#######################################################################
#
# 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_my
_database_code_depnum_ccdc_archive 'CCDC 1511898'
# publcif _publ_body_element loop end
loop_
_journal_name_full 'European Journal of Chemistry'
_journal_coden_ASTM EJCUA9
_journal_volume 8
_journal_issue 2
_journal_year 2017
_journal_page_first 137
_journal_page_last 143
_audit_update_record
;
2016-10-27 deposited with the CCDC.
2017-04-04 downloaded from the CCDC.
;
_publcif_datablock.id {58271976-a320-4f86-8fd3-d09677cc9e66}
# publcif _publ_body_element loop start
loop_
_publ_body_element
_publ_body_title
_publ_body_contents
section
;
Chemical context
;
;
;
section
;
Structural commentary
;
;
;
section
;
Supramolecular features
;
;
;
section
;
Database survey
;
;
;
section
;
Synthesis and crystallization
;
;
In a ....
;
section
;
Refinement
;
;
Crystal data, data collection and structure refinement details are summarized
in Table 1. H atoms of the water molecules were located in the Fourier
difference maps and refined with O-H distance restraints of 0.85(2) \%A.Others
H atoms (=CH and CH~3~groups) were geometrically optimized and refined as
riding model by AFIX instructions with U~iso~(H) =
1.2U~eq~(C)(1.5 for CH~3~ groups).
;
_publ_section_related_literature
;
For related structure: see ...
;
_audit_creation_date 31-10-15
_publ_contact_author_name
;
'Mohamed Gaye'
;
_publ_contact_author_address
;
D\'epartement de Chimie
Facult\'e des Sciences et Techniques
Universit\'e Cheikh Anta Diop
Dakar S\'en\'egal
;
_publ_contact_author_phone 00221338247804
_publ_contact_author_fax 00221338246318
_publ_contact_author_email mlgayeastou@yahoo.fr
_publ_requested_journal 'Acta Cryst. E'
_publ_contact_letter
;
;
_publ_requested_category EO
_publ_section_title
;
Title (type here to add)
;
loop_
_publ_author_name
_publ_author_address
"Ndiaye, Mboss\'e"
;
D\'epartement de Chimie
Facult\'e des Sciences et Techniques
Universit\'e Cheikh Anta Diop
Dakar, S\'en\'egal
;
'Dieng, Moussa'
;
D\'epartement de Chimie
Facult\'e des Sciences et Techniques
Universit\'e Cheikh Anta Diop
Dakar, S\'en\'egal
;
'Thiam, Ibrahima Elhadj'
;
D\'epartement de Chimie
Facult\'e des Sciences et Techniques
Universit\'e Cheikh Anta Diop
Dakar, S\'en\'egal
;
'Barry, Aliou Hamady'
;
D\'epartement de Chimie
Facult\'e des Sciences
Universit\'e de Nouakchott
Nouakchott, Mauritanie
;
'Gaye, Mohamed'
;
D\'epartement de Chimie
Facult\'e des Sciences et Techniques
Universit\'e Cheikh Anta Diop
Dakar, S\'en\'egal
;
'Retailleau, Pascal'
;
Centre de Recherche de Gif,
Institut de Chimie des Substances Naturelles,
CNRS-UPR2301, 1 Avenue la Terrasse,
91198 Gif sur Yvette, France
;
_publ_section_abstract
;
(type here to add)
;
_publ_section_references
;
Bruker AXS BV (1997--2004). COLLECT. Bruker AXS BV, Delft, The
Netherlands.
Farrugia, J. L. (1999). J. Appl. Cryst. 32, 837--838.
Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, pp.
307--326. New York: Academic Press.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112--122.
