# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2022
#######################################################################
#
# This file contains crystal structure data downloaded from the
# Cambridge Structural Database (CSD) hosted by the Cambridge
# Crystallographic Data Centre (CCDC).
#
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# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1
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data_js173_3_a
_database_code_depnum_ccdc_archive 'CCDC 2163856'
loop_
_audit_author_name
_audit_author_address
'Manuela Weber'
;Freie Universitaet Berlin, Anorganische Chemie
Germany
;
_audit_update_record
;
2022-05-30 deposited with the CCDC. 2022-06-15 downloaded from the CCDC.
;
_audit_creation_date 2016-04-25
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number 2014/6
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C10 H5 F6 N2 P'
_chemical_formula_sum 'C10 H5 F6 N2 P'
_chemical_formula_weight 298.13
_chemical_melting_point ?
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_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.
;
_space_group_crystal_system orthorhombic
_space_group_IT_number 61
_space_group_name_H-M_alt 'P b c a'
_space_group_name_Hall '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
_cell_length_a 7.5247(5)
_cell_length_b 12.9354(9)
_cell_length_c 22.6658(15)
_cell_angle_alpha 90
_cell_angle_beta 90
_cell_angle_gamma 90
_cell_volume 2206.2(3)
_cell_formula_units_Z 8
_cell_measurement_reflns_used 9956
_cell_measurement_temperature 100(2)
_cell_measurement_theta_max 27.11
_cell_measurement_theta_min 3.15
_shelx_estimated_absorpt_T_max 0.981
_shelx_estimated_absorpt_T_min 0.939
_exptl_absorpt_coefficient_mu 0.318
_exptl_absorpt_correction_T_max 0.7455
_exptl_absorpt_correction_T_min 0.6452
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0831 before and 0.0485 after correction.
The Ratio of minimum to maximum transmission is 0.8655.
The \l/2 correction factor is Not present.
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.795
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description plateltte
_exptl_crystal_F_000 1184
_exptl_crystal_size_max 0.2
_exptl_crystal_size_mid 0.149
_exptl_crystal_size_min 0.06
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0329
_diffrn_reflns_av_unetI/netI 0.0229
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max 9
_diffrn_reflns_limit_h_min -9
_diffrn_reflns_limit_k_max 16
_diffrn_reflns_limit_k_min -16
_diffrn_reflns_limit_l_max 28
_diffrn_reflns_limit_l_min -29
_diffrn_reflns_number 18484
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full 26.000
_diffrn_reflns_theta_max 27.168
_diffrn_reflns_theta_min 3.250
_diffrn_ambient_temperature 100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source ?
_diffrn_standards_number 0
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 2187
_reflns_number_total 2444
_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.
;
_reflns_threshold_expression 'I > 2\s(I)'
_computing_cell_refinement 'Bruker SAINT'
_computing_data_collection 'Bruker APEX2'
_computing_data_reduction 'Bruker SAINT'
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2014)'
_computing_structure_solution 'SHELXT 2014/6 (Sheldrick, 2014)'
_refine_diff_density_max 0.519
_refine_diff_density_min -0.366
_refine_diff_density_rms 0.070
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.171
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 172
_refine_ls_number_reflns 2444
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0514
_refine_ls_R_factor_gt 0.0440
_refine_ls_restrained_S_all 1.171
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0411P)^2^+2.8966P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1017
_refine_ls_wR_factor_ref 0.1047
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
C00C(H00C), C00D(H00D), C00F(H00F), C00H(H00H), C00I(H00I)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary ?
_atom_sites_solution_secondary ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P001 P 0.62632(7) 0.60792(4) 0.45554(2) 0.01327(15) Uani 1 1 d . . . . .
F002 F 0.7007(2) 0.46534(10) 0.35998(6) 0.0244(3) Uani 1 1 d . . . . .
F003 F 0.69280(19) 0.57674(10) 0.28900(6) 0.0223(3) Uani 1 1 d . . . . .
F004 F 0.39511(19) 0.71241(11) 0.27913(6) 0.0230(3) Uani 1 1 d . . . . .
F005 F 0.62285(18) 0.81160(11) 0.28712(6) 0.0230(3) Uani 1 1 d . . . . .
F006 F 0.37049(19) 0.86067(11) 0.32187(6) 0.0240(3) Uani 1 1 d . . . . .
F007 F 0.45193(19) 0.50370(11) 0.31844(6) 0.0266(3) Uani 1 1 d . . . . .
N008 N 0.5599(2) 0.73104(13) 0.46803(7) 0.0113(4) Uani 1 1 d . . . . .
N009 N 0.5102(2) 0.78789(13) 0.42094(7) 0.0121(4) Uani 1 1 d . . . . .
C00A C 0.5613(3) 0.78109(16) 0.52458(9) 0.0119(4) Uani 1 1 d . . . . .
C00B C 0.5220(3) 0.72896(15) 0.37337(9) 0.0126(4) Uani 1 1 d . . . . .
C00C C 0.6076(3) 0.88484(16) 0.52834(9) 0.0143(4) Uani 1 1 d . . . . .
H00C H 0.6368 0.9228 0.4938 0.017 Uiso 1 1 calc R . . . .
C00D C 0.6105(3) 0.93248(18) 0.58334(10) 0.0179(5) Uani 1 1 d . . . . .
H00D H 0.6413 1.0035 0.5864 0.021 Uiso 1 1 calc R . . . .
C00E C 0.5818(3) 0.62717(16) 0.38230(9) 0.0136(4) Uani 1 1 d . . . . .
C00F C 0.5173(3) 0.72499(17) 0.57474(9) 0.0160(4) Uani 1 1 d . . . . .
H00F H 0.4840 0.6544 0.5715 0.019 Uiso 1 1 calc R . . . .
C00G C 0.6061(3) 0.54438(17) 0.33698(10) 0.0172(5) Uani 1 1 d . . . . .
C00H C 0.5685(3) 0.87645(18) 0.63390(10) 0.0188(5) Uani 1 1 d . . . . .
H00H H 0.5713 0.9091 0.6714 0.023 Uiso 1 1 calc R . . . .
C00I C 0.5223(3) 0.77254(18) 0.62945(9) 0.0185(5) Uani 1 1 d . . . . .
H00I H 0.4942 0.7342 0.6640 0.022 Uiso 1 1 calc R . . . .
C00J C 0.4770(3) 0.77920(16) 0.31523(9) 0.0157(4) Uani 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
P001 0.0127(3) 0.0095(2) 0.0176(3) 0.0021(2) 0.0023(2) 0.0016(2)
F002 0.0317(8) 0.0111(6) 0.0304(7) -0.0015(5) 0.0073(6) 0.0054(6)
F003 0.0274(8) 0.0199(6) 0.0195(6) -0.0030(5) 0.0096(5) -0.0033(6)
F004 0.0274(8) 0.0226(7) 0.0190(6) -0.0031(5) -0.0087(6) -0.0046(6)
F005 0.0234(7) 0.0263(7) 0.0194(7) 0.0046(5) 0.0031(5) -0.0054(6)
F006 0.0310(8) 0.0212(7) 0.0197(6) 0.0011(5) -0.0034(6) 0.0133(6)
F007 0.0208(7) 0.0224(7) 0.0366(8) -0.0126(6) 0.0030(6) -0.0085(6)
N008 0.0102(8) 0.0104(8) 0.0134(8) 0.0014(6) 0.0003(6) 0.0010(7)
N009 0.0117(8) 0.0112(8) 0.0135(8) 0.0018(6) -0.0008(7) 0.0000(7)
C00A 0.0055(9) 0.0139(9) 0.0162(10) -0.0006(8) -0.0012(7) 0.0027(7)
C00B 0.0090(9) 0.0120(9) 0.0169(10) -0.0002(8) 0.0008(8) -0.0028(8)
C00C 0.0115(10) 0.0151(10) 0.0164(10) 0.0015(8) -0.0007(8) -0.0002(8)
C00D 0.0137(10) 0.0168(10) 0.0232(11) -0.0032(9) -0.0024(9) 0.0002(9)
C00E 0.0101(9) 0.0124(10) 0.0184(10) 0.0008(8) 0.0031(8) -0.0018(8)
C00F 0.0128(10) 0.0161(10) 0.0191(10) 0.0027(8) 0.0005(8) 0.0013(8)
C00G 0.0163(11) 0.0137(10) 0.0216(11) -0.0020(8) 0.0043(9) -0.0025(8)
C00H 0.0124(10) 0.0272(12) 0.0169(10) -0.0047(9) -0.0017(8) 0.0014(9)
C00I 0.0162(10) 0.0239(11) 0.0153(10) 0.0044(8) 0.0004(8) 0.0023(9)
C00J 0.0169(10) 0.0149(10) 0.0154(10) -0.0025(8) -0.0008(8) 0.0006(8)
_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
P001 N008 1.6930(17) . ?
P001 C00E 1.712(2) . ?
F002 C00G 1.350(3) . ?
F003 C00G 1.336(3) . ?
F004 C00J 1.340(2) . ?
F005 C00J 1.337(3) . ?
F006 C00J 1.332(3) . ?
F007 C00G 1.341(3) . ?
N008 N009 1.349(2) . ?
N008 C00A 1.436(2) . ?
N009 C00B 1.323(3) . ?
C00A C00C 1.389(3) . ?
C00A C00F 1.389(3) . ?
C00B C00E 1.406(3) . ?
C00B C00J 1.508(3) . ?
C00C H00C 0.9500 . ?
C00C C00D 1.391(3) . ?
C00D H00D 0.9500 . ?
C00D C00H 1.392(3) . ?
C00E C00G 1.495(3) . ?
C00F H00F 0.9500 . ?
C00F C00I 1.385(3) . ?
C00H H00H 0.9500 . ?
C00H C00I 1.392(3) . ?
C00I H00I 0.9500 . ?
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
N008 P001 C00E 88.14(9) . . ?
N009 N008 P001 117.54(13) . . ?
N009 N008 C00A 117.55(16) . . ?
C00A N008 P001 124.82(13) . . ?
C00B N009 N008 108.17(16) . . ?
C00C C00A N008 119.49(18) . . ?
C00F C00A N008 119.56(18) . . ?
C00F C00A C00C 120.95(19) . . ?
N009 C00B C00E 116.34(19) . . ?
N009 C00B C00J 116.66(18) . . ?
C00E C00B C00J 126.95(19) . . ?
C00A C00C H00C 120.4 . . ?
C00A C00C C00D 119.2(2) . . ?
C00D C00C H00C 120.4 . . ?
C00C C00D H00D 119.9 . . ?
C00C C00D C00H 120.2(2) . . ?
C00H C00D H00D 119.9 . . ?
C00B C00E P001 109.78(15) . . ?
C00B C00E C00G 127.66(19) . . ?
C00G C00E P001 122.56(16) . . ?
C00A C00F H00F 120.2 . . ?
C00I C00F C00A 119.6(2) . . ?
C00I C00F H00F 120.2 . . ?
F002 C00G C00E 109.96(18) . . ?
F003 C00G F002 107.10(17) . . ?
F003 C00G F007 106.89(18) . . ?
F003 C00G C00E 113.24(17) . . ?
F007 C00G F002 106.25(17) . . ?
F007 C00G C00E 113.00(18) . . ?
C00D C00H H00H 120.0 . . ?
C00I C00H C00D 120.0(2) . . ?
C00I C00H H00H 120.0 . . ?
C00F C00I C00H 120.0(2) . . ?
C00F C00I H00I 120.0 . . ?
C00H C00I H00I 120.0 . . ?
F004 C00J C00B 111.05(17) . . ?
F005 C00J F004 106.78(17) . . ?
F005 C00J C00B 111.55(18) . . ?
F006 C00J F004 107.60(17) . . ?
F006 C00J F005 107.44(17) . . ?
F006 C00J C00B 112.16(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
P001 N008 N009 C00B 1.6(2) . . . . ?
P001 N008 C00A C00C 142.14(17) . . . . ?
P001 N008 C00A C00F -37.6(3) . . . . ?
P001 C00E C00G F002 -13.1(2) . . . . ?
P001 C00E C00G F003 -132.91(17) . . . . ?
P001 C00E C00G F007 105.4(2) . . . . ?
N008 P001 C00E C00B 1.18(15) . . . . ?
N008 P001 C00E C00G -178.84(18) . . . . ?
N008 N009 C00B C00E -0.6(2) . . . . ?
N008 N009 C00B C00J -178.27(17) . . . . ?
N008 C00A C00C C00D -179.31(19) . . . . ?
N008 C00A C00F C00I 178.64(19) . . . . ?
N009 N008 C00A C00C -34.4(3) . . . . ?
N009 N008 C00A C00F 145.84(19) . . . . ?
N009 C00B C00E P001 -0.6(2) . . . . ?
N009 C00B C00E C00G 179.4(2) . . . . ?
N009 C00B C00J F004 -144.23(19) . . . . ?
N009 C00B C00J F005 96.8(2) . . . . ?
N009 C00B C00J F006 -23.8(3) . . . . ?
C00A N008 N009 C00B 178.45(17) . . . . ?
C00A C00C C00D C00H 0.3(3) . . . . ?
