data_Leuco # start Validation Reply Form _vrf_ATOM007_Leucopterin-hemihydrate ; PROBLEM: _atom_site_aniso_label is missing RESPONSE: There are no anisotropically refined atoms. ; _vrf_THETM01_Leucopterin-hemihydrate ; PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550 RESPONSE: small, weakly diffracting crystal ; _vrf_PLAT088_Leucopterin-hemihydrate ; PROBLEM: Poor Data / Parameter Ratio .................... 5.42 Note RESPONSE: small, weakly diffracting crystal ; _vrf_PLAT201_Leucopterin-hemihydrate ; PROBLEM: Isotropic non-H Atoms in Main Residue(s) ....... 14 Report RESPONSE: small crystal ; _vrf_PLAT927_Leucopterin-hemihydrate ; PROBLEM: Reported and Calculated wR2 Differ by ......... -0.0587 Check RESPONSE: H atoms were added after refinement ; _vrf_PLAT084_Leucopterin-hemihydrate ; PROBLEM: High wR2 Value (i.e. > 0.25) ................... 0.45 Report RESPONSE: small, weakly diffracting crystal ; _vrf_PLAT340_Leucopterin-hemihydrate ; PROBLEM: Low Bond Precision on C-C Bonds ............... 0.03 Ang. RESPONSE: small, weakly diffracting crystal ; _vrf_PLAT928_Leucopterin-hemihydrate ; PROBLEM: Reported and Calculated S value Differ by . -0.318 Check RESPONSE: H atoms were added after refinement ; _vrf_GOODF01_Leucopterin-hemihydrate ; PROBLEM: The least squares goodness of fit parameter lies RESPONSE: small, weakly diffracting crystal ; _vrf_PLAT029_Leucopterin-hemihydrate ; PROBLEM: _diffrn_measured_fraction_theta_full value Low . 0.960 Why? RESPONSE: small, weakly diffracting crystal ; _vrf_PLAT082_Leucopterin-hemihydrate ; PROBLEM: High R1 Value .................................. 0.14 Report RESPONSE: small, weakly diffracting crystal ; _vrf_PLAT087_Leucopterin-hemihydrate ; PROBLEM: Unsatisfactory S value (Too High) .............. 2.41 Check RESPONSE: small, weakly diffracting crystal ; _vrf_PLAT202_Leucopterin-hemihydrate ; PROBLEM: Isotropic non-H Atoms in Anion/Solvent ......... 1 Check RESPONSE: small, weakly diffracting crystal ; _vrf_PLAT241_Leucopterin-hemihydrate ; PROBLEM: High 'MainMol' Ueq as Compared to Neighbors of N02 Check RESPONSE: small, weakly diffracting crystal ; _vrf_PLAT242_Leucopterin-hemihydrate ; PROBLEM: Low 'MainMol' Ueq as Compared to Neighbors of C01 Check RESPONSE: small, weakly diffracting crystal ; _vrf_PLAT245_Leucopterin-hemihydrate ; PROBLEM: U(iso) H2 Smaller than U(eq) N41 by 0.015 Ang**2 RESPONSE: small, weakly diffracting crystal ; _vrf_PLAT245_Leucopterin-hemihydrate_2 ; PROBLEM: U(iso) H3 Smaller than U(eq) N41 by 0.015 Ang**2 RESPONSE: small, weakly diffracting crystal ; _vrf_PLAT245_Leucopterin-hemihydrate_3 ; PROBLEM: U(iso) H7 Smaller than U(eq) N02 by 0.015 Ang**2 RESPONSE: small, weakly diffracting crystal ; _vrf_PLAT245_Leucopterin-hemihydrate_4 ; PROBLEM: U(iso) H1W Smaller than U(eq) O1W by 0.018 Ang**2 RESPONSE: small, weakly diffracting crystal ; _vrf_PLAT309_Leucopterin-hemihydrate ; PROBLEM: Single Bonded Oxygen (C-O > 1.3 Ang) ........... O11 Check RESPONSE: small, weakly diffracting crystal ; _vrf_PLAT353_Leucopterin-hemihydrate ; PROBLEM: Long N-H (N0.87,N1.01A) N02 - H7 . 1.01 Ang. RESPONSE: H atoms added after refinement ; _vrf_PLAT353_Leucopterin-hemihydrate_2 ; PROBLEM: Long N-H (N0.87,N1.01A) N05 - H6 . 1.01 Ang. RESPONSE: H atoms added after refinement ; _vrf_PLAT353_Leucopterin-hemihydrate_3 ; PROBLEM: Long N-H (N0.87,N1.01A) N07 - H1 . 1.02 Ang. RESPONSE: H atoms added after refinement ; _vrf_PLAT353_Leucopterin-hemihydrate_4 ; PROBLEM: Long N-H (N0.87,N1.01A) N41 - H2 . 1.02 Ang. RESPONSE: H atoms added after refinement ; _vrf_PLAT353_Leucopterin-hemihydrate_5 ; PROBLEM: Long N-H (N0.87,N1.01A) N41 - H3 . 1.02 Ang. RESPONSE: H atoms added after refinement ; _vrf_PLAT906_Leucopterin-hemihydrate ; PROBLEM: Large K Value in the Analysis of Variance ...... 8.381 Check RESPONSE: Small, weakly diffracting crystal ; _vrf_PLAT911_Leucopterin-hemihydrate ; PROBLEM: Missing FCF Refl Between Thmin & STh/L= 0.376 10 Report RESPONSE: Small, weakly diffracting crystal ; _vrf_PLAT934_Leucopterin-hemihydrate ; PROBLEM: Number of (Iobs-Icalc)/Sigma(W) > 10 Outliers .. 1 Check RESPONSE: Small, weakly diffracting crystal ; _vrf_PLAT939_Leucopterin-hemihydrate ; PROBLEM: Large Value of Not (SHELXL) Weight Optimized S . 13.77 Check RESPONSE: Small, weakly diffracting crystal ; _vrf_PLAT975_Leucopterin-hemihydrate ; PROBLEM: Check Calcd Resid. Dens. 1.07Ang From O11 . 0.50 eA-3 RESPONSE: small, weakly diffracting crystal ; _vrf_PLAT977_Leucopterin-hemihydrate ; PROBLEM: Check Negative Difference Density on H1W . -0.41 eA-3 RESPONSE: H atom added after refinement ; _vrf_PLAT977_Leucopterin-hemihydrate_2 ; PROBLEM: Check Negative Difference Density on H2 . -0.38 eA-3 RESPONSE: H atoms added after refinement ; _vrf_PLAT977_Leucopterin-hemihydrate_3 ; PROBLEM: Check Negative Difference Density on H7 . -0.33 eA-3 RESPONSE: H atoms added after refinement ; # Added during the CSD deposition process: Tuesday 19 July 2022 02:35 PM # end Validation Reply Form _audit_creation_method SHELXL-2018/3 _shelx_SHELXL_version_number 2018/3 _chemical_name_systematic 'Leucopterin hemihydrate' _chemical_name_common ? _chemical_melting_point 'dehydration starting at 130 C' _chemical_formula_moiety '2(C6 H5 N5 O3), H2 O' _chemical_formula_sum 'C12 H12 N10 O7' _chemical_formula_weight 408.32 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system