# Electronic Supplementary Material for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2009

data_global

_journal_coden_Cambridge         1350

loop_
_publ_author_name
'Francesca Fabbiani'
'Birger Dittrich'
'Alastair Florence'
'Thomas Gelbrich'
'Mike Hursthouse'
'Werner F. Kuhs'
'Norman Shankland'
'Heidrun Sowa'

_publ_contact_author_name        'Francesca Fabbiani'
_publ_contact_author_email       FFABBIA@GWDG.DE

_publ_section_title              
;
Crystal structures with a challenge: high-pressure
crystallisation of ciprofloxacin sodium salts and their recovery to
ambient pressure
;

# Attachment 'Ciprofloxacin_Fabbiani.cif'

data_1
_database_code_depnum_ccdc_archive 'CCDC 714344'
#Cf anhydrous

_chemical_name_common            ciprofloxacin
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H18 F N3 O3'
_chemical_formula_structural     ?
_chemical_formula_sum            'C17 H18 F N3 O3'
_chemical_formula_weight         331.34
_chemical_compound_source        
;
The compound was used as received from Sigma-Aldrich,
Fancy Road, Poole, U.K.
;

_exptl_crystal_description       'Polycrystalline powder'
_exptl_crystal_colour            Colourless
_exptl_crystal_preparation       
;
A sample of ciprofloxacin was lightly ground and placed in a
rotating 0.7 mm borosilicate glass capillary, mounted on Bruker AXS
D8 Advance X-ray powder diffractometer.
;

_cell_length_a                   7.9606(2)
_cell_length_b                   8.5798(2)
_cell_length_c                   10.7739(3)
_cell_angle_alpha                87.868(3)
_cell_angle_beta                 85.153(2)
_cell_angle_gamma                88.212(1)
_cell_volume                     732.43(3)

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,-y,-z

_cell_formula_units_Z            2
_cell_measurement_temperature    298
_exptl_crystal_density_diffrn    1.502
_diffrn_ambient_temperature      298
_diffrn_radiation_type           'Cu K\a~1~'
_diffrn_radiation_wavelength     1.54056
_diffrn_measurement_device_type  
;
Bruker-AXS D8 Advance X-ray powder diffractometer
;
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_number_parameters     210
_refine_ls_shift/su_max          0.005

_pd_proc_ls_prof_R_factor        0.037
_pd_proc_ls_prof_wR_factor       0.040
_pd_proc_ls_prof_wR_expected     0.016