C00A C00F C00I C00H 1.0(3) . . . . ?
C00B C00E C00G F002 166.8(2) . . . . ?
C00B C00E C00G F003 47.1(3) . . . . ?
C00B C00E C00G F007 -74.6(3) . . . . ?
C00C C00A C00F C00I -1.1(3) . . . . ?
C00C C00D C00H C00I -0.4(3) . . . . ?
C00D C00H C00I C00F -0.3(3) . . . . ?
C00E P001 N008 N009 -1.67(16) . . . . ?
C00E P001 N008 C00A -178.26(17) . . . . ?
C00E C00B C00J F004 38.4(3) . . . . ?
C00E C00B C00J F005 -80.6(3) . . . . ?
C00E C00B C00J F006 158.8(2) . . . . ?
C00F C00A C00C C00D 0.4(3) . . . . ?
C00J C00B C00E P001 176.82(17) . . . . ?
C00J C00B C00E C00G -3.2(3) . . . . ?
_iucr_refine_instructions_details
;
TITL js173_3_a.res in Pbca
REM Old TITL js173_3 in Pbca
REM SHELXT solution in Pbca
REM R1 0.097, Rweak 0.004, Alpha 0.024, Orientation as input
REM Formula found by SHELXT: C10 N2 F6 P
CELL 0.71073 7.5247 12.9354 22.6658 90 90 90
ZERR 8 0.0005 0.0009 0.0015 0 0 0
LATT 1
SYMM 0.5-X,-Y,0.5+Z
SYMM -X,0.5+Y,0.5-Z
SYMM 0.5+X,0.5-Y,-Z
SFAC C H N F P
UNIT 80 40 16 48 8
L.S. 10
PLAN 20
SIZE 0.06 0.149 0.2
TEMP -173.15
BOND $H
LIST 6
fmap 2
MORE -1
ACTA 52
CONF
REM
REM
REM
WGHT 0.041100 2.896600
FVAR 0.42489
P001 5 0.626317 0.607916 0.455544 11.00000 0.01272 0.00946 =
0.01764 0.00213 0.00226 0.00156
F002 4 0.700652 0.465345 0.359980 11.00000 0.03172 0.01107 =
0.03037 -0.00146 0.00733 0.00544
F003 4 0.692804 0.576744 0.288996 11.00000 0.02741 0.01993 =
0.01946 -0.00304 0.00958 -0.00326
F004 4 0.395111 0.712414 0.279135 11.00000 0.02742 0.02262 =
0.01897 -0.00312 -0.00870 -0.00456
F005 4 0.622852 0.811603 0.287117 11.00000 0.02339 0.02633 =
0.01938 0.00456 0.00308 -0.00539
F006 4 0.370489 0.860667 0.321866 11.00000 0.03100 0.02122 =
0.01974 0.00114 -0.00337 0.01329
F007 4 0.451930 0.503705 0.318439 11.00000 0.02083 0.02237 =
0.03663 -0.01256 0.00295 -0.00850
N008 3 0.559902 0.731038 0.468031 11.00000 0.01019 0.01037 =
0.01345 0.00138 0.00027 0.00098
N009 3 0.510187 0.787894 0.420942 11.00000 0.01166 0.01119 =
0.01345 0.00182 -0.00080 0.00002
C00A 1 0.561350 0.781086 0.524583 11.00000 0.00551 0.01388 =
0.01622 -0.00062 -0.00122 0.00273
C00B 1 0.522009 0.728964 0.373375 11.00000 0.00899 0.01196 =
0.01685 -0.00015 0.00078 -0.00275
C00C 1 0.607572 0.884835 0.528340 11.00000 0.01146 0.01511 =
0.01644 0.00155 -0.00073 -0.00020
AFIX 43
H00C 2 0.636789 0.922764 0.493784 11.00000 -1.20000
AFIX 0
C00D 1 0.610531 0.932479 0.583338 11.00000 0.01367 0.01678 =
0.02324 -0.00317 -0.00236 0.00024
AFIX 43
H00D 2 0.641349 1.003495 0.586418 11.00000 -1.20000
AFIX 0
C00E 1 0.581796 0.627173 0.382304 11.00000 0.01014 0.01241 =
0.01838 0.00079 0.00313 -0.00185
C00F 1 0.517339 0.724995 0.574739 11.00000 0.01283 0.01614 =
0.01913 0.00269 0.00054 0.00135
AFIX 43
H00F 2 0.484004 0.654383 0.571532 11.00000 -1.20000
AFIX 0
C00G 1 0.606062 0.544377 0.336978 11.00000 0.01626 0.01366 =
0.02165 -0.00203 0.00430 -0.00253
C00H 1 0.568483 0.876455 0.633900 11.00000 0.01236 0.02719 =
0.01690 -0.00466 -0.00169 0.00140
AFIX 43
H00H 2 0.571308 0.909137 0.671423 11.00000 -1.20000
AFIX 0
C00I 1 0.522302 0.772537 0.629450 11.00000 0.01625 0.02385 =
0.01527 0.00439 0.00043 0.00230
AFIX 43
H00I 2 0.494178 0.734218 0.663966 11.00000 -1.20000
AFIX 0
C00J 1 0.476991 0.779195 0.315228 11.00000 0.01686 0.01485 =
0.01540 -0.00255 -0.00081 0.00061
HKLF 4
REM js173_3_a.res in Pbca
REM R1 = 0.0440 for 2187 Fo > 4sig(Fo) and 0.0514 for all 2444 data
REM 172 parameters refined using 0 restraints
END
WGHT 0.0411 2.8966
REM Highest difference peak 0.519, deepest hole -0.366, 1-sigma level 0.070
Q1 1 0.6075 0.6055 0.4138 11.00000 0.05 0.52
Q2 1 0.5032 0.7581 0.3471 11.00000 0.05 0.39
Q3 1 0.5162 0.7582 0.5489 11.00000 0.05 0.36
Q4 1 0.5954 0.5907 0.3592 11.00000 0.05 0.34
Q5 1 0.5554 0.7555 0.4975 11.00000 0.05 0.33
Q6 1 0.5125 0.7587 0.5995 11.00000 0.05 0.33
Q7 1 0.5526 0.6778 0.3692 11.00000 0.05 0.33
Q8 1 0.6254 0.5470 0.4687 11.00000 0.05 0.32
Q9 1 0.5310 0.8268 0.6305 11.00000 0.05 0.29
Q10 1 0.6103 0.8259 0.5285 11.00000 0.05 0.27
Q11 1 0.6056 0.6769 0.4598 11.00000 0.05 0.26
Q12 1 0.5736 0.9065 0.6084 11.00000 0.05 0.26
Q13 1 0.4900 0.7477 0.3986 11.00000 0.05 0.25
Q14 1 0.5685 0.8352 0.5287 11.00000 0.05 0.25
Q15 1 0.4708 0.8442 0.4188 11.00000 0.05 0.24
Q16 1 0.6239 0.5806 0.4912 11.00000 0.05 0.22
Q17 1 0.6218 0.8081 0.2438 11.00000 0.05 0.22
Q18 1 0.5506 0.7780 0.3899 11.00000 0.05 0.21
Q19 1 0.4442 0.9211 0.5554 11.00000 0.05 0.20
Q20 1 0.5859 0.9326 0.5481 11.00000 0.05 0.20
REM The information below was added by Olex2.
REM
REM R1 = 0.0440 for 2187 Fo > 4sig(Fo) and 0.0514 for all 20387 data
REM n/a parameters refined using n/a restraints
REM Highest difference peak 0.52, deepest hole -0.37
REM Mean Shift 0, Max Shift 0.000.
REM +++ Tabular Listing of Refinement Information +++
REM R1_all = 0.0514
REM R1_gt = 0.0440
REM wR_ref = 0.1047
REM GOOF = 1.171
REM Shift_max = 0.000
REM Shift_mean = 0
REM Reflections_all = 20387
REM Reflections_gt = 2187
REM Parameters = n/a
REM Hole = -0.37
REM Peak = 0.52
REM Flack = n/a
;
_olex2_submission_special_instructions 'No special instructions were received'
#######################################################################
#
# This file contains crystal structure data downloaded from the
# Cambridge Structural Database (CSD) hosted by the Cambridge
# Crystallographic Data Centre (CCDC).
#
# Full information about CCDC data access policies and citation
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1
#
# Audit and citation data items may have been added by the CCDC.
# Please retain this information to preserve the provenance of
# this file and to allow appropriate attribution of the data.
#
#######################################################################
data_pap228_5
_database_code_depnum_ccdc_archive 'CCDC 2163857'
loop_
_audit_author_name
_audit_author_address
'Manuela Weber'
;Freie Universitaet Berlin, Anorganische Chemie
Germany
;
_audit_update_record
;
2022-05-30 deposited with the CCDC. 2022-06-15 downloaded from the CCDC.
;
_audit_creation_date 2019-02-18
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number 2018/3
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C15 H5 F6 N2 O5 P W'
_chemical_formula_sum 'C15 H5 F6 N2 O5 P W'
_chemical_formula_weight 622.03
_chemical_melting_point ?
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
W W -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_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.
;
_space_group_crystal_system monoclinic
_space_group_IT_number 14
_space_group_name_H-M_alt 'P 1 21/c 1'
_space_group_name_Hall '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
_cell_length_a 6.6629(3)
_cell_length_b 18.3901(8)
_cell_length_c 15.6561(7)
_cell_angle_alpha 90
_cell_angle_beta 100.123(2)
_cell_angle_gamma 90
_cell_volume 1888.50(15)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 9996
_cell_measurement_temperature 100(2)
_cell_measurement_theta_max 30.49
_cell_measurement_theta_min 2.58
_shelx_estimated_absorpt_T_max 0.885
_shelx_estimated_absorpt_T_min 0.314
_exptl_absorpt_coefficient_mu 6.290
_exptl_absorpt_correction_T_max 0.7461
_exptl_absorpt_correction_T_min 0.4846
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1166 before and 0.0487 after correction.
The Ratio of minimum to maximum transmission is 0.6495.
The \l/2 correction factor is Not present.
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour yellow
_exptl_crystal_density_diffrn 2.188
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description plate
_exptl_crystal_F_000 1168
_exptl_crystal_size_max 0.24
_exptl_crystal_size_mid 0.11
_exptl_crystal_size_min 0.02
_exptl_transmission_factor_max 0.7461
_exptl_transmission_factor_min 0.4846
_diffrn_reflns_av_R_equivalents 0.0282
_diffrn_reflns_av_unetI/netI 0.0210
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max 9
_diffrn_reflns_limit_h_min -9
_diffrn_reflns_limit_k_max 25
_diffrn_reflns_limit_k_min -25
_diffrn_reflns_limit_l_max 21
_diffrn_reflns_limit_l_min -22
_diffrn_reflns_number 30420
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 30.557
_diffrn_reflns_theta_min 2.579
_diffrn_ambient_temperature 99.97
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source ?
_diffrn_standards_number 0
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 5238
_reflns_number_total 5650
_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.
;
_reflns_threshold_expression 'I > 2\s(I)'
_computing_cell_refinement 'SAINT V8.38A (?, 2016)'
_computing_data_collection APEX2
_computing_data_reduction 'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2015)'
_computing_structure_solution 'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max 0.569
_refine_diff_density_min -1.704
_refine_diff_density_rms 0.130
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.178
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 271
_refine_ls_number_reflns 5650
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0223
_refine_ls_R_factor_gt 0.0192
_refine_ls_restrained_S_all 1.178
_refine_ls_shift/su_max 0.005
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0127P)^2^+2.2436P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0413
_refine_ls_wR_factor_ref 0.0422
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
C6(H6), C5(H5), C4(H4), C3(H3), C2(H2)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary dual
_atom_sites_solution_secondary ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
W1 W 0.75158(2) 0.33702(2) 0.52660(2) 0.00971(3) Uani 1 1 d . . . . .
P1 P 0.59535(8) 0.23125(3) 0.45521(4) 0.01069(10) Uani 1 1 d . . . . .
F4 F 0.2163(2) 0.25207(8) 0.24012(9) 0.0257(3) Uani 1 1 d . . . . .
F5 F 0.0639(2) 0.24597(9) 0.35027(10) 0.0276(3) Uani 1 1 d . . . . .
F3 F 0.1059(2) 0.10642(9) 0.27129(10) 0.0242(3) Uani 1 1 d . . . . .
F1 F 0.3560(3) 0.10688(9) 0.20176(10) 0.0290(4) Uani 1 1 d . . . . .
F6 F 0.2914(3) 0.32789(8) 0.34619(12) 0.0323(4) Uani 1 1 d . . . . .
F2 F 0.3263(3) 0.02011(8) 0.29077(11) 0.0295(4) Uani 1 1 d . . . . .
O5 O 1.1933(2) 0.26420(9) 0.55395(11) 0.0184(3) Uani 1 1 d . . . . .
O2 O 0.3361(3) 0.42578(10) 0.51069(12) 0.0235(4) Uani 1 1 d . . . . .
O3 O 0.9698(3) 0.48110(9) 0.60623(13) 0.0261(4) Uani 1 1 d . . . . .
