D2 0.9900 . ? N5D1 C4D1 1.466(3) 8_655 ? N1D2 C2D2 1.448(5) . ? N1D2 H1D2 0.8800 . ? C2D2 C3D2 1.516(5) . ? C2D2 H2D3 0.9900 . ? C2D2 H2D4 0.9900 . ? C3D2 C4D2 1.511(5) . ? C3D2 H3D3 0.9900 . ? C3D2 H3D4 0.9900 . ? C4D2 H4D3 0.9900 . ? C4D2 H4D4 0.9900 . ? C6E N1E 1.339(4) . ? C6E N5E 1.340(5) . ? C6E N7E 1.340(4) . ? N1E C2E 1.450(5) . ? N1E H1E 0.8800 . ? C2E C3E 1.514(5) . ? C2E H2E1 0.9900 . ? C2E H2E2 0.9900 . ? C3E C4E 1.510(5) . ? C3E H3E1 0.9900 . ? C3E H3E2 0.9900 . ? C4E N5E 1.466(5) . ? C4E H4E1 0.9900 . ? C4E H4E2 0.9900 . ? N5E C10E 1.464(5) . ? N7E C8E 1.451(5) . ? N7E H7E 0.8800 . ? C8E C9E 1.514(5) . ? C8E H8E1 0.9900 . ? C8E H8E2 0.9900 . ? C9E C10E 1.507(5) . ? C9E H9E1 0.9900 . ? C9E H9E2 0.9900 . ? C10E H101 0.9900 . ? C10E H102 0.9900 . ? O1W H11W 0.872(19) . ? O1W H12W 0.836(19) . ? O2W H21W 0.854(19) . ? O2W H22W 0.844(19) . ? O5W O7W 0.900(15) . ? O5W O6W 1.70(3) . ? O6W O7W 1.23(3) . ? O6W O6W 1.25(6) 3 ? 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 O1A C1A O1A 124.9(4) 4_565 . ? O1A C1A C2A 117.5(2) 4_565 . ? O1A C1A C2A 117.5(2) . . ? C3A C2A C3A 117.7(4) 4_565 . ? C3A C2A C1A 121.2(2) 4_565 . ? C3A C2A C1A 121.2(2) . . ? N4A C3A C2A 121.5(3) . . ? N4A C3A H3A 119.3 . . ? C2A C3A H3A 119.3 . . ? C5A N4A C3A 118.2(3) . . ? N4A C5A C4A 123.0(4) . 4_565 ? N4A C5A N4A 123.0(4) . 4_565 ? C4A C5A N4A 0.0(3) 4_565 4_565 ? N4A C5A C5A 118.5(2) . 5_665 ? C4A C5A C5A 118.5(2) 4_565 5_665 ? N4A C5A C5A 118.5(2) 4_565 5_665 ? N1B C6B1 N1B 117.8(5) . 4_565 ? N1B C6B1 N5B1 121.1(2) . . ? N1B C6B1 N5B1 121.1(2) 4_565 . ? C6B1 N1B C2B1 123.0(4) . . ? C6B1 N1B H1B 118.5 . . ? C2B1 N1B H1B 118.5 . . ? N1B C2B1 C3B1 108.7(4) . . ? N1B C2B1 H2B1 110.0 . . ? C3B1 C2B1 H2B1 110.0 . . ? N1B C2B1 H2B2 110.0 . . ? C3B1 C2B1 H2B2 110.0 . . ? H2B1 C2B1 H2B2 108.3 . . ? C4B1 C3B1 C2B1 109.2(7) . . ? C4B1 C3B1 H3B1 109.8 . . ? C2B1 C3B1 H3B1 109.8 . . ? C4B1 C3B1 H3B2 109.8 . . ? C2B1 C3B1 H3B2 109.8 . . ? H3B1 C3B1 H3B2 108.3 . . ? N5B1 C4B1 C3B1 111.6(5) . . ? N5B1 C4B1 H4B1 109.3 . . ? C3B1 C4B1 H4B1 109.3 . . ? N5B1 C4B1 H4B2 109.3 . . ? C3B1 C4B1 H4B2 109.3 . . ? H4B1 C4B1 H4B2 108.0 . . ? C6B1 N5B1 C4B1 120.9(3) . 4_565 ? C6B1 N5B1 C4B1 120.9(3) . . ? C4B1 N5B1 C4B1 118.1(5) 4_565 . ? C2B2 N1B1 H1B1 118.7 . . ? N1B1 C2B2 C3B2 109.1(4) . . ? N1B1 C2B2 H2B3 109.9 . . ? C3B2 C2B2 H2B3 109.9 . . ? N1B1 C2B2 H2B4 109.9 . . ? C3B2 C2B2 H2B4 109.9 . . ? H2B3 C2B2 H2B4 108.3 . . ? C4B2 C3B2 C2B2 109.7(7) . . ? C4B2 C3B2 H3B3 109.7 . . ? C2B2 C3B2 H3B3 109.7 . . ? C4B2 C3B2 H3B4 109.7 . . ? C2B2 C3B2 H3B4 109.7 . . ? H3B3 C3B2 H3B4 108.2 . . ? C3B2 C4B2 H4B3 109.1 . . ? C3B2 C4B2 H4B4 109.1 . . ? H4B3 C4B2 H4B4 107.8 . . ? O1C C1C O1C 123.6(4) . 