;
_iucr_refine_instructions_details
;
TITL my_a.res in P-1
CELL 0.71073 7.909353 11.718035 12.497293 78.9073 73.8396 72.0744
ZERR 2 0.000242 0.000419 0.000334 0.0026 0.0025 0.0029
LATT 1
SFAC C H N O Y
UNIT 30 44 10 20 2
L.S. 4
PLAN 20
BOND $H
LIST 6
fmap 2
MORE -1
ACTA 52
REM CONF
OMIT 2 3 2
OMIT 1 1 2
OMIT 2 3 1
HTAB
EQIV $1 x+1, y, z
EQIV $2 -x+1, -y+1, -z+2
EQIV $3 -x, -y+2, -z+2
EQIV $4 -x+2, -y+1, -z+1
HTAB O5W O9_$1
HTAB O5W O8_$1
HTAB O5W O1_$2
HTAB O6W O8
HTAB O6W O7W
HTAB O7W O10_$3
HTAB O7W O9_$1
HTAB N4 O4_$4
DFIX .90 .02 H4N N4
DFIX .82 .02 O5W H5WA O5W H5WB
DFIX 1.36 .02 H5WA H5WB
DFIX .82 .02 O6W H6WA O6W H6WB
DFIX 1.36 .02 H6WA H6WB
rem DFIX .82 .02 O7W H7WA O7W H7WB
rem DFIX 1.36 .02 H7WA H7WB
BIND Y1 Y1_$2
WGHT 0.034900 1.638300
EXTI 0.001354
FVAR 0.68561
Y1 5 0.579248 0.620437 0.741319 11.00000 0.02327 0.02500 =
0.01818 -0.00295 -0.00242 -0.00713
O1 4 0.387950 0.510128 0.886479 11.00000 0.03551 0.04547 =
0.02428 -0.00224 -0.00631 -0.01947
O2 4 0.348914 0.545646 0.715993 11.00000 0.04692 0.05066 =
0.02707 0.00502 -0.01345 -0.02687
O3 4 0.691363 0.798385 0.721692 11.00000 0.03692 0.03610 =
0.04131 -0.00477 -0.00407 -0.01452
O4 4 0.886442 0.638564 0.655864 11.00000 0.03173 0.04452 =
0.05108 -0.00471 0.00429 -0.01123
O5W 4 0.673507 0.610273 0.904570 11.00000 0.05469 0.04505 =
0.02319 0.00021 -0.01171 -0.02860
REM AFIX 7
H5WA 2 0.686160 0.673613 0.915961 11.00000 -1.50000
H5WB 2 0.664119 0.565115 0.964102 11.00000 -1.50000
REM AFIX 0
O6W 4 0.329444 0.771040 0.817821 11.00000 0.03122 0.04243 =
0.04674 -0.01717 0.00291 -0.00857
REM AFIX 7
H6WA 2 0.225890 0.761301 0.844692 11.00000 -1.50000
H6WB 2 0.342823 0.824669 0.846301 11.00000 -1.50000
REM AFIX 0
O7W 4 0.378164 0.956185 0.888623 11.00000 0.06288 0.06797 =
0.09955 -0.04604 -0.01723 -0.00264
AFIX 7
H7WA 2 0.284181 0.969130 0.942671 11.00000 -1.50000
H7WB 2 0.473401 0.926982 0.914422 11.00000 -1.50000
AFIX 0
O8 4 -0.016693 0.735992 0.896323 11.00000 0.04938 0.03947 =
0.06970 -0.01782 0.00328 -0.00528
O9 4 -0.295814 0.822026 0.969699 11.00000 0.03723 0.06475 =
0.07480 -0.01639 -0.00446 -0.01142
O10 4 -0.092442 0.921464 0.925424 11.00000 0.07338 0.03929 =
0.08845 -0.01096 -0.01358 -0.02559
N1 3 0.765448 0.399446 0.752352 11.00000 0.03570 0.03067 =
0.02644 -0.00206 -0.00527 -0.00691
N2 3 0.706579 0.526635 0.560039 11.00000 0.08380 0.03880 =
0.02125 -0.00760 -0.01214 0.01766
N3 3 0.498029 0.751010 0.564160 11.00000 0.03700 0.02832 =
0.02950 -0.00067 -0.00791 -0.00844
N4 3 0.827774 0.419401 0.557075 11.00000 0.20868 0.05598 =
0.02869 -0.01059 -0.00614 0.04805
H4N 2 0.873480 0.390672 0.488916 11.00000 -1.20000
N5 3 -0.134074 0.827886 0.929350 11.00000 0.03901 0.04021 =
0.03940 -0.00642 -0.01015 -0.01072
C1 1 0.788442 0.330117 0.849167 11.00000 0.05094 0.03609 =
0.02985 0.00055 -0.01038 -0.01400
AFIX 43
H1 2 0.725538 0.362409 0.916112 11.00000 -1.20000
AFIX 0
C2 1 0.899994 0.214042 0.854441 11.00000 0.06150 0.03800 =
0.04876 0.00869 -0.02294 -0.00961
AFIX 43
H2 2 0.909180 0.168759 0.923410 11.00000 -1.20000
AFIX 0
C3 1 0.996252 0.166655 0.757753 11.00000 0.10962 0.04381 =
0.06324 -0.00138 -0.02674 0.02836
AFIX 43
H3 2 1.075629 0.089352 0.759047 11.00000 -1.20000
AFIX 0