O4 O 0.6956(3) 0.27823(11) 0.71317(12) 0.0263(4) Uani 1 1 d . . . . .
O1 O 0.7767(3) 0.38791(10) 0.33352(12) 0.0272(4) Uani 1 1 d . . . . .
N1 N 0.5821(3) 0.09849(10) 0.39917(12) 0.0136(3) Uani 1 1 d . . . . .
N2 N 0.6825(3) 0.14554(10) 0.45900(12) 0.0120(3) Uani 1 1 d . . . . .
C13 C 0.8920(4) 0.42913(12) 0.57798(15) 0.0171(4) Uani 1 1 d . . . . .
C15 C 1.0339(3) 0.28876(12) 0.54323(14) 0.0131(4) Uani 1 1 d . . . . .
C12 C 0.4814(3) 0.39227(12) 0.51590(15) 0.0152(4) Uani 1 1 d . . . . .
C11 C 0.7737(3) 0.37110(12) 0.40340(15) 0.0157(4) Uani 1 1 d . . . . .
C8 C 0.4073(3) 0.20829(12) 0.37077(14) 0.0127(4) Uani 1 1 d . . . . .
C14 C 0.7163(3) 0.29968(12) 0.64725(15) 0.0161(4) Uani 1 1 d . . . . .
C7 C 0.4308(3) 0.13411(12) 0.35119(14) 0.0135(4) Uani 1 1 d . . . . .
C10 C 0.2451(4) 0.25803(13) 0.32697(15) 0.0178(4) Uani 1 1 d . . . . .
C9 C 0.3048(4) 0.09147(12) 0.27863(15) 0.0164(4) Uani 1 1 d . . . . .
C1 C 0.8585(3) 0.11871(11) 0.51734(14) 0.0121(4) Uani 1 1 d . . . . .
C6 C 0.8565(4) 0.11585(12) 0.60572(15) 0.0158(4) Uani 1 1 d . . . . .
H6 H 0.739088 0.130458 0.628051 0.019 Uiso 1 1 calc R . . . .
C5 C 1.0294(4) 0.09124(13) 0.66098(16) 0.0197(5) Uani 1 1 d . . . . .
H5 H 1.030692 0.089177 0.721704 0.024 Uiso 1 1 calc R . . . .
C4 C 1.1997(4) 0.06972(13) 0.62813(17) 0.0200(5) Uani 1 1 d . . . . .
H4 H 1.317713 0.053323 0.666395 0.024 Uiso 1 1 calc R . . . .
C3 C 1.1987(4) 0.07201(13) 0.53930(17) 0.0190(5) Uani 1 1 d . . . . .
H3 H 1.315417 0.056592 0.516991 0.023 Uiso 1 1 calc R . . . .
C2 C 1.0274(3) 0.09681(12) 0.48301(15) 0.0158(4) Uani 1 1 d . . . . .
H2 H 1.025952 0.098743 0.422266 0.019 Uiso 1 1 calc R . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
W1 0.00972(4) 0.00829(4) 0.01042(4) 0.00035(3) -0.00020(3) 0.00008(3)
P1 0.0110(2) 0.0092(2) 0.0111(2) 0.00027(18) -0.00029(19) 0.00034(18)
F4 0.0349(8) 0.0280(8) 0.0111(7) 0.0021(6) -0.0046(6) 0.0060(6)
F5 0.0164(7) 0.0385(9) 0.0261(8) -0.0034(7) -0.0012(6) 0.0092(6)
F3 0.0161(7) 0.0338(8) 0.0208(7) -0.0084(6) -0.0026(6) -0.0025(6)
F1 0.0338(9) 0.0407(9) 0.0140(7) -0.0092(6) 0.0085(6) -0.0165(7)
F6 0.0391(10) 0.0149(7) 0.0338(9) -0.0027(6) -0.0181(7) 0.0054(6)
F2 0.0336(9) 0.0148(7) 0.0352(9) -0.0054(6) -0.0078(7) -0.0047(6)
O5 0.0134(7) 0.0201(8) 0.0216(9) 0.0005(7) 0.0026(6) 0.0011(6)
O2 0.0196(9) 0.0223(9) 0.0282(10) 0.0044(7) 0.0029(7) 0.0071(7)
O3 0.0300(10) 0.0142(8) 0.0287(10) -0.0004(7) -0.0098(8) -0.0023(7)
O4 0.0261(9) 0.0351(10) 0.0189(9) 0.0078(8) 0.0070(7) 0.0080(8)
O1 0.0370(11) 0.0249(9) 0.0198(9) 0.0052(7) 0.0057(8) -0.0060(8)
N1 0.0150(9) 0.0114(8) 0.0137(9) -0.0033(7) 0.0009(7) -0.0031(7)
N2 0.0126(8) 0.0099(8) 0.0125(9) -0.0003(6) -0.0005(7) -0.0005(6)
C13 0.0172(10) 0.0139(10) 0.0179(11) 0.0021(8) -0.0033(8) 0.0031(8)
C15 0.0144(10) 0.0128(9) 0.0118(10) -0.0009(8) 0.0021(8) -0.0028(8)
C12 0.0161(10) 0.0130(10) 0.0158(11) 0.0014(8) 0.0002(8) -0.0002(8)
C11 0.0161(10) 0.0128(10) 0.0179(11) 0.0042(8) 0.0022(8) -0.0041(8)
C8 0.0132(10) 0.0135(9) 0.0105(9) -0.0002(8) -0.0002(7) -0.0003(7)
C14 0.0133(10) 0.0168(10) 0.0180(11) -0.0023(8) 0.0021(8) 0.0048(8)
C7 0.0150(10) 0.0138(10) 0.0114(10) -0.0022(8) 0.0017(8) -0.0027(8)
C10 0.0214(11) 0.0163(10) 0.0129(10) -0.0024(8) -0.0050(8) 0.0032(9)
C9 0.0176(11) 0.0170(10) 0.0141(10) -0.0027(8) 0.0018(8) -0.0029(8)
C1 0.0126(9) 0.0074(8) 0.0155(10) 0.0017(7) -0.0001(8) 0.0003(7)
C6 0.0180(11) 0.0138(10) 0.0154(11) 0.0000(8) 0.0026(8) 0.0018(8)
C5 0.0232(12) 0.0181(11) 0.0161(11) 0.0005(9) -0.0010(9) 0.0015(9)
C4 0.0166(11) 0.0162(11) 0.0244(12) 0.0015(9) -0.0042(9) 0.0029(8)
C3 0.0144(10) 0.0163(10) 0.0266(13) 0.0011(9) 0.0041(9) 0.0029(8)
C2 0.0166(10) 0.0151(10) 0.0160(11) 0.0016(8) 0.0040(8) -0.0003(8)
_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
W1 P1 2.3891(6) . ?
W1 C13 2.032(2) . ?
W1 C15 2.055(2) . ?
W1 C12 2.048(2) . ?
W1 C11 2.058(2) . ?
W1 C14 2.062(2) . ?
P1 N2 1.6770(19) . ?
P1 C8 1.707(2) . ?
F4 C10 1.344(3) . ?
F5 C10 1.340(3) . ?
F3 C9 1.338(3) . ?
F1 C9 1.338(3) . ?
F6 C10 1.343(3) . ?
F2 C9 1.330(3) . ?
O5 C15 1.139(3) . ?
O2 C12 1.138(3) . ?
O3 C13 1.139(3) . ?
O4 C14 1.135(3) . ?
O1 C11 1.141(3) . ?
N1 N2 1.361(3) . ?
N1 C7 1.321(3) . ?
N2 C1 1.441(3) . ?
C8 C7 1.413(3) . ?
C8 C10 1.488(3) . ?
C7 C9 1.508(3) . ?
C1 C6 1.387(3) . ?
C1 C2 1.390(3) . ?
C6 C5 1.389(3) . ?
C5 C4 1.383(3) . ?
C4 C3 1.390(4) . ?
C3 C2 1.391(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
C13 W1 P1 175.27(7) . . ?
C13 W1 C15 87.84(9) . . ?
C13 W1 C12 87.47(9) . . ?
C13 W1 C11 90.76(9) . . ?
C13 W1 C14 91.93(9) . . ?
C15 W1 P1 91.23(6) . . ?
C15 W1 C11 92.04(9) . . ?
C15 W1 C14 89.39(9) . . ?
C12 W1 P1 93.51(6) . . ?
C12 W1 C15 175.24(9) . . ?
C12 W1 C11 88.79(9) . . ?
C12 W1 C14 90.01(9) . . ?
C11 W1 P1 84.64(6) . . ?
C11 W1 C14 177.00(9) . . ?
C14 W1 P1 92.69(7) . . ?
N2 P1 W1 128.98(7) . . ?
N2 P1 C8 89.85(10) . . ?
C8 P1 W1 139.81(8) . . ?
C7 N1 N2 108.03(18) . . ?
N1 N2 P1 116.62(15) . . ?
N1 N2 C1 117.70(17) . . ?
C1 N2 P1 125.62(15) . . ?
O3 C13 W1 179.4(2) . . ?
O5 C15 W1 177.54(19) . . ?
O2 C12 W1 176.9(2) . . ?
O1 C11 W1 176.3(2) . . ?
C7 C8 P1 108.21(16) . . ?
C7 C8 C10 126.4(2) . . ?
C10 C8 P1 125.43(16) . . ?
O4 C14 W1 179.0(2) . . ?
N1 C7 C8 117.3(2) . . ?
N1 C7 C9 116.03(19) . . ?
C8 C7 C9 126.7(2) . . ?
F4 C10 C8 112.28(19) . . ?
F5 C10 F4 106.66(19) . . ?
F5 C10 F6 106.3(2) . . ?
F5 C10 C8 112.9(2) . . ?
F6 C10 F4 106.9(2) . . ?
F6 C10 C8 111.42(19) . . ?
F3 C9 C7 111.68(18) . . ?
F1 C9 F3 106.53(19) . . ?
F1 C9 C7 111.80(18) . . ?
F2 C9 F3 107.16(19) . . ?
F2 C9 F1 107.42(19) . . ?
F2 C9 C7 111.9(2) . . ?
C6 C1 N2 119.73(19) . . ?
C6 C1 C2 121.7(2) . . ?
C2 C1 N2 118.6(2) . . ?
C1 C6 C5 118.8(2) . . ?
C4 C5 C6 120.4(2) . . ?
C5 C4 C3 120.2(2) . . ?
C4 C3 C2 120.2(2) . . ?
C1 C2 C3 118.7(2) . . ?