monoclinic _space_group_IT_number 13 _space_group_name_H-M_alt 'P 2/c' _space_group_name_Hall '-P 2yc' _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. ; loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 8.0781(10) _cell_length_b 4.7930(6) _cell_length_c 18.345(2) _cell_angle_alpha 90 _cell_angle_beta 90.223(8) _cell_angle_gamma 90 _cell_volume 710.28(15) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 322 _cell_measurement_theta_min 4.821 _cell_measurement_theta_max 35.462 _exptl_crystal_description 'small, thin square' _exptl_crystal_colour white _exptl_crystal_density_meas 'about 1.83' _exptl_crystal_density_method 'suspension in iodobenzene does not separate' _exptl_crystal_density_diffrn 1.909 _exptl_crystal_F_000 420 _exptl_transmission_factor_min ? _exptl_transmission_factor_max ? _exptl_crystal_size_max 0.020 #Estimated value _exptl_crystal_size_mid 0.015 #Estimated value _exptl_crystal_size_min 0.002 #Estimated value _exptl_absorpt_coefficient_mu 1.392 _shelx_estimated_absorpt_T_min ? _shelx_estimated_absorpt_T_max ? _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; Small, thin crystal. Limited data quality. Non-H atoms refined isotropically. H atoms added after refinement. The tautomeric state was proven by SSNMNR and DFT-D. ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_source ? _diffrn_measurement_device_type 'Siemens Bruker 3-circle diffractometer' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 3112 _diffrn_reflns_av_unetI/netI 0.0222 _diffrn_reflns_av_R_equivalents 0.0428 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -3 _diffrn_reflns_limit_k_max 3 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 4.821 _diffrn_reflns_theta_max 35.462 _diffrn_reflns_theta_full 35.462 _diffrn_measured_fraction_theta_max 0.960 _diffrn_measured_fraction_theta_full 0.960 _diffrn_reflns_Laue_measured_fraction_max 0.960 _diffrn_reflns_Laue_measured_fraction_full 0.960 _diffrn_reflns_point_group_measured_fraction_max 0.960 _diffrn_reflns_point_group_measured_fraction_full 0.960 _reflns_number_total 322 _reflns_number_gt 288 _reflns_threshold_expression 'I > 2\s(I)' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_max . _reflns_Friedel_fraction_full . _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details 'Small, thin crystal. Limited data quality. Non-H atoms refined isotropically. H atoms added after refinement. The tautomeric state was proven by SSNMNR and DFT-D.' _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary ? _atom_sites_solution_secondary ? _atom_sites_solution_hydrogens . _refine_ls_hydrogen_treatment undef _refine_ls_extinction_method none _refine_ls_extinction_coef . _refine_ls_number_reflns 309 _refine_ls_number_parameters 57 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1461 _refine_ls_R_factor_gt 0.1413 _refine_ls_wR_factor_ref 0.4451 _refine_ls_wR_factor_gt 0.4417 _refine_ls_goodness_of_fit_ref 2.411 _refine_ls_restrained_S_all 2.411 _refine_ls_shift/su_max 0.010 _refine_ls_shift/su_mean 0.003 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 O11 O 0.8883(16) 0.207(2) 0.1816(7) 0.041(7) O61 O 0.5425(17) -0.339(3) -0.0842(7) 0.041(7) O81 O 0.6770(17) -0.229(2) 0.1789(8) 0.032(7) N02 N 0.873(2) 0.237(3) 0.0578(10) 0.045(9) N03 N 0.874(2) 0.295(3) -0.0673(10) 0.031(8) N05 N 0.7013(15) -0.012(3) -0.1400(9) 0.030(8) N07 N 0.664(2) -0.200(3) 0.0551(10) 0.032(8) N41 N 0.851(2) 0.350(3) -0.1912(10) 0.045(8) C01 C 0.826(2) 0.112(4) 0.1207(11) 0.018(7) C04 C 0.801(2) 0.207(4) -0.1291(11) 0.026(8) C06 C 0.651(3) -0.141(4) -0.0781(14) 0.040(9) C08 C 0.711(2) -0.118(4) 0.1218(12) 0.018(7) C09 C 0.705(2) -0.066(4) -0.0116(11) 0.016(8) C10 C 0.810(2) 0.146(4) -0.0110(10) 0.016(8) O1W O 0.500000 0.286(3) 0.250000 0.048(8) H1 H 0.5925 -0.3738 0.0518 0.03 H2 H 0.8028 0.2987 -0.2406 0.03 H3 H 0.9357 0.5057 -0.1871 0.03 H6 H 0.6662 -0.0764 -0.1904 0.03 H7 H 0.9544 0.3981 0.0597 0.03 H1W H 0.5716 0.4016 0.22126 0.03 _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 O11 C01 1.306(19) . ? O61 C06 1.30(2) . ? O81 C08 1.209(19) . ? N02 C01 1.36(2) . ? N02 C10 1.43(2) . ? N03 C04 1.35(2) . ? N03 C10 1.36(2) . ? N05 C04 1.34(2) . ? N05 C06 1.36(2) . ? N07 C08 1.34(2) . ? N07 C09 1.42(2) . ? N41 C04 1.39(2) . ? C01 C08 1.44(2) . ? C06 C09 1.34(2) . ? C09 C10 1.33(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 C01 N02 C10 121.2(18) . . ? C04 N03 C10 108.1(18) . . ? C04 N05 C06 114(2) . . ? C08 N07 C09 126.1(18) . . ? O11 C01 N02 117.7(18) . . ? O11 C01 C08 120.1(19) . . ? N02 C01 C08 122.2(19) . . ? N03 C04 N05 129(2) . . ? N03 C04 N41 114(2) . . ? N05 C04 N41 116.2(19) . . ? O61 C06 C09 119(2) . . ? O61 C06 N05 118(2) . . ? C09 C06 N05 123(2) . . ? O81 C08 N07 126.7(18) . . ? O81 C08 C01 119.9(19) . . ? N07 C08 C01 113.1(19) . . ? C10 C09 C06 115(2) . . ? C10 C09 N07 119.2(19) . . ? C06 C09 N07 126(2) . . ? C09 C10 N03 130(2) . . ? C09 C10 N02 117.8(19) . . ? N03 C10 N02 112.2(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 C10 N02 C01 O11 -179.6(13) . . . . ? C10 N02 C01 C08 0(3) . . . . ? C10 N03 C04 N05 -10(3) . . . . ? C10 N03 C04 N41 177.9(13) . . . . ? C06 N05 C04 N03 10(3) . . . . ? C06 N05 C04 N41 -178.3(16) . . . . ? C04 N05 C06 O61 173.8(15) . . . . ? C04 N05 C06 C09 -4(3) . . . . ? C09 N07 C08 O81 179.6(16) . . . . ? C09 N07 C08 C01 -6(3) . . . . ? O11 C01 C08 O81 -3(3) . . . . ? N02 