8 ? O1C C1C C2C 118.2(2) . . ? O1C C1C C2C 118.2(2) 8 . ? C3C C2C C3C 116.9(4) 8 . ? C3C C2C C1C 121.5(2) 8 . ? C3C C2C C1C 121.5(2) . . ? C2C C3C H3C 119.1 . . ? N4C C5C C4C 121.8(4) . 8 ? N4C C5C N4C 121.8(4) . 8 ? C4C C5C N4C 0.0(2) 8 8 ? N4C C5C C5C 119.1(2) . 5_565 ? C4C C5C C5C 119.1(2) 8 5_565 ? N4C C5C C5C 119.1(2) 8 5_565 ? N1D C6D1 N1D 110.7(7) 8_655 . ? N1D C6D1 N5D1 120.6(4) 8_655 . ? N1D C6D1 N5D1 120.6(4) . . ? C6D1 N1D C2D1 121.7(4) . . ? C6D1 N1D H1D 119.1 . . ? C2D1 N1D H1D 119.1 . . ? N1D C2D1 C3D1 108.6(4) . . ? N1D C2D1 H2D1 110.0 . . ? C3D1 C2D1 H2D1 110.0 . . ? N1D C2D1 H2D2 110.0 . . ? C3D1 C2D1 H2D2 110.0 . . ? H2D1 C2D1 H2D2 108.4 . . ? C4D1 C3D1 C2D1 110.7(6) . . ? C4D1 C3D1 H3D1 109.5 . . ? C2D1 C3D1 H3D1 109.5 . . ? C4D1 C3D1 H3D2 109.5 . . ? C2D1 C3D1 H3D2 109.5 . . ? H3D1 C3D1 H3D2 108.1 . . ? N5D1 C4D1 C3D1 111.7(4) . . ? N5D1 C4D1 H4D1 109.3 . . ? C3D1 C4D1 H4D1 109.3 . . ? N5D1 C4D1 H4D2 109.3 . . ? C3D1 C4D1 H4D2 109.3 . . ? H4D1 C4D1 H4D2 108.0 . . ? C6D1 N5D1 C4D1 121.2(3) . . ? C6D1 N5D1 C4D1 121.2(3) . 8_655 ? C4D1 N5D1 C4D1 116.7(6) . 8_655 ? C2D2 N1D2 H1D2 118.2 . . ? N1D2 C2D2 C3D2 109.0(4) . . ? N1D2 C2D2 H2D3 109.9 . . ? C3D2 C2D2 H2D3 109.9 . . ? N1D2 C2D2 H2D4 109.9 . . ? C3D2 C2D2 H2D4 109.9 . . ? H2D3 C2D2 H2D4 108.3 . . ? C4D2 C3D2 C2D2 109.7(6) . . ? C4D2 C3D2 H3D3 109.7 . . ? C2D2 C3D2 H3D3 109.7 . . ? C4D2 C3D2 H3D4 109.7 . . ? C2D2 C3D2 H3D4 109.7 . . ? H3D3 C3D2 H3D4 108.2 . . ? C3D2 C4D2 H4D3 109.3 . . ? C3D2 C4D2 H4D4 109.3 . . ? H4D3 C4D2 H4D4 108.0 . . ? N1E C6E N5E 120.0(5) . . ? N1E C6E N7E 116.3(9) . . ? N5E C6E N7E 119.7(5) . . ? C6E N1E C2E 122.6(5) . . ? C6E N1E H1E 118.7 . . ? C2E N1E H1E 118.7 . . ? N1E C2E C3E 109.0(5) . . ? N1E C2E H2E1 109.9 . . ? C3E C2E H2E1 109.9 . . ? N1E C2E H2E2 109.9 . . ? C3E C2E H2E2 109.9 . . ? H2E1 C2E H2E2 108.3 . . ? C4E C3E C2E 110.5(6) . . ? C4E C3E H3E1 109.5 . . ? C2E C3E H3E1 109.5 . . ? C4E C3E H3E2 109.5 . . ? C2E C3E H3E2 109.5 . . ? H3E1 C3E H3E2 108.1 . . ? N5E C4E C3E 111.6(5) . . ? N5E C4E H4E1 109.3 . . ? C3E C4E H4E1 109.3 . . ? N5E C4E H4E2 109.3 . . ? C3E C4E H4E2 109.3 . . ? H4E1 C4E H4E2 108.0 . . ? C6E N5E C10E 122.0(5) . . ? C6E N5E C4E 121.2(5) . . ? C10E N5E C4E 115.8(7) . . ? C6E N7E C8E 121.9(5) . . ? C6E N7E H7E 119.1 . . ? C8E N7E H7E 119.1 . . ? N7E C8E C9E 108.4(5) . . ? N7E C8E H8E1 110.0 . . ? C9E C8E H8E1 110.0 . . ? N7E C8E H8E2 110.0 . . ? C9E C8E H8E2 110.0 . . ? H8E1 C8E H8E2 108.4 . . ? C10E C9E C8E 110.7(6) . . ? C10E C9E H9E1 109.5 . . ? C8E C9E H9E1 109.5 . . ? C10E C9E H9E2 109.5 . . ? C8E C9E H9E2 109.5 . . ? H9E1 C9E H9E2 108.1 . . ? N5E C10E C9E 112.3(5) . . ? N5E C10E H101 109.1 . . ? C9E C10E H101 109.1 . . ? N5E C10E H102 109.1 . . ? C9E C10E H102 109.1 . . ? H101 C10E H102 107.9 . . ? H11W O1W H12W 108(4) . . ? H21W O2W H22W 109(4) . . ? O7W O5W O6W 44.4(15) . . ? O7W O6W O6W 114(2) . 