C4 1 0.974385 0.234505 0.658709 11.00000 0.16475 0.06371 =
0.04361 -0.01200 -0.00726 0.05865
AFIX 43
H4 2 1.039661 0.203932 0.591293 11.00000 -1.20000
AFIX 0
C5 1 0.854731 0.349237 0.658382 11.00000 0.08988 0.04145 =
0.03231 -0.00616 -0.01084 0.02030
C6 1 0.664346 0.587578 0.466128 11.00000 0.16836 0.04111 =
0.01282 -0.00874 -0.01961 0.02279
AFIX 43
H6 2 0.707761 0.551771 0.399942 11.00000 -1.20000
AFIX 0
C7 1 0.553251 0.706947 0.467310 11.00000 0.07570 0.04447 =
0.02802 0.00132 -0.01928 -0.00329
C8 1 0.505182 0.774120 0.369788 11.00000 0.16176 0.06331 =
0.03949 -0.00355 -0.04699 0.01846
AFIX 43
H8 2 0.545757 0.739890 0.302813 11.00000 -1.20000
AFIX 0
C9 1 0.399132 0.889385 0.373447 11.00000 0.09211 0.05741 =
0.05152 0.01864 -0.03744 -0.01180
AFIX 43
H9 2 0.365099 0.935249 0.309526 11.00000 -1.20000
AFIX 0
C10 1 0.344912 0.935348 0.470451 11.00000 0.07746 0.04016 =
0.06768 0.01319 -0.02606 0.00504
AFIX 43
H10 2 0.273573 1.014626 0.475245 11.00000 -1.20000
AFIX 0
C11 1 0.395228 0.864682 0.563445 11.00000 0.08504 0.03825 =
0.04247 -0.00193 -0.01518 0.00533
AFIX 43
H11 2 0.354708 0.898545 0.630612 11.00000 -1.20000
AFIX 0
C12 1 0.851548 0.748170 0.672086 11.00000 0.02668 0.03935 =
0.01973 0.00107 -0.00600 -0.01360
C13 1 0.981033 0.806366 0.634919 11.00000 0.05693 0.04649 =
0.04070 0.00369 -0.00035 -0.02736
AFIX 137
H13A 2 1.004805 0.822345 0.554629 11.00000 -1.50000
H13B 2 1.090862 0.757434 0.656619 11.00000 -1.50000
H13C 2 0.940790 0.881279 0.666714 11.00000 -1.50000
AFIX 0
C14 1 0.303608 0.502720 0.816840 11.00000 0.03118 0.02995 =
0.03295 -0.00305 -0.00639 -0.00821
C15 1 0.150943 0.442838 0.852769 11.00000 0.04168 0.05698 =
0.04773 0.00301 -0.01296 -0.02778
AFIX 137
H15A 2 0.038911 0.501050 0.842982 11.00000 -1.50000
H15B 2 0.138563 0.410473 0.930332 11.00000 -1.50000
H15C 2 0.177662 0.378670 0.807983 11.00000 -1.50000
HKLF 4
REM my_a.res in P-1
REM R1 = 0.0511 for 4404 Fo > 4sig(Fo) and 0.0692 for all 5395 data
REM 299 parameters refined using 7 restraints
END
WGHT 0.0349 1.6383
REM Highest difference peak 0.650, deepest hole -0.577, 1-sigma level 0.091
Q1 1 0.6163 0.5729 0.4548 11.00000 0.05 0.65
Q2 1 0.7730 0.4017 0.5554 11.00000 0.05 0.56
Q3 1 0.7528 0.5694 0.4874 11.00000 0.05 0.50
Q4 1 0.9090 0.7861 0.6695 11.00000 0.05 0.48
Q5 1 0.9237 0.8511 0.6215 11.00000 0.05 0.43
Q6 1 0.6510 0.5447 0.7607 11.00000 0.05 0.42
Q7 1 1.0279 0.7988 0.6405 11.00000 0.05 0.41
Q8 1 0.7170 0.6117 0.4570 11.00000 0.05 0.41
Q9 1 0.8742 0.4361 0.5586 11.00000 0.05 0.41
Q10 1 0.5418 0.6846 0.6189 11.00000 0.05 0.40
Q11 1 0.9589 0.2049 0.6292 11.00000 0.05 0.40
Q12 1 1.0244 0.2600 0.6543 11.00000 0.05 0.37
Q13 1 0.2508 0.4563 0.8259 11.00000 0.05 0.37
Q14 1 0.4947 0.6881 0.7232 11.00000 0.05 0.36
Q15 1 0.5257 0.6085 0.8223 11.00000 0.05 0.35
Q16 1 0.7007 0.4823 0.7435 11.00000 0.05 0.34
Q17 1 0.6282 0.6295 0.6609 11.00000 0.05 0.34
Q18 1 0.9648 0.7601 0.6203 11.00000 0.05 0.33
Q19 1 0.8482 0.5951 0.3814 11.00000 0.05 0.33
Q20 1 0.6180 0.5617 0.8581 11.00000 0.05 0.33
;
_publ_section_figure_captions
;
Fig. 1. An ORTEP view of the title compound, showing the atom-numbering
scheme. Displacement ellipsoids are plotted at the 50% probability level.