C01 C08 O81 177.4(17) . . . . ? O11 C01 C08 N07 -177.1(15) . . . . ? N02 C01 C08 N07 3(2) . . . . ? O61 C06 C09 C10 -177.2(16) . . . . ? N05 C06 C09 C10 0(3) . . . . ? O61 C06 C09 N07 6(3) . . . . ? N05 C06 C09 N07 -176.6(15) . . . . ? C08 N07 C09 C10 7(3) . . . . ? C08 N07 C09 C06 -176.6(17) . . . . ? C06 C09 C10 N03 -1(3) . . . . ? N07 C09 C10 N03 175.7(17) . . . . ? C06 C09 C10 N02 -179.6(15) . . . . ? N07 C09 C10 N02 -2(3) . . . . ? C04 N03 C10 C09 5(3) . . . . ? C04 N03 C10 N02 -176.3(12) . . . . ? C01 N02 C10 C09 -1(3) . . . . ? C01 N02 C10 N03 -179.1(14) . . . . ? _refine_diff_density_max 0.529 _refine_diff_density_min -0.591 _refine_diff_density_rms 0.170 _shelx_res_file ; TITL lt26_2_0m_a.res in Pc New:P2/c lt26_2_0m_b_pl.res created by SHELXL-2018/3 at 13:52:55 on 19-Sep-2019 CELL 1.54178 8.0781 4.7930 18.3450 90.000 90.223 90.000 ZERR 2 0.0010 0.0006 0.0020 0.000 0.008 0.000 LATT 1 SYMM - X , Y , 0.50000 - Z SFAC C H N O UNIT 24 0 20 14 LIST 6 ! automatically inserted. Change 6 to 4 for CHECKCIF!! TEMP 23 L.S. 5 FMAP 2 PLAN -20 ACTA 136 CONF BOND $H EADP C01 C08 EADP C09 C10 WGHT 0.200000 FVAR 0.56212 RESI 0 O11 4 0.888260 0.206934 0.181618 11.00000 0.04078 O61 4 0.542495 -0.338886 -0.084194 11.00000 0.04089 O81 4 0.676963 -0.229009 0.178923 11.00000 0.03163 N02 3 0.873370 0.236677 0.057786 11.00000 0.04472 N03 3 0.874457 0.294540 -0.067255 11.00000 0.03084 N05 3 0.701287 -0.012105 -0.140007 11.00000 0.03029 N07 3 0.664367 -0.199940 0.055111 11.00000 0.03220 N41 3 0.851340 0.349631 -0.191216 11.00000 0.04497 C01 1 0.826046 0.111838 0.120706 11.00000 0.01817 C04 1 0.800945 0.207235 -0.129117 11.00000 0.02635 C06 1 0.651173 -0.140928 -0.078141 11.00000 0.04027 C08 1 0.711268 -0.117642 0.121782 11.00000 0.01817 C09 1 0.704556 -0.066305 -0.011580 11.00000 0.01611 C10 1 0.810395 0.146415 -0.010977 11.00000 0.01611 O1W 4 0.500000 0.285662 0.250000 10.50000 0.04779 HKLF 4 REM lt26_2_0m_a.res in Pc New:P2/c REM wR2 = 0.4451, GooF = S = 2.411, Restrained GooF = 2.411 for all data REM R1 = 0.1413 for 288 Fo > 4sig(Fo) and 0.1461 for all 309 data REM 57 parameters refined using 0 restraints END WGHT 0.2000 0.0000 REM Highest difference peak 0.529, deepest hole -0.591, 1-sigma level 0.170 Q1 1 0.4433 -0.6635 -0.0606 11.00000 0.05 0.53 Q2 1 0.3874 -0.6390 0.1925 11.00000 0.05 0.53 Q3 1 0.8514 0.2960 0.2367 11.00000 0.05 0.51 Q4 1 0.8463 0.2995 0.1241 11.00000 0.05 0.47 Q5 1 0.9372 0.2809 -0.2370 11.00000 0.05 0.44 Q6 1 0.8958 0.2446 -0.2364 11.00000 0.05 0.44 Q7 1 0.8862 0.3283 -0.1068 11.00000 0.05 0.42 Q8 1 0.4935 -0.4180 0.2093 11.00000 0.05 0.41 Q9 1 0.7264 -0.0965 -0.2060 11.00000 0.05 0.41 Q10 1 0.5125 -0.3732 0.1822 11.00000 0.05 0.39 Q11 1 0.6028 -0.1426 0.2192 11.00000 0.05 0.38 Q12 1 0.5738 -0.3187 -0.0326 11.00000 0.05 0.38 Q13 1 0.4355 -0.4965 0.2138 11.00000 0.05 0.37 Q14 1 0.8252 0.6192 -0.1630 11.00000 0.05 0.34 Q15 1 0.8707 0.3628 -0.0178 11.00000 0.05 0.34 Q16 1 0.7717 0.1393 0.1675 11.00000 0.05 0.32 Q17 1 0.8718 0.1462 -0.1731 11.00000 0.05 0.29 Q18 1 0.9652 0.5803 0.1846 11.00000 0.05 0.27 Q19 1 1.0598 0.1829 -0.0881 11.00000 0.05 0.24 Q20 1 0.3136 -0.2793 -0.0810 11.00000 0.05 0.23 ; _shelx_res_checksum 93032 # # PLAT930_ALERT_2_B FCF-based Twin Law ( 0 0 1) Est.d BASF 0.13 Check # Response: Twin refinement tested. Result ambiguous, because poor data set. # _shelx_hkl_file ; 1 0 0 3.10 1.80 1 0 0 1.80 2.00 1 0 0 3.50 1.50 1 0 0 2.60 1.00 1 0 0 2.30 1.90 1 0 0 3.20 1.80 -1 0 0 2.10 0.80 -1 0 0 2.00 0.90 -1 0 0 2.20 1.00 -1 0 0 2.60 0.80 -1 0 0 3.10 1.50 -1 0 0 3.80 2.40 2 0 0 2416.06 113.59 2 0 0 2296.57 113.69 2 0 0 2578.44 113.99 2 0 0 2316.17 113.79 2 0 0 2373.16 113.49 -2 0 0 2810.22 114.39 -2 0 0 2598.24 113.29 -2 0 0 2447.16 112.89 -2 0 0 2561.34 113.09 -2 0 0 2503.05 113.39 -2 0 0 2403.76 112.89 3 0 0 400.66 20.90 -3 0 0 418.96 19.80 -3 0 0 439.16 20.00 3 0 0 399.76 21.70 3 0 0 430.66 20.90 3 0 0 402.56 21.40 3 0 0 419.16 21.60 -3 0 0 434.16 20.20 -3 0 0 431.46 19.80 -3 0 0 408.96 20.80 4 0 0 919.51 45.00 4 0 0 934.81 45.70 4 0 0 939.91 45.50 -4 0 0 908.91 43.50 -4 0 0 966.70 43.60 -4 0 0 911.91 44.40 -4 0 0 958.90 44.10 4 0 0 937.61 44.80 -4 0 0 975.60 43.90 -5 0 0 1076.19 49.99 5 0 0 1073.59 51.59 -5 0 0 1078.89 50.49 5 0 0 1084.69 52.39 -5 0 0 1063.29 51.39 0 -1 0 1485.55 66.59 0 -1 0 1374.36 66.89 0 -1 0 1553.94 66.99 0 -1 0 1427.76 67.49 0 -1 0 1492.85 66.59 0 -1 0 1489.75 66.69 0 -1 0 1319.17 67.19 0 1 0 1477.95 67.49 0 1 0 1487.65 66.99 0 1 0 1517.15 66.99 -1 -1 0 3.00 2.90 1 -1 0 5.70 1.70 -1 -1 0 5.00 2.20 -1 -1 0 3.60 2.50 -1 -1 0 2.50 1.30 -1 -1 0 5.10 2.20 -1 -1 0 4.80 1.60 1 -1 0 4.60 3.20 -1 -1 0 6.80 1.90 1 -1 0 2.70 3.70 1 -1 0 3.40 2.20 -1 -1 0 4.50 2.60 1 -1 0 4.50 1.60 1 1 0 4.60 2.60 -1 1 0 3.10 2.70 1 1 0 3.70 2.80 -1 1 0 4.00 2.10 -1 1 0 2.10 3.40 -1 1 0 2.60 2.30 1 1 0 2.60 2.70 -2 -1 0 1952.80 86.39 2 -1 0 1820.82 87.09 -2 -1 0 1847.82 85.89 -2 -1 0 1916.81 86.39 -2 -1 0 1998.80 85.99 2 -1 0 1870.21 86.69 2 -1 0 1768.12 87.39 2 -1 0 1865.21 86.29 -2 -1 0 1869.51 86.09 2 1 0 1979.80 87.09 2 1 0 1863.61 87.39 2 1 0 1810.02 86.49 -2 1 0 1847.02 86.09 -2 1 0 1867.11 85.99 -2 1 0 1957.40 87.79 -2 1 0 1904.71 86.49 3 -1 0 558.44 30.10 3 -1 0 591.84 29.90 -3 -1 0 621.34 28.40 -3 -1 0 589.64 28.60 -3 -1 0 609.84 28.00 3 -1 0 572.94 29.20 -3 -1 0 610.04 28.20 3 -1 0 600.74 28.90 -3 -1 0 596.84 28.90 -3 1 0 610.34 28.40 -3 1 