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags
F1 F Uiso 1.1709(5) 0.0353(4) -0.2543(3) 1.000 0.0168 . DT
O1 O Uiso 1.3172(6) 0.4312(4) 0.4202(4) 1.000 0.0168 . DT
O2 O Uiso 1.4388(6) 0.2001(5) 0.3903(5) 1.000 0.0168 . DT
O3 O Uiso 1.4453(4) 0.1483(4) 0.1285(4) 1.000 0.0168 . DT
N1 N Uiso 0.9569(3) 0.3208(2) 0.1835(2) 1.000 0.0168 . DT
N2 N Uiso 0.8403(3) 0.1597(3) -0.2309(2) 1.000 0.0168 . DT
N3 N Uiso 0.6177(3) 0.2257(3) -0.4274(2) 1.000 0.0168 . DT
C1 C Uiso 0.7809(3) 0.3729(2) 0.2023(3) 1.000 0.0168 . DT
C2 C Uiso 0.7328(3) 0.5112(3) 0.27919(19) 1.000 0.0168 . DT
C3 C Uiso 0.7117(3) 0.5155(3) 0.1407(2) 1.000 0.0168 . DT
C4 C Uiso 1.00754(16) 0.25113(13) 0.07328(17) 1.000 0.0168 . DT
C5 C Uiso 1.0651(3) 0.3307(3) 0.2720(2) 1.000 0.0168 . DT
C6 C Uiso 1.2284(3) 0.2745(3) 0.2598(2) 1.000 0.0168 . DT
C7 C Uiso 1.3265(4) 0.3018(3) 0.3689(3) 1.000 0.0168 . DT
C8 C Uiso 1.2955(3) 0.2006(3) 0.1476(2) 1.000 0.0168 . DT
C9 C Uiso 1.1778(2) 0.18924(17) 0.05275(19) 1.000 0.0168 . DT
C10 C Uiso 1.2294(3) 0.1181(3) -0.0602(2) 1.000 0.0168 . DT
C11 C Uiso 1.1181(3) 0.1092(3) -0.1489(2) 1.000 0.0168 . DT
C12 C Uiso 0.9474(3) 0.1687(3) -0.1341(2) 1.000 0.0168 . DT
C13 C Uiso 0.6670(3) 0.2188(3) -0.2015(2) 1.000 0.0168 . DT
C14 C Uiso 0.5514(3) 0.1768(3) -0.2994(2) 1.000 0.0168 . DT
C15 C Uiso 0.7955(3) 0.1677(3) -0.4558(2) 1.000 0.0168 . DT
C16 C Uiso 0.9049(3) 0.2213(3) -0.3570(2) 1.000 0.0168 . DT
C17 C Uiso 0.8961(3) 0.2389(3) -0.0209(2) 1.000 0.0168 . DT
H11 H Uiso 0.7022(11) 0.2846(11) 0.2135(9) 1.000 0.0201 . DT
H21 H Uiso 0.8240(12) 0.5709(10) 0.3099(8) 1.000 0.0201 . DT
H22 H Uiso 0.6301(12) 0.5037(11) 0.3373(8) 1.000 0.0201 . DT
H31 H Uiso 0.7911(12) 0.5760(11) 0.0833(9) 1.000 0.0201 . DT
H32 H Uiso 0.5951(12) 0.5106(13) 0.1143(8) 1.000 0.0201 . DT
H51 H Uiso 1.0273(13) 0.3791(12) 0.3470(8) 1.000 0.0201 . DT
H101 H Uiso 1.3416(12) 0.0768(11) -0.0747(9) 1.000 0.0201 . DT
H131 H Uiso 0.6237(12) 0.1755(11) -0.1188(7) 1.000 0.0201 . DT
H132 H Uiso 0.6676(12) 0.3328(11) -0.1964(8) 1.000 0.0201 . DT
H141 H Uiso 0.5357(13) 0.0626(11) -0.2958(8) 1.000 0.0201 . DT
H142 H Uiso 0.4405(12) 0.2286(11) -0.2807(8) 1.000 0.0201 . DT
H151 H Uiso 0.8395(11) 0.2077(10) -0.5388(8) 1.000 0.0201 . DT
H152 H Uiso 0.7992(12) 0.0520(12) -0.4572(9) 1.000 0.0201 . DT
H161 H Uiso 1.0229(12) 0.1846(11) -0.3771(8) 1.000 0.0201 . DT
H162 H Uiso 0.9040(11) 0.3369(12) -0.3581(8) 1.000 0.0201 . DT
H171 H Uiso 0.7833(12) 0.2791(11) -0.0072(8) 1.000 0.0201 . DT
H311 H Uiso 0.6164(12) 0.3253(10) -0.4355(8) 1.000 0.0201 . DT
H312 H Uiso 0.5622(12) 0.1918(11) -0.4867(8) 1.000 0.0201 . DT

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
F1 C11 1.351(4)
O1 C7 1.256(5)
O2 C7 1.259(5)
O3 C8 1.264(4)
N1 C1 1.457(3)
N1 C4 1.374(3)
N1 C5 1.345(3)
N2 C12 1.407(3)
N2 C13 1.468(3)
N2 C16 1.495(3)
N3 C14 1.485(3)
N3 C15 1.496(3)
N3 H311 0.856(9)
N3 H312 0.870(9)
C1 C3 1.483(3)
C1 C2 1.494(3)
C2 C3 1.515(3)
C4 C17 1.412(3)
C4 C9 1.443(2)
C5 C6 1.370(3)
C6 C8 1.441(3)
C6 C7 1.495(4)
C8 C9 1.451(3)
C9 C10 1.406(3)
C10 C11 1.363(3)
C11 C12 1.435(3)
C12 C17 1.404(3)
C13 C14 1.517(3)
C15 C16 1.524(3)
C1 H11 0.996(9)
C2 H21 0.988(10)
C2 H22 0.989(9)
C3 H31 0.991(10)
C3 H32 0.996(10)
C5 H51 0.945(9)
C10 H101 0.953(10)
C13 H131 0.991(8)
C13 H132 0.982(10)
C14 H141 0.991(10)
C14 H142 0.985(10)
C15 H151 0.986(9)
C15 H152 0.993(11)
C16 H161 0.990(10)
C16 H162 0.991(11)
C17 H171 0.954(10)