Fig. 2. Molecular representation of the compound showing hydrogen bonds.
;
_publ_section_acknowledgements
;
(type here to add acknowledgements)
;
_audit_creation_method SHELXL-97
_chemical_name_systematic ?
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C15 H20 Y N4 O6, N O3, H2 O'
_chemical_formula_sum 'C15 H22 N5 O10 Y'
_chemical_formula_weight 521.28
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'
Y Y -2.7962 3.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting triclinic
_symmetry_space_group_name_H-M 'P -1'
_symmetry_space_group_name_Hall '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 7.9094(2)
_cell_length_b 11.7180(4)
_cell_length_c 12.4973(3)
_cell_angle_alpha 78.907(3)
_cell_angle_beta 73.840(3)
_cell_angle_gamma 72.074(3)
_cell_volume 1051.26(6)
_cell_formula_units_Z 2
_cell_measurement_temperature 293(2)
_cell_measurement_reflns_used 25
_cell_measurement_theta_min 11
_cell_measurement_theta_max 15
_exptl_crystal_description prismatic
_exptl_crystal_colour red
_exptl_crystal_size_max 0.09
_exptl_crystal_size_mid 0.07
_exptl_crystal_size_min 0.06
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.647
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 532
_exptl_absorpt_coefficient_mu 2.836
_exptl_absorpt_correction_type none
_exptl_absorpt_correction_T_min ?
_exptl_absorpt_correction_T_max ?
_exptl_absorpt_process_details ?
_exptl_special_details ?
_diffrn_ambient_temperature 293(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator 'horizonally mounted graphite crystal'
_diffrn_measurement_device_type KappaCCD
_diffrn_measurement_device '95mm CCD camera on \k-goniostat'
_diffrn_measurement_method CCD
_diffrn_detector_area_resol_mean 9
_diffrn_standards_number none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time none
_diffrn_standards_decay_% 0
_diffrn_reflns_number 22716
_diffrn_reflns_av_R_equivalents 0.0627
_diffrn_reflns_av_sigmaI/netI 0.0705
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_h_max 10
_diffrn_reflns_limit_k_min -16
_diffrn_reflns_limit_k_max 16
_diffrn_reflns_limit_l_min -17
_diffrn_reflns_limit_l_max 16
_diffrn_reflns_theta_min 3.42
_diffrn_reflns_theta_max 30.03
_reflns_number_total 5395
_reflns_number_gt 4404
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)'
_computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_solution 'SHELXS-97 (Sheldrick,2008)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics 'ORTEP3 for Windows (Farrugia,1997)'
_computing_publication_material 'SHELXL-97 (Sheldrick, 2008)'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0349P)^2^+1.6383P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment mixed
_refine_ls_extinction_method SHELXL
_refine_ls_extinction_coef 0.0014(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns 5395
_refine_ls_number_parameters 299
_refine_ls_number_restraints 7
_refine_ls_R_factor_all 0.0692
_refine_ls_R_factor_gt 0.0511
_refine_ls_wR_factor_ref 0.1123
_refine_ls_wR_factor_gt 0.1082
_refine_ls_goodness_of_fit_ref 1.070
_refine_ls_restrained_S_all 1.069
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Y1 Y 0.57925(4) 0.62044(3) 0.74132(3) 0.02246(12) Uani 1 1 d . . .
O1 O 0.3879(3) 0.5101(2) 0.88648(19) 0.0335(6) Uani 1 1 d . . .
O2 O 0.3489(4) 0.5456(2) 0.7160(2) 0.0387(6) Uani 1 1 d . . .
O3 O 0.6914(4) 0.7984(2) 0.7217(2) 0.0381(6) Uani 1 1 d . . .
O4 O 0.8864(4) 0.6386(2) 0.6559(2) 0.0453(7) Uani 1 1 d . . .
O5W O 0.6735(4) 0.6103(2) 0.9046(2) 0.0375(6) Uani 1 1 d D . .
H5WA H 0.686(7) 0.674(2) 0.916(3) 0.056 Uiso 1 1 d D . .
H5WB H 0.664(7) 0.565(3) 0.964(2) 0.056 Uiso 1 1 d D . .
O6W O 0.3294(4) 0.7710(2) 0.8178(2) 0.0413(6) Uani 1 1 d D . .
H6WA H 0.226(4) 0.761(4) 0.845(4) 0.062 Uiso 1 1 d D . .
H6WB H 0.343(6) 0.825(3) 0.846(4) 0.062 Uiso 1 1 d D . .
