Electronic Supplementary Material for CrystEngComm
This Journal is (c) The Royal Society of Chemistry 2007

data_global
_journal_name_full               CrystEngComm
_journal_coden_cambridge         1350
_journal_coden_ASTM              ?
_journal_coeditor_code           ?
_journal_coeditor_name           ?
_journal_coeditor_notes          ?
_journal_date_accepted           ?
_journal_date_from_coeditor      ?
_journal_date_printers_final     ?
_journal_date_printers_first     ?
_journal_date_proofs_in          ?
_journal_date_proofs_out         ?

loop_
_publ_author_name
_publ_author_address
F.P.A.Fabbiani
;
School of Biomedical, Biomolecular & Chemical Sciences,
University of Western Australia , Crawley, Australia
;
J.J.McKinnon
;
School of Biomedical, Biomolecular & Chemical Sciences,
University of Western Australia , Crawley, Australia
;
L.T.Byrne
;
School of Biomedical, Biomolecular & Chemical Sciences,
University of Western Australia , Crawley, Australia
;
M.A.Spackman
;
School of Biomedical, Biomolecular & Chemical Sciences,
University of Western Australia , Crawley, Australia
;
_publ_contact_author_email       francescapaola@gmail.com

_publ_contact_author_name        'Francesca P. A. Fabbiani'

_publ_section_title              
;Solvent inclusion in the structural voids of form II
carbamazepine: single-crystal X-ray diffraction, NMR spectroscopy and
Hirshfeld surface analysis
;

data_carbamazepine_II_THF_solvate
_database_code_depnum_ccdc_archive 'CCDC 641710'
_exptl_crystal_recrystallization_method 
'Recrystallisation by evaporation of THF solution'

_audit_creation_date             07-01-08
_audit_creation_method           CRYSTALS_ver_12.82

_oxford_structure_analysis_title 'carba3_hex_int in R-3'
_chemical_name_systematic        ?
_chemical_melting_point          ?

_cell_length_a                   35.243(5)
_cell_length_b                   35.243(5)
_cell_length_c                   5.1853(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     5577.7(15)

_symmetry_cell_setting           Trigonal
_symmetry_space_group_name_H-M   'R -3 '
_symmetry_space_group_name_Hall  '-R 3'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/3,y+2/3,z+2/3
-x+1/3,-y+2/3,-z+2/3
x+2/3,y+1/3,z+1/3
-x+2/3,-y+1/3,-z+1/3
-y,x-y,z
y,-x+y,-z
-y+1/3,x-y+2/3,z+2/3
y+1/3,-x+y+2/3,-z+2/3
-y+2/3,x-y+1/3,z+1/3
y+2/3,-x+y+1/3,-z+1/3
-x+y,-x,z
x-y,x,-z
-x+y+1/3,-x+2/3,z+2/3
x-y+1/3,x+2/3,-z+2/3
-x+y+2/3,-x+1/3,z+1/3
x-y+2/3,x+1/3,-z+1/3

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'

_cell_formula_units_Z            18

# Given Formula = C15.40 H12.80 N2 O1.10
# Dc = 1.30 Fooo = 2289.60 Mu = 0.84 M = 243.48
# Found Formula = C15.40 H12 N2 O1.10
# Dc = 1.30 FOOO = 2289.60 Mu = 0.84 M = 242.68

_chemical_formula_sum            'C15.40 H12 N2 O1.10'
_chemical_formula_moiety         'C15 H12 N2 O1, 0.1(C4 H8 O1)'
_chemical_compound_source        ?
_chemical_formula_weight         243.48

_cell_measurement_reflns_used    12631
_cell_measurement_theta_min      3
_cell_measurement_theta_max      31
_cell_measurement_temperature    100

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.25
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_max          0.60

_exptl_crystal_density_diffrn    1.300
_exptl_crystal_density_meas      ?
# Non-dispersive F(000):
_exptl_crystal_F_000             2289.600
_exptl_absorpt_coefficient_mu    0.084

# Sheldrick geometric approximatio 0.97 0.98
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET)
(compiled Oct 18 2006,16:28:17)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.91
_exptl_absorpt_correction_T_max  0.98
_diffrn_measurement_device_type  'Oxford Diffraction XCALIBUR'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       '\f & \w scans'

_computing_data_collection       'Xcalibur, (Oxford Diffraction, 2002)'
_computing_data_reduction        'CrysAlis RED, (Oxford Diffraction, 2002)'
_computing_cell_refinement       'CrysAlis RED, (Oxford Diffraction, 2002)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_refine_special_details          
;
All non-H-atoms were refined with anisotropic thermal parameters.
Hydrogen atoms were placed in idealised positions. Hydrogen atoms
attached to the nitrogen atom were located on a difference Fourier map.
Subsequent to location, the position of all hydrogen atoms was
regularised using the X-ray data subject to geometrty restraints.
Hydrogen atoms were subsequenlty allowed to ride on their parent atom.
positions of all H-atoms, which were placed geometrically,
were fixed during refinement. Hydrogen atoms for the THF moiety
were omitted but taken into account for calculation of crystal properties.
A theta cut off of 29 deg. was applied during data merging.