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1 N1 C4 117.3(2)
C1 N1 C5 122.4(2)
C4 N1 C5 120.2(2)
C12 N2 C13 115.1(2)
C12 N2 C16 117.1(2)
C13 N2 C16 109.5(2)
C14 N3 C15 111.5(2)
C14 N3 H312 114.9(6)
C15 N3 H311 107.9(7)
C14 N3 H311 110.2(6)
H311 N3 H312 106.8(9)
C15 N3 H312 105.2(7)
N1 C1 C3 123.4(2)
N1 C1 C2 120.2(2)
C2 C1 C3 61.15(14)
C1 C2 C3 59.08(17)
C1 C3 C2 59.77(17)
C9 C4 C17 119.10(17)
N1 C4 C17 121.28(16)
N1 C4 C9 119.62(17)
N1 C5 C6 123.7(2)
C5 C6 C8 120.8(2)
C5 C6 C7 114.3(2)
C7 C6 C8 124.8(2)
O1 C7 O2 122.2(4)
O1 C7 C6 120.8(3)
O2 C7 C6 115.8(3)
O3 C8 C9 120.2(3)
C6 C8 C9 115.2(2)
O3 C8 C6 124.6(3)
C4 C9 C8 120.39(17)
C4 C9 C10 119.52(17)
C8 C9 C10 120.09(17)
C9 C10 C11 119.5(2)
C10 C11 C12 123.6(2)
F1 C11 C12 118.7(2)
F1 C11 C10 117.7(3)
N2 C12 C11 120.7(2)
C11 C12 C17 116.7(2)
N2 C12 C17 122.6(2)
N2 C13 C14 111.82(19)
N3 C14 C13 112.5(2)
N3 C15 C16 109.60(19)
N2 C16 C15 110.3(2)
C4 C17 C12 121.6(2)
N1 C1 H11 112.7(6)
C2 C1 H11 115.5(6)
C3 C1 H11 114.8(6)
C1 C2 H21 118.1(6)
C1 C2 H22 117.1(6)
C3 C2 H21 118.9(5)
C3 C2 H22 117.9(6)
H21 C2 H22 114.6(8)
C1 C3 H31 116.9(6)
C1 C3 H32 116.9(7)
C2 C3 H31 119.2(6)
C2 C3 H32 117.7(5)
H31 C3 H32 115.2(8)
N1 C5 H51 118.7(7)
C6 C5 H51 117.7(7)
C9 C10 H101 120.2(6)
C11 C10 H101 120.3(6)
N2 C13 H131 109.2(6)
N2 C13 H132 109.1(6)
C14 C13 H131 109.8(6)
C14 C13 H132 109.1(6)
H131 C13 H132 107.7(8)
N3 C14 H141 109.1(5)
N3 C14 H142 108.7(5)
C13 C14 H141 109.5(6)
C13 C14 H142 108.7(6)
H141 C14 H142 108.2(8)
N3 C15 H151 110.0(5)
N3 C15 H152 109.9(6)
C16 C15 H151 109.9(5)
C16 C15 H152 109.8(6)
H151 C15 H152 107.7(8)
N2 C16 H161 110.4(5)
N2 C16 H162 109.8(5)
C15 C16 H161 109.4(6)
C15 C16 H162 109.4(5)
H161 C16 H162 107.6(8)
C4 C17 H171 119.2(6)
C12 C17 H171 119.3(6)

_exptl_special_details           
;
This structure is a laboratory X-ray powder structure
determination.
;

_refine_special_details          
;
The diffraction pattern indexed to a triclinic cell in TOPAS (Coelho, 2003)
and space group P-1 was assigned from volume considerations.
The data set was background subtracted and truncated to 46.8 ° 2θ for
Pawley fitting (Pawley, 1981; χ²Pawley = 5.6) and the structure solved
using the simulated annealing (SA) global optimisation
procedure implemented in the DASH computer program (David et al., 2006).
The internal coordinate description (including hydrogen atoms) of the
molecules were constructed using bond lengths, bond angles and
bond torsions for the cirpoflixacin moiety in the crystal structure
of ciprofloxacin phosphoric acid monohydrate (CSD refcode: JIRYAL).
The structure was solved using data to 46.8° 2θ, comprising 207 reflections.