O7W O 0.3782(5) 0.9562(3) 0.8886(4) 0.0756(11) Uani 1 1 d . . .
H7WA H 0.2842 0.9691 0.9427 0.113 Uiso 1 1 d R . .
H7WB H 0.4734 0.9270 0.9144 0.113 Uiso 1 1 d R . .
O8 O -0.0167(4) 0.7360(3) 0.8963(3) 0.0564(8) Uani 1 1 d . . .
O9 O -0.2958(4) 0.8220(3) 0.9697(3) 0.0601(9) Uani 1 1 d . . .
O10 O -0.0924(5) 0.9215(3) 0.9254(3) 0.0652(9) Uani 1 1 d . . .
N1 N 0.7654(4) 0.3994(3) 0.7524(2) 0.0320(6) Uani 1 1 d . . .
N2 N 0.7066(6) 0.5266(3) 0.5600(3) 0.0554(11) Uani 1 1 d . . .
N3 N 0.4980(4) 0.7510(3) 0.5642(2) 0.0321(6) Uani 1 1 d . . .
N4 N 0.8278(11) 0.4194(4) 0.5571(4) 0.121(3) Uani 1 1 d D . .
H4N H 0.873(11) 0.391(7) 0.489(3) 0.145 Uiso 1 1 d D . .
N5 N -0.1341(5) 0.8279(3) 0.9293(3) 0.0391(7) Uani 1 1 d . . .
C1 C 0.7884(6) 0.3301(3) 0.8492(3) 0.0389(9) Uani 1 1 d . . .
H1 H 0.7255 0.3624 0.9161 0.047 Uiso 1 1 calc R . .
C2 C 0.9000(7) 0.2140(4) 0.8544(4) 0.0502(11) Uani 1 1 d . . .
H2 H 0.9092 0.1688 0.9234 0.060 Uiso 1 1 calc R . .
C3 C 0.9963(9) 0.1667(5) 0.7578(5) 0.083(2) Uani 1 1 d . . .
H3 H 1.0756 0.0894 0.7590 0.100 Uiso 1 1 calc R . .
C4 C 0.9744(11) 0.2345(5) 0.6587(5) 0.114(3) Uani 1 1 d . . .
H4 H 1.0397 0.2039 0.5913 0.137 Uiso 1 1 calc R . .
C5 C 0.8547(8) 0.3492(4) 0.6584(4) 0.0639(15) Uani 1 1 d . . .
C6 C 0.6643(10) 0.5876(4) 0.4661(3) 0.086(2) Uani 1 1 d . . .
H6 H 0.7078 0.5518 0.3999 0.103 Uiso 1 1 calc R . .
C7 C 0.5533(7) 0.7069(4) 0.4673(3) 0.0517(11) Uani 1 1 d . . .
C8 C 0.5052(11) 0.7741(5) 0.3698(4) 0.095(2) Uani 1 1 d . . .
H8 H 0.5458 0.7399 0.3028 0.114 Uiso 1 1 calc R . .
C9 C 0.3991(8) 0.8894(5) 0.3734(4) 0.0682(15) Uani 1 1 d . . .
H9 H 0.3651 0.9352 0.3095 0.082 Uiso 1 1 calc R . .
C10 C 0.3449(8) 0.9353(4) 0.4705(5) 0.0675(15) Uani 1 1 d . . .
H10 H 0.2736 1.0146 0.4752 0.081 Uiso 1 1 calc R . .
C11 C 0.3952(8) 0.8647(4) 0.5634(4) 0.0608(13) Uani 1 1 d . . .
H11 H 0.3547 0.8985 0.6306 0.073 Uiso 1 1 calc R . .
C12 C 0.8515(5) 0.7482(3) 0.6721(3) 0.0280(7) Uani 1 1 d . . .
C13 C 0.9810(6) 0.8064(4) 0.6349(4) 0.0485(10) Uani 1 1 d . . .
H13A H 1.0048 0.8223 0.5546 0.073 Uiso 1 1 calc R . .
H13B H 1.0909 0.7574 0.6566 0.073 Uiso 1 1 calc R . .
H13C H 0.9408 0.8813 0.6667 0.073 Uiso 1 1 calc R . .
C14 C 0.3036(5) 0.5027(3) 0.8168(3) 0.0317(8) Uani 1 1 d . . .
C15 C 0.1509(6) 0.4428(4) 0.8528(4) 0.0462(10) Uani 1 1 d . . .
H15A H 0.0389 0.5011 0.8430 0.069 Uiso 1 1 calc R . .
H15B H 0.1386 0.4105 0.9303 0.069 Uiso 1 1 calc R . .