0 638.94 28.90 3 1 0 525.25 29.90 3 1 0 619.34 29.10 3 1 0 638.24 29.90 -3 1 0 633.64 28.20 4 -1 0 2.20 5.10 -4 -1 0 2.30 3.20 -4 -1 0 1.60 2.40 -4 -1 0 1.30 2.10 4 -1 0 3.40 6.10 -4 -1 0 4.10 4.10 -4 -1 0 0.90 2.00 4 -1 0 4.00 3.30 -4 1 0 3.70 2.90 4 1 0 0.90 4.20 -4 1 0 1.00 2.50 -4 1 0 2.30 4.80 -4 1 0 -0.30 2.50 4 1 0 0.90 3.60 -5 -1 0 60.79 5.50 -5 -1 0 83.49 7.50 -5 -1 0 65.39 4.90 5 -1 0 64.79 9.80 5 -1 0 70.29 6.90 5 -1 0 65.09 9.00 5 1 0 60.49 6.90 -5 1 0 61.09 5.90 -5 1 0 72.09 5.60 -5 1 0 80.99 8.60 5 1 0 61.49 8.10 0 -2 0 2692.13 121.49 0 -2 0 2759.42 120.99 0 -2 0 2721.83 120.69 0 -2 0 2868.71 121.59 0 -2 0 2600.04 121.89 0 2 0 2535.75 121.29 0 2 0 2350.96 122.39 1 -2 0 81.09 5.90 -1 -2 0 83.09 5.00 -1 -2 0 76.69 5.10 -1 -2 0 78.29 5.20 -1 -2 0 80.69 6.20 1 -2 0 77.09 5.10 -1 -2 0 85.59 6.00 1 -2 0 81.79 8.50 1 -2 0 79.39 5.00 1 -2 0 85.29 6.40 -1 2 0 72.49 6.70 1 2 0 79.19 7.40 1 2 0 78.99 7.00 -1 2 0 84.59 6.30 -2 -2 0 25.50 4.30 -2 -2 0 22.30 3.50 2 -2 0 29.80 4.80 -2 -2 0 21.70 3.10 2 -2 0 20.50 4.80 -2 -2 0 26.90 3.40 2 -2 0 20.30 3.10 2 -2 0 26.60 3.20 2 -2 0 23.10 6.50 -2 -2 0 25.30 2.90 -2 2 0 25.30 4.10 2 2 0 21.60 8.20 2 2 0 23.60 5.00 -2 2 0 30.30 4.60 2 2 0 22.70 5.00 -3 -2 0 390.86 19.30 3 -2 0 373.96 22.00 -3 -2 0 368.06 19.10 3 -2 0 408.06 20.40 -3 -2 0 365.06 18.70 -3 -2 0 355.26 18.70 -3 -2 0 368.56 18.30 3 -2 0 388.26 20.80 -3 2 0 376.86 19.60 -3 2 0 393.06 18.60 -3 2 0 380.16 18.80 3 2 0 380.06 21.00 -4 -2 0 483.75 23.00 4 -2 0 499.75 26.00 4 -2 0 515.85 27.50 -4 -2 0 463.25 24.30 -4 -2 0 446.86 23.40 4 -2 0 497.75 25.30 -4 2 0 454.55 24.20 -4 2 0 475.05 23.60 -4 2 0 483.35 23.20 4 2 0 446.96 25.80 0 -3 0 15.80 3.80 0 -3 0 18.70 3.20 0 -3 0 19.60 5.10 0 -3 0 14.70 2.80 0 3 0 17.80 5.70 -1 -3 0 41.40 4.40 1 -3 0 47.60 4.50 -1 -3 0 50.89 5.30 -1 -3 0 47.80 4.20 1 -3 0 59.99 7.10 1 -3 0 46.80 4.40 -1 -3 0 52.79 6.60 -1 3 0 65.09 7.00 1 3 0 57.19 7.40 -1 3 0 65.89 7.30 -2 -3 0 108.49 7.40 2 -3 0 119.99 7.50 -2 -3 0 115.59 8.40 -2 -3 0 118.49 7.10 -2 -3 0 131.39 9.00 2 -3 0 129.59 10.10 2 -3 0 114.79 7.90 2 -3 0 135.29 11.30 2 3 0 124.79 11.00 2 3 0 141.59 13.90 -2 3 0 116.49 9.40 -2 3 0 125.39 9.60 -3 -3 0 44.60 4.10 3 -3 0 50.49 8.10 -3 -3 0 44.30 5.10 -3 3 0 58.49 7.20 3 3 0 50.19 8.20 -3 3 0 66.49 6.10 -3 3 0 50.99 8.50 -6 0 1 11.90 9.20 -5 0 1 6.10 2.90 5 0 -1 -2.10 3.80 -5 0 1 4.20 5.70 -5 0 1 3.70 2.50 5 0 -1 4.70 4.90 4 0 -1 3.30 3.50 -4 0 1 6.80 2.70 4 0 -1 -0.70 4.90 4 0 -1 0.70 5.70 -4 0 1 1.40 2.40 4 0 -1 -0.20 3.60 -4 0 1 -0.70 2.50 -4 0 1 1.50 4.60 3 0 -1 -1.40 4.70 -3 0 1 1.30 2.20 3 0 -1 -1.50 3.00 -3 0 1 -0.90 4.00 -3 0 1 0.90 1.80 -3 0 1 -1.60 2.50 -3 0 1 -2.30 2.10 3 0 -1 -3.00 3.90 3 0 -1 -2.00 3.10 3 0 -1 -0.90 3.50 -2 0 1 -3.50 1.90 -2 0 1 0.80 1.50 -2 0 1 1.00 3.60 2 0 -1 -1.30 2.40 2 0 -1 -0.10 3.10 -2 0 1 1.10 3.20 2 0 -1 0.50 3.70 2 0 -1 -3.30 2.50 -2 0 1 -1.10 1.80 2 0 -1 0.00 3.10 -2 0 1 -0.10 1.70 -1 0 1 -0.40 0.70 1 0 -1 0.00 1.40 -1 0 1 -0.80 1.70 -1 0 1 -0.40 0.80 1 0 -1 -0.30 2.00 1 0 -1 0.80 1.40 1 0 -1 -0.10 2.00 -1 0 1 0.00 1.90 1 0 -1 -0.10 1.80 -1 0 1 0.30 1.10 0 0 1 0.40 0.40 0 0 -1 0.30 0.40 1 0 1 0.30 1.80 -1 0 -1 0.10 2.10 -1 0 -1 0.20 0.70 1 0 1 1.40 2.00 1 0 1 0.00 1.60 -1 0 -1 -0.10 1.10 -1 0 -1 -0.30 1.20 1 0 1 -1.20 1.60 -1 0 -1 0.60 0.80 -1 0 -1 -1.20 1.10 1 0 1 0.40 2.00 2 0 1 -2.30 3.30 -2 0 -1 -2.50 2.10 -2 0 -1 -0.30 1.50 2 0 1 -2.20 2.80 2 0 1 -0.20 3.00 2 0 1 -4.10 3.30 -2 0 -1 2.60 4.60 -2 0 -1 0.20 3.00 -2 0 -1 0.20 1.60 2 0 1 -1.90 3.50 -2 0 -1 -0.60 1.80 3 0 1 -4.30 3.50 3 0 1 -3.10 4.50 -3 0 -1 -0.10 2.20 -3 0 -1 -0.90 2.50 -3 0 -1 -1.80 2.10 -3 0 -1 1.60 3.60 3 0 1 0.20 4.90 -3 0 -1 -0.40 2.10 3 0 1 -2.80 3.30 3 0 1 0.60 3.70 -4 0 -1 0.20 2.50 4 0 1 -2.10 3.30 -4 0 -1 1.60 2.30 -4 0 -1 1.00 2.30 4 0 1 2.40 4.00 -4 0 -1 -0.70 2.70 -4 0 -1 2.50 4.40 4 0 1 2.90 5.50 4 0 1 2.40 4.90 -5 0 -1 6.00 2.70 5 0 1 3.60 5.00 -5 0 -1 2.70 5.40 -5 0 -1 2.40 2.90 -5 0 -1 4.50 2.40 5 0 1 1.50 3.80 -5 -1 1 195.68 12.40 -5 -1 1 191.78 10.20 -5 -1 1 181.98 10.90 5 -1 -1 206.38 15.00 5 -1 -1 205.58 14.10 5 -1 -1 196.48 12.30 5 1 -1 199.18 12.30 -5 1 1 189.58 13.20 -5 1 1 182.18 10.90 5 1 -1 191.08 13.30 -5 1 1 199.48 10.60 4 -1 -1 339.37 17.90 -4 -1 1 347.07 16.30 -4 -1 1 322.87 17.70 -4 -1 1 339.77 16.80 4 -1 -1 337.37 20.10 4 -1 -1 329.47 19.00 -4 -1 1 320.97 16.60 4 1 -1 351.86 17.90 -4 1 1 326.47 16.40 -4 1 1 327.67 16.80 4 1 -1 346.47 18.90 -4 1 1 322.87 16.90 -4 1 1 332.17 18.20 -3 -1 1 180.88 9.80 3 -1 -1 170.08 12.30 -3 -1 1 196.48 9.40 -3 -1 1 201.48 9.80 -3 -1 1 194.28 11.10 3 -1 -1 186.88 10.60 3 -1 -1 190.68 11.10 3 -1 -1 162.68 11.40 3 1 -1 191.38 10.70 3 1 -1 210.78 11.90 -3 1 1 181.68 10.20 -3 1 1 180.18 9.70 -3 1 1 171.78 9.80 -2 -1 1 8722.63 416.26 2 -1 -1 8928.11 416.56 2 -1 -1 8934.41 417.26 -2 -1 1 9198.78 415.86 2 -1 -1 8923.41 416.76 -2 -1 1 9437.36 415.96 -2 -1 1 9247.97 416.36 2 -1 -1 8590.84 417.16 -2 -1 1 8955.10 415.76 -2 -1 1 9298.37 416.16 2 -1 -1 9158.68 416.26 -2 1 1 9325.17 415.96 2 1 -1 8793.42 416.26 -2 1 1 9348.96 416.26 -2 1 1 9999.00 417.86 2 1 -1 8869.91 417.36 -2 1 1 9395.46 415.86 2 1 -1 9724.43 416.96 -1 -1 1 31.40 2.90 -1 -1 1 29.90 2.80 1 -1 -1 29.80 3.80 -1 -1 1 28.20 4.40 1 -1 -1 31.20 2.80 -1 -1 1 29.60 4.30 -1 -1 1 39.00 2.80 1 -1 -1 41.30 5.20 1 -1 -1 33.90 2.80 1 -1 -1 31.10 3.00 1 -1 -1 38.70 3.00 -1 -1 1 29.60 3.40 1 -1 -1 40.30 4.40 -1 -1 1 35.00 2.50 -1 