3 ? O7W O6W O5W 30.9(11) . . ? O6W O6W O5W 116.2(11) 3 . ? O5W O7W O6W 105(2) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1B H1B O1A 0.88 1.93 2.799(5) 167.8 . N1D H1D O1C 0.88 1.95 2.803(7) 163.5 6_646 O1W H11W O1A 0.872(19) 1.86(2) 2.728(4) 174(5) . O1W H12W O4W 0.836(19) 2.05(4) 2.736(5) 139(5) . O2W H21W O1C 0.854(19) 1.89(2) 2.740(4) 178(6) . O2W H22W O3W 0.844(19) 2.03(4) 2.725(5) 140(5) . _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 24.96 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.315 _refine_diff_density_min -0.210 _refine_diff_density_rms 0.061 data_vny190 _database_code_depnum_ccdc_archive 'CCDC 896082' #TrackingRef 'web_deposit_cif_file_1_VitthalN.Yadav_1344954643.VNY190 (2).cif' _iucr_refine_instructions_details ; TITL VNY190 in P-1 CELL 0.71073 8.5504 9.4858 10.3928 66.749 69.257 89.901 ZERR 1.00 0.0012 0.0013 0.0014 0.001 0.001 0.002 LATT 1 SFAC C H N O UNIT 19 21 5 4 TEMP -168.000 L.S. 10 ACTA BOND $H CONF FMAP 2 PLAN 5 EQIV $1 1-X, 1-Y, 1-Z EQIV $2 X-1, Y, Z HTAB N1B O1A HTAB N7B O2A HTAB O1W O1A HTAB O2W O2A HTAB O1W O2W_$1 HTAB O2W O1W_$2 WGHT 0.059600 0.220200 FVAR 0.21295 MOLE 1 O1A 4 0.657526 0.746459 0.365222 11.00000 0.01777 0.02245 = 0.02054 -0.01259 -0.00774 0.00180 O2A 4 0.379539 0.667238 0.491537 11.00000 0.01728 0.03148 = 0.01950 -0.01676 -0.00639 0.00329 C1A 1 0.517579 0.682547 0.385138 11.00000 0.01838 0.01429 = 0.01368 -0.00667 -0.00844 0.00443 C2A 1 0.508983 0.622244 0.272858 11.00000 0.01791 0.01307 = 0.01355 -0.00625 -0.00780 0.00420 C3A 1 0.651929 0.637723 0.146966 11.00000 0.01645 0.01828 = 0.01580 -0.00864 -0.00649 0.00144 AFIX 43 H30 2 0.757287 0.684397 0.135120 11.00000 -1.20000 AFIX 0 N4A 3 0.649799 0.590912 0.041931 11.00000 0.01646 0.01784 = 0.01453 -0.00786 -0.00568 0.00170 C5A 1 0.499829 0.525158 0.059475 11.00000 0.01682 0.01266 = 0.01273 -0.00587 -0.00685 0.00424 C6A 1 0.350340 0.503060 0.182376 11.00000 0.01529 0.01729 = 0.01680 -0.00886 -0.00625 0.00194 AFIX 43 H60 2 0.246580 0.455603 0.192028 11.00000 -1.20000 AFIX 0 C7A 1 0.356199 0.551744 0.290190 11.00000 0.01583 0.01883 = 0.01479 -0.00899 -0.00475 0.00377 AFIX 43 H70 2 0.256191 0.536960 0.375530 11.00000 -1.20000 AFIX 0 MOLE 2 N1B 3 0.617907 0.861233 0.593436 11.00000 0.01931 0.01986 = 0.01637 -0.01084 -0.00741 0.00249 H1B 2 0.623137 0.821202 0.531664 11.00000 -1.20000 H7B 2 0.352828 0.731838 0.645966 11.00000 -1.20000 C2B 1 0.773836 0.946744 0.570714 11.00000 0.01956 0.02035 = 0.01812 -0.00775 -0.00756 0.00076 AFIX 23 H21 2 0.783076 1.058475 0.506352 11.00000 -1.20000 H22 2 0.872801 0.907557 0.518684 11.00000 -1.20000 AFIX 0 C3B 1 0.771983 0.925674 0.723813 11.00000 0.01941 0.02034 = 0.02024 -0.00851 -0.01042 0.00309 AFIX 23 H31 2 0.778848 0.816117 0.782484 11.00000 -1.20000 H32 2 0.871535 0.992250 0.709089 11.00000 -1.20000 AFIX 0 C4B 1 0.610676 0.969025 0.810911 11.00000 0.02366 0.02020 = 0.02269 -0.01271 -0.01383 0.00502 AFIX 23 H41 2 0.598747 0.933707 0.917667 11.00000 -1.20000 H42 2 0.618689 1.083564 0.766659 11.00000 -1.20000 AFIX 0 N5B 3 0.460476 0.899657 0.807237 11.00000 0.01848 0.01961 = 0.01703 -0.01100 -0.00856 0.00434 C6B 1 0.470581 0.842918 0.705770 11.00000 0.02002 0.01362 = 0.01441 -0.00559 -0.00916 0.00472 N7B 3 0.333751 0.765859 0.715624 11.00000 0.01970 0.02059 = 0.01691 -0.01109 -0.00702 0.00143 C8B 1 0.168750 0.734506 0.837577 11.00000 0.01798 0.02219 = 0.02075 -0.00967 -0.00598 0.00095 AFIX 23 H81 2 0.159952 0.638621 0.927011 11.00000 -1.20000 H82 2 0.077651 0.719580 0.804027 11.00000 -1.20000 AFIX 0 C9B 1 0.150317 0.872090 0.878780 11.00000 0.01898 0.02354 = 0.02228 -0.01163 -0.00725 0.00461 AFIX 23 H91 2 0.149343 0.965974 0.791794 11.00000 -1.20000 H92 2 0.042037 0.850879 0.965865 11.00000 -1.20000 AFIX 0 C10B 1 0.297382 0.899412 0.919773 11.00000 0.01964 AFIX 23 H101 2 0.298360 1.000458 0.926827 11.00000 -1.20000 H102 2 0.281779 0.816920 1.020460 11.00000 -1.20000 AFIX 0 MOLE 3 O1W 4 0.983926 0.686904 0.304995 11.00000 0.02028 0.03563 = 0.03637 -0.01078 -0.01150 0.00600 H11W 2 0.878020 0.699396 0.319352 11.00000 0.04355 H12W 2 0.973789 0.583689 0.331761 11.00000 0.05587 MOLE 4 O2W 4 0.038307 0.648254 0.569815 11.00000 0.01794 0.03868 = 0.03610 -0.02362 -0.00685 0.00306 H21W 2 0.150075 0.661604 0.534005 11.00000 0.04617 H22W 2 0.018419 0.668230 0.487672 11.00000 0.05328 HKLF 4 REM VNY190 in P-1 REM R1 = 0.0382 for 2984 Fo > 4sig(Fo) and 0.0426 for all 3330 data REM 207 parameters refined using 0 restraints END WGHT 0.0596 0.2202 REM Highest difference peak 0.329, deepest hole -0.459, 1-sigma level 0.069 Q1 1 0.2269 0.8926 0.8999 11.00000 0.05 0.33 Q2 1 0.5000 0.5000 0.0000 10.50000 0.05 0.31 Q3 1 0.5165 0.6557 0.3196 11.00000 0.05 0.29 Q4 1 0.1596 0.8038 0.8623 11.00000 0.05 0.28 Q5 1 0.3613 0.5193 0.2401 11.00000 0.05 0.27 ; _symmetry_space_group_name_hall '-P 1' #Added by publCIF _cell_special_details centrosymmetric #Added by publCIF _audit_update_record ; 2012-06-20 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H6 