data_global



_audit_creation_date               16-01-08





_publ_contact_author_name

;



'ALIZADEH, Kamal'





;

_publ_contact_author_address

;



Department of Chemistry

Lorestan University

Khoramabad

IRAN



;

_publ_contact_author_phone         +98-661-2200185

_publ_contact_author_fax           +98-661-2200185

_publ_contact_author_email         Alizadehk@yahoo.com 



_publ_requested_journal            '?????'

_publ_contact_letter

;

;



_publ_requested_category            FM



_publ_section_title

; 



Routes to ................

..........................

..........................



;



loop_

_publ_author_name

_publ_author_address

'ALIZADEH, Kamal'

;Department of Chemistry

Lorestan University

Khoramabad

IRAN

;

'RETAILLEAU, Pascal'

;ICSN-CNRS

1 avenue de la Terrasse

91198 Gif sur Yvette

France

;





_publ_section_abstract

; ?

;



_publ_section_comment

; ?

;



_publ_section_exptl_prep

; ?

;





_publ_section_exptl_refinement

; ?

;





_publ_section_references

;



Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C.,

Guagliardi A., Moliterni A.G.G., Polidori G. & Spagna R. (1999).

J. Appl. Cryst. 32, 115-119



A.L. Spek, (2005) PLATON 2005, Utrecht University, The Netherland.



KappaCCD Operation Manual (1997), Nonius B.V., Delft, The Nederlands.



Otwinowski, Z. & Minor, W. (1997), Methods in Enzymology, 276, 307-326.



Sheldrick, G.M. (1997). SHELXL97. Program for the refinement

of crystal structures. University of Gottingen. Germany.



;



_publ_section_figure_captions

; 

  

;

_publ_section_acknowledgements

; ?

; 

data_p-1 

 

_audit_creation_method            SHELXL-97 

_chemical_name_systematic 

; 

(Z)-1-p-tolyl-3-(3-(trifluoromethyl)phenyl)triaz-1-ene 1-oxide 

; 

_chemical_name_common             ? 

_chemical_melting_point           ? 

_chemical_formula_moiety          'C14 H12 F3 N3 O' 

_chemical_formula_sum 

 'C14 H12 F3 N3 O' 

_chemical_formula_weight          295.27 

 

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' 

 'F'  'F'   0.0171   0.0103 

 '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                    6.065(2) 

_cell_length_b                    8.391(2) 

_cell_length_c                    13.529(3) 

_cell_angle_alpha                 82.047(5) 

_cell_angle_beta                  84.350(5) 

_cell_angle_gamma                 83.377(5) 

_cell_volume                      675.0(3) 

_cell_formula_units_Z             2 

_cell_measurement_temperature     293(2) 

_cell_measurement_reflns_used     9278 

_cell_measurement_theta_min       1.00 

_cell_measurement_theta_max       27.48 

 

_exptl_crystal_description        prism 

_exptl_crystal_colour             yellow 

_exptl_crystal_size_max           0.27 

_exptl_crystal_size_mid           0.24 

_exptl_crystal_size_min           0.13 

_exptl_crystal_density_meas       ? 

_exptl_crystal_density_diffrn     1.453 

_exptl_crystal_density_method     'not measured' 

_exptl_crystal_F_000              304 

_exptl_absorpt_coefficient_mu     0.123 

_exptl_absorpt_correction_type    none 

_exptl_absorpt_correction_T_min   ? 

_exptl_absorpt_correction_T_max   ? 

_exptl_absorpt_process_details    ? 

 

_exptl_special_details 

; 

 11621  reflections were collected using the program Collect

 ("Collect" Data collection software, Nonius B.V.,1998) up to a resolution limit

 of theta=25.35 Angst. 

 The conditions were as follows : crystal to detector distance = 31.0 mm.

 Scan angle = 2.0 deg; 255 scans of 20 sec per frame (6th scan: 10 sec).

 Data collection was divided into 6 sets (Phi + omega scans)

 with the following starting angles and number of frames :



 Phi scan1 len= 182.0;theta=4.171 phi=  -1.500 omega= 160.000 kappa= 0.000

 Omega scan1 len= 40.0;theta= -3.885 phi=105.420 omega=-155.791 kappa=-157.710

 Omega scan2 len= 38.0;theta=-3.885 phi=-163.569 omega=-158.791 kappa=-150.710

 Omega scan3 len= 96.0;theta=-3.885 phi=-103.045 omega=  92.255 kappa= -50.820

 Omega scan3 len= 52.0;theta=-3.885 phi= 182.550 omega=-209.995 kappa=  72.094

 Omega scan5 len= 102.0;theta=-3.885 phi= 182.550 omega=-209.995 kappa= 72.094

  Overall R-merge linear = 0.038.