H15C H 0.1777 0.3787 0.8080 0.069 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
Y1 0.02327(17) 0.02500(17) 0.01818(16) -0.00295(10) -0.00242(11) -0.00713(12)
O1 0.0355(14) 0.0455(14) 0.0243(12) -0.0022(10) -0.0063(11) -0.0195(12)
O2 0.0469(16) 0.0507(16) 0.0271(13) 0.0050(11) -0.0135(12) -0.0269(13)
O3 0.0369(15) 0.0361(14) 0.0413(15) -0.0048(11) -0.0041(12) -0.0145(11)
O4 0.0317(14) 0.0445(16) 0.0511(17) -0.0047(13) 0.0043(13) -0.0112(12)
O5W 0.0547(17) 0.0451(15) 0.0232(12) 0.0002(11) -0.0117(12) -0.0286(14)
O6W 0.0312(14) 0.0424(16) 0.0467(16) -0.0172(12) 0.0029(12) -0.0086(12)
O7W 0.063(2) 0.068(2) 0.100(3) -0.046(2) -0.017(2) -0.0026(18)
O8 0.0494(18) 0.0395(16) 0.070(2) -0.0178(15) 0.0033(16) -0.0053(14)
O9 0.0372(17) 0.065(2) 0.075(2) -0.0164(17) -0.0045(16) -0.0114(15)
O10 0.073(2) 0.0393(17) 0.088(3) -0.0110(16) -0.014(2) -0.0256(16)
N1 0.0357(17) 0.0307(15) 0.0264(15) -0.0021(12) -0.0053(13) -0.0069(13)
N2 0.084(3) 0.0388(19) 0.0212(16) -0.0076(13) -0.0121(17) 0.0177(18)
N3 0.0370(17) 0.0283(15) 0.0295(15) -0.0007(12) -0.0079(13) -0.0084(13)
N4 0.209(7) 0.056(3) 0.029(2) -0.0106(19) -0.006(3) 0.048(3)
N5 0.0390(19) 0.0402(18) 0.0394(18) -0.0064(14) -0.0101(15) -0.0107(15)
C1 0.051(2) 0.036(2) 0.0299(19) 0.0005(15) -0.0104(17) -0.0140(17)
C2 0.062(3) 0.038(2) 0.049(3) 0.0087(19) -0.023(2) -0.010(2)
C3 0.110(5) 0.044(3) 0.063(3) -0.001(2) -0.027(3) 0.028(3)
C4 0.165(7) 0.064(4) 0.044(3) -0.012(3) -0.007(4) 0.059(4)
C5 0.090(4) 0.041(2) 0.032(2) -0.0062(18) -0.011(2) 0.020(2)
C6 0.168(6) 0.041(2) 0.0128(18) -0.0087(17) -0.020(3) 0.023(3)
C7 0.076(3) 0.044(2) 0.028(2) 0.0013(17) -0.019(2) -0.003(2)
C8 0.162(7) 0.063(3) 0.039(3) -0.004(2) -0.047(4) 0.018(4)
C9 0.092(4) 0.057(3) 0.052(3) 0.019(2) -0.037(3) -0.012(3)
C10 0.077(4) 0.040(3) 0.068(3) 0.013(2) -0.026(3) 0.005(2)
C11 0.085(4) 0.038(2) 0.042(2) -0.0019(19) -0.015(2) 0.005(2)
C12 0.0267(18) 0.0394(19) 0.0197(15) 0.0011(13) -0.0060(14) -0.0136(15)
C13 0.057(3) 0.046(2) 0.041(2) 0.0037(18) 0.000(2) -0.027(2)
C14 0.0312(19) 0.0299(18) 0.0330(19) -0.0031(14) -0.0064(15) -0.0082(15)
C15 0.042(2) 0.057(3) 0.048(2) 0.0030(19) -0.0130(19) -0.028(2)
_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
Y1 O6W 2.320(3) . ?
Y1 O5W 2.330(2) . ?
Y1 O2 2.366(2) . ?
Y1 O4 2.424(3) . ?
Y1 O3 2.453(2) . ?
Y1 O1 2.455(2) . ?
Y1 N2 2.522(3) . ?
Y1 N1 2.554(3) . ?
Y1 N3 2.557(3) . ?
Y1 C14 2.784(4) . ?
Y1 C12 2.842(3) . ?
Y1 Y1 6.4797(6) 2_667 ?
O1 C14 1.264(4) . ?
O2 C14 1.259(4) . ?
O3 C12 1.257(4) . ?
O4 C12 1.272(4) . ?
O5W H5WA 0.822(18) . ?
O5W H5WB 0.825(18) . ?
O6W H6WA 0.828(19) . ?
O6W H6WB 0.825(18) . ?
O7W H7WA 0.8499 . ?