DISORDER
The THF molecule was found to be disordered about the
b3 Wyckoff position (0,0,0.5) and gave rise to a 1 : 0.1 CBZ : THF solvate.
Details of the disorder model can be found in the manuscipt.

The following is the output of checkCIF/PLATON routine available at :
http://journals.iucr.org/services/cif/checking/checkbasic.html

PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ... ?

Calculated: C15 H12 N2 O, C0.40 O0.10
Reported: C15 H12 N2 O1, 0.1(C4 H8 O1)

The reoported MoietyFormula String is more meaningful.

PLAT302_ALERT_4_C Anion/Solvent Disorder ......................37.00 Perc.

See above under "disorder".

PLAT420_ALERT_2_C D-H Without Acceptor N2 - H2 ... ?

Noted, no acceptor for N2-H2 in the structure.

FORMU01_ALERT_1_G There is a discrepancy between the atom counts in
the _chemical_formula_sum and _chemical_formula_moiety.
This is usually due to the moiety formula being in the wrong format.
Atom count from _chemical_formula_sum: C15.4 H12 N2 O1.1
Atom count from _chemical_formula_moiety:C15.4 H12.8 N2 O1.1

Hydrogen atoms for the THF molecule were not included in the refinement
but were taken into account for calculation of density, F(000),
absorption coefficient andmolecular weight.

The following is the extra output of checkCIF/PLATON routine using the .fcf file

910_ALERT_3_C # Missing FCF Reflections Below TH(Min) ........ 3
912_ALERT_3_C # Missing FCF Reflections Above STH/L=0.6 ...... 4

Resolution and completeness are given below:

#===============================================================================
Resolution & Completeness Statistics (Cumulative)
#===============================================================================
Theta sin(th)/Lambda Complete Expected Measured Missing
#-------------------------------------------------------------------------------
20.82 0.500 0.998 1300 1297 3
23.01 0.550 0.998 1735 1732 3
25.24 0.600 0.999 2255 2252 3
#----------------------------------------------------------- ACTA Min. Res. ----
27.51 0.650 0.999 2847 2844 3
28.79 0.678 0.998 3209 3202 7

;

_diffrn_standards_interval_time  ?
_diffrn_standards_interval_count ?
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      100
_diffrn_reflns_number            37290
_reflns_number_total             3202
#_diffrn_reflns_av_R_equivalents 0.000
# Number of reflections with Friedels Law is 3202
# Number of reflections without Friedels Law is 0
# Theoretical number of reflections is about 3230
#_diffrn_reflns_theta_max 28.897
#_diffrn_reflns_theta_min 3.069
#_diffrn_reflns_limit_h_max 47
#_diffrn_reflns_limit_h_min -47
#_diffrn_reflns_limit_k_max 47
#_diffrn_reflns_limit_k_min -47
#_diffrn_reflns_limit_l_max 7
#_diffrn_reflns_limit_l_min -6
_diffrn_reflns_av_R_equivalents  0.0293

# Scaled and merged with SORTAV
# R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
# R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397

_diffrn_reflns_theta_min         3.058
_diffrn_reflns_theta_max         28.788
_diffrn_measured_fraction_theta_max 0.998

_diffrn_reflns_theta_full        28.788
_diffrn_measured_fraction_theta_full 0.998

_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       47
_diffrn_reflns_limit_k_min       -47
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       0
_reflns_limit_h_min              -47
_reflns_limit_h_max              22
_reflns_limit_k_min              0
_reflns_limit_k_max              47
_reflns_limit_l_min              0
_reflns_limit_l_max              7

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens   geom

_refine_diff_density_min         -0.29
_refine_diff_density_max         0.52

_refine_ls_number_reflns         3202
_refine_ls_number_restraints     0
_refine_ls_number_parameters     175

#_refine_ls_R_factor_ref 0.0688
_refine_ls_wR_factor_ref         0.1554
_refine_ls_goodness_of_fit_ref   0.9762

#_reflns_number_all 3202
_refine_ls_R_factor_all          0.0688
_refine_ls_wR_factor_all         0.1554