  Due to the absence of of significant anomalous scattering effects, 

the measured Friedel opposites were merged for refinement. 

 Crystal absorption: use of spherical harmonics 

(Katayama,C.(1986)Acta Cryst.A42:19-23; Blessing,R.H.(1995) Acta Cryst.A51,33)  

  as implemented in Scalepack to generate hkl file for refinement.   

; 

 

_diffrn_ambient_temperature       293(2) 

_diffrn_radiation_wavelength      0.71069 

_diffrn_radiation_type            MoK\a 

_diffrn_radiation_source          'fine-focus sealed tube' 

_diffrn_radiation_monochromator   graphite 

_diffrn_measurement_device_type   'Nonius kappa-CCD diffractometer'

_diffrn_measurement_method        'phi and omega scans'

_diffrn_detector_area_resol_mean  ? 

_diffrn_standards_number          ? 

_diffrn_standards_interval_count  ? 

_diffrn_standards_interval_time   ? 

_diffrn_standards_decay_%         ?

_diffrn_reflns_number             11621 

_diffrn_reflns_av_R_equivalents   0.0233 

_diffrn_reflns_av_sigmaI/netI     0.0416 

_diffrn_reflns_limit_h_min        -7 

_diffrn_reflns_limit_h_max        6 

_diffrn_reflns_limit_k_min        -10 

_diffrn_reflns_limit_k_max        10 

_diffrn_reflns_limit_l_min        -17 

_diffrn_reflns_limit_l_max        15 

_diffrn_reflns_theta_min          2.46 

_diffrn_reflns_theta_max          27.45 

_reflns_number_total              3055 

_reflns_number_gt                 2000 

_reflns_threshold_expression      >2sigma(I) 

 

_computing_data_collection       

'DENZO (Otwinowski & Minor, 1997) COLLECT (Hooft, 1998)'

_computing_cell_refinement       

'DENZO (Otwinowski & Minor, 1997) COLLECT (Hooft, 1998)'

_computing_data_reduction        'HKL package (Otwinowski & Minor, 1997)'

_computing_structure_solution    'SIR97 (Altomare et al. 1999)'

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'

_computing_molecular_graphics    'PLATON (Spek, 1980-2004)'

_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

 

_refine_special_details 

; 

 Refinement of F² against ALL reflections except one truncated by 

 the beamstop.  The weighted R-factor wR and 

 goodness of fit S are based on F², conventional R-factors R are based 

 on F, with F set to zero for negative F². The threshold expression of 

 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 

 not relevant to the choice of reflections for refinement.  R-factors based 

 on F² are statistically about twice as large as those based on F, and R- 

 factors based on ALL data will be even larger. 

 All H atoms were located in difference maps and were refined as riding

 with C-H bond lengths of 0.93 Angst. (aromatic), and 0.962 Angst.(CH3)

 Disordered H atoms of the methyl C7 atom being allowed to two position

 sites rotated by 60 degrees from one another with site occupation freely

 refined. No distance restraint was used for HN3 carried by N1.   

 The isotropic displacement parameters were set at 1.2(1.5)Ueq of the 

 carrier atoms (in the case of CH3).

 Rfactor R1 significantly improves when treating CF3 disorder around C14

 pivot between two positions which are 60 degrees apart rather than simple

 use of anisotropy. The second position however refines with an occupancy

 rate of 5 percent and the corresponding fluor atomic displacements

 were kept isotropic.

; 

 

_refine_ls_structure_factor_coef  Fsqd  

_refine_ls_matrix_type            full 

_refine_ls_weighting_scheme       calc  

_refine_ls_weighting_details 

 'calc w=1/[σ²(Fo²)+(0.0782P)²+0.1392P] where P=(Fo²+2Fc²)/3' 

_atom_sites_solution_primary      direct 

_atom_sites_solution_secondary    difmap 

_atom_sites_solution_hydrogens    difmap

_refine_ls_hydrogen_treatment     mixed 

_refine_ls_extinction_method      none 

_refine_ls_extinction_coef        ? 