O7W H7WB 0.8500 . ?
O8 N5 1.239(4) . ?
O9 N5 1.256(4) . ?
O10 N5 1.227(4) . ?
N1 C5 1.331(5) . ?
N1 C1 1.345(4) . ?
N2 C6 1.322(5) . ?
N2 N4 1.325(6) . ?
N3 C7 1.315(5) . ?
N3 C11 1.330(5) . ?
N4 C5 1.402(6) . ?
N4 H4N 0.91(2) . ?
C1 C2 1.376(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.354(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.360(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.386(7) . ?
C4 H4 0.9300 . ?
C6 C7 1.405(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.398(6) . ?
C8 C9 1.355(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.328(8) . ?
C9 H9 0.9300 . ?
C10 C11 1.371(6) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 C13 1.331(5) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.500(5) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
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
O6W Y1 O5W 84.78(11) . . ?
O6W Y1 O2 82.52(10) . . ?
O5W Y1 O2 129.01(9) . . ?
O6W Y1 O4 126.51(10) . . ?
O5W Y1 O4 81.52(10) . . ?
O2 Y1 O4 142.58(10) . . ?
O6W Y1 O3 73.90(9) . . ?
O5W Y1 O3 73.38(9) . . ?
O2 Y1 O3 146.04(9) . . ?
O4 Y1 O3 52.62(9) . . ?
O6W Y1 O1 75.93(9) . . ?
O5W Y1 O1 75.27(8) . . ?
O2 Y1 O1 53.75(8) . . ?
O4 Y1 O1 146.09(9) . . ?
O3 Y1 O1 137.89(9) . . ?
O6W Y1 N2 137.83(11) . . ?
O5W Y1 N2 137.12(11) . . ?
O2 Y1 N2 73.46(13) . . ?
O4 Y1 N2 69.12(13) . . ?
O3 Y1 N2 108.69(12) . . ?
O1 Y1 N2 113.41(12) . . ?
O6W Y1 N1 149.14(10) . . ?
O5W Y1 N1 81.45(10) . . ?
O2 Y1 N1 84.94(10) . . ?
O4 Y1 N1 78.50(10) . . ?
O3 Y1 N1 127.10(9) . . ?
O1 Y1 N1 73.92(9) . . ?
N2 Y1 N1 62.98(10) . . ?
O6W Y1 N3 78.83(10) . . ?
O5W Y1 N3 146.62(9) . . ?
O2 Y1 N3 77.54(9) . . ?
O4 Y1 N3 85.19(10) . . ?
O3 Y1 N3 74.21(9) . . ?
O1 Y1 N3 127.11(9) . . ?
N2 Y1 N3 62.64(10) . . ?
N1 Y1 N3 125.55(9) . . ?
O6W Y1 C14 77.50(10) . . ?
O5W Y1 C14 102.26(10) . . ?
O2 Y1 C14 26.76(9) . . ?
O4 Y1 C14 155.98(10) . . ?
O3 Y1 C14 151.33(10) . . ?
O1 Y1 C14 27.00(9) . . ?
N2 Y1 C14 93.81(13) . . ?
N1 Y1 C14 78.64(10) . . ?
N3 Y1 C14 102.27(10) . . ?
O6W Y1 C12 100.05(10) . . ?
O5W Y1 C12 76.22(9) . . ?
O2 Y1 C12 154.68(9) . . ?
O4 Y1 C12 26.46(10) . . ?
O3 Y1 C12 26.16(9) . . ?
O1 Y1 C12 151.45(8) . . ?
N2 Y1 C12 88.81(13) . . ?
N1 Y1 C12 103.25(10) . . ?
N3 Y1 C12 78.28(9) . . ?
C14 Y1 C12 177.28(11) . . ?
O6W Y1 Y1 80.43(8) . 2_667 ?
O5W Y1 Y1 41.18(6) . 2_667 ?
O2 Y1 Y1 87.96(6) . 2_667 ?
O4 Y1 Y1 117.10(7) . 2_667 ?
O3 Y1 Y1 111.21(6) . 2_667 ?
O1 Y1 Y1 34.30(5) . 2_667 ?
N2 Y1 Y1 131.33(8) . 2_667 ?
N1 Y1 Y1 71.03(7) . 2_667 ?
N3 Y1 Y1 156.01(7) . 2_667 ?
C14 Y1 Y1 61.26(7) . 2_667 ?
C12 Y1 Y1 117.34(6) . 2_667 ?
C14 O1 Y1 91.2(2) . . ?
C14 O2 Y1 95.5(2) . . ?
C12 O3 Y1 94.5(2) . . ?
C12 O4 Y1 95.4(2) . . ?
Y1 O5W H5WA 115(3) . . ?