N2 O4 ,2( C7 H14 N3),4(H2O)' _chemical_formula_sum 'C26 H42 N8 O8' _chemical_formula_weight 594.68 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.5504(12) _cell_length_b 9.4858(13) _cell_length_c 10.3928(14) _cell_angle_alpha 66.7490(10) _cell_angle_beta 69.2570(10) _cell_angle_gamma 89.901(2) _cell_volume 714.86(17) _cell_formula_units_Z 1 _cell_measurement_temperature 105(2) _cell_measurement_reflns_used 3738 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 28.55 _exptl_crystal_description plates _exptl_crystal_colour colourless _exptl_crystal_size_max 0.70 _exptl_crystal_size_mid 0.65 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.381 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 318 _exptl_absorpt_coefficient_mu 0.104 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.956 _exptl_absorpt_correction_T_max 0.9968 _exptl_absorpt_process_details '(SADABS; Bruker, 2007)' _exptl_special_details ? _diffrn_ambient_temperature 105(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.3 _diffrn_reflns_number 6431 _diffrn_reflns_av_R_equivalents 0.0156 _diffrn_reflns_av_sigmaI/netI 0.0212 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 28.77 _reflns_number_total 3717 _reflns_number_gt 2984 _reflns_threshold_expression >2sigma(I) _computing_data_collection APEX2(Bruker2007) _computing_cell_refinement 'SAINT-Plus (Bruker,2007)' _computing_data_reduction 'SAINT-Plus (Bruker,2007)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0596P)^2^+0.2202P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3330 _refine_ls_number_parameters 207 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0426 _refine_ls_R_factor_gt 0.0382 _refine_ls_wR_factor_ref 0.1076 _refine_ls_wR_factor_gt 0.1030 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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 N1B N 0.61791(12) 0.86123(11) 0.59344(10) 0.0173(2) Uani 1 1 d . . . H1B H 0.6231(18) 0.8212(17) 0.5317(17) 0.021 Uiso 1 1 d . . . H7B H 0.3528(18) 0.7318(17) 0.6460(17) 0.021 Uiso 1 1 d . . . C2B C 0.77384(14) 0.94674(13) 0.57071(12) 0.0194(2) Uani 1 1 d . . . H21 H 0.7831 1.0585 0.5064 0.023 Uiso 1 1 calc R . . H22 H 0.8728 0.9076 0.5187 0.023 Uiso 1 1 calc R . . C3B C 0.77198(14) 0.92567(13) 0.72381(12) 0.0192(2) Uani 1 1 d . . . H31 H 0.7788 0.8161 0.7825 0.023 Uiso 1 1 calc R . . H32 H 0.8715 0.9923 0.7091 0.023 Uiso 1 1 calc R . . C4B C 0.61068(14) 0.96902(13) 0.81091(13) 0.0194(2) Uani 1 1 d . . . H41 H 0.5987 0.9337 0.9177 0.023 Uiso 1 1 calc R . . H42 H 0.6187 1.0836 0.7667 0.023 Uiso 1 1 calc R . . N5B N 0.46048(11) 0.89966(11) 0.80724(10) 0.0167(2) Uani 1 1 d . . . C6B C 0.47058(13) 0.84292(12) 0.70577(12) 0.0154(2) Uani 1 1 d . . . N7B N 0.33375(12) 0.76586(11) 0.71562(11) 0.0180(2) Uani 1 1 d . . . C8B C 0.16875(14) 0.73451(13) 0.83758(13) 0.0205(2) Uani 1 1 d . . . H81 H 0.1600 0.6386 0.9270 0.025 Uiso 1 1 calc R . . H82 H 0.0777 0.7196 0.8040 0.025 Uiso 1 1 calc R . . C9B C 0.15032(14) 0.87209(14) 0.87878(13) 0.0211(2) Uani 1 1 d . . . H91 H 0.1493 0.9660 0.7918 0.025 Uiso 1 1 calc R . . H92 H 0.0420 0.8509 0.9659 0.025 Uiso 1 1 calc R . . C10B C 0.29738(14) 0.89941(13) 0.91977(13) 0.0196(2) Uiso 1 1 d . . . H101 H 0.2984 1.0005 0.9268 0.024 Uiso 1 1 calc R . . H102 H 0.2818 0.8169 1.0205 0.024 Uiso 1 1 calc R . . O1A O 0.65753(10) 0.74646(9) 0.36522(9) 0.01894(18) Uani 1 1 d . . . O2A O 0.37954(10) 0.66724(10) 0.49154(9) 0.02090(19) Uani 1 1 d . . . C1A C 0.51758(13) 0.68255(12) 0.38514(11) 0.0145(2) Uani 1 1 d . . . C2A C 0.50898(13) 0.62224(11) 0.27286(11) 0.0141(2) Uani 1 1 d . . . C3A C 0.65193(13) 0.63772(12) 0.14697(12) 0.0163(2) Uani 1 1 d . . . H30 H 0.7573 0.6844 0.1351 0.020 Uiso 1 1 calc R . . N4A N 0.64980(11) 0.59091(10) 0.04193(10) 0.0160(2) Uani 1 1 d . . . C5A C 0.49983(13) 0.52516(11) 0.05948(11) 0.0135(2) Uani 1 1 d . . . C6A C 0.35034(13) 0.50306(12) 0.18238(12) 0.0159(2) Uani 1 1 d . . . H60 H 0.2466 0.4556 0.1920 0.019 Uiso 1 1 calc R . . C7A C 0.35620(13) 0.55174(12) 0.29019(12) 0.0162(2) Uani 1 1 d . . . H70 H 0.2562 0.5370 0.3755 0.019 Uiso 1 1 calc R . . O1W O 0.98393(12) 0.68690(13) 0.30500(11) 0.0321(2) Uani 1 1 d . . . H11W H 0.878(3) 0.699(2) 0.319(2) 0.044(5) Uiso 1 1 d . . . H12W H 0.974(3) 0.584(3) 0.332(2) 0.056(6) Uiso 1 1 d . . . O2W O 0.03831(11) 0.64825(11) 0.56981(12) 0.0293(2) Uani 1 1 d . . . H21W H 0.150(3) 0.662(2) 0.534(2) 0.046(5) Uiso 1 1 d . . . H22W H 0.018(3) 0.668(2) 0.488(2) 0.053(6) Uiso 1 1 d . . . 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 N1B 0.0193(4) 0.0199(5) 0.0164(4) -0.0108(4) -0.0074(4) 0.0025(4) C2B 0.0196(5) 0.0203(5) 0.0181(5) -0.0077(4) -0.0076(4) 0.0008(4) C3B 0.0194(5) 0.0203(5) 0.0202(5) -0.0085(4) -0.0104(4) 0.0031(4) C4B 0.0237(5) 0.0202(5) 0.0227(5) -0.0127(4) -0.0138(4) 0.0050(4) N5B 0.0185(4) 0.0196(4) 0.0170(4) -0.0110(4) -0.0086(3) 0.0043(3) C6B 0.0200(5) 0.0136(5) 0.0144(5) -0.0056(4) -0.0092(4) 0.0047(4) N7B 0.0197(4) 0.0206(5) 0.0169(4) -0.0111(4) -0.0070(4) 0.0014(4) C8B 0.0180(5) 0.0222(5) 0.0207(5) -0.0097(4) -0.0060(4) 0.0010(4) C9B 0.0190(5) 0.0235(5) 0.0223(5) -0.0116(5) -0.0073(4) 0.0046(4) O1A 0.0178(4) 0.0225(4) 0.0205(4) -0.0126(3) -0.0077(3) 0.0018(3) O2A 0.0173(4) 0.0315(4) 0.0195(4) -0.0168(3) -0.0064(3) 0.0033(3) C1A 0.0184(5) 0.0143(5) 