_refine_ls_number_reflns          3055 

_refine_ls_number_parameters      206 

_refine_ls_number_restraints      30 

_refine_ls_R_factor_all           0.0896 

_refine_ls_R_factor_gt            0.0579 

_refine_ls_wR_factor_ref          0.1703 

_refine_ls_wR_factor_gt           0.1453 

_refine_ls_goodness_of_fit_ref    1.020 

_refine_ls_restrained_S_all       1.017 

_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 

O1 O 0.3698(2) 0.15521(19) 0.43445(10) 0.0727(5) Uani 1 1 d . . . 

N1 N 0.1714(2) 0.20761(18) 0.46446(10) 0.0488(4) Uani 1 1 d . . . 

N2 N 0.0746(2) 0.15742(18) 0.54924(10) 0.0504(4) Uani 1 1 d . . . 

N3 N 0.2014(3) 0.0443(2) 0.60311(11) 0.0538(4) Uani 1 1 d . . . 

HN3 H 0.332(4) 0.009(2) 0.5767(15) 0.065 Uiso 1 1 d . . . 

C1 C 0.0448(3) 0.3321(2) 0.40185(12) 0.0460(4) Uani 1 1 d . . . 

C2 C -0.1727(3) 0.3827(2) 0.43068(14) 0.0595(5) Uani 1 1 d . . . 

H2 H -0.2411 0.3387 0.4913 0.071 Uiso 1 1 calc R . . 

C3 C -0.2874(3) 0.5000(3) 0.36792(16) 0.0656(6) Uani 1 1 d . . . 

H3 H -0.4345 0.5349 0.3872 0.079 Uiso 1 1 calc R . . 

C4 C -0.1912(3) 0.5674(2) 0.27748(15) 0.0575(5) Uani 1 1 d . . . 

C5 C 0.0259(4) 0.5145(3) 0.25141(16) 0.0665(6) Uani 1 1 d . . . 

H5 H 0.0944 0.5585 0.1908 0.080 Uiso 1 1 calc R . . 

C6 C 0.1465(3) 0.3971(2) 0.31286(14) 0.0596(5) Uani 1 1 d . . . 

H6 H 0.2941 0.3630 0.2939 0.072 Uiso 1 1 calc R . . 

C7 C -0.3230(4) 0.6931(3) 0.20921(19) 0.0796(7) Uani 1 1 d . . . 

H7A H -0.226(3) 0.736(6) 0.154(3) 0.119 Uiso 0.60(3) 1 calc PR . . 

H7B H -0.389(9) 0.779(4) 0.2460(14) 0.119 Uiso 0.60(3) 1 calc PR . . 

H7C H -0.438(8) 0.644(2) 0.184(4) 0.119 Uiso 0.60(3) 1 calc PR . . 

H7D H -0.476(3) 0.703(6) 0.235(3) 0.119 Uiso 0.40(3) 1 calc PR . . 

H7E H -0.313(9) 0.660(4) 0.1435(17) 0.119 Uiso 0.40(3) 1 calc PR . . 

H7F H -0.264(7) 0.795(3) 0.205(4) 0.119 Uiso 0.40(3) 1 calc PR . . 

C8 C 0.1145(3) -0.0131(2) 0.69960(12) 0.0470(4) Uani 1 1 d . . . 

C9 C 0.2496(3) -0.1205(2) 0.76029(13) 0.0492(4) Uani 1 1 d . . . 

H9 H 0.3935 -0.1560 0.7365 0.059 Uiso 1 1 calc R . . 

C10 C 0.1680(3) -0.1746(2) 0.85687(13) 0.0530(5) Uani 1 1 d . A . 

C11 C -0.0453(3) -0.1231(3) 0.89272(14) 0.0646(6) Uani 1 1 d . . . 

H11 H -0.0987 -0.1592 0.9578 0.078 Uiso 1 1 calc R . . 

C12 C -0.1777(3) -0.0180(3) 0.83116(15) 0.0688(6) Uani 1 1 d . . . 

H12 H -0.3221 0.0162 0.8549 0.083 Uiso 1 1 calc R . . 

C13 C -0.1005(3) 0.0378(3) 0.73490(14) 0.0600(5) Uani 1 1 d . . . 