# No actual I/u(I) cutoff was used for refinement. The
# threshold below is used for "_gt" information ONLY:
_reflns_threshold_expression     I>2.00u(I)
_reflns_number_gt                2370
_refine_ls_R_factor_gt           0.0512
_refine_ls_wR_factor_gt          0.1482

_refine_ls_shift/su_max          0.000544

# choose from: rm (reference molecule of known chirality),
# ad (anomolous dispersion - Flack), rmad (rm and ad),
# syn (from synthesis), unk (unknown) or . (not applicable).
_chemical_absolute_configuration .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
w=1/[\s^2^(F^2^) + ( 0.09P)^2^ + 5.46P]
where P=(max(Fo^2^,0) + 2Fc^2^)/3
;

_publ_section_abstract           # Text of the abstract
; ?
;
_publ_section_comment            # Text of the paper
; ?
;
_publ_section_acknowledgements   # Acknowledgments
; ?
;
_publ_section_figure_captions    # Captions to figures
; ?
;

_publ_section_exptl_refinement   # Some potentially useful phrases are:
;
Because the data were collected with molybdenum radiation, there were no
measurable anomalous differences, as a consequence of which it was
admissible to merge Friedel pairs of reflections.

All hydrogen atoms were found in difference density syntheses.

Hydrogen atoms were placed geometrically after each cycle.

Hydrogen atoms were placed geometrically after each cycle, the preferred
orientations of those groups whose conformations could not be assigned
unambiguously having been previously identified by examination of a
difference Fourier map.

Hydrogen atoms were seen in a difference density synthesis. Those
attached to carbon atoms were repositioned geometrically.

Hydrogen were initially refined with soft restraints on the
bonds to regularise their geometry (bond lengths to accepted values,
angles either set by symmetry or to accepted values, and
U[iso] dependent upon the adjacent bonded atom),
after which they were refined with riding constraints only.

donated by Bill Clegg:

The H atoms were all located in a difference map, but those
attached to carbon atoms were repositioned geometrically.
The H atoms were initially refined with soft restraints on the
bond lengths and angles to regularise their geometry (C---H in the range
0.93-98, O---N in the range 0.86-0.89 and O---H = 0.82 \%A) and isotropic adps
(U(H) in the range 1.2-1.5 times U~equiv~ of the adjacent atom),
after which they were refined with riding constraints.
.
;

_publ_section_exptl_prep         
; ?
;

# End of 'script/refcif.dat'

# Insert your own references if required - in alphabetical order
_publ_section_references         
;
Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C.,
Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. (27), 435-435

Betteridge, P.W., Carruthers, J.R., Cooper, R.I.,
Prout, K., & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487.

Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276,
edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326.
New York: Academic Press.

Oxford Diffraction, (2002). CrysAlis RED.

Oxford Diffraction, (2002). Xcalibur User Manual

Sheldrick, G.M. (1997). SHELXL-97. University of G\"ottingen, Germany.

Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical
Crystallography Laboratory, OXFORD, UK.
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atomsattached to an atom.

# ..._refinement_flags_...
# . no refinement constraints S special position constraint on site
# G rigid group refinement of site R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond) P partial occupancy constraint