The SA structure solution involved the optimisation of one molecule
of ciprofloxacin, totaling 9 degrees of freedom
(3 positional, 3 orientational and 3 torsional). All degrees of freedom were
assigned random values at the start of the simulated annealing.
The best SA solution had a favourable χ²SA/χ²Pawley ratio of
ca. 10, a chemically reasonable packing arrangement and exhibited no
significant misfit to the data.

The solved structure was subsequently refined against data in the range
5.0 - 69.04 ° 2θ (1.369 Α resolution, 617 reflections) using a restrained
Rietveld method (Rietveld, 1969) as implemented in Topas v4.1 (Coelho, 2003),
with the Rwp falling to 0.0398 during the refinement. All atomic positions
(including H-atoms) for the structure were refined, subject to a series of
restraints on bond lengths, bond angles and planarity. The restraints were set
such that bonds and angles did not deviate more than 0.01 Å and 1 °
respectively, from their initial values during the refinement.
Atoms C1, N1, C5, H51, C6, C7, C8, O3, C9, C10, H101, C11, F1, C12,
C17, H171, C4 and N2 were restrained to be planar. A spherical harmonics
(4th order) correction of intensities for preferred orientation was applied in
the final refinement (Järvinen, 1993). The Uiso values for non-hydrogen atoms
were constrained to be equal with the Uiso values of hydrogen atoms
constrained to be 1.2 times the refined Uiso value for non-hydrogen atoms.
As such, no s.u.s are available for the non-hydrogen and hydrogen Usio values.
The observed and calculated diffraction patterns for the refined crystal
structure are shown in Fig. x. The atomic co-ordinates and s.u.s for all
atoms are taken from the software.
;

#===END

data_2
_database_code_depnum_ccdc_archive 'CCDC 714345'
#Cf hemi Na salt crystallised at 0.25 GPa

_cell_length_a                   9.452(3)
_cell_length_b                   9.591(4)
_cell_length_c                   11.233(6)
_cell_angle_alpha                85.67(2)
_cell_angle_beta                 99.62(2)
_cell_angle_gamma                93.74(2)
_cell_volume                     999.7(8)

_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

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'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Na 0.0362 0.0249 4.7626 3.2850 3.1736 8.8422 1.2674 0.3136 1.1128 129.4240
0.6760 'International Tables Vol C 4.2.6.8 and 6.1.1.4'

_cell_formula_units_Z            2

_chemical_formula_sum            'C17 H27.50 F1 N3 Na0.50 O8'
_chemical_formula_moiety         'C17 H17.50 F1 N3 O3, Na0.50, 5(H2O)'
_chemical_compound_source        
;
high-pressure crystallisation at 0.25 GPa
;
_chemical_formula_weight         432.41

_cell_measurement_reflns_used    601
_cell_measurement_theta_min      2
_cell_measurement_theta_max      17
_cell_measurement_temperature    293

_exptl_crystal_description       colourless
_exptl_crystal_colour            block
_exptl_crystal_size_min          0.05
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_max          0.30

_exptl_crystal_density_diffrn    1.436
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000             458
_exptl_absorpt_coefficient_mu    0.128

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'based on symmetry-related measuraments'

# SHADE (Parsons, 2004)
# SADABS (Siemens, 1996)
# The following data are from Sadabs:
_exptl_absorpt_correction_T_min  0.54
_exptl_absorpt_correction_T_max  0.99
# Sheldrick geometric approximatio 0.99 0.99

_diffrn_measurement_device       'Bruker Apex2'
_diffrn_measurement_device_type  Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author
# and date from subsequent references.
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'Starting from fract. coordinates of 4'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  
'CRYSTALS (Betteridge et al., 2003), PLATON, XCIF, ENCIFER'
_computing_molecular_graphics    MERCURY