H13 H -0.1920 0.1091 0.6940 0.072 Uiso 1 1 calc R . . 

C14 C 0.3136(3) -0.2855(2) 0.92463(12) 0.0669(6) Uani 1 1 d D . . 

F1 F 0.2066(3) -0.4012(2) 0.97808(14) 0.1311(9) Uani 0.950(2) 1 d PD A 1 

F2 F 0.3984(3) -0.2077(2) 0.98824(12) 0.1216(8) Uani 0.950(2) 1 d PD A 1 

F3 F 0.4892(2) -0.36052(19) 0.87811(10) 0.0887(6) Uani 0.950(2) 1 d PD A 1 

F4 F 0.245(3) -0.289(2) 1.0206(5) 0.100 Uiso 0.050(2) 1 d PD A 2 

F5 F 0.5158(11) -0.2376(17) 0.9128(10) 0.100 Uiso 0.050(2) 1 d PD A 2 

F6 F 0.329(2) -0.4367(8) 0.9051(12) 0.100 Uiso 0.050(2) 1 d PD A 2 

 

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 

O1 0.0488(8) 0.0895(11) 0.0630(9) 0.0183(7) 0.0052(6) 0.0218(7) 

N1 0.0424(8) 0.0545(9) 0.0453(8) 0.0014(6) -0.0036(6) 0.0030(6) 

N2 0.0500(8) 0.0533(9) 0.0437(8) 0.0011(7) -0.0042(6) 0.0043(7) 

N3 0.0490(9) 0.0606(10) 0.0446(8) 0.0045(7) -0.0020(7) 0.0102(7) 

C1 0.0459(9) 0.0452(10) 0.0454(9) -0.0035(7) -0.0083(7) 0.0026(7) 

C2 0.0517(10) 0.0672(13) 0.0535(11) -0.0014(9) -0.0014(8) 0.0092(9) 

C3 0.0514(11) 0.0698(14) 0.0707(13) -0.0084(10) -0.0081(9) 0.0161(9) 

C4 0.0614(12) 0.0470(10) 0.0643(12) -0.0053(9) -0.0219(9) 0.0055(9) 

C5 0.0689(13) 0.0669(13) 0.0558(11) 0.0138(10) -0.0063(9) 0.0008(10) 

C6 0.0483(10) 0.0657(12) 0.0569(11) 0.0061(9) -0.0010(8) 0.0077(9) 

C7 0.0869(16) 0.0604(13) 0.0892(17) 0.0024(12) -0.0353(13) 0.0119(11) 

C8 0.0489(10) 0.0491(10) 0.0414(9) -0.0037(7) -0.0025(7) -0.0016(7) 

C9 0.0479(9) 0.0521(11) 0.0446(9) -0.0021(8) -0.0027(7) 0.0017(8) 

C10 0.0573(11) 0.0548(11) 0.0447(9) -0.0007(8) -0.0044(8) -0.0035(8) 

C11 0.0634(12) 0.0768(14) 0.0470(10) 0.0013(9) 0.0059(9) 0.0005(10) 

C12 0.0545(11) 0.0831(16) 0.0599(12) -0.0010(11) 0.0059(9) 0.0114(10) 

C13 0.0552(11) 0.0660(13) 0.0528(11) 0.0001(9) -0.0038(8) 0.0086(9) 

C14 0.0663(13) 0.0811(15) 0.0457(10) 0.0065(10) -0.0004(9) 0.0030(11) 

F1 0.0913(11) 0.1405(17) 0.1270(15) 0.0882(13) 0.0018(10) -0.0026(10) 

F2 0.1357(15) 0.1485(17) 0.0846(11) -0.0369(11) -0.0602(11) 0.0382(12) 

F3 0.0861(10) 0.0955(11) 0.0667(8) 0.0141(7) -0.0028(7) 0.0335(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 

O1 N1 1.2796(18) . ? 

N1 N2 1.276(2) . ? 

N1 C1 1.448(2) . ? 

N2 N3 1.332(2) . ? 

N3 C8 1.401(2) . ? 

N3 HN3 0.87(2) . ? 

C1 C6 1.370(3) . ? 

C1 C2 1.374(3) . ? 

C2 C3 1.379(3) . ? 

C2 H2 0.9300 . ? 

C3 C4 1.379(3) . ? 