0.0137(5) -0.0067(4) -0.0084(4) 0.0044(4) C2A 0.0179(5) 0.0131(5) 0.0135(5) -0.0063(4) -0.0078(4) 0.0042(4) C3A 0.0165(5) 0.0183(5) 0.0158(5) -0.0086(4) -0.0065(4) 0.0014(4) N4A 0.0165(4) 0.0178(4) 0.0145(4) -0.0079(4) -0.0057(3) 0.0017(3) C5A 0.0168(5) 0.0127(5) 0.0127(5) -0.0059(4) -0.0069(4) 0.0042(4) C6A 0.0153(5) 0.0173(5) 0.0168(5) -0.0089(4) -0.0063(4) 0.0019(4) C7A 0.0158(5) 0.0188(5) 0.0148(5) -0.0090(4) -0.0048(4) 0.0038(4) O1W 0.0203(4) 0.0356(5) 0.0364(5) -0.0108(4) -0.0115(4) 0.0060(4) O2W 0.0179(4) 0.0387(5) 0.0361(5) -0.0236(4) -0.0069(4) 0.0031(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 N1B C6B 1.3337(14) . ? N1B C2B 1.4563(14) . ? N1B H1B 0.855(16) . ? C2B C3B 1.5176(15) . ? C2B H21 0.9900 . ? C2B H22 0.9900 . ? C3B C4B 1.5160(15) . ? C3B H31 0.9900 . ? C3B H32 0.9900 . ? C4B N5B 1.4633(13) . ? C4B H41 0.9900 . ? C4B H42 0.9900 . ? N5B C6B 1.3389(14) . ? N5B C10B 1.4680(14) . ? C6B N7B 1.3314(14) . ? N7B C8B 1.4569(14) . ? N7B H7B 0.869(16) . ? C8B C9B 1.5180(16) . ? C8B H81 0.9900 . ? C8B H82 0.9900 . ? C9B C10B 1.5158(16) . ? C9B H91 0.9900 . ? C9B H92 0.9900 . ? C10B H101 0.9900 . ? C10B H102 0.9900 . ? O1A C1A 1.2531(13) . ? O2A C1A 1.2595(13) . ? C1A C2A 1.5107(14) . ? C2A C7A 1.3883(14) . ? C2A C3A 1.3941(14) . ? C3A N4A 1.3364(14) . ? C3A H30 0.9500 . ? N4A C5A 1.3468(13) . ? C5A C6A 1.3936(14) . ? C5A C5A 1.4897(19) 2_665 ? C6A C7A 1.3855(14) . ? C6A H60 0.9500 . ? C7A H70 0.9500 . ? O1W H11W 0.88(2) . ? O1W H12W 0.90(2) . ? O2W H21W 0.88(2) . ? O2W H22W 0.88(2) . ? 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 C6B N1B C2B 122.78(9) . . ? C6B N1B H1B 119.7(10) . . ? C2B N1B H1B 117.5(10) . . ? N1B C2B C3B 109.05(9) . . ? N1B C2B H21 109.9 . . ? C3B C2B H21 109.9 . . ? N1B C2B H22 109.9 . . ? C3B C2B H22 109.9 . . ? H21 C2B H22 108.3 . . ? C4B C3B C2B 109.95(9) . . ? C4B C3B H31 109.7 . . ? C2B C3B H31 109.7 . . ? C4B C3B H32 109.7 . . ? C2B C3B H32 109.7 . . ? H31 C3B H32 108.2 . . ? N5B C4B C3B 112.04(9) . . ? N5B C4B H41 109.2 . . ? C3B C4B H41 109.2 . . ? N5B C4B H42 109.2 . . ? C3B C4B H42 109.2 . . ? H41 C4B H42 107.9 . . ? C6B N5B C4B 122.24(9) . . ? C6B N5B C10B 122.02(9) . . ? C4B N5B C10B 115.73(9) . . ? N7B C6B N1B 118.56(9) . . ? N7B C6B N5B 120.62(10) . . ? N1B C6B N5B 120.82(10) . . ? C6B N7B C8B 122.64(9) . . ? C6B N7B H7B 114.1(9) . . ? C8B N7B H7B 123.2(9) . . ? N7B C8B C9B 108.23(9) . . ? N7B C8B H81 110.1 . . ? C9B C8B H81 110.1 . . ? N7B C8B H82 110.1 . . ? C9B C8B H82 110.1 . . ? H81 C8B H82 108.4 . . ? C10B C9B C8B 109.17(9) . . ? C10B C9B H91 109.8 . . ? C8B C9B H91 109.8 . . ? C10B C9B H92 109.8 . . ? C8B C9B H92 109.8 . . ? H91 