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      293
_diffrn_reflns_number            5936
_reflns_number_total             513
_diffrn_reflns_av_R_equivalents  0.070
# Number of reflections with Friedels Law is 513
# Number of reflections without Friedels Law is 0
# Theoretical number of reflections is about 1216
_diffrn_reflns_reduction_process 
;
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         2.189
_diffrn_reflns_theta_max         17.246
_diffrn_measured_fraction_theta_max 0.423

_diffrn_reflns_theta_full        13.625
_diffrn_measured_fraction_theta_full 0.468

_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       7
_reflns_limit_h_min              -7
_reflns_limit_h_max              7
_reflns_limit_k_min              -5
_reflns_limit_k_max              7
_reflns_limit_l_min              0
_reflns_limit_l_max              7

_atom_sites_solution_primary     
;
starting coordinates for cipro moiety taken
from the structure of 4
;
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

_refine_diff_density_min         -0.25
_refine_diff_density_max         0.32

# The current dictionary definitions do not cover the
# situation where the reflections used for refinement were
# selected by a user-defined sigma threshold

# The values actually used during refinement
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_refine_ls_number_reflns         498
_refine_ls_number_restraints     66
_refine_ls_number_parameters     121
_oxford_refine_ls_R_factor_ref   0.1299
_refine_ls_wR_factor_ref         0.2770
_refine_ls_goodness_of_fit_ref   0.9753
_refine_ls_shift/su_max          0.000049

# The values computed from all data
_oxford_reflns_number_all        498
_refine_ls_R_factor_all          0.1299
_refine_ls_wR_factor_all         0.2770

# The values computed with a 2 sigma cutoff - a la SHELX
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                356
_refine_ls_R_factor_gt           0.1031
_refine_ls_wR_factor_gt          0.2553

# 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    noref # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
Method= Modified Sheldrick
w=1/[σ²(F²) + ( 0.17P)² + 8.57P]
,where P=(max(Fo²,0) + 2Fc²)/3
;

_refine_special_details          
;

The Following ALERTS were generated by PLATON checkcif<<<

022_ALERT_3_A Ratio Unique / Expected Reflections too Low .... 0.42
023_ALERT_3_A Resolution (too) Low [sin(th)/Lambda < 0.6]..... 17.25 Deg.
027_ALERT_3_A _diffrn_reflns_theta_full (too) Low ............ 13.63 Deg.
029_ALERT_3_A _diffrn_measured_fraction_theta_full Low ....... 0.47
088_ALERT_3_A Poor Data / Parameter Ratio .................... 4.12
340_ALERT_3_B Low Bond Precision on C-C Bonds (x 1000) Ang ... 27
061_ALERT_3_B Tmax/Tmin Range Test RR' too Large ............. 0.56
084_ALERT_2_C High R2 Value .................................. 0.28

These alerts are not uncommon for high-pressure data and indicate
that the structure quality is not high. The geometry
of the diamond-anvil cell severely restricts the amount of recirpocal
space that can be accessed, resulting in a poor completeness.
This is more evident for lower-symmetry crystal systems (triclinic
in this case). The data is not only incomplete but also weak, as testified
by diffraction to a maximum d of 1.2 A. The use of restraints, 66 in total,
increases the data to parameter ratio to 4.7.
Related to the use of restraints, we note tat the calculation of bond
precision by the Checkcif procedure does not take into account the off
diagonal terms of the variance-covariance matrix.

201_ALERT_2_A Isotropic non-H Atoms in Main Residue(s) ....... 25
210_ALERT_3_B No Anisotropic ADP's Found in CIF .............. ?
202_ALERT_3_C Isotropic non-H Atoms in Anion/Solvent ......... 4

All non-H-atoms were refined with isotropic thermal parameters

242_ALERT_2_A Check Low Ueq as Compared to Neighbors for Na1

Ueq for Na1 is within expected range. Ueq for O100 (water) is larger than
expected and this atom is probably disordered but given the paucity of the
data the model was kept as given.