C3 H3 0.9300 . ? 

C4 C5 1.368(3) . ? 

C4 C7 1.512(3) . ? 

C5 C6 1.387(3) . ? 

C5 H5 0.9300 . ? 

C6 H6 0.9300 . ? 

C7 H7A 0.9605 . ? 

C7 H7B 0.9605 . ? 

C7 H7C 0.9605 . ? 

C7 H7D 0.9605 . ? 

C7 H7E 0.9605 . ? 

C7 H7F 0.9605 . ? 

C8 C9 1.384(2) . ? 

C8 C13 1.384(3) . ? 

C9 C10 1.385(2) . ? 

C9 H9 0.9300 . ? 

C10 C11 1.379(3) . ? 

C10 C14 1.490(3) . ? 

C11 C12 1.372(3) . ? 

C11 H11 0.9300 . ? 

C12 C13 1.377(3) . ? 

C12 H12 0.9300 . ? 

C13 H13 0.9300 . ? 

C14 F1 1.3208(16) . ? 

C14 F4 1.321(2) . ? 

C14 F6 1.322(2) . ? 

C14 F5 1.322(2) . ? 

C14 F3 1.3225(16) . ? 

C14 F2 1.3234(16) . ? 

 

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 

N2 N1 O1 123.55(14) . . ? 

N2 N1 C1 116.23(14) . . ? 

O1 N1 C1 120.21(14) . . ? 

N1 N2 N3 112.95(14) . . ? 

N2 N3 C8 117.43(15) . . ? 

N2 N3 HN3 118.9(13) . . ? 

C8 N3 HN3 123.7(13) . . ? 

C6 C1 C2 120.86(16) . . ? 

C6 C1 N1 118.41(15) . . ? 

C2 C1 N1 120.73(16) . . ? 

C1 C2 C3 118.61(18) . . ? 

C1 C2 H2 120.7 . . ? 

C3 C2 H2 120.7 . . ? 

C4 C3 C2 122.19(18) . . ? 

C4 C3 H3 118.9 . . ? 

C2 C3 H3 118.9 . . ? 

C5 C4 C3 117.57(18) . . ? 

C5 C4 C7 121.5(2) . . ? 

C3 C4 C7 120.93(19) . . ? 

C4 C5 C6 121.78(19) . . ? 

C4 C5 H5 119.1 . . ? 

C6 C5 H5 119.1 . . ? 

C1 C6 C5 118.98(18) . . ? 

C1 C6 H6 120.5 . . ? 

C5 C6 H6 120.5 . . ? 

C4 C7 H7A 109.5 . . ? 

C4 C7 H7B 109.5 . . ? 

H7A C7 H7B 109.5 . . ? 

C4 C7 H7C 109.5 . . ? 

H7A C7 H7C 109.5 . . ? 

H7B C7 H7C 109.5 . . ? 

C4 C7 H7D 109.5 . . ? 

H7A C7 H7D 141.1 . . ? 

H7B C7 H7D 56.3 . . ? 

H7C C7 H7D 56.3 . . ? 

C4 C7 H7E 109.5 . . ? 

H7A C7 H7E 56.3 . . ? 

H7B C7 H7E 141.1 . . ? 

H7C C7 H7E 56.3 . . ? 

H7D C7 H7E 109.5 . . ? 

C4 C7 H7F 109.5 . . ? 

H7A C7 H7F 56.3 . . ? 

H7B C7 H7F 56.3 . . ? 

H7C C7 H7F 141.1 . . ? 

H7D C7 H7F 109.5 . . ? 

H7E C7 H7F 109.5 . . ? 

C9 C8 C13 120.18(16) . . ? 

C9 C8 N3 118.63(16) . . ? 

C13 C8 N3 121.18(16) . . ? 

C8 C9 C10 119.23(17) . . ? 

C8 C9 H9 120.4 . . ? 

C10 C9 H9 120.4 . . ? 

C11 C10 C9 120.81(17) . . ? 

C11 C10 C14 119.11(16) . . ? 

C9 C10 C14 120.04(16) . . ? 

C12 C11 C10 119.17(18) . . ? 

C12 C11 H11 120.4 . . ? 

C10 C11 H11 120.4 . . ? 

C11 C12 C13 121.16(18) . . ? 

C11 C12 H12 119.4 . . ? 

C13 C12 H12 119.4 . . ? 