1 1 29.50 4.20 1 1 -1 27.60 5.60 1 1 -1 20.00 3.40 1 1 -1 27.70 3.90 -1 1 1 32.40 4.30 1 1 -1 24.80 3.10 1 1 -1 40.60 4.20 0 -1 1 15.50 2.80 0 -1 1 16.20 3.50 0 -1 1 17.90 2.20 0 -1 1 18.70 1.70 0 -1 -1 20.40 2.30 0 -1 -1 21.20 1.90 0 -1 1 19.00 2.60 0 -1 1 19.00 2.50 0 -1 1 22.90 1.90 0 -1 -1 19.60 2.60 0 -1 -1 16.50 2.80 0 -1 -1 16.90 2.40 0 -1 -1 19.40 1.70 0 -1 -1 15.60 3.10 0 -1 -1 20.50 2.00 0 1 -1 20.40 3.40 0 1 -1 18.00 2.80 0 1 1 15.40 2.80 0 1 1 25.20 3.60 1 -1 1 106.89 5.50 1 -1 1 83.79 7.40 -1 -1 -1 111.39 5.40 -1 -1 -1 101.29 5.20 1 -1 1 100.29 5.30 1 -1 1 95.59 6.00 1 -1 1 96.69 6.70 -1 -1 -1 109.09 5.80 -1 -1 -1 92.69 5.60 1 -1 1 78.69 6.60 -1 -1 -1 104.39 6.50 -1 -1 -1 107.59 5.80 -1 -1 -1 101.09 6.20 1 1 1 98.19 6.40 -1 1 -1 93.09 6.20 -1 1 -1 105.09 6.10 -1 1 -1 100.39 7.00 1 1 1 98.59 7.80 1 1 1 92.99 6.40 -2 -1 -1 3650.43 169.58 -2 -1 -1 3504.65 170.68 2 -1 1 3565.64 169.78 2 -1 1 3666.73 170.88 2 -1 1 3601.94 170.48 -2 -1 -1 3669.53 169.78 -2 -1 -1 4133.99 169.58 -2 -1 -1 3578.54 169.98 -2 -1 -1 3713.63 169.38 2 -1 1 3605.94 170.08 -2 1 -1 3784.32 171.08 2 1 1 4018.40 170.78 2 1 1 3898.51 170.08 -2 1 -1 3826.02 170.08 -2 1 -1 3594.54 169.58 -2 1 -1 3514.15 169.48 2 1 1 4012.00 170.48 -3 -1 -1 662.73 31.30 3 -1 1 661.13 32.90 3 -1 1 644.64 32.10 -3 -1 -1 661.73 31.10 -3 -1 -1 678.53 31.70 3 -1 1 662.63 31.70 -3 -1 -1 657.23 30.90 3 -1 1 665.43 33.20 -3 -1 -1 672.73 31.60 -3 1 -1 684.23 31.80 3 1 1 628.84 32.80 3 1 1 689.63 32.10 -3 1 -1 674.43 33.80 -3 1 -1 679.53 31.00 -3 1 -1 665.33 31.30 3 1 1 652.63 32.60 4 -1 1 430.56 23.70 -4 -1 -1 419.06 20.60 -4 -1 -1 417.36 20.10 4 -1 1 419.56 23.00 -4 -1 -1 399.76 20.90 -4 -1 -1 404.06 20.50 -4 -1 -1 417.26 21.00 4 -1 1 434.76 21.40 -4 1 -1 415.66 21.50 -4 1 -1 424.06 20.60 4 1 1 431.66 21.70 -4 1 -1 432.76 20.30 -4 1 -1 426.16 21.10 4 1 1 398.76 22.40 5 -1 1 84.19 9.70 -5 -1 -1 70.99 5.80 5 -1 1 77.59 9.40 -5 -1 -1 79.69 5.30 5 -1 1 70.69 6.90 -5 1 -1 71.29 6.10 5 1 1 85.89 7.30 -5 1 -1 76.59 8.90 -5 1 -1 67.09 6.20 -5 1 -1 81.09 6.00 5 1 1 75.59 8.30 4 -2 -1 1040.30 50.39 -4 -2 1 1008.30 47.20 4 -2 -1 987.40 48.50 -4 -2 1 1017.20 46.50 -4 -2 1 1015.10 45.90 4 -2 -1 1005.20 48.00 -4 2 1 950.10 46.40 -4 2 1 905.61 47.00 4 2 -1 951.50 48.60 -4 2 1 953.20 46.00 -3 -2 1 33.20 4.90 -3 -2 1 28.90 3.60 3 -2 -1 48.00 8.70 -3 -2 1 29.20 3.20 -3 -2 1 18.50 3.60 3 -2 -1 50.49 7.40 -3 -2 1 25.00 3.50 3 -2 -1 52.89 6.50 3 2 -1 28.50 5.80 -3 2 1 46.10 4.30 -3 2 1 43.50 5.10 -3 2 1 47.10 4.70 -2 -2 1 143.29 8.20 2 -2 -1 152.88 8.50 -2 -2 1 143.29 7.90 -2 -2 1 133.89 8.10 2 -2 -1 134.49 9.70 2 -2 -1 148.99 8.20 2 -2 -1 160.98 9.90 -2 -2 1 140.99 8.50 2 -2 -1 145.79 11.70 -2 -2 1 154.08 9.20 2 2 -1 160.68 10.80 2 2 -1 170.78 10.10 2 2 -1 146.89 13.10 -2 2 1 154.08 9.30 1 -2 -1 224.48 12.60 1 -2 -1 236.98 14.10 -1 -2 1 225.68 11.50 -1 -2 1 247.78 12.50 -1 -2 1 243.78 11.60 1 -2 -1 234.58 11.60 -1 -2 1 228.08 11.80 -1 -2 1 230.48 12.60 1 -2 -1 243.38 11.90 1 -2 -1 223.18 12.30 1 2 -1 236.28 15.40 1 2 -1 222.98 12.90 1 2 -1 242.38 13.00 -1 2 1 228.38 12.60 0 -2 -1 23.00 2.50 0 -2 -1 27.70 3.10 0 -2 -1 24.90 4.40 0 -2 -1 25.00 2.70 0 -2 -1 27.00 4.00 0 -2 1 24.40 2.90 0 -2 1 28.10 2.80 0 -2 -1 25.80 3.70 0 -2 1 25.70 3.60 0 -2 1 31.10 5.90 0 -2 1 18.30 3.60 0 2 1 22.90 4.30 0 2 -1 22.50 4.30 0 2 1 28.70 4.10 0 2 1 20.60 4.10 -1 -2 -1 639.44 30.10 -1 -2 -1 660.33 30.40 1 -2 1 631.94 32.40 1 -2 1 646.54 30.40 -1 -2 -1 651.43 30.10 -1 -2 -1 689.73 31.10 -1 -2 -1 636.54 30.80 -1 -2 -1 655.93 30.90 1 -2 1 650.63 30.20 1 -2 1 660.83 31.10 1 -2 1 625.64 31.50 1 2 1 648.24 31.50 1 2 1 615.84 31.90 -1 2 -1 668.73 31.10 -1 2 -1 619.44 31.00 2 -2 1 279.57 14.10 2 -2 1 280.87 15.30 2 -2 1 298.57 15.90 -2 -2 -1 289.37 14.80 -2 -2 -1 289.07 14.30 2 -2 1 286.87 14.40 -2 -2 -1 281.37 13.90 2 -2 1 269.07 17.00 -2 -2 -1 282.87 14.20 -2 -2 -1 277.37 14.90 -2 -2 -1 295.67 14.90 2 2 1 292.07 16.40 -2 2 -1 262.07 15.10 -2 2 -1 285.37 15.20 -3 -2 -1 162.68 8.90 3 -2 1 167.68 11.10 -3 -2 -1 151.98 9.30 -3 -2 -1 159.98 8.50 -3 -2 -1 159.68 9.40 -3 -2 -1 162.78 9.30 3 -2 1 157.58 11.60 3 -2 1 149.59 13.00 -3 2 -1 148.49 9.10 -3 2 -1 146.49 10.00 3 2 1 157.58 12.00 -3 2 -1 147.09 8.90 4 -2 1 296.57 17.50 4 -2 1 300.37 16.70 4 -2 1 307.17 18.60 -4 -2 -1 231.48 13.90 4 2 1 258.97 17.20 -4 2 -1 279.87 14.40 -4 2 -1 292.17 15.00 -4 2 -1 271.67 15.40 -3 -3 1 14.00 2.50 -3 -3 1 15.50 4.30 3 -3 -1 20.60 6.70 -3 3 1 17.40 4.80 3 3 -1 21.50 5.20 -3 3 1 18.40 4.10 -2 -3 1 174.08 11.00 -2 -3 1 158.28 9.80 2 -3 -1 170.78 12.70 -2 -3 1 152.58 9.10 2 -3 -1 149.49 9.60 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9 389.06 19.70 -2 -1 9 338.57 20.30 2 -1 -9 360.06 20.40 -2 -1 9 388.86 23.80 2 1 -9 383.46 19.70 -2 1 9 373.36 22.90 2 1 -9 399.66 21.30 2 1 -9 390.66 23.70 -2 1 9 405.26 22.60 1 -1 -9 41.20 5.90 -1 -1 9 46.10 9.10 -1 -1 9 42.00 3.80 1 -1 -9 44.70 6.50 -1 -1 9 47.20 9.80 1 1 -9 49.70 5.90 -1 1 9 42.90 4.30 1 1 -9 42.50 5.90 -1 1 9 45.20 9.50 1 1 -9 37.50 9.30 -1 1 9 45.20 8.90 0 -1 9 28.30 8.00 0 -1 -9 19.90 4.10 0 -1 9 24.50 8.20 0 -1 -9 27.90 3.80 0 -1 9 30.40 3.20 0 -1 -9 20.40 4.80 0 1 9 24.00 7.80 0 1 -9 28.40 5.20 0 1 9 21.30 3.10 0 1 9 26.90 7.20 0 1 -9 22.80 4.20 1 -1 9 11.70 7.60 -1 -1 -9 8.20 2.40 -1 -1 -9 11.50 3.90 -1 -1 -9 10.50 5.60 -1 -1 -9 8.90 3.40 -1 -1 -9 4.40 3.70 1 -1 9 11.30 6.60 1 1 9 5.50 6.50 -1 1 -9 9.40 4.70 1 1 9 13.20 7.40 