306_ALERT_2_A Isolated Oxygen Atom (H-atoms Missing ?) ....... O101
306_ALERT_2_A Isolated Oxygen Atom (H-atoms Missing ?) ....... O102
306_ALERT_2_A Isolated Oxygen Atom (H-atoms Missing ?) ....... O103
306_ALERT_2_A Isolated Oxygen Atom (H-atoms Missing ?) ....... O104
430_ALERT_2_B Short Inter D...A Contact O1 .. O102 .. 2.74 Ang.
430_ALERT_2_B Short Inter D...A Contact O1 .. O101 .. 2.76 Ang.
430_ALERT_2_B Short Inter D...A Contact O2 .. O104 .. 2.73 Ang.
430_ALERT_2_B Short Inter D...A Contact O100 .. O103 .. 2.68 Ang.
430_ALERT_2_B Short Inter D...A Contact O103 .. O104 .. 2.84 Ang.
430_ALERT_2_C Short Inter D...A Contact O100 .. O102 .. 2.89 Ang.
430_ALERT_2_C Short Inter D...A Contact O103 .. O103 .. 2.85 Ang.

No information could be inferred from the data about the position
of water H-atoms and given the intricated network of H-bonding
pattern, no water H-atoms were placed geometrically.

041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ?
042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
043_ALERT_1_C Check Reported Molecular Weight ................ 432.41
044_ALERT_1_C Calculated and Reported Dx Differ .............. ?
045_ALERT_1_C Calculated and Reported Z Differ by ............ 0.50 Ratio
068_ALERT_1_C Reported F000 Differs from Calcd (or Missing)... ?

The formulae given and derived properties are correct. Although no water
H-atoms are present in the model, these were included for the calculation
of formulae, molecular weight, density, mu and F000.

155_ALERT_4_C The Triclinic Unitcell is NOT Reduced .......... ?

The cell was chose to facilitate comparision with the known structure
of Cf hexahydrate, CSD ref. code COVPIN and the other structures
presented in this work.

301_ALERT_3_C Main Residue Disorder ......................... 2.00 Perc.

Na1 is disorderd over an inversion centre.

369_ALERT_2_C Long C(sp2)-C(sp2) Bond C6 - C7 ... 1.54 Ang.

731_ALERT_1_C Bond Calc 1.50(3), Rep 1.502(13) ...... 2.31 su-Ra
C3 -C2 1.555 1.555
731_ALERT_1_C Bond Calc 1.39(3), Rep 1.388(14) ...... 2.14 su-Ra
C4 -C9 1.555 1.555
731_ALERT_1_C Bond Calc 1.41(3), Rep 1.406(14) ...... 2.14 su-Ra
C4 -C17 1.555 1.555
731_ALERT_1_C Bond Calc 1.37(3), Rep 1.369(13) ...... 2.31 su-Ra
C5 -N1 1.555 1.555
731_ALERT_1_C Bond Calc 1.54(3), Rep 1.533(13) ...... 2.31 su-Ra
C6 -C7 1.555 1.555
731_ALERT_1_C Bond Calc 1.24(3), Rep 1.246(13) ...... 2.31 su-Ra
C7 -O2 1.555 1.555
731_ALERT_1_C Bond Calc 1.45(3), Rep 1.448(13) ...... 2.31 su-Ra
C8 -C9 1.555 1.555
731_ALERT_1_C Bond Calc 1.35(3), Rep 1.351(13) ...... 2.31 su-Ra
C10 -C11 1.555 1.555
731_ALERT_1_C Bond Calc 1.41(3), Rep 1.411(14) ...... 2.14 su-Ra
C11 -C12 1.555 1.555
731_ALERT_1_C Bond Calc 1.41(3), Rep 1.408(12) ...... 2.50 su-Ra
C12 -N2 1.555 1.555
731_ALERT_1_C Bond Calc 1.51(3), Rep 1.503(14) ...... 2.14 su-Ra
C13 -C14 1.555 1.555
731_ALERT_1_C Bond Calc 1.51(3), Rep 1.506(14) ...... 2.14 su-Ra
C15 -C16 1.555 1.555
732_ALERT_1_C Angle Calc 118.1(17), Rep 118.1(7) ...... 2.43 su-Ra
C9 -C4 -N1 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 120.7(17), Rep 120.8(8) ...... 2.13 su-Ra
C17 -C4 -N1 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 118.9(18), Rep 118.9(7) ...... 2.57 su-Ra
C5 -C6 -C8 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 126(2), Rep 125.5(9) ...... 2.22 su-Ra
O1 -C7 -O2 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 123.3(19), Rep 123.2(8) ...... 2.38 su-Ra
C6 -C8 -O3 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 118.4(17), Rep 118.5(8) ...... 2.13 su-Ra
C8 -C9 -C10 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 118.5(18), Rep 118.3(8) ...... 2.25 su-Ra
C4 -C9 -C10 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 119.4(17), Rep 119.7(8) ...... 2.13 su-Ra
C9 -C10 -C11 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 118.4(17), Rep 118.3(8) ...... 2.13 su-Ra
C12 -C11 -F1 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 116.4(17), Rep 116.3(8) ...... 2.13 su-Ra
C11 -C12 -C17 1.555 1.555 1.555
779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ...... 29.20 Deg.
NA1 -O2 -NA1 2.567 1.555 1.555
779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ...... 29.30 Deg.
NA1 -O3 -NA1 2.567 1.555 1.555
860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 66