C12 C13 C8 119.44(18) . . ? 

C12 C13 H13 120.3 . . ? 

C8 C13 H13 120.3 . . ? 

F1 C14 F4 55.3(2) . . ? 

F1 C14 F6 55.2(2) . . ? 

F4 C14 F6 106.3(11) . . ? 

F1 C14 F5 138.6(8) . . ? 

F4 C14 F5 107.1(10) . . ? 

F6 C14 F5 108.4(8) . . ? 

F1 C14 F3 105.63(16) . . ? 

F4 C14 F3 131.8(11) . . ? 

F6 C14 F3 55.2(2) . . ? 

F5 C14 F3 55.1(2) . . ? 

F1 C14 F2 107.31(19) . . ? 

F4 C14 F2 55.2(2) . . ? 

F6 C14 F2 135.9(9) . . ? 

F5 C14 F2 55.1(2) . . ? 

F3 C14 F2 104.40(17) . . ? 

F1 C14 C10 112.44(15) . . ? 

F4 C14 C10 113.9(11) . . ? 

F6 C14 C10 112.0(9) . . ? 

F5 C14 C10 108.9(8) . . ? 

F3 C14 C10 114.37(14) . . ? 

F2 C14 C10 112.04(15) . . ? 

 

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 

O1 N1 N2 N3 -0.2(3) . . . . ? 

C1 N1 N2 N3 -179.41(14) . . . . ? 

N1 N2 N3 C8 176.89(15) . . . . ? 

N2 N1 C1 C6 175.99(16) . . . . ? 

O1 N1 C1 C6 -3.2(3) . . . . ? 

N2 N1 C1 C2 -4.6(2) . . . . ? 

O1 N1 C1 C2 176.23(17) . . . . ? 

C6 C1 C2 C3 0.3(3) . . . . ? 

N1 C1 C2 C3 -179.16(17) . . . . ? 

C1 C2 C3 C4 0.2(3) . . . . ? 

C2 C3 C4 C5 -0.4(3) . . . . ? 

C2 C3 C4 C7 178.5(2) . . . . ? 

C3 C4 C5 C6 0.2(3) . . . . ? 

C7 C4 C5 C6 -178.76(19) . . . . ? 

C2 C1 C6 C5 -0.5(3) . . . . ? 

N1 C1 C6 C5 178.96(17) . . . . ? 

C4 C5 C6 C1 0.2(3) . . . . ? 

N2 N3 C8 C9 -174.64(15) . . . . ? 

N2 N3 C8 C13 4.3(3) . . . . ? 

C13 C8 C9 C10 -0.8(3) . . . . ? 

N3 C8 C9 C10 178.16(16) . . . . ? 

C8 C9 C10 C11 0.2(3) . . . . ? 

C8 C9 C10 C14 -177.75(16) . . . . ? 

C9 C10 C11 C12 0.5(3) . . . . ? 

C14 C10 C11 C12 178.46(18) . . . . ? 

C10 C11 C12 C13 -0.6(3) . . . . ? 

C11 C12 C13 C8 0.0(3) . . . . ? 

C9 C8 C13 C12 0.7(3) . . . . ? 

N3 C8 C13 C12 -178.22(19) . . . . ? 

C11 C10 C14 F1 42.9(3) . . . . ? 

C9 C10 C14 F1 -139.12(19) . . . . ? 

C11 C10 C14 F4 -17.7(2) . . . . ? 

C9 C10 C14 F4 160.30(17) . . . . ? 

C11 C10 C14 F6 103.0(2) . . . . ? 

C9 C10 C14 F6 -79.1(2) . . . . ? 

C11 C10 C14 F5 -137.15(19) . . . . ? 

C9 C10 C14 F5 40.8(2) . . . . ? 

C11 C10 C14 F3 163.39(18) . . . . ? 

C9 C10 C14 F3 -18.7(2) . . . . ? 

C11 C10 C14 F2 -78.1(2) . . . . ? 

C9 C10 C14 F2 99.9(2) . . . . ? 

 

_diffrn_measured_fraction_theta_max    0.991 

_diffrn_reflns_theta_full              27.45 

_diffrn_measured_fraction_theta_full   0.991 

_refine_diff_density_max    0.238 

_refine_diff_density_min   -0.244 

_refine_diff_density_rms    0.039 