_shelx_res_file
;
TITL pap228_5_a.res in P2(1)/c
pap228_5.res
created by SHELXL-2018/3 at 08:02:46 on 18-Feb-2019
REM Old TITL Pap228_5 in P2(1)/c
REM SHELXT solution in P2(1)/c: R1 0.044, Rweak 0.004, Alpha 0.027
REM 0.588 for 137 systematic absences, Orientation as input
REM Formula found by SHELXT: C15 F6 N2 O5 P W
CELL 0.71073 6.6629 18.3901 15.6561 90 100.123 90
ZERR 4 0.0003 0.0008 0.0007 0 0.002 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H F N O P W
UNIT 60 20 24 8 20 4 4
L.S. 10
PLAN 20
SIZE 0.02 0.11 0.24
TEMP -173.18
BOND
LIST 6
fmap 2
ACTA
REM
REM
REM
WGHT 0.012700 2.243600
FVAR 0.28926
W1 7 0.751579 0.337020 0.526602 11.00000 0.00972 0.00829 =
0.01042 0.00035 -0.00020 0.00008
P1 6 0.595345 0.231246 0.455210 11.00000 0.01099 0.00920 =
0.01108 0.00027 -0.00029 0.00034
F4 3 0.216260 0.252069 0.240123 11.00000 0.03490 0.02803 =
0.01106 0.00208 -0.00464 0.00599
F5 3 0.063851 0.245966 0.350270 11.00000 0.01642 0.03845 =
0.02608 -0.00344 -0.00117 0.00917
F3 3 0.105911 0.106415 0.271294 11.00000 0.01608 0.03375 =
0.02075 -0.00841 -0.00263 -0.00249
F1 3 0.355976 0.106877 0.201759 11.00000 0.03376 0.04074 =
0.01403 -0.00925 0.00846 -0.01654
F6 3 0.291382 0.327886 0.346191 11.00000 0.03914 0.01494 =
0.03381 -0.00268 -0.01809 0.00538
F2 3 0.326326 0.020105 0.290774 11.00000 0.03356 0.01477 =
0.03519 -0.00539 -0.00780 -0.00468
O5 5 1.193318 0.264204 0.553954 11.00000 0.01338 0.02015 =
0.02156 0.00050 0.00255 0.00106
O2 5 0.336098 0.425780 0.510689 11.00000 0.01956 0.02235 =
0.02815 0.00436 0.00286 0.00713
O3 5 0.969776 0.481103 0.606226 11.00000 0.02999 0.01419 =
0.02874 -0.00043 -0.00979 -0.00226
O4 5 0.695644 0.278234 0.713165 11.00000 0.02605 0.03506 =
0.01885 0.00777 0.00704 0.00804
O1 5 0.776706 0.387908 0.333516 11.00000 0.03704 0.02493 =
0.01976 0.00525 0.00567 -0.00597
N1 4 0.582147 0.098487 0.399169 11.00000 0.01502 0.01143 =
0.01374 -0.00330 0.00093 -0.00310
N2 4 0.682461 0.145545 0.459000 11.00000 0.01258 0.00990 =
0.01250 -0.00033 -0.00046 -0.00054
C13 1 0.892033 0.429132 0.577985 11.00000 0.01717 0.01392 =
0.01790 0.00208 -0.00329 0.00309
C15 1 1.033943 0.288755 0.543231 11.00000 0.01444 0.01284 =
0.01185 -0.00092 0.00209 -0.00285
C12 1 0.481390 0.392273 0.515899 11.00000 0.01608 0.01295 =
0.01576 0.00141 0.00018 -0.00021
C11 1 0.773662 0.371102 0.403404 11.00000 0.01613 0.01281 =
0.01790 0.00421 0.00220 -0.00410
C8 1 0.407272 0.208287 0.370775 11.00000 0.01319 0.01350 =
0.01047 -0.00020 -0.00021 -0.00025
C14 1 0.716313 0.299680 0.647254 11.00000 0.01332 0.01679 =
0.01797 -0.00228 0.00212 0.00478
C7 1 0.430778 0.134108 0.351192 11.00000 0.01497 0.01384 =
0.01139 -0.00215 0.00170 -0.00265
C10 1 0.245072 0.258031 0.326973 11.00000 0.02138 0.01629 =
0.01289 -0.00245 -0.00505 0.00320
C9 1 0.304789 0.091474 0.278628 11.00000 0.01761 0.01702 =
0.01414 -0.00269 0.00185 -0.00293
C1 1 0.858461 0.118710 0.517336 11.00000 0.01264 0.00738 =
0.01548 0.00171 -0.00013 0.00025
C6 1 0.856496 0.115854 0.605718 11.00000 0.01800 0.01378 =
0.01545 0.00002 0.00260 0.00182
AFIX 43
H6 2 0.739088 0.130458 0.628051 11.00000 -1.20000
AFIX 0
C5 1 1.029402 0.091242 0.660979 11.00000 0.02315 0.01813 =
0.01606 0.00052 -0.00102 0.00146
AFIX 43
H5 2 1.030692 0.089177 0.721704 11.00000 -1.20000
AFIX 0
C4 1 1.199706 0.069721 0.628128 11.00000 0.01658 0.01623 =
0.02436 0.00152 -0.00419 0.00290
AFIX 43
H4 2 1.317713 0.053323 0.666395 11.00000 -1.20000
AFIX 0
C3 1 1.198718 0.072013 0.539302 11.00000 0.01436 0.01629 =
0.02658 0.00110 0.00407 0.00292
AFIX 43
H3 2 1.315417 0.056592 0.516991 11.00000 -1.20000
AFIX 0
C2 1 1.027433 0.096810 0.483011 11.00000 0.01658 0.01512 =
0.01600 0.00162 0.00402 -0.00035
AFIX 43
H2 2 1.025952 0.098743 0.422266 11.00000 -1.20000
AFIX 0
HKLF 4
REM pap228_5_a.res in P2(1)/c
REM wR2 = 0.0422, GooF = S = 1.178, Restrained GooF = 1.178 for all data
REM R1 = 0.0192 for 5238 Fo > 4sig(Fo) and 0.0223 for all 5650 data
REM 271 parameters refined using 0 restraints
END
WGHT 0.0127 2.2435
REM Highest difference peak 0.569, deepest hole -1.704, 1-sigma level 0.130
Q1 1 0.7716 0.3393 0.6367 11.00000 0.05 0.57
Q2 1 1.0269 0.1374 0.8023 11.00000 0.05 0.46
Q3 1 0.3684 0.1096 0.3232 11.00000 0.05 0.46
Q4 1 0.3488 0.2382 0.3608 11.00000 0.05 0.39
Q5 1 0.7584 0.2784 0.4810 11.00000 0.05 0.39
Q6 1 1.1102 0.0898 0.6328 11.00000 0.05 0.38
Q7 1 0.8883 0.3846 0.5610 11.00000 0.05 0.38
Q8 1 1.1010 0.0849 0.5144 11.00000 0.05 0.37
Q9 1 0.8968 0.2586 0.7476 11.00000 0.05 0.37
Q10 1 0.8797 0.4857 0.6257 11.00000 0.05 0.36
Q11 1 0.8208 0.3026 0.7798 11.00000 0.05 0.36
Q12 1 0.9658 0.4769 0.4976 11.00000 0.05 0.36
Q13 1 0.5327 0.1063 0.1416 11.00000 0.05 0.35
Q14 1 0.9705 0.2928 0.6145 11.00000 0.05 0.35
Q15 1 0.4797 0.2232 0.4027 11.00000 0.05 0.35
Q16 1 0.5767 0.2220 0.6773 11.00000 0.05 0.35
Q17 1 0.5936 0.4450 0.5585 11.00000 0.05 0.35
Q18 1 0.9762 0.3774 0.6192 11.00000 0.05 0.35
Q19 1 0.3854 0.1618 0.3784 11.00000 0.05 0.35
Q20 1 1.4129 0.3101 0.6010 11.00000 0.05 0.34
;
_shelx_res_checksum 53376
_olex2_submission_special_instructions 'No special instructions were received'
#######################################################################
#
# This file contains crystal structure data downloaded from the
# Cambridge Structural Database (CSD) hosted by the Cambridge
# Crystallographic Data Centre (CCDC).
#
# Full information about CCDC data access policies and citation
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1
#
# Audit and citation data items may have been added by the CCDC.
# Please retain this information to preserve the provenance of
# this file and to allow appropriate attribution of the data.
#
#######################################################################
data_LD1209
_database_code_depnum_ccdc_archive 'CCDC 2163858'
loop_
_audit_author_name
_audit_author_address
'Manuela Weber'
;Freie Universitaet Berlin, Anorganische Chemie
Germany
;
_audit_update_record
;
2022-05-30 deposited with the CCDC. 2022-06-15 downloaded from the CCDC.
;
_audit_creation_method SHELXL-2018/3
_shelx_SHELXL_version_number 2018/3
_chemical_name_systematic ?
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety ?
_chemical_formula_sum 'C22 H26 N3 O5 P W'
_chemical_formula_weight 627.28
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
W W -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_space_group_crystal_system triclinic
_space_group_IT_number 2
_space_group_name_H-M_alt 'P -1'
_space_group_name_Hall '-P 1'
_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'
_cell_length_a 11.1075(2)
_cell_length_b 14.6470(2)
_cell_length_c 16.9008(3)
_cell_angle_alpha 112.5214(6)
_cell_angle_beta 102.9855(5)
_cell_angle_gamma 91.3575(5)
_cell_volume 2456.50(7)
_cell_formula_units_Z 4
_cell_measurement_temperature 100(2)
_cell_measurement_reflns_used 9661
_cell_measurement_theta_min 2.40
_cell_measurement_theta_max 30.55
_exptl_crystal_description plate
_exptl_crystal_colour yellow
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_density_diffrn 1.696
_exptl_crystal_F_000 1232
_exptl_transmission_factor_min 0.2195
_exptl_transmission_factor_max 0.4010
_exptl_crystal_size_max 0.400
_exptl_crystal_size_mid 0.340
_exptl_crystal_size_min 0.090
_exptl_absorpt_coefficient_mu 4.804
_shelx_estimated_absorpt_T_min 0.250
_shelx_estimated_absorpt_T_max 0.672
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.2195
_exptl_absorpt_correction_T_max 0.4010
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1252 before and 0.0583 after correction.
The Ratio of minimum to maximum transmission is 0.5474.
The \l/2 correction factor is Not present.
;
_exptl_absorpt_special_details ?
_diffrn_ambient_temperature 100(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_source 'sealed tube'
_diffrn_measurement_device_type 'Bruker Photon CMOS Detector, D8 Venture'
_diffrn_measurement_method '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number 68480
_diffrn_reflns_av_unetI/netI 0.0292
_diffrn_reflns_av_R_equivalents 0.0425
_diffrn_reflns_limit_h_min -13
_diffrn_reflns_limit_h_max 14
_diffrn_reflns_limit_k_min -19
_diffrn_reflns_limit_k_max 19
_diffrn_reflns_limit_l_min -22
_diffrn_reflns_limit_l_max 22
_diffrn_reflns_theta_min 1.896
_diffrn_reflns_theta_max 28.282
_diffrn_reflns_theta_full 25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total 12174
_reflns_number_gt 11237
_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 'Bruker APEX3'
_computing_cell_refinement 'Bruker SAINT'
_computing_data_reduction 'Bruker SAINT'
_computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics ?
_computing_publication_material ?
_refine_special_details ?
_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^)+(0.0125P)^2^+1.6662P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary ?
_atom_sites_solution_secondary ?
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment constr
_refine_ls_extinction_method none
_refine_ls_extinction_coef .
_refine_ls_number_reflns 12174
_refine_ls_number_parameters 591
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0220
_refine_ls_R_factor_gt 0.0192
_refine_ls_wR_factor_ref 0.0452
_refine_ls_wR_factor_gt 0.0440
_refine_ls_goodness_of_fit_ref 1.040
_refine_ls_restrained_S_all 1.040
_refine_ls_shift/su_max 0.004
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
W1 W 0.47619(2) 0.69029(2) 0.14882(2) 0.01778(3) Uani 1 1 d . . . . .
P1 P 0.38485(5) 0.71329(4) 0.27340(3) 0.01369(10) Uani 1 1 d . . . . .
O1 O 0.69454(19) 0.85319(16) 0.29445(14) 0.0439(5) Uani 1 1 d . . . . .
O2 O 0.3278(2) 0.84870(15) 0.09229(13) 0.0413(5) Uani 1 1 d . . . . .
O3 O 0.6058(2) 0.67284(16) -0.00300(15) 0.0494(6) Uani 1 1 d . . . . .
O4 O 0.26357(18) 0.51938(15) 0.00889(13) 0.0378(4) Uani 1 1 d . . . . .
O5 O 0.6228(2) 0.51304(16) 0.16697(14) 0.0448(5) Uani 1 1 d . . . . .
N1 N 0.27698(15) 0.78786(12) 0.30406(11) 0.0133(3) Uani 1 1 d . . . . .
N2 N 0.25121(17) 0.79379(14) 0.38060(12) 0.0186(4) Uani 1 1 d . . . . .
N3 N 0.31866(17) 0.73912(14) 0.41370(12) 0.0190(4) Uani 1 1 d . . . . .
C1 C 0.39858(19) 0.69022(15) 0.36675(13) 0.0147(4) Uani 1 1 d . . . . .
C2 C 0.21711(19) 0.85122(15) 0.26332(13) 0.0138(4) Uani 1 1 d . . . . .
C3 C 0.27489(19) 0.94834(15) 0.29141(14) 0.0163(4) Uani 1 1 d . . . . .
C4 C 0.2159(2) 1.00821(16) 0.25112(15) 0.0195(4) Uani 1 1 d . . . . .
H4 H 0.252319 1.074509 0.268508 0.023 Uiso 1 1 calc R U . . .
C5 C 0.1053(2) 0.97251(16) 0.18632(15) 0.0207(4) Uani 1 1 d . . . . .
H5 H 0.067112 1.014074 0.159040 0.025 Uiso 1 1 calc R U . . .
C6 C 0.0496(2) 0.87644(16) 0.16082(14) 0.0196(4) Uani 1 1 d . . . . .
H6 H -0.026945 0.853110 0.116655 0.024 Uiso 1 1 calc R U . . .
C7 C 0.10430(19) 0.81390(15) 0.19902(14) 0.0161(4) Uani 1 1 d . . . . .
C8 C 0.3946(2) 0.98988(16) 0.36439(16) 0.0226(5) Uani 1 1 d . . . . .
H8 H 0.434477 0.932473 0.372457 0.027 Uiso 1 1 calc R U . . .
C9 C 0.4874(3) 1.0488(2) 0.3419(2) 0.0387(7) Uani 1 1 d . . . . .
H9A H 0.501496 1.007801 0.284220 0.058 Uiso 1 1 calc R U . . .
H9B H 0.566381 1.067004 0.387438 0.058 Uiso 1 1 calc R U . . .
H9C H 0.453925 1.109303 0.339725 0.058 Uiso 1 1 calc R U . . .
C10 C 0.3636(3) 1.05398(19) 0.45120(17) 0.0339(6) Uani 1 1 d . . . . .
H10A H 0.318397 1.107884 0.443515 0.051 Uiso 1 1 calc R U . . .
H10B H 0.440844 1.082400 0.497979 0.051 Uiso 1 1 calc R U . . .
H10C H 0.311722 1.012737 0.467738 0.051 Uiso 1 1 calc R U . . .
C11 C 0.0400(2) 0.70986(16) 0.17158(15) 0.0201(4) Uani 1 1 d . . . . .
H11 H 0.099121 0.672973 0.198415 0.024 Uiso 1 1 calc R U . . .
C12 C 0.0063(3) 0.65284(19) 0.07185(17) 0.0329(6) Uani 1 1 d . . . . .