C9B H92 108.3 . . ? N5B C10B C9B 111.81(9) . . ? N5B C10B H101 109.3 . . ? C9B C10B H101 109.3 . . ? N5B C10B H102 109.3 . . ? C9B C10B H102 109.3 . . ? H101 C10B H102 107.9 . . ? O1A C1A O2A 124.73(9) . . ? O1A C1A C2A 118.94(9) . . ? O2A C1A C2A 116.30(9) . . ? C7A C2A C3A 117.48(9) . . ? C7A C2A C1A 120.75(9) . . ? C3A C2A C1A 121.76(9) . . ? N4A C3A C2A 124.00(10) . . ? N4A C3A H30 118.0 . . ? C2A C3A H30 118.0 . . ? C3A N4A C5A 117.59(9) . . ? N4A C5A C6A 122.64(9) . . ? N4A C5A C5A 116.69(11) . 2_665 ? C6A C5A C5A 120.67(12) . 2_665 ? C7A C6A C5A 118.62(10) . . ? C7A C6A H60 120.7 . . ? C5A C6A H60 120.7 . . ? C6A C7A C2A 119.66(9) . . ? C6A C7A H70 120.2 . . ? C2A C7A H70 120.2 . . ? H11W O1W H12W 99.7(17) . . ? H21W O2W H22W 101.7(17) . . ? 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_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6B N1B C2B C3B 32.76(13) . . . . ? N1B C2B C3B C4B -53.33(12) . . . . ? C2B C3B C4B N5B 46.72(12) . . . . ? C3B C4B N5B C6B -17.15(14) . . . . ? C3B C4B N5B C10B 164.20(9) . . . . ? C2B N1B C6B N7B 178.51(9) . . . . ? C2B N1B C6B N5B -2.00(16) . . . . ? C4B N5B C6B N7B 172.78(9) . . . . ? C10B N5B C6B N7B -8.65(15) . . . . ? C4B N5B C6B N1B -6.70(15) . . . . ? C10B N5B C6B N1B 171.87(9) . . . . ? N1B C6B N7B C8B 177.50(10) . . . . ? N5B C6B N7B C8B -1.99(16) . . . . ? C6B N7B C8B C9B 35.06(14) . . . . ? N7B C8B C9B C10B -55.99(12) . . . . ? C6B N5B C10B C9B -15.94(14) . . . . ? C4B N5B C10B C9B 162.71(9) . . . . ? C8B C9B C10B N5B 47.84(12) . . . . ? O1A C1A C2A C7A -179.52(9) . . . . ? O2A C1A C2A C7A -1.13(14) . . . . ? O1A C1A C2A C3A -0.87(15) . . . . ? O2A C1A C2A C3A 177.52(9) . . . . ? C7A C2A C3A N4A 0.95(16) . . . . ? C1A C2A C3A N4A -177.74(10) . . . . ? C2A C3A N4A C5A 0.13(16) . . . . ? C3A N4A C5A C6A -0.86(15) . . . . ? C3A N4A C5A C5A 179.59(11) . . . 2_665 ? N4A C5A C6A C7A 0.47(16) . . . . ? C5A C5A C6A C7A 180.00(11) 2_665 . . . ? C5A C6A C7A C2A 0.66(16) . . . . ? C3A C2A C7A C6A -1.31(15) . . . . ? C1A C2A C7A C6A 177.39(9) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1B H1B O1A 0.855(16) 2.047(16) 2.8972(12) 173.4(13) . N7B H7B O2A 0.869(16) 1.876(16) 2.7432(12) 175.2(14) . O1W H11W O1A 0.88(2) 1.87(2) 2.7452(13) 170.6(17) . O2W H21W O2A 0.88(2) 1.85(2) 2.7225(13) 170.4(18) . O1W H12W O2W 0.90(2) 2.01(2) 2.8979(15) 167.5(19) 2_666 O2W H22W O1W 0.88(2) 1.96(2) 2.8345(15) 172.5(19) 1_455 _diffrn_measured_fraction_theta_max 0.896 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.329 _refine_diff_density_min -0.459 _refine_diff_density_rms 0.069 # publcif vny190 _publcif_info_exptl_table_extra_item loop start