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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
C1 C 0.38588(4) 0.45808(5) 0.4830(3) 0.0274 1.0000 Uani . . . . . .
C2 C 0.38551(5) 0.43170(5) 0.6840(3) 0.0317 1.0000 Uani . . . . . .
C3 C 0.34815(5) 0.39190(5) 0.7343(3) 0.0340 1.0000 Uani . . . . . .
C4 C 0.31080(5) 0.37802(5) 0.5819(3) 0.0342 1.0000 Uani . . . . . .
C5 C 0.31125(5) 0.40459(5) 0.3820(3) 0.0328 1.0000 Uani . . . . . .
C6 C 0.34849(5) 0.44547(5) 0.3308(3) 0.0286 1.0000 Uani . . . . . .
C7 C 0.34654(5) 0.47360(5) 0.1280(3) 0.0318 1.0000 Uani . . . . . .
C8 C 0.36703(5) 0.51762(5) 0.1280(3) 0.0330 1.0000 Uani . . . . . .
C9 C 0.39595(5) 0.54736(5) 0.3294(3) 0.0328 1.0000 Uani . . . . . .
C10 C 0.39629(6) 0.58686(5) 0.3788(4) 0.0415 1.0000 Uani . . . . . .
C11 C 0.42275(6) 0.61533(6) 0.5707(4) 0.0473 1.0000 Uani . . . . . .
C12 C 0.44982(6) 0.60562(6) 0.7163(4) 0.0477 1.0000 Uani . . . . . .
C13 C 0.45034(5) 0.56698(6) 0.6711(3) 0.0396 1.0000 Uani . . . . . .
C14 C 0.42380(5) 0.53818(5) 0.4789(3) 0.0311 1.0000 Uani . . . . . .
C15 C 0.45687(5) 0.49842(5) 0.2729(3) 0.0293 1.0000 Uani . . . . . .
O1 O 0.45279(4) 0.46325(4) 0.1940(2) 0.0369 1.0000 Uani . . . . . .
N1 N 0.42521(4) 0.49882(4) 0.4290(2) 0.0293 1.0000 Uani . . . . . .
N2 N 0.49144(4) 0.53757(5) 0.2123(3) 0.0401 1.0000 Uani . . . . . .
C16 C 0.3198(11) 0.6510(4) 0.027(2) 0.1773 0.4000 Uani . . . . . .
O2 O 0.3333 0.6667 -0.207(2) 0.1382 0.3000 Uani S T . . . .
H1 H 0.5108 0.5373 0.1013 0.0452 1.0000 Uiso R . . . . .
H2 H 0.4946 0.5611 0.2796 0.0462 1.0000 Uiso R . . . . .
H21 H 0.4110 0.4417 0.7876 0.0385 1.0000 Uiso R . . . . .
H31 H 0.3479 0.3742 0.8740 0.0421 1.0000 Uiso R . . . . .
H41 H 0.2843 0.3499 0.6133 0.0397 1.0000 Uiso R . . . . .
H51 H 0.2850 0.3947 0.2742 0.0384 1.0000 Uiso R . . . . .
H71 H 0.3276 0.4590 -0.0135 0.0371 1.0000 Uiso R . . . . .
H81 H 0.3616 0.5314 -0.0138 0.0405 1.0000 Uiso R . . . . .
H101 H 0.3780 0.5938 0.2777 0.0483 1.0000 Uiso R . . . . .
H111 H 0.4229 0.6416 0.6004 0.0527 1.0000 Uiso R . . . . .
H121 H 0.4681 0.6258 0.8463 0.0506 1.0000 Uiso R . . . . .
H131 H 0.4682 0.5596 0.7707 0.0436 1.0000 Uiso 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
C1 0.0240(6) 0.0315(7) 0.0249(7) -0.0033(5) 0.0014(5) 0.0125(5)
C2 0.0323(7) 0.0396(8) 0.0256(7) -0.0027(6) -0.0023(5) 0.0197(6)
C3 0.0403(8) 0.0369(8) 0.0270(7) 0.0015(6) 0.0030(6) 0.0211(7)
C4 0.0316(7) 0.0317(7) 0.0344(8) 0.0006(6) 0.0058(6) 0.0122(6)
C5 0.0265(7) 0.0356(8) 0.0323(8) -0.0010(6) -0.0013(6) 0.0126(6)
C6 0.0259(6) 0.0333(7) 0.0250(7) -0.0018(5) -0.0001(5) 0.0135(6)
C7 0.0275(7) 0.0390(8) 0.0262(7) -0.0005(6) -0.0030(5) 0.0147(6)
C8 0.0296(7) 0.0382(8) 0.0299(8) 0.0044(6) 0.0007(6) 0.0161(6)
C9 0.0294(7) 0.0326(7) 0.0316(8) 0.0008(6) 0.0059(6) 0.0118(6)
C10 0.0398(8) 0.0354(8) 0.0473(10) 0.0038(7) 0.0106(7) 0.0174(7)
C11 0.0494(10) 0.0311(8) 0.0526(11) -0.0031(7) 0.0177(8) 0.0135(7)
C12 0.0479(10) 0.0368(9) 0.0382(9) -0.0108(7) 0.0084(7) 0.0062(7)
C13 0.0361(8) 0.0395(8) 0.0320(8) -0.0064(6) -0.0013(6) 0.0105(7)
C14 0.0260(7) 0.0325(7) 0.0280(7) -0.0026(6) 0.0037(5) 0.0095(6)
C15 0.0250(6) 0.0394(8) 0.0217(7) -0.0015(5) -0.0025(5) 0.0148(6)
O1 0.0359(6) 0.0375(6) 0.0371(6) 0.0030(5) 0.0089(5) 0.0183(5)
N1 0.0235(5) 0.0330(6) 0.0281(6) -0.0032(5) 0.0002(5) 0.0115(5)
N2 0.0282(6) 0.0341(7) 0.0472(8) -0.0071(6) 0.0109(6) 0.0076(5)
C16 0.23(2) 0.082(8) 0.149(9) 0.039(8) -0.056(14) 0.020(8)
O2 0.187(10) 0.187(10) 0.040(6) 0.0000 0.0000 0.094(5)