Y1 O5W H5WB 132(3) . . ?
H5WA O5W H5WB 109(3) . . ?
Y1 O6W H6WA 123(3) . . ?
Y1 O6W H6WB 121(3) . . ?
H6WA O6W H6WB 111(3) . . ?
H7WA O7W H7WB 109.5 . . ?
C5 N1 C1 116.5(3) . . ?
C5 N1 Y1 119.8(2) . . ?
C1 N1 Y1 123.6(2) . . ?
C6 N2 N4 119.6(4) . . ?
C6 N2 Y1 120.5(3) . . ?
N4 N2 Y1 119.7(3) . . ?
C7 N3 C11 115.8(3) . . ?
C7 N3 Y1 120.9(2) . . ?
C11 N3 Y1 123.3(3) . . ?
N2 N4 C5 119.0(4) . . ?
N2 N4 H4N 116(5) . . ?
C5 N4 H4N 124(5) . . ?
O10 N5 O8 120.8(4) . . ?
O10 N5 O9 120.8(4) . . ?
O8 N5 O9 118.4(3) . . ?
N1 C1 C2 123.5(4) . . ?
N1 C1 H1 118.2 . . ?
C2 C1 H1 118.2 . . ?
C3 C2 C1 119.0(4) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C2 C3 C4 118.6(5) . . ?
C2 C3 H3 120.7 . . ?
C4 C3 H3 120.7 . . ?
C3 C4 C5 119.9(5) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
N1 C5 C4 122.3(4) . . ?
N1 C5 N4 117.0(4) . . ?
C4 C5 N4 120.6(4) . . ?
N2 C6 C7 119.3(4) . . ?
N2 C6 H6 120.3 . . ?
C7 C6 H6 120.3 . . ?
N3 C7 C8 122.5(4) . . ?
N3 C7 C6 116.5(3) . . ?
C8 C7 C6 121.0(4) . . ?
C9 C8 C7 119.6(5) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C10 C9 C8 118.4(4) . . ?
C10 C9 H9 120.8 . . ?
C8 C9 H9 120.8 . . ?
C9 C10 C11 119.3(5) . . ?
C9 C10 H10 120.4 . . ?
C11 C10 H10 120.4 . . ?
N3 C11 C10 124.5(5) . . ?
N3 C11 H11 117.8 . . ?
C10 C11 H11 117.8 . . ?
O3 C12 O4 117.5(3) . . ?
O3 C12 C13 122.3(4) . . ?
O4 C12 C13 120.2(4) . . ?
O3 C12 Y1 59.36(17) . . ?
O4 C12 Y1 58.11(17) . . ?
C13 C12 Y1 177.3(3) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O2 C14 O1 119.6(3) . . ?
O2 C14 C15 119.6(3) . . ?
O1 C14 C15 120.8(3) . . ?
O2 C14 Y1 57.77(17) . . ?
O1 C14 Y1 61.82(18) . . ?
C15 C14 Y1 177.1(3) . . ?
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 . . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5W H5WA O9 0.822(18) 2.04(2) 2.852(4) 171(4) 1_655
O5W H5WA O8 0.822(18) 2.60(4) 3.195(4) 130(4) 1_655
O5W H5WB O1 0.825(18) 1.90(2) 2.710(3) 169(5) 2_667
O6W H6WA O8 0.828(19) 1.942(19) 2.769(4) 176(5) .
O6W H6WB O7W 0.825(18) 1.842(19) 2.661(4) 171(5) .
O7W H7WA O10 0.85 2.21 2.988(5) 152.1 2_577
O7W H7WB O9 0.85 2.08 2.914(5) 168.2 1_655
N4 H4N O4 0.91(2) 2.22(5) 3.009(6) 145(7) 2_766
_diffrn_measured_fraction_theta_max 0.878
_diffrn_reflns_theta_full 26.00
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max 0.650
_refine_diff_density_min -0.577
_refine_diff_density_rms 0.091
_publcif_info_exptl_table_max_cols 4
_publcif_info_exptl_table_use_headnotes n
loop_
_publcif_info_datablock.id
_publcif_info_datablock.publ_exptl
_publcif_info_datablock.publ_geom
_publcif_info_datablock.structure
{58271976-a320-4f86-8fd3-d09677cc9e66} y y y
loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max
loop_
_publcif_info_exptl_table_header_item
?
loop_
_publcif_info_tables.block_id
_publcif_info_tables.reference_item
{58271976-a320-4f86-8fd3-d09677cc9e66} '_publcif_info_datablock.publ_exptl'
{58271976-a320-4f86-8fd3-d09677cc9e66} '_geom_hbond_atom_site_label_D'
loop_
_publcif_info_cif.paper_type
EE