H12A H -0.058371 0.683659 0.044400 0.049 Uiso 1 1 calc R U . . .
H12B H -0.024890 0.583616 0.057041 0.049 Uiso 1 1 calc R U . . .
H12C H 0.080252 0.654412 0.049692 0.049 Uiso 1 1 calc R U . . .
C13 C -0.0756(3) 0.7148(2) 0.2074(2) 0.0377(6) Uani 1 1 d . . . . .
H13A H -0.134629 0.751453 0.182567 0.057 Uiso 1 1 calc R U . . .
H13B H -0.051363 0.748883 0.272060 0.057 Uiso 1 1 calc R U . . .
H13C H -0.114814 0.647084 0.190413 0.057 Uiso 1 1 calc R U . . .
C14 C 0.4846(2) 0.62601(15) 0.39980(14) 0.0174(4) Uani 1 1 d . . . . .
C15 C 0.4426(2) 0.51583(16) 0.33918(16) 0.0258(5) Uani 1 1 d . . . . .
H15A H 0.442141 0.505128 0.278211 0.039 Uiso 1 1 calc R U . . .
H15B H 0.358554 0.497274 0.341639 0.039 Uiso 1 1 calc R U . . .
H15C H 0.500171 0.474713 0.358974 0.039 Uiso 1 1 calc R U . . .
C16 C 0.4820(2) 0.64336(18) 0.49458(15) 0.0262(5) Uani 1 1 d . . . . .
H16A H 0.397300 0.624999 0.495849 0.039 Uiso 1 1 calc R U . . .
H16B H 0.508536 0.713795 0.533189 0.039 Uiso 1 1 calc R U . . .
H16C H 0.538701 0.602385 0.515425 0.039 Uiso 1 1 calc R U . . .
C17 C 0.6180(2) 0.65398(18) 0.39942(16) 0.0240(5) Uani 1 1 d . . . . .
H17A H 0.621661 0.641738 0.338837 0.036 Uiso 1 1 calc R U . . .
H17B H 0.673673 0.613479 0.421761 0.036 Uiso 1 1 calc R U . . .
H17C H 0.644224 0.724619 0.437422 0.036 Uiso 1 1 calc R U . . .
C18 C 0.6172(2) 0.79591(19) 0.24122(18) 0.0292(5) Uani 1 1 d . . . . .
C19 C 0.3797(2) 0.79452(19) 0.11691(16) 0.0274(5) Uani 1 1 d . . . . .
C20 C 0.5592(3) 0.67940(19) 0.05238(18) 0.0306(6) Uani 1 1 d . . . . .
C21 C 0.3377(2) 0.58188(18) 0.05968(15) 0.0237(5) Uani 1 1 d . . . . .
C22 C 0.5705(2) 0.57796(19) 0.16362(16) 0.0273(5) Uani 1 1 d . . . . .
W1B W 0.76535(2) 0.17700(2) 0.16632(2) 0.01653(3) Uani 1 1 d . . . . .
P1B P 0.95569(5) 0.21210(4) 0.28371(3) 0.01324(10) Uani 1 1 d . . . . .
O1B O 0.91194(17) 0.07696(14) 0.02002(12) 0.0311(4) Uani 1 1 d . . . . .
O2B O 0.81014(19) 0.36284(14) 0.11789(13) 0.0382(5) Uani 1 1 d . . . . .
O3B O 0.50855(17) 0.12375(17) 0.02345(13) 0.0411(5) Uani 1 1 d . . . . .
O4B O 0.64391(18) 0.30339(17) 0.32258(13) 0.0444(5) Uani 1 1 d . . . . .
O5B O 0.6995(2) -0.03454(16) 0.16798(14) 0.0504(6) Uani 1 1 d . . . . .
N1B N 1.08982(15) 0.27948(13) 0.29938(11) 0.0139(3) Uani 1 1 d . . . . .
N2B N 1.17996(17) 0.28601(14) 0.37155(12) 0.0190(4) Uani 1 1 d . . . . .
N3B N 1.14016(17) 0.23631(14) 0.41211(12) 0.0190(4) Uani 1 1 d . . . . .
C01A C 1.16761(18) 0.31031(15) 0.18566(14) 0.0149(4) Uani 1 1 d . . . . .
C1B C 1.02104(19) 0.19123(15) 0.37624(13) 0.0146(4) Uani 1 1 d . . . . .
C2B C 1.11033(18) 0.34421(15) 0.25581(14) 0.0149(4) Uani 1 1 d . . . . .
C4B C 1.1825(2) 0.37464(16) 0.14461(14) 0.0178(4) Uani 1 1 d . . . . .
H4B H 1.220780 0.354243 0.096629 0.021 Uiso 1 1 calc R U . . .
C5B C 1.1424(2) 0.46796(17) 0.17283(15) 0.0215(4) Uani 1 1 d . . . . .
H5B H 1.151500 0.510220 0.143161 0.026 Uiso 1 1 calc R U . . .
C6B C 1.0891(2) 0.50003(16) 0.24388(16) 0.0218(5) Uani 1 1 d . . . . .
H6B H 1.063805 0.564823 0.263301 0.026 Uiso 1 1 calc R U . . .
C7B C 1.0719(2) 0.43886(16) 0.28744(15) 0.0194(4) Uani 1 1 d . . . . .
C8B C 1.2219(2) 0.21214(16) 0.16031(15) 0.0189(4) Uani 1 1 d . . . . .
H8B H 1.173228 0.166110 0.175956 0.023 Uiso 1 1 calc R U . . .
C9B C 1.3569(2) 0.22929(19) 0.21487(17) 0.0278(5) Uani 1 1 d . . . . .
H9BA H 1.390800 0.165408 0.201289 0.042 Uiso 1 1 calc R U . . .
H9BB H 1.359719 0.259681 0.278071 0.042 Uiso 1 1 calc R U . . .
H9BC H 1.406726 0.273740 0.200148 0.042 Uiso 1 1 calc R U . . .
C10B C 1.2161(2) 0.16186(18) 0.06203(16) 0.0270(5) Uani 1 1 d . . . . .
H10D H 1.129648 0.152112 0.027497 0.041 Uiso 1 1 calc R U . . .
H10E H 1.247549 0.097158 0.049463 0.041 Uiso 1 1 calc R U . . .
H10F H 1.267279 0.203954 0.045871 0.041 Uiso 1 1 calc R U . . .
C11B C 1.0211(2) 0.47815(16) 0.36889(16) 0.0235(5) Uani 1 1 d . . . . .
H11B H 1.000806 0.420277 0.383170 0.028 Uiso 1 1 calc R U . . .
C12B C 0.9018(3) 0.5261(2) 0.3545(2) 0.0372(6) Uani 1 1 d . . . . .
H12D H 0.918089 0.581743 0.338258 0.056 Uiso 1 1 calc R U . . .
H12E H 0.873882 0.550676 0.409268 0.056 Uiso 1 1 calc R U . . .
H12F H 0.836975 0.476542 0.306908 0.056 Uiso 1 1 calc R U . . .
C13B C 1.1217(3) 0.5504(2) 0.44746(17) 0.0344(6) Uani 1 1 d . . . . .
H13D H 1.193183 0.515453 0.459503 0.052 Uiso 1 1 calc R U . . .
H13E H 1.088253 0.576545 0.499743 0.052 Uiso 1 1 calc R U . . .
H13F H 1.148207 0.605596 0.433571 0.052 Uiso 1 1 calc R U . . .
C14B C 0.9648(2) 0.13405(15) 0.42031(14) 0.0166(4) Uani 1 1 d . . . . .
C15B C 0.8276(2) 0.14881(18) 0.41403(16) 0.0229(5) Uani 1 1 d . . . . .
H15D H 0.780989 0.121219 0.351691 0.034 Uiso 1 1 calc R U . . .
H15E H 0.820201 0.220081 0.440861 0.034 Uiso 1 1 calc R U . . .
H15F H 0.793837 0.114597 0.445516 0.034 Uiso 1 1 calc R U . . .
C16B C 1.0341(2) 0.1725(2) 0.51829(16) 0.0297(5) Uani 1 1 d . . . . .
H16D H 1.120912 0.159031 0.523512 0.045 Uiso 1 1 calc R U . . .
H16E H 0.994280 0.138702 0.547526 0.045 Uiso 1 1 calc R U . . .
H16F H 1.031516 0.244412 0.546546 0.045 Uiso 1 1 calc R U . . .
C17B C 0.9747(2) 0.02300(17) 0.37410(17) 0.0274(5) Uani 1 1 d . . . . .
H17D H 0.928408 -0.001325 0.311804 0.041 Uiso 1 1 calc R U . . .
H17E H 0.939611 -0.013733 0.403141 0.041 Uiso 1 1 calc R U . . .
H17F H 1.062344 0.012949 0.377764 0.041 Uiso 1 1 calc R U . . .
C18B C 0.8583(2) 0.11012(16) 0.07211(15) 0.0201(4) Uani 1 1 d . . . . .
C19B C 0.7972(2) 0.30043(18) 0.14076(16) 0.0254(5) Uani 1 1 d . . . . .
C20B C 0.6016(2) 0.1435(2) 0.07465(16) 0.0283(5) Uani 1 1 d . . . . .
C21B C 0.6837(2) 0.2562(2) 0.26549(16) 0.0283(5) Uani 1 1 d . . . . .