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          1.739(18)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 . C2 . 1.392(2) yes
C1 . C6 . 1.4038(19) yes
C1 . N1 . 1.4393(18) yes
C2 . C3 . 1.386(2) yes
C2 . H21 . 0.950 no
C3 . C4 . 1.397(2) yes
C3 . H31 . 0.952 no
C4 . C5 . 1.392(2) yes
C4 . H41 . 0.977 no
C5 . C6 . 1.406(2) yes
C5 . H51 . 0.984 no
C6 . C7 . 1.470(2) yes
C7 . C8 . 1.345(2) yes
C7 . H71 . 0.951 no
C8 . C9 . 1.469(2) yes
C8 . H81 . 0.952 no
C9 . C10 . 1.410(2) yes
C9 . C14 . 1.409(2) yes
C10 . C11 . 1.389(3) yes
C10 . H101 . 0.954 no
C11 . C12 . 1.387(3) yes
C11 . H111 . 0.934 no
C12 . C13 . 1.391(3) yes
C12 . H121 . 0.957 no
C13 . C14 . 1.396(2) yes
C13 . H131 . 0.948 no
C14 . N1 . 1.4361(19) yes
C15 . O1 . 1.2436(19) yes
C15 . N1 . 1.3842(18) yes
C15 . N2 . 1.3438(19) yes
N2 . H1 . 0.896 no
N2 . H2 . 0.854 no
C16 . C16 18_555 1.54(2) yes
C16 . C16 12_455 1.54(2) yes
C16 . C16 7_665 0.90(3) yes
C16 . C16 13_565 0.90(3) yes
C16 . O2 . 1.320(15) yes
O2 . O2 6_564 1.31(2) yes
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . C1 . C6 . 121.03(13) yes
C2 . C1 . N1 . 119.64(13) yes
C6 . C1 . N1 . 119.33(13) yes
C1 . C2 . C3 . 120.22(14) yes
C1 . C2 . H21 . 119.0 no
C3 . C2 . H21 . 120.8 no
C2 . C3 . C4 . 119.98(14) yes
C2 . C3 . H31 . 119.9 no
C4 . C3 . H31 . 120.1 no
C3 . C4 . C5 . 119.60(14) yes
C3 . C4 . H41 . 121.0 no
C5 . C4 . H41 . 119.4 no
C4 . C5 . C6 . 121.37(14) yes
C4 . C5 . H51 . 119.6 no
C6 . C5 . H51 . 119.1 no
C5 . C6 . C1 . 117.76(13) yes
C5 . C6 . C7 . 119.43(13) yes
C1 . C6 . C7 . 122.79(13) yes
C6 . C7 . C8 . 126.77(14) yes
C6 . C7 . H71 . 116.3 no
C8 . C7 . H71 . 116.9 no
C7 . C8 . C9 . 127.14(14) yes
C7 . C8 . H81 . 117.3 no
C9 . C8 . H81 . 115.5 no
C8 . C9 . C10 . 119.58(15) yes
C8 . C9 . C14 . 122.79(14) yes
C10 . C9 . C14 . 117.62(15) yes
C9 . C10 . C11 . 120.96(17) yes
C9 . C10 . H101 . 118.8 no
C11 . C10 . H101 . 120.3 no
C10 . C11 . C12 . 120.52(17) yes
C10 . C11 . H111 . 120.2 no
C12 . C11 . H111 . 119.3 no
C11 . C12 . C13 . 119.81(16) yes
C11 . C12 . H121 . 119.4 no
C13 . C12 . H121 . 120.8 no
C12 . C13 . C14 . 120.00(17) yes
C12 . C13 . H131 . 120.9 no
C14 . C13 . H131 . 119.0 no
C9 . C14 . C13 . 121.08(15) yes
C9 . C14 . N1 . 119.14(13) yes
C13 . C14 . N1 . 119.77(14) yes
O1 . C15 . N1 . 120.71(13) yes
O1 . C15 . N2 . 122.68(13) yes
N1 . C15 . N2 . 116.61(13) yes
C1 . N1 . C14 . 116.56(11) yes
C1 . N1 . C15 . 118.87(12) yes
C14 . N1 . C15 . 122.18(12) yes
C15 . N2 . H1 . 116.3 no
C15 . N2 . H2 . 120.9 no
H1 . N2 . H2 . 122.9 no

#===END