2 -1 9 283.77 17.70 2 -1 9 278.27 17.10 -2 -1 -9 279.67 15.30 -2 -1 -9 281.17 15.40 -2 1 -9 287.67 15.20 2 1 9 280.07 17.90 -2 1 -9 301.77 15.80 2 1 9 267.87 19.20 2 1 9 257.47 18.30 -3 -1 -9 93.29 7.60 3 -1 9 117.19 10.30 3 -1 9 104.39 11.90 -3 -1 -9 94.99 8.10 -3 1 -9 96.19 8.00 -3 1 -9 96.09 7.80 3 1 9 93.09 11.40 3 1 9 95.29 11.40 -4 -1 -9 2.10 4.50 -4 -1 -9 8.00 3.30 -4 1 -9 3.20 2.40 4 1 9 19.20 6.60 -4 1 -9 1.80 2.70 4 1 9 11.80 6.10 3 -2 -9 9.60 3.60 3 -2 -9 8.00 5.50 3 2 -9 25.40 8.00 -3 2 9 24.50 9.80 -2 -2 9 92.99 7.80 2 -2 -9 64.49 7.00 2 2 -9 85.39 12.70 -2 2 9 121.39 16.70 1 -2 -9 31.50 5.50 -1 -2 9 29.70 5.10 -1 -2 9 46.90 11.10 -1 2 9 34.20 7.90 0 -2 -9 58.59 9.80 0 -2 9 66.69 10.90 0 -2 -9 45.50 5.70 0 2 9 52.99 8.80 0 2 -9 55.79 7.20 0 2 9 40.50 9.80 1 -2 9 150.88 13.10 -1 -2 -9 142.09 10.40 -1 -2 -9 130.59 13.40 -1 -2 -9 139.99 8.90 1 -2 9 145.29 11.30 1 2 9 143.79 12.50 -1 2 -9 148.99 11.20 1 2 9 125.69 14.80 2 -2 9 20.50 7.50 2 -2 9 25.70 6.60 -2 -2 -9 7.20 2.90 -2 -2 -9 14.20 4.80 -2 2 -9 14.70 4.60 2 2 9 9.10 7.70 2 2 9 16.40 6.70 -2 2 -9 17.10 4.20 3 2 9 26.70 6.60 4 0 -10 124.09 10.20 -4 0 10 113.19 17.40 -4 0 10 170.58 11.00 -4 0 10 148.59 24.30 3 0 -10 111.39 8.90 3 0 -10 108.99 9.40 -3 0 10 96.09 14.50 -3 0 10 98.19 12.60 2 0 -10 4.50 3.70 2 0 -10 7.10 4.60 -2 0 10 1.20 8.80 -2 0 10 4.50 9.50 -1 0 10 94.79 6.20 1 0 -10 97.99 8.60 1 0 -10 100.09 8.30 -1 0 10 98.09 12.30 -1 0 10 106.19 12.90 0 0 -10 5.20 3.70 0 0 10 4.90 6.70 0 0 10 -2.50 6.20 0 0 10 2.30 7.90 0 0 10 2.50 2.10 0 0 -10 2.00 3.30 1 0 10 43.00 3.60 1 0 10 45.20 7.90 1 0 10 55.29 8.40 -1 0 -10 40.50 5.40 -1 0 -10 42.40 5.60 1 0 10 44.00 9.80 2 0 10 -8.90 6.90 2 0 10 7.00 7.20 2 0 10 11.30 7.50 -2 0 -10 9.70 3.70 -2 0 -10 5.80 4.00 -2 0 -10 10.00 3.00 -3 0 -10 10.40 3.20 3 0 10 20.50 7.00 3 0 10 13.40 6.70 -3 0 -10 16.10 4.40 4 0 10 133.09 12.40 -4 0 -10 104.29 10.10 4 0 10 106.59 10.80 3 -1 -10 2.50 4.20 -3 -1 10 -9.50 9.90 -3 -1 10 14.20 4.50 3 -1 -10 3.40 3.60 -3 -1 10 8.10 10.50 3 1 -10 0.70 4.00 -3 1 10 7.30 8.80 -3 1 10 -7.20 10.00 -2 -1 10 5.80 10.70 2 -1 -10 3.50 3.50 2 -1 -10 1.80 4.60 -2 -1 10 1.60 8.00 2 1 -10 -0.70 3.60 -2 1 10 1.60 8.50 -2 1 10 2.60 8.60 -1 -1 10 70.69 10.80 -1 -1 10 58.59 10.80 -1 -1 10 57.59 4.20 1 -1 -10 55.89 7.10 1 -1 -10 67.39 8.00 -1 1 10 51.69 9.10 1 1 -10 49.50 6.60 -1 1 10 58.79 10.60 1 1 -10 63.39 10.80 0 -1 -10 1.70 6.00 0 -1 -10 2.30 3.40 0 -1 10 3.80 7.60 0 -1 10 5.60 7.50 0 -1 -10 -2.40 3.30 0 1 -10 -1.10 2.60 0 1 10 -0.50 7.50 0 1 10 -3.00 6.90 0 1 -10 3.30 4.30 1 -1 10 25.60 7.30 -1 -1 -10 14.70 4.50 -1 -1 -10 18.50 4.40 1 -1 10 30.30 8.90 1 1 10 20.90 7.70 -1 1 -10 22.00 5.00 1 1 10 19.80 7.80 -2 -1 -10 9.00 4.10 2 -1 10 12.30 5.60 -2 -1 -10 6.70 2.80 2 -1 10 7.50 6.80 2 1 10 10.30 7.90 2 1 10 3.20 8.60 -2 1 -10 8.80 4.40 -2 1 -10 10.00 4.60 -3 -1 -10 3.80 3.90 3 -1 10 13.30 7.50 -3 -1 -10 3.60 2.90 3 1 10 14.80 7.70 -3 1 -10 7.30 3.80 -3 1 -10 4.80 3.00 3 1 10 14.70 8.20 -2 -2 10 26.50 4.80 2 -2 -10 12.50 6.50 2 -2 -10 11.80 4.30 1 -2 -10 30.20 5.90 -1 -2 10 49.00 11.00 1 2 -10 34.20 9.40 -1 2 10 31.90 8.40 0 -2 10 41.10 9.00 0 -2 -10 21.70 4.60 0 2 -10 37.50 5.90 0 2 10 20.90 9.80 0 2 10 39.90 8.90 -1 -2 -10 33.00 5.50 1 -2 10 36.30 7.50 1 -2 10 32.70 8.10 1 2 10 28.40 8.40 1 2 10 27.30 9.60 -1 2 -10 31.60 5.80 2 -2 10 33.70 8.50 2 -2 10 37.10 6.80 2 2 10 25.60 7.30 -3 0 11 -8.70 9.20 -3 0 11 -7.10 9.40 3 0 -11 4.20 4.30 3 0 -11 0.00 3.30 2 0 -11 4.00 4.40 -2 0 11 3.40 8.70 2 0 -11 -2.30 3.20 -2 0 11 -8.90 8.30 1 0 -11 -3.10 3.90 1 0 -11 3.00 6.90 1 0 -11 -3.20 3.10 -1 0 11 -2.80 8.50 -1 0 11 3.60 8.00 0 0 -11 2.10 6.10 0 0 11 9.80 7.10 0 0 -11 -0.60 3.20 0 0 11 6.00 9.20 0 0 -11 4.00 3.60 0 0 11 1.80 6.70 -1 0 -11 -2.70 2.90 1 0 11 2.50 6.70 -1 0 -11 2.10 3.80 1 0 11 10.60 8.60 2 0 11 6.70 7.70 2 0 11 -8.80 7.50 -2 0 -11 4.70 4.00 2 0 11 0.90 7.30 3 0 11 17.60 6.80 3 0 11 14.60 6.70 -3 0 -11 5.10 3.80 -3 -1 11 52.39 12.20 3 -1 -11 41.20 6.70 3 -1 -11 38.90 6.50 -3 1 11 51.59 13.30 2 -1 -11 30.40 5.70 2 -1 -11 38.90 6.30 -2 -1 11 11.70 8.90 -2 -1 11 35.20 10.50 -2 1 11 23.50 9.30 2 1 -11 25.40 5.50 -2 1 11 32.90 10.70 -1 -1 11 7.60 8.50 -1 -1 11 6.30 8.70 1 -1 -11 7.60 4.90 1 -1 -11 4.00 3.80 1 1 -11 1.00 7.40 -1 1 11 1.20 8.70 -1 1 11 -2.90 7.40 1 1 -11 5.60 3.40 0 -1 -11 36.10 4.90 0 -1 11 54.89 10.10 0 -1 11 46.70 9.40 0 -1 -11 44.60 6.40 0 -1 -11 49.90 8.60 0 1 11 48.20 9.40 0 1 11 43.00 10.20 0 1 -11 48.90 5.90 -1 -1 -11 26.30 6.60 -1 -1 -11 27.10 5.50 1 -1 11 26.40 7.40 -1 -1 -11 24.10 4.80 1 -1 11 33.10 8.60 -1 1 -11 27.70 5.30 1 1 11 30.10 8.70 1 1 11 21.30 8.10 1 1 11 1.70 8.50 -2 -1 -11 99.99 8.80 2 -1 11 103.49 12.00 2 -1 11 130.09 10.40 2 1 11 112.99 13.00 -2 1 -11 108.59 9.40 2 1 11 123.79 14.30 -3 -1 -11 20.90 4.00 3 1 11 37.70 11.50 3 1 11 27.50 8.90 -3 1 -11 22.70 4.00 -1 2 11 -1.40 7.20 0 -2 -11 -3.60 2.90 0 -2 11 15.20 7.60 0 2 -11 7.90 3.90 0 2 11 -10.00 9.60 0 2 11 3.20 7.40 1 -2 11 17.40 5.60 1 2 11 0.60 7.50 2 0 -12 124.59 9.60 -2 0 12 123.49 15.30 2 0 -12 118.69 9.90 -2 0 12 123.99 15.10 1 0 -12 120.49 12.60 1 0 -12 121.49 9.40 -1 0 12 127.79 14.50 1 0 -12 122.59 9.70 -1 0 12 118.99 15.10 -1 0 12 105.99 12.40 0 0 -12 34.80 5.20 0 0 12 34.70 10.60 0 0 12 46.40 9.40 0 0 -12 44.30 6.30 -1 0 -12 44.70 6.10 -1 0 -12 45.20 6.10 1 0 12 60.49 10.00 1 0 12 58.39 10.30 -2 0 -12 79.39 8.00 2 0 12 113.59 12.70 2 0 12 67.29 