C22B C 0.7246(2) 0.0428(2) 0.17084(16) 0.0291(5) Uani 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
W1 0.01928(5) 0.02013(5) 0.01891(5) 0.00928(4) 0.01132(3) 0.00640(3)
P1 0.0138(2) 0.0158(2) 0.0142(2) 0.0074(2) 0.00576(19) 0.00526(19)
O1 0.0309(11) 0.0430(12) 0.0479(13) 0.0102(10) 0.0065(9) -0.0087(9)
O2 0.0590(13) 0.0502(12) 0.0401(11) 0.0335(10) 0.0307(10) 0.0340(11)
O3 0.0683(15) 0.0503(13) 0.0557(14) 0.0289(11) 0.0506(13) 0.0207(11)
O4 0.0372(11) 0.0394(11) 0.0308(10) 0.0094(9) 0.0065(9) -0.0042(9)
O5 0.0569(13) 0.0460(12) 0.0422(12) 0.0216(10) 0.0230(10) 0.0350(11)
N1 0.0129(8) 0.0156(8) 0.0135(8) 0.0071(7) 0.0046(6) 0.0040(6)
N2 0.0205(9) 0.0254(9) 0.0160(9) 0.0123(7) 0.0086(7) 0.0081(7)
N3 0.0212(9) 0.0223(9) 0.0187(9) 0.0117(8) 0.0084(7) 0.0076(7)
C1 0.0160(9) 0.0137(9) 0.0137(9) 0.0054(8) 0.0025(8) 0.0018(7)
C2 0.0156(9) 0.0163(9) 0.0130(9) 0.0082(8) 0.0056(8) 0.0069(8)
C3 0.0168(10) 0.0161(10) 0.0156(10) 0.0055(8) 0.0045(8) 0.0033(8)
C4 0.0234(11) 0.0146(10) 0.0200(11) 0.0066(8) 0.0050(9) 0.0034(8)
C5 0.0268(11) 0.0185(10) 0.0184(11) 0.0094(9) 0.0045(9) 0.0096(9)
C6 0.0200(10) 0.0209(11) 0.0147(10) 0.0059(8) 0.0005(8) 0.0044(8)
C7 0.0175(10) 0.0150(9) 0.0148(10) 0.0048(8) 0.0042(8) 0.0034(8)
C8 0.0192(11) 0.0163(10) 0.0255(12) 0.0061(9) -0.0028(9) 0.0015(8)
C9 0.0246(13) 0.0355(15) 0.0504(18) 0.0167(13) 0.0004(12) -0.0073(11)
C10 0.0380(15) 0.0269(13) 0.0219(12) 0.0022(10) -0.0079(11) 0.0060(11)
C11 0.0176(10) 0.0154(10) 0.0257(12) 0.0090(9) 0.0011(9) 0.0006(8)
C12 0.0393(15) 0.0226(12) 0.0256(13) 0.0021(10) 0.0009(11) -0.0015(11)
C13 0.0318(14) 0.0361(15) 0.0501(18) 0.0189(13) 0.0171(13) -0.0009(12)
C14 0.0175(10) 0.0172(10) 0.0174(10) 0.0081(8) 0.0019(8) 0.0052(8)
C15 0.0293(12) 0.0162(10) 0.0280(12) 0.0081(9) 0.0008(10) 0.0044(9)
C16 0.0322(13) 0.0309(13) 0.0195(11) 0.0153(10) 0.0041(10) 0.0106(10)
C17 0.0162(10) 0.0277(12) 0.0258(12) 0.0103(10) 0.0008(9) 0.0063(9)
C18 0.0272(13) 0.0312(13) 0.0356(14) 0.0147(11) 0.0176(11) 0.0070(11)
C19 0.0363(13) 0.0313(13) 0.0244(12) 0.0143(10) 0.0202(11) 0.0115(11)
C20 0.0376(14) 0.0284(13) 0.0363(14) 0.0159(11) 0.0232(12) 0.0116(11)
C21 0.0288(12) 0.0283(12) 0.0187(11) 0.0108(10) 0.0123(10) 0.0082(10)
C22 0.0285(12) 0.0317(13) 0.0251(12) 0.0110(10) 0.0131(10) 0.0109(10)
W1B 0.01223(4) 0.02380(5) 0.01372(4) 0.00836(3) 0.00210(3) 0.00134(3)
P1B 0.0123(2) 0.0152(2) 0.0134(2) 0.00730(19) 0.00291(19) 0.00032(19)
O1B 0.0295(9) 0.0371(10) 0.0257(9) 0.0081(8) 0.0123(8) 0.0091(8)
O2B 0.0480(12) 0.0335(10) 0.0420(11) 0.0255(9) 0.0094(9) 0.0122(9)
O3B 0.0194(9) 0.0712(15) 0.0280(10) 0.0195(10) -0.0020(8) 0.0019(9)
O4B 0.0299(10) 0.0725(15) 0.0279(10) 0.0133(10) 0.0121(8) 0.0225(10)
O5B 0.0653(15) 0.0411(12) 0.0379(12) 0.0212(10) -0.0067(10) -0.0257(11)
N1B 0.0112(8) 0.0169(8) 0.0145(8) 0.0078(7) 0.0021(6) 0.0005(6)
N2B 0.0157(8) 0.0237(9) 0.0187(9) 0.0117(8) 0.0008(7) -0.0011(7)
N3B 0.0179(9) 0.0226(9) 0.0182(9) 0.0115(7) 0.0020(7) -0.0002(7)
C01A 0.0122(9) 0.0166(10) 0.0155(10) 0.0070(8) 0.0019(8) 0.0001(7)
C1B 0.0155(9) 0.0144(9) 0.0140(9) 0.0061(8) 0.0032(8) 0.0023(7)
C2B 0.0133(9) 0.0169(10) 0.0170(10) 0.0098(8) 0.0034(8) -0.0003(7)
C4B 0.0180(10) 0.0212(10) 0.0159(10) 0.0086(8) 0.0058(8) 0.0009(8)
C5B 0.0245(11) 0.0209(11) 0.0258(12) 0.0148(9) 0.0090(9) 0.0037(9)
C6B 0.0273(12) 0.0173(10) 0.0274(12) 0.0123(9) 0.0133(10) 0.0068(9)
C7B 0.0195(10) 0.0176(10) 0.0232(11) 0.0082(9) 0.0092(9) 0.0029(8)
C8B 0.0203(10) 0.0162(10) 0.0216(11) 0.0078(8) 0.0076(9) 0.0018(8)
C9B 0.0220(12) 0.0300(13) 0.0349(14) 0.0156(11) 0.0084(10) 0.0085(10)
C10B 0.0282(12) 0.0238(12) 0.0258(12) 0.0042(10) 0.0107(10) 0.0013(10)
C11B 0.0324(12) 0.0180(10) 0.0277(12) 0.0101(9) 0.0201(10) 0.0054(9)
C12B 0.0377(15) 0.0357(14) 0.0411(16) 0.0105(12) 0.0233(13) 0.0140(12)
C13B 0.0423(15) 0.0352(14) 0.0244(13) 0.0068(11) 0.0158(12) -0.0040(12)
C14B 0.0194(10) 0.0175(10) 0.0167(10) 0.0105(8) 0.0056(8) 0.0022(8)
C15B 0.0211(11) 0.0297(12) 0.0247(12) 0.0156(10) 0.0103(9) 0.0033(9)
C16B 0.0345(14) 0.0372(14) 0.0199(12) 0.0179(11) 0.0012(10) -0.0063(11)
C17B 0.0345(13) 0.0193(11) 0.0360(14) 0.0144(10) 0.0174(11) 0.0041(10)
C18B 0.0182(10) 0.0225(11) 0.0172(10) 0.0083(9) -0.0006(8) 0.0000(8)
C19B 0.0245(12) 0.0271(12) 0.0247(12) 0.0105(10) 0.0052(10) 0.0094(9)
C20B 0.0194(11) 0.0435(15) 0.0229(12) 0.0141(11) 0.0059(10) 0.0028(10)
C21B 0.0146(10) 0.0449(15) 0.0236(12) 0.0135(11) 0.0011(9) 0.0063(10)
C22B 0.0281(12) 0.0370(14) 0.0180(11) 0.0118(10) -0.0021(10) -0.0081(11)
_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
W1 C20 2.004(2) . ?
W1 C22 2.036(2) . ?
W1 C21 2.041(3) . ?
W1 C19 2.054(2) . ?
W1 C18 2.055(3) . ?
W1 P1 2.4512(5) . ?
P1 N1 1.6747(17) . ?
P1 C1 1.712(2) . ?
O1 C18 1.136(3) . ?
O2 C19 1.141(3) . ?
O3 C20 1.142(3) . ?
O4 C21 1.139(3) . ?
O5 C22 1.139(3) . ?
N1 N2 1.358(2) . ?
N1 C2 1.446(2) . ?
N2 N3 1.303(2) . ?
N3 C1 1.357(3) . ?
C1 C14 1.521(3) . ?
C2 C7 1.397(3) . ?
C2 C3 1.401(3) . ?
C3 C4 1.395(3) . ?
C3 C8 1.520(3) . ?
C4 C5 1.381(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.387(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.389(3) . ?
C6 H6 0.9500 . ?
C7 C11 1.519(3) . ?
C8 C9 1.528(4) . ?
C8 C10 1.530(3) . ?
C8 H8 1.0000 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.517(3) . ?
C11 C13 1.529(3) . ?
C11 H11 1.0000 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C16 1.530(3) . ?
C14 C17 1.531(3) . ?
C14 C15 1.534(3) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
W1B C20B 2.015(2) . ?
W1B C18B 2.038(2) . ?
W1B C22B 2.040(3) . ?
W1B C19B 2.054(2) . ?
W1B C21B 2.055(3) . ?
W1B P1B 2.4398(5) . ?
P1B N1B 1.6783(17) . ?
P1B C1B 1.713(2) . ?
O1B C18B 1.135(3) . ?
O2B C19B 1.138(3) . ?
O3B C20B 1.137(3) . ?
O4B C21B 1.139(3) . ?
O5B C22B 1.140(3) . ?
N1B N2B 1.363(2) . ?
N1B C2B 1.447(2) . ?
N2B N3B 1.303(2) . ?
N3B C1B 1.359(3) . ?
C01A C4B 1.393(3) . ?
C01A C2B 1.400(3) . ?
C01A C8B 1.517(3) . ?
C1B C14B 1.519(3) . ?
C2B C7B 1.398(3) . ?
C4B C5B 1.386(3) . ?
C4B H4B 0.9500 . ?
C5B C6B 1.383(3) . ?
C5B H5B 0.9500 . ?
C6B C7B 1.393(3) . ?
C6B H6B 0.9500 . ?
C7B C11B 1.517(3) . ?
C8B C10B 1.522(3) . ?
C8B C9B 1.532(3) . ?
C8B H8B 1.0000 . ?
C9B H9BA 0.9800 . ?
C9B H9BB 0.9800 . ?
C9B H9BC 0.9800 . ?
C10B H10D 0.9800 . ?
C10B H10E 0.9800 . ?
C10B H10F 0.9800 . ?
C11B C13B 1.527(4) . ?
C11B C12B 1.529(4) . ?
C11B H11B 1.0000 . ?
C12B H12D 0.9800 . ?
C12B H12E 0.9800 . ?
C12B H12F 0.9800 . ?
C13B H13D 0.9800 . ?
C13B H13E 0.9800 . ?
C13B H13F 0.9800 . ?
C14B C15B 1.530(3) . ?
C14B C17B 1.530(3) . ?
C14B C16B 1.531(3) . ?
C15B H15D 0.9800 . ?
C15B H15E 0.9800 . ?
C15B H15F 0.9800 . ?
C16B H16D 0.9800 . ?
C16B H16E 0.9800 . ?
C16B H16F 0.9800 . ?
C17B H17D 0.9800 . ?
C17B H17E 0.9800 . ?
C17B H17F 0.9800 . ?
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
C20 W1 C22 87.47(10) . . ?
C20 W1 C21 90.20(10) . . ?
C22 W1 C21 86.58(10) . . ?
C20 W1 C19 86.51(10) . . ?
C22 W1 C19 172.66(9) . . ?
C21 W1 C19 89.25(10) . . ?
C20 W1 C18 90.89(11) . . ?
C22 W1 C18 91.52(10) . . ?
C21 W1 C18 177.76(9) . . ?
C19 W1 C18 92.77(10) . . ?
C20 W1 P1 176.17(8) . . ?
C22 W1 P1 93.24(7) . . ?
C21 W1 P1 93.60(6) . . ?
C19 W1 P1 93.04(6) . . ?
C18 W1 P1 85.33(7) . . ?
N1 P1 C1 88.67(9) . . ?
N1 P1 W1 126.61(6) . . ?
C1 P1 W1 144.14(7) . . ?
N2 N1 C2 117.28(16) . . ?
N2 N1 P1 114.45(13) . . ?
C2 N1 P1 128.07(14) . . ?
N3 N2 N1 110.82(16) . . ?
N2 N3 C1 115.31(17) . . ?
N3 C1 C14 120.26(18) . . ?
N3 C1 P1 110.73(15) . . ?
C14 C1 P1 129.01(16) . . ?
C7 C2 C3 122.98(18) . . ?
C7 C2 N1 119.01(18) . . ?
C3 C2 N1 118.00(18) . . ?
C4 C3 C2 117.15(19) . . ?
C4 C3 C8 120.20(19) . . ?
C2 C3 C8 122.63(18) . . ?
C5 C4 C3 121.0(2) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 C5 C6 120.5(2) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C7 120.8(2) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 H6 119.6 . . ?
C6 C7 C2 117.57(19) . . ?
C6 C7 C11 119.86(19) . . ?
C2 C7 C11 122.56(18) . . ?
C3 C8 C9 112.6(2) . . ?
C3 C8 C10 109.34(19) . . ?
C9 C8 C10 110.9(2) . . ?
C3 C8 H8 107.9 . . ?
C9 C8 H8 107.9 . . ?
C10 C8 H8 107.9 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C7 111.71(19) . . ?
C12 C11 C13 110.7(2) . . ?
C7 C11 C13 110.46(19) . . ?
C12 C11 H11 108.0 . . ?
C7 C11 H11 108.0 . . ?
C13 C11 H11 108.0 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C1 C14 C16 110.24(18) . . ?
C1 C14 C17 109.47(17) . . ?
C16 C14 C17 108.44(19) . . ?
C1 C14 C15 109.54(18) . . ?
C16 C14 C15 109.53(19) . . ?
C17 C14 C15 109.59(19) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O1 C18 W1 177.6(2) . . ?
O2 C19 W1 174.3(2) . . ?
O3 C20 W1 179.5(3) . . ?
O4 C21 W1 177.6(2) . . ?
O5 C22 W1 176.2(2) . . ?
C20B W1B C18B 91.86(9) . . ?
C20B W1B C22B 85.82(10) . . ?
C18B W1B C22B 89.66(10) . . ?
C20B W1B C19B 87.78(10) . . ?
C18B W1B C19B 84.33(9) . . ?
C22B W1B C19B 171.08(10) . . ?
C20B W1B C21B 91.43(10) . . ?
C18B W1B C21B 174.55(9) . . ?
C22B W1B C21B 94.91(11) . . ?
C19B W1B C21B 91.46(10) . . ?
C20B W1B P1B 175.53(7) . . ?
C18B W1B P1B 91.02(6) . . ?
C22B W1B P1B 90.78(7) . . ?
C19B W1B P1B 95.91(7) . . ?
C21B W1B P1B 85.96(6) . . ?
N1B P1B C1B 88.79(9) . . ?
N1B P1B W1B 128.04(6) . . ?
C1B P1B W1B 143.17(7) . . ?
N2B N1B C2B 117.66(16) . . ?
N2B N1B P1B 114.37(13) . . ?
C2B N1B P1B 126.86(14) . . ?
N3B N2B N1B 110.57(17) . . ?
N2B N3B C1B 115.71(17) . . ?
C4B C01A C2B 117.06(19) . . ?
C4B C01A C8B 120.83(19) . . ?
C2B C01A C8B 121.89(18) . . ?
N3B C1B C14B 119.68(18) . . ?
N3B C1B P1B 110.55(15) . . ?
C14B C1B P1B 129.76(15) . . ?
C7B C2B C01A 123.46(18) . . ?
C7B C2B N1B 117.21(18) . . ?
C01A C2B N1B 119.33(18) . . ?
C5B C4B C01A 120.9(2) . . ?
C5B C4B H4B 119.6 . . ?
C01A C4B H4B 119.6 . . ?
C6B C5B C4B 120.5(2) . . ?
C6B C5B H5B 119.8 . . ?
C4B C5B H5B 119.8 . . ?
C5B C6B C7B 121.1(2) . . ?
C5B C6B H6B 119.5 . . ?
C7B C6B H6B 119.5 . . ?
C6B C7B C2B 117.0(2) . . ?
C6B C7B C11B 120.05(19) . . ?
C2B C7B C11B 122.85(19) . . ?
C01A C8B C10B 113.57(18) . . ?
C01A C8B C9B 109.20(18) . . ?
C10B C8B C9B 109.89(19) . . ?
C01A C8B H8B 108.0 . . ?
C10B C8B H8B 108.0 . . ?
C9B C8B H8B 108.0 . . ?
C8B C9B H9BA 109.5 . . ?
C8B C9B H9BB 109.5 . . ?
H9BA C9B H9BB 109.5 . . ?
C8B C9B H9BC 109.5 . . ?
H9BA C9B H9BC 109.5 . . ?
H9BB C9B H9BC 109.5 . . ?
C8B C10B H10D 109.5 . . ?
C8B C10B H10E 109.5 . . ?
H10D C10B H10E 109.5 . . ?
C8B C10B H10F 109.5 . . ?
H10D C10B H10F 109.5 . . ?
H10E C10B H10F 109.5 . . ?
C7B C11B C13B 109.63(19) . . ?
C7B C11B C12B 113.0(2) . . ?
C13B C11B C12B 111.3(2) . . ?
C7B C11B H11B 107.6 . . ?
C13B C11B H11B 107.6 . . ?
C12B C11B H11B 107.6 . . ?
C11B C12B H12D 109.5 . . ?
C11B C12B H12E 109.5 . . ?
H12D C12B H12E 109.5 . . ?
C11B C12B H12F 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?
C11B C13B H13D 109.5 . . ?
C11B C13B H13E 109.5 . . ?
H13D C13B H13E 109.5 . . ?
C11B C13B H13F 109.5 . . ?
H13D C13B H13F 109.5 . . ?
H13E C13B H13F 109.5 . . ?
C1B C14B C15B 110.37(17) . . ?
C1B C14B C17B 109.49(17) . . ?
C15B C14B C17B 108.99(18) . . ?
C1B C14B C16B 109.55(18) . . ?
C15B C14B C16B 108.41(19) . . ?
C17B C14B C16B 110.03(19) . . ?
C14B C15B H15D 109.5 . . ?
C14B C15B H15E 109.5 . . ?
H15D C15B H15E 109.5 . . ?
C14B C15B H15F 109.5 . . ?
H15D C15B H15F 109.5 . . ?
H15E C15B H15F 109.5 . . ?
C14B C16B H16D 109.5 . . ?
C14B C16B H16E 109.5 . . ?
H16D C16B H16E 109.5 . . ?
C14B C16B H16F 109.5 . . ?
H16D C16B H16F 109.5 . . ?
H16E C16B H16F 109.5 . . ?
C14B C17B H17D 109.5 . . ?
C14B C17B H17E 109.5 . . ?
H17D C17B H17E 109.5 . . ?
C14B C17B H17F 109.5 . . ?
H17D C17B H17F 109.5 . . ?
H17E C17B H17F 109.5 . . ?
O1B C18B W1B 177.0(2) . . ?
O2B C19B W1B 173.1(2) . . ?
O3B C20B W1B 179.0(2) . . ?
O4B C21B W1B 176.5(2) . . ?
O5B C22B W1B 175.9(2) . . ?
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
C1 P1 N1 N2 -0.93(15) . . . . ?
W1 P1 N1 N2 -174.00(11) . . . . ?
C1 P1 N1 C2 173.70(18) . . . . ?
W1 P1 N1 C2 0.6(2) . . . . ?
C2 N1 N2 N3 -174.85(18) . . . . ?
P1 N1 N2 N3 0.4(2) . . . . ?
N1 N2 N3 C1 0.6(3) . . . . ?
N2 N3 C1 C14 178.52(18) . . . . ?
N2 N3 C1 P1 -1.3(2) . . . . ?
N1 P1 C1 N3 1.20(16) . . . . ?
W1 P1 C1 N3 171.69(10) . . . . ?
N1 P1 C1 C14 -178.6(2) . . . . ?
W1 P1 C1 C14 -8.1(3) . . . . ?
N2 N1 C2 C7 -92.8(2) . . . . ?
P1 N1 C2 C7 92.7(2) . . . . ?
N2 N1 C2 C3 86.3(2) . . . . ?
P1 N1 C2 C3 -88.1(2) . . . . ?
C7 C2 C3 C4 -1.0(3) . . . . ?
N1 C2 C3 C4 179.80(18) . . . . ?
C7 C2 C3 C8 177.1(2) . . . . ?
N1 C2 C3 C8 -2.0(3) . . . . ?
C2 C3 C4 C5 0.0(3) . . . . ?
C8 C3 C4 C5 -178.3(2) . . . . ?
C3 C4 C5 C6 0.9(3) . . . . ?
C4 C5 C6 C7 -0.7(3) . . . . ?
C5 C6 C7 C2 -0.3(3) . . . . ?
C5 C6 C7 C11 178.5(2) . . . . ?
C3 C2 C7 C6 1.2(3) . . . . ?
N1 C2 C7 C6 -179.63(18) . . . . ?
C3 C2 C7 C11 -177.6(2) . . . . ?
N1 C2 C7 C11 1.6(3) . . . . ?
C4 C3 C8 C9 -45.2(3) . . . . ?
C2 C3 C8 C9 136.7(2) . . . . ?
C4 C3 C8 C10 78.6(3) . . . . ?
C2 C3 C8 C10 -99.5(2) . . . . ?
C6 C7 C11 C12 52.4(3) . . . . ?
C2 C7 C11 C12 -128.8(2) . . . . ?
C6 C7 C11 C13 -71.2(3) . . . . ?
C2 C7 C11 C13 107.6(2) . . . . ?
N3 C1 C14 C16 -10.6(3) . . . . ?
P1 C1 C14 C16 169.14(17) . . . . ?
N3 C1 C14 C17 -129.8(2) . . . . ?
P1 C1 C14 C17 49.9(3) . . . . ?
N3 C1 C14 C15 110.0(2) . . . . ?
P1 C1 C14 C15 -70.3(2) . . . . ?
C1B P1B N1B N2B -0.11(16) . . . . ?
W1B P1B N1B N2B 179.79(11) . . . . ?
C1B P1B N1B C2B -167.69(18) . . . . ?
W1B P1B N1B C2B 12.2(2) . . . . ?
C2B N1B N2B N3B 169.39(18) . . . . ?
P1B N1B N2B N3B 0.6(2) . . . . ?
N1B N2B N3B C1B -0.9(3) . . . . ?
N2B N3B C1B C14B -178.19(18) . . . . ?
N2B N3B C1B P1B 0.8(2) . . . . ?
N1B P1B C1B N3B -0.38(16) . . . . ?
W1B P1B C1B N3B 179.74(10) . . . . ?
N1B P1B C1B C14B 178.5(2) . . . . ?
W1B P1B C1B C14B -1.4(3) . . . . ?
C4B C01A C2B C7B -2.0(3) . . . . ?
C8B C01A C2B C7B 172.6(2) . . . . ?
C4B C01A C2B N1B 178.53(18) . . . . ?
C8B C01A C2B N1B -6.9(3) . . . . ?
N2B N1B C2B C7B -87.7(2) . . . . ?
P1B N1B C2B C7B 79.5(2) . . . . ?
N2B N1B C2B C01A 91.7(2) . . . . ?
P1B N1B C2B C01A -101.0(2) . . . . ?
C2B C01A C4B C5B 0.2(3) . . . . ?
C8B C01A C4B C5B -174.4(2) . . . . ?
C01A C4B C5B C6B 1.5(3) . . . . ?
C4B C5B C6B C7B -1.5(4) . . . . ?
C5B C6B C7B C2B -0.3(3) . . . . ?
C5B C6B C7B C11B 176.0(2) . . . . ?
C01A C2B C7B C6B 2.0(3) . . . . ?
N1B C2B C7B C6B -178.49(19) . . . . ?
C01A C2B C7B C11B -174.1(2) . . . . ?
N1B C2B C7B C11B 5.4(3) . . . . ?
C4B C01A C8B C10B -36.5(3) . . . . ?
C2B C01A C8B C10B 149.1(2) . . . . ?
C4B C01A C8B C9B 86.5(2) . . . . ?
C2B C01A C8B C9B -87.8(2) . . . . ?
C6B C7B C11B C13B -73.8(3) . . . . ?
C2B C7B C11B C13B 102.2(3) . . . . ?
C6B C7B C11B C12B 51.0(3) . . . . ?
C2B C7B C11B C12B -133.0(2) . . . . ?
N3B C1B C14B C15B 142.7(2) . . . . ?
P1B C1B C14B C15B -36.1(3) . . . . ?
N3B C1B C14B C17B -97.3(2) . . . . ?
P1B C1B C14B C17B 83.9(2) . . . . ?
N3B C1B C14B C16B 23.4(3) . . . . ?
P1B C1B C14B C16B -155.40(18) . . . . ?
_refine_diff_density_max 1.151
_refine_diff_density_min -1.221
_refine_diff_density_rms 0.087
_shelx_res_file
;
TITL fast_a.res in P-1
LD1209.res
created by SHELXL-2018/3 at 14:56:50 on 06-Dec-2021
REM Old TITL fast in P-1
REM SHELXT solution in P-1: R1 0.125, Rweak 0.010, Alpha 0.136
REM 0.000 for 0 systematic absences, Orientation as input
REM Formula found by SHELXT: C44 N7 O9 P2 W2
CELL 0.71073 11.1075 14.647 16.9008 112.5214 102.9855 91.3575
ZERR 4 0.0002 0.0002 0.0003 0.0006 0.0005 0.0005
LATT 1
SFAC C H N O P W
UNIT 88 104 12 20 4 4
L.S. 30
PLAN 20
SIZE 0.09 0.34 0.4
TEMP -173.15
BOND $H
conf
LIST 6
fmap 2
acta
SHEL 1000 0.75
OMIT -8 8 16
OMIT -5 -18 12
OMIT -6 -6 21
OMIT 11 -15 4
OMIT 8 9 8
OMIT 7 -16 7
OMIT 0 0 2
WGHT 0.012500 1.666200
FVAR 0.25180
W1 6 0.476189 0.690291 0.148824 11.00000 0.01928 0.02013 =
0.01891 0.00928 0.01132 0.00640
P1 5 0.384849 0.713290 0.273396 11.00000 0.01383 0.01575 =
0.01415 0.00736 0.00576 0.00526
O1 4 0.694539 0.853190 0.294446 11.00000 0.03086 0.04303 =
0.04787 0.01019 0.00654 -0.00875
O2 4 0.327774 0.848702 0.092293 11.00000 0.05904 0.05016 =
0.04010 0.03345 0.03073 0.03405
O3 4 0.605779 0.672842 -0.003004 11.00000 0.06826 0.05031 =
0.05569 0.02891 0.05060 0.02067
O4 4 0.263570 0.519381 0.008886 11.00000 0.03722 0.03943 =
0.03084 0.00936 0.00649 -0.00417
O5 4 0.622787 0.513041 0.166972 11.00000 0.05686 0.04604 =
0.04218 0.02162 0.02301 0.03500
N1 3 0.276985 0.787861 0.304064 11.00000 0.01285 0.01558 =
0.01349 0.00709 0.00459 0.00399
N2 3 0.251214 0.793791 0.380598 11.00000 0.02054 0.02537 =
0.01602 0.01226 0.00860 0.00809
N3 3 0.318661 0.739123 0.413699 11.00000 0.02125 0.02227 =
0.01869 0.01167 0.00836 0.00761
C1 1 0.398583 0.690219 0.366746 11.00000 0.01604 0.01367 =
0.01370 0.00536 0.00246 0.00179
C2 1 0.217105 0.851219 0.263322 11.00000 0.01561 0.01627 =
0.01298 0.00820 0.00565 0.00691
C3 1 0.274889 0.948335 0.291413 11.00000 0.01677 0.01613 =
0.01562 0.00553 0.00447 0.00327
C4 1 0.215892 1.008207 0.251123 11.00000 0.02338 0.01459 =
0.02000 0.00661 0.00496 0.00341
AFIX 43
H4 2 0.252319 1.074509 0.268508 11.00000 -1.20000
AFIX 0
C5 1 0.105291 0.972511 0.186324 11.00000 0.02680 0.01855 =
0.01837 0.00942 0.00445 0.00956
AFIX 43
H5 2 0.067112 1.014074 0.159040 11.00000 -1.20000
AFIX 0
C6 1 0.049603 0.876439 0.160822 11.00000 0.02005 0.02094 =
0.01468 0.00586 0.00045 0.00437
AFIX 43
H6 2 -0.026945 0.853110 0.116655 11.00000 -1.20000
AFIX 0
C7 1 0.104302 0.813903 0.199020 11.00000 0.01754 0.01496 =
0.01483 0.00485 0.00415 0.00341
C8 1 0.394607 0.989877 0.364390 11.00000 0.01924 0.01634 =
0.02553 0.00609 -0.00281 0.00148
AFIX 13
H8 2 0.434477 0.932473 0.372457 11.00000 -1.20000
AFIX 0
C9 1 0.487429 1.048780 0.341928 11.00000 0.02457 0.03547 =
0.05042 0.01667 0.00040 -0.00730
AFIX 137
H9A 2 0.501496 1.007801 0.284220 11.00000 -1.50000
H9B 2 0.566381 1.067004 0.387438 11.00000 -1.50000
H9C 2 0.453925 1.109303 0.339725 11.00000 -1.50000
AFIX 0
C10 1 0.363607 1.053984 0.451205 11.00000 0.03802 0.02689 =
0.02189 0.00217 -0.00791 0.00598