10.30 2 -1 -12 -0.60 4.40 -2 -1 12 8.80 10.40 -2 -1 12 -2.60 8.80 2 -1 -12 -1.60 4.10 -2 1 12 -0.60 8.90 2 1 -12 -0.80 2.90 -2 1 12 -9.80 11.00 1 -1 -12 4.00 3.60 -1 -1 12 16.90 9.00 -1 -1 12 9.00 8.70 1 1 -12 3.00 3.30 -1 1 12 -3.00 7.90 -1 1 12 -6.60 9.50 1 1 -12 6.40 7.20 0 -1 -12 16.00 3.90 0 -1 12 42.70 9.40 0 -1 -12 26.80 5.30 0 -1 12 37.60 9.50 0 -1 -12 31.30 7.60 0 1 12 37.80 9.70 0 1 -12 26.80 4.60 0 1 12 34.80 10.20 0 1 -12 29.10 8.40 -1 -1 -12 28.90 4.90 -1 -1 -12 35.70 7.00 1 -1 12 49.40 10.50 1 -1 12 32.50 6.70 1 1 12 33.50 8.50 1 1 12 31.40 9.60 -1 1 -12 24.30 4.80 1 1 12 10.50 9.50 2 1 12 6.80 7.50 2 1 12 -11.80 8.80 1 0 -13 0.30 3.20 -1 0 13 -9.00 7.50 -1 0 13 16.00 8.30 -1 0 13 1.80 10.80 0 0 -13 1.10 5.40 0 0 13 -6.90 8.10 0 0 13 13.50 10.30 0 0 -13 -0.70 3.10 0 0 -13 -3.90 2.80 1 0 13 -0.90 7.80 -1 0 -13 1.00 3.00 -1 0 -13 0.80 3.10 1 0 13 14.90 8.80 0 1 -13 48.90 5.50 1 -1 13 23.00 6.50 0 0 0 0.00 0.00 _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' ; _shelx_hkl_checksum 58250 _exptl_crystal_recrystallization_method 'Recrystallisation from NaOH/HCl' _ccdc_publ_extra_info ;Please correct the chemical diagram!The chemical composition is Leucopterin : H2O = 2:1 ; # "Leucopterin 0.2-hydrate" # Remark: # According to Rietveld refinement, the structure contains a partially # occupied H2O molecule, which is represented by a single oxygen atom O1W. # The occupancy value Occ(O1W) = 0.421(8) corresponds to 0.17 H2O per # leucopterin molecule. # But this value is very uncertain (Powder data of limited quality). # In refinements without the water molecule, the R values are significantly higher. # Test refinements without restraints (with fixed H atom positions) # result in Occ(O1W) = 0.213(11), which corresponds to 0.085(4) H2O molecules # per leucopterin molecule. # Hence, the water content of this structure should be regarded as being # between 0 and 0.2 molecule per leucopterin. # # Here we give the structure with the partially occupied O atom, as originating # from the Rietveld refinement with restraints. # (Martin U. Schmidt, May 2023) data_global #============================================================================== # PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic 2023-02-09 _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code LT5058 _journal_coeditor_notes ; ? ; _journal_paper_category FA _journal_techeditor_code ? _iucr_compatibility_tag ACTA95 _journal_techeditor_notes ; ; _journal_coden_ASTM ? _journal_name_full ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? #============================================================================== #============================================================================== # 1. SUBMISSION DETAILS _audit_creation_method 'manual editing' _publ_contact_author_name 'Schmidt, Martin U.' _publ_contact_author_address ; Institute of Inorganic and Analytical Chemistry Goethe University Frankfurt Max-von-Laue-Str. 7 60438 Frankfurt am Main Germany ; _publ_contact_author_email 'm.schmidt@chemie.uni-frankfurt.de' _publ_contact_author_fax '+49-69-79829235' _publ_contact_author_phone '+49-69-79829171' #============================================================================== # 3. CHEMICAL DATA data_Leuco_hydrate _chemical_name_common ; Leucopterin (variable hydrate) Remark: According to Rietveld refinement, the structure contains a partially occupied H2O molecule, which is represented by a single oxygen atom O1W. Its occupancy value Occ(O1W) = 0.421(8) corresponds to 0.17 H2O per leucopterin molecule. But this value is very uncertain (Powder data of limited quality). Hence, the water content of this structure should be regarded as being between 0 and 0.2 molecules of water per leucopterin molecule. The crystal structure and the tautomeric state were confirmed by DFT-D and SSNMR. ; _chemical_melting_point 'decomposition at about 410 C' _chemical_formula_moiety 'C6 H5 N5 O3, 0.17(H2O)' _chemical_formula_sum 'C6 H5.34 N5 O3.17' _chemical_formula_weight 198.52 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 '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' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system monoclinic _space_group_IT_number 13 _space_group_name_H-M_alt 'P 2/c' _space_group P12/c1 _space_group_name_Hall '-P 2yc' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 8.10257(40) _cell_length_b 4.83656(29) _cell_length_c 17.8289(14) _cell_angle_alpha 90 _cell_angle_beta 88.5310(42) _cell_angle_gamma 90 _cell_volume 698.461(77) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 310 _cell_measurement_theta_min 4 _cell_measurement_theta_max 70 _exptl_crystal_description powder _exptl_crystal_colour white _exptl_crystal_density_meas 'about 1.83' _exptl_crystal_density_method 'suspension in iodobenzene does not separate' _exptl_crystal_density_diffrn 1.888 _exptl_crystal_F_000 406.7 _exptl_absorpt_coefficient_mu 1.365 _exptl_absorpt_correction_type 'none' _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _exptl_special_details ; The tautomeric state was proven by SSNMNR and DFT-D. ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 1.54056 _diffrn_radiation_type 'Cu K\a~1~' _diffrn_source 'Cu tube' _diffrn_measurement_device_type 'STOE Stadi-P with Ge(111) monochromator and linear PSD' _diffrn_measurement_method ? _diffrn_reflns_number ? _diffrn_reflns_theta_min 4 _diffrn_reflns_theta_max 70 _diffrn_reflns_theta_full 70 _reflns_number_total 1325 _pd_proc_2theta_range_min 4. _pd_proc_2theta_range_max 70. _pd_proc_2theta_range_inc 0.01 _pd_calc_method 'Rietveld Refinement' _pd_proc_ls_background_function 'Chebyshev polynomial with 20 terms' _pd_proc_ls_profile_function 'fundamental parameters' _pd_proc_ls_pref_orient_corr 'none' _pd_proc_ls_prof_R_factor 0.10091 # background-subtracted _pd_proc_ls_prof_wR_factor 0.10517 # background-subtracted _pd_proc_ls_prof_wR_expected 0.06609 # background-subtracted _refine_ls_goodness_of_fit_all 1.591 _refine_ls_R_factor_all 0.01192 # Bragg R value _pd_proc_wavelength 1.54056 _pd_spec_mount_mode transmission _pd_spec_mounting '0.7 mm capillary' _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'FIDEL (Habermehl et al., Acta Cryst. 2014, B70, 347.)' _computing_structure_refinement 'TOPAS Academic 4.2 (Coelho, 2018)' _refine_special_details ; Leucopterin (variable hydrate) Remark: According to Rietveld refinement, the structure contains a partially occupied H2O molecule, which is represented by a single oxygen atom O1W. Its occupancy value Occ(O1W) = 0.421(8) corresponds to 0.17 H2O per leucopterin molecule. But this value is very uncertain (Powder data of limited quality). Hence, the water content of this structure should be regarded as being between 0 and 0.2 molecules of water per leucopterin molecule. The crystal structure and the tautomeric state were confirmed by DFT-D and SSNMR. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_hydrogen_treatment refall # Refined with restraints _refine_ls_extinction_method none _refine_ls_number_reflns 310 _refine_ls_number_parameters 101 _refine_ls_number_restraints 52 _refine_ls_shift/su_max 0.01 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_B_iso_or_equiv _atom_site_U_iso_or_equiv O7 O 0.87133(43) 0.20507(74) 0.18912(21) 1 2.558(92) 0.03240 O4 O 0.55650(40) -0.34170(67) -0.08674(25) 1 2.558(92) 0.03240 O6 O 0.65943(48) -0.22944(75) 0.18761(21) 1 2.558(92) 0.03240 N8 N 0.86917(31) 0.23675(55) 0.06521(13) 1 2.558(92) 0.03240 N1 N 0.87674(30) 0.30472(56) -0.06511(17) 1 2.558(92) 0.03240 N3 N 0.70871(32) -0.00800(54) -0.13788(14) 1 2.558(92) 0.03240 N5 N 0.65723(35) -0.19376(52) 0.05818(13) 1 2.558(92) 0.03240 N2 N 0.86966(37) 0.35002(56) -0.19151(13) 1 2.558(92) 0.03240 C7 C 0.81872(37) 0.11369(59) 0.12931(14) 1 2.558(92) 0.03240 C2 C 0.81422(34) 0.20792(53) -0.12874(14) 1 2.558(92) 0.03240 C4 C 0.65468(29) -0.14455(48) -0.07749(14) 1 2.558(92) 0.03240 C6 C 0.70423(38) -0.11798(61) 0.12792(14) 1 2.558(92) 0.03240 C10 C 0.70473(21) -0.06742(36) -0.00927(15) 1 2.558(92) 0.03240 C9 C 0.81427(19) 0.15662(40) -0.00561(14) 1 2.558(92) 0.03240 H2a H 0.9467(15) 0.5106(23) -0.18679(55) 1 3.07(11) 0.03888 H2b H 0.8346(13) 0.2930(19) -0.24210(93) 1 3.07(11) 0.03888 H3 H 0.6699(12) -0.0732(24) -0.18846(56) 1 3.07(11) 0.03888 H5 H 0.5818(16) -0.3547(21) 0.05670(56) 1 3.07(11) 0.03888 H8 H 0.9447(13) 0.3945(23) 0.06712(53) 1 3.07(11) 0.03888 O1W O 0.5 0.3135(36) 0.25 0.4212(76) 2.558(92) 0.03240 loop_ _geom_bond_id _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance 1 O7 C7 1.240(5) 2 O4 C4 1.255(4) 3 O6 C6 1.239(5) 4 N8 C7 1.343(4) 5 N8 C9 1.404(3) 6 N8 H8 0.98(1) 7 N1 C2 1.339(4) 8 N1 C9 1.366(4) 9 N3 C2 1.362(4) 10 N3 C4 1.328(3) 11 N3 H3 1.01(1) 12 N5 C6 1.360(4) 13 N5 C10 1.394(3) 14 N5 H5 0.99(1) 15 N2 C2 1.379(4) 16 N2 H2a 1.00(1) 17 N2 H2b 0.99(2) 18 C7 C6 1.455(4) 19 C4 C10 1.345(4) 20 C10 C9 1.403(2) loop_ _geom_angle_id _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle 1 C7 N8 C9 123.1(2) 2 C7 N8 H8 119.5(7) 3 C9 N8 H8 117.3(6) 4 C2 N1 C9 109.5(2) 5 C2 N3 C4 118.6(2) 6 C2 N3 H3 123.7(6) 7 C4 N3 H3 117.6(6) 8 C6 N5 C10 126.4(2) 9 C6 N5 H5 115.1(7) 10 C10 N5 H5 118.6(7) 11 C2 N2 H2a 120.6(7) 12 C2 N2 H2b 120.3(7) 13 H2a N2 H2b 119(1) 14 O7 C7 N8 118.0(3) 15 O7 C7 C6 121.5(3) 16 N8 C7 C6 120.5(3) 17 N1 C2 N3 128.4(3) 18 N1 C2 N2 113.0(2) 19 N3 C2 N2 118.5(2) 20 O4 C4 N3 117.9(3) 21 O4 C4 C10 122.4(3) 22 N3 C4 C10 119.6(2) 23 O6 C6 N5 125.8(3) 24 O6 C6 C7 119.6(3) 25 N5 C6 C7 114.6(2) 26 N5 C10 C4 125.1(2) 27 N5 C10 C9 117.3(2) 28 C4 C10 C9 117.5(2) 29 N8 C9 N1 115.7(2) 30 N8 C9 C10 118.1(2) 31 N1 C9 C10 126.2(2) # start Validation Reply Form _vrf_PLAT430_Leucopterin-0-2-hydrate_from_Rietveld ; PROBLEM: Short Inter D...A Contact O6 ..O1W . 2.78 Ang. RESPONSE: O-H...O hydrogen bond. H atom positions not determined ; _vrf_PLAT041_Leucopterin-0-2-hydrate_from_Rietveld ; PROBLEM: Calc. and Reported SumFormula Strings Differ Please Check RESPONSE: The partially occupied water molecule was refined as O atom ; _vrf_PLAT042_Leucopterin-0-2-hydrate_from_Rietveld ; PROBLEM: Calc. and Reported MoietyFormula Strings Differ Please Check RESPONSE: The partially occupied water molecule was refined as O atom ; _vrf_PLAT077_Leucopterin-0-2-hydrate_from_Rietveld ; PROBLEM: Unitcell Contains Non-integer Number of Atoms .. Please Check RESPONSE: Water molecule partially occupied ; _vrf_PLAT157_Leucopterin-0-2-hydrate_from_Rietveld ; PROBLEM: Non-standard Monoclinic Beta Angle less 90 Deg 88.53 Degree RESPONSE: For better comparison with leucopterin hemihydrate (same u.c. setting) ; _vrf_PLAT353_Leucopterin-0-2-hydrate_from_Rietveld ; PROBLEM: Long N-H (N0.87,N1.01A) N3 - H3 . 1.01 Ang. RESPONSE: powder structure ; # end Validation Reply Form