AFIX 137
H10A 2 0.318397 1.107884 0.443515 11.00000 -1.50000
H10B 2 0.440844 1.082400 0.497979 11.00000 -1.50000
H10C 2 0.311722 1.012737 0.467738 11.00000 -1.50000
AFIX 0
C11 1 0.039959 0.709862 0.171583 11.00000 0.01761 0.01541 =
0.02566 0.00901 0.00110 0.00062
AFIX 13
H11 2 0.099121 0.672973 0.198415 11.00000 -1.20000
AFIX 0
C12 1 0.006254 0.652840 0.071850 11.00000 0.03934 0.02262 =
0.02556 0.00207 0.00089 -0.00154
AFIX 137
H12A 2 -0.058371 0.683659 0.044400 11.00000 -1.50000
H12B 2 -0.024890 0.583616 0.057041 11.00000 -1.50000
H12C 2 0.080252 0.654412 0.049692 11.00000 -1.50000
AFIX 0
C13 1 -0.075584 0.714760 0.207368 11.00000 0.03184 0.03612 =
0.05007 0.01889 0.01705 -0.00088
AFIX 137
H13A 2 -0.134629 0.751453 0.182567 11.00000 -1.50000
H13B 2 -0.051363 0.748883 0.272060 11.00000 -1.50000
H13C 2 -0.114814 0.647084 0.190413 11.00000 -1.50000
AFIX 0
C14 1 0.484568 0.626010 0.399796 11.00000 0.01747 0.01724 =
0.01743 0.00812 0.00185 0.00517
C15 1 0.442564 0.515828 0.339179 11.00000 0.02933 0.01620 =
0.02801 0.00811 0.00079 0.00439
AFIX 137
H15A 2 0.442141 0.505128 0.278211 11.00000 -1.50000
H15B 2 0.358554 0.497274 0.341639 11.00000 -1.50000
H15C 2 0.500171 0.474713 0.358974 11.00000 -1.50000
AFIX 0
C16 1 0.482050 0.643356 0.494581 11.00000 0.03218 0.03088 =
0.01952 0.01530 0.00410 0.01055
AFIX 137
H16A 2 0.397300 0.624999 0.495849 11.00000 -1.50000
H16B 2 0.508536 0.713795 0.533189 11.00000 -1.50000
H16C 2 0.538701 0.602385 0.515425 11.00000 -1.50000
AFIX 0
C17 1 0.618036 0.653977 0.399420 11.00000 0.01618 0.02770 =
0.02575 0.01033 0.00077 0.00627
AFIX 137
H17A 2 0.621661 0.641738 0.338837 11.00000 -1.50000
H17B 2 0.673673 0.613479 0.421761 11.00000 -1.50000
H17C 2 0.644224 0.724619 0.437422 11.00000 -1.50000
AFIX 0
C18 1 0.617223 0.795914 0.241220 11.00000 0.02720 0.03125 =
0.03558 0.01470 0.01756 0.00703
C19 1 0.379747 0.794521 0.116907 11.00000 0.03628 0.03130 =
0.02444 0.01429 0.02015 0.01155
C20 1 0.559190 0.679401 0.052376 11.00000 0.03759 0.02835 =
0.03635 0.01588 0.02321 0.01156
C21 1 0.337742 0.581879 0.059675 11.00000 0.02885 0.02832 =
0.01867 0.01084 0.01226 0.00824
C22 1 0.570496 0.577963 0.163619 11.00000 0.02849 0.03170 =
0.02514 0.01101 0.01305 0.01086
W1B 6 0.765346 0.177000 0.166320 11.00000 0.01223 0.02380 =
0.01372 0.00836 0.00210 0.00134
P1B 5 0.955686 0.212100 0.283709 11.00000 0.01231 0.01521 =
0.01344 0.00730 0.00291 0.00032
O1B 4 0.911941 0.076963 0.020018 11.00000 0.02946 0.03713 =
0.02568 0.00811 0.01234 0.00909
O2B 4 0.810140 0.362843 0.117885 11.00000 0.04795 0.03355 =
0.04204 0.02545 0.00944 0.01215
O3B 4 0.508548 0.123753 0.023448 11.00000 0.01941 0.07122 =
0.02797 0.01946 -0.00204 0.00187
O4B 4 0.643911 0.303389 0.322576 11.00000 0.02993 0.07253 =
0.02787 0.01330 0.01213 0.02246
O5B 4 0.699544 -0.034537 0.167981 11.00000 0.06527 0.04105 =
0.03787 0.02121 -0.00673 -0.02568
N1B 3 1.089819 0.279476 0.299376 11.00000 0.01119 0.01685 =
0.01445 0.00776 0.00208 0.00049
N2B 3 1.179962 0.286013 0.371552 11.00000 0.01572 0.02370 =
0.01874 0.01174 0.00076 -0.00106
N3B 3 1.140159 0.236306 0.412113 11.00000 0.01785 0.02258 =
0.01821 0.01148 0.00202 -0.00019
C01A 1 1.167612 0.310314 0.185660 11.00000 0.01219 0.01661 =
0.01554 0.00701 0.00189 0.00013
C1B 1 1.021036 0.191226 0.376242 11.00000 0.01553 0.01440 =
0.01398 0.00614 0.00325 0.00230
C2B 1 1.110327 0.344205 0.255806 11.00000 0.01330 0.01689 =
0.01704 0.00977 0.00342 -0.00029
C4B 1 1.182542 0.374643 0.144612 11.00000 0.01803 0.02120 =
0.01586 0.00859 0.00577 0.00093
AFIX 43
H4B 2 1.220780 0.354243 0.096629 11.00000 -1.20000
AFIX 0
C5B 1 1.142375 0.467957 0.172828 11.00000 0.02449 0.02091 =
0.02576 0.01482 0.00900 0.00366
AFIX 43
H5B 2 1.151500 0.510220 0.143161 11.00000 -1.20000
AFIX 0
C6B 1 1.089083 0.500035 0.243884 11.00000 0.02727 0.01735 =
0.02744 0.01226 0.01329 0.00682
AFIX 43
H6B 2 1.063805 0.564823 0.263301 11.00000 -1.20000
AFIX 0
C7B 1 1.071877 0.438858 0.287440 11.00000 0.01950 0.01762 =
0.02323 0.00815 0.00921 0.00292
C8B 1 1.221880 0.212137 0.160308 11.00000 0.02033 0.01623 =
0.02158 0.00784 0.00764 0.00180
AFIX 13
H8B 2 1.173228 0.166110 0.175956 11.00000 -1.20000
AFIX 0
C9B 1 1.356949 0.229286 0.214869 11.00000 0.02200 0.03001 =
0.03487 0.01557 0.00841 0.00851
AFIX 137
H9BA 2 1.390800 0.165408 0.201289 11.00000 -1.50000
H9BB 2 1.359719 0.259681 0.278071 11.00000 -1.50000
H9BC 2 1.406726 0.273740 0.200148 11.00000 -1.50000
AFIX 0
C10B 1 1.216072 0.161862 0.062031 11.00000 0.02817 0.02378 =
0.02579 0.00425 0.01068 0.00127
AFIX 137
H10D 2 1.129648 0.152112 0.027497 11.00000 -1.50000
H10E 2 1.247549 0.097158 0.049463 11.00000 -1.50000
H10F 2 1.267279 0.203954 0.045871 11.00000 -1.50000
AFIX 0
C11B 1 1.021135 0.478153 0.368889 11.00000 0.03242 0.01796 =
0.02773 0.01006 0.02007 0.00543
AFIX 13
H11B 2 1.000806 0.420277 0.383170 11.00000 -1.20000
AFIX 0
C12B 1 0.901806 0.526082 0.354543 11.00000 0.03766 0.03575 =
0.04109 0.01054 0.02335 0.01397
AFIX 137
H12D 2 0.918089 0.581743 0.338258 11.00000 -1.50000
H12E 2 0.873882 0.550676 0.409268 11.00000 -1.50000
H12F 2 0.836975 0.476542 0.306908 11.00000 -1.50000
AFIX 0
C13B 1 1.121702 0.550409 0.447464 11.00000 0.04229 0.03516 =
0.02441 0.00677 0.01585 -0.00400
AFIX 137
H13D 2 1.193183 0.515453 0.459503 11.00000 -1.50000
H13E 2 1.088253 0.576545 0.499743 11.00000 -1.50000
H13F 2 1.148207 0.605596 0.433571 11.00000 -1.50000
AFIX 0
C14B 1 0.964797 0.134047 0.420312 11.00000 0.01936 0.01755 =
0.01670 0.01045 0.00555 0.00222
C15B 1 0.827635 0.148812 0.414031 11.00000 0.02115 0.02968 =
0.02474 0.01555 0.01031 0.00329
AFIX 137
H15D 2 0.780989 0.121219 0.351691 11.00000 -1.50000
H15E 2 0.820201 0.220081 0.440861 11.00000 -1.50000
H15F 2 0.793837 0.114597 0.445516 11.00000 -1.50000
AFIX 0
C16B 1 1.034113 0.172509 0.518290 11.00000 0.03452 0.03719 =
0.01991 0.01789 0.00122 -0.00632
AFIX 137
H16D 2 1.120912 0.159031 0.523512 11.00000 -1.50000
H16E 2 0.994280 0.138702 0.547526 11.00000 -1.50000
H16F 2 1.031516 0.244412 0.546546 11.00000 -1.50000
AFIX 0
C17B 1 0.974678 0.023004 0.374102 11.00000 0.03448 0.01931 =
0.03603 0.01444 0.01741 0.00408
AFIX 137
H17D 2 0.928408 -0.001325 0.311804 11.00000 -1.50000
H17E 2 0.939611 -0.013733 0.403141 11.00000 -1.50000
H17F 2 1.062344 0.012949 0.377764 11.00000 -1.50000
AFIX 0
C18B 1 0.858322 0.110117 0.072106 11.00000 0.01815 0.02254 =
0.01723 0.00834 -0.00057 -0.00005
C19B 1 0.797192 0.300432 0.140757 11.00000 0.02449 0.02710 =
0.02469 0.01050 0.00516 0.00936
C20B 1 0.601602 0.143549 0.074652 11.00000 0.01941 0.04347 =
0.02295 0.01405 0.00585 0.00284
C21B 1 0.683672 0.256241 0.265489 11.00000 0.01458 0.04494 =
0.02357 0.01351 0.00106 0.00632
C22B 1 0.724606 0.042807 0.170840 11.00000 0.02814 0.03696 =
0.01804 0.01176 -0.00206 -0.00815
HKLF 4
REM fast_a.res in P-1
REM wR2 = 0.0452, GooF = S = 1.040, Restrained GooF = 1.040 for all data
REM R1 = 0.0192 for 11237 Fo > 4sig(Fo) and 0.0220 for all 12174 data
REM 591 parameters refined using 0 restraints
END
WGHT 0.0125 1.6667
REM Highest difference peak 1.151, deepest hole -1.221, 1-sigma level 0.087
Q1 1 0.5045 0.7314 0.1964 11.00000 0.05 1.15
Q2 1 0.7871 0.2224 0.2178 11.00000 0.05 1.05
Q3 1 0.7447 0.1302 0.1111 11.00000 0.05 0.89
Q4 1 0.4436 0.6209 0.0854 11.00000 0.05 0.77
Q5 1 0.7213 0.2227 0.1629 11.00000 0.05 0.69
Q6 1 0.5050 0.7888 0.2200 11.00000 0.05 0.68
Q7 1 0.5228 0.6320 0.1499 11.00000 0.05 0.62
Q8 1 0.4428 0.6491 0.0386 11.00000 0.05 0.57
Q9 1 0.8255 0.2317 0.2788 11.00000 0.05 0.53
Q10 1 0.8204 0.1338 0.1691 11.00000 0.05 0.53
Q11 1 0.4612 0.6413 0.1533 11.00000 0.05 0.52
Q12 1 0.7549 0.2183 0.1075 11.00000 0.05 0.52
Q13 1 0.7827 0.1346 0.2302 11.00000 0.05 0.47
Q14 1 0.7830 0.0955 0.1606 11.00000 0.05 0.47
Q15 1 0.4298 0.7490 0.1496 11.00000 0.05 0.46
Q16 1 0.5383 0.7391 0.2581 11.00000 0.05 0.45
Q17 1 0.7259 0.1345 0.0596 11.00000 0.05 0.44
Q18 1 1.1030 0.3168 0.2708 11.00000 0.05 0.43
Q19 1 0.5408 0.6360 0.3980 11.00000 0.05 0.43
Q20 1 0.7292 0.2402 0.2316 11.00000 0.05 0.43
;
_shelx_res_checksum 26302