These alerts stem from the fact that PLATON calculates e.s.d.s using only the
variances whereas CRYSTALS uses the full variance/covariance matrix.
Soft restraints were used on all bond lengths and angles of the Cf moiety.

154_ALERT_1_C The su's on the Cell Angles are Equal (x 10000) 2000 Deg.
790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 2
O
790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 4
O
790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 5
O

Noted, no action taken. The centre of gravity of the main Cf moiety is
within the unit cell. Water O-atoms were transformed to give a clear picture
of the coordination environment of the Cf moiety.

199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K
200_ALERT_1_G Check the Reported _diffrn_ambient_temperature . 293 K

Data were collected at room temperature
;

# Insert your own references if required - in alphabetical order
_publ_section_references         
;
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.

Sheldrick, G. M. (2008). Acta Cryst A64, 112-122.

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

Bruker Analytical X-ray Systems, Inc., 2006. Apex2,
Version 2 User Manual, M86-E01078, Madison, WI.
;

# 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
_oxford_atom_site_special_shape
_atom_site_attached_hydrogens
C1 C 0.2308(13) 0.3570(17) 0.4368(18) 0.044(6) 1.0000 Uiso D . . . . . .
C2 C 0.3893(14) 0.347(2) 0.458(3) 0.060(7) 1.0000 Uiso D . . . . . .
C3 C 0.2906(16) 0.224(2) 0.420(3) 0.051(6) 1.0000 Uiso D . . . . . .
C4 C 0.0216(14) 0.296(2) 0.5406(19) 0.039(6) 1.0000 Uiso D . . . . . .
C5 C 0.2125(13) 0.449(2) 0.632(2) 0.027(5) 1.0000 Uiso D . . . . . .
C6 C 0.1477(13) 0.466(2) 0.7305(19) 0.034(6) 1.0000 Uiso D . . . . . .
C7 C 0.2345(13) 0.547(2) 0.834(2) 0.041(6) 1.0000 Uiso D . . . . . .
C8 C 0.0125(14) 0.393(2) 0.7391(19) 0.035(5) 1.0000 Uiso D . . . . . .
C9 C -0.0496(14) 0.313(2) 0.6365(19) 0.040(6) 1.0000 Uiso D . . . . . .
C10 C -0.1868(14) 0.247(2) 0.636(2) 0.032(5) 1.0000 Uiso D . . . . . .
C11 C -0.2457(14) 0.170(2) 0.5424(19) 0.033(6) 1.0000 Uiso D . . . . . .
C12 C -0.1779(13) 0.152(2) 0.4422(18) 0.035(6) 1.0000 Uiso D . . . . . .
C13 C -0.1540(14) 0.028(2) 0.265(2) 0.042(6) 1.0000 Uiso D . . . . . .
C14 C -0.2261(15) -0.089(2) 0.191(3) 0.053(7) 1.0000 Uiso D . . . . . .
C15 C -0.4596(14) -0.022(2) 0.222(2) 0.051(6) 1.0000 Uiso D . . . . . .
C16 C -0.3891(13) 0.097(2) 0.295(2) 0.039(6) 1.0000 Uiso D . . . . . .
C17 C -0.0432(14) 0.218(2) 0.443(2) 0.030(5) 1.0000 Uiso D . . . . . .
O1 O 0.3678(11) 0.5644(17) 0.831(2) 0.051(4) 1.0000 Uiso D . . . . . .
O2 O 0.1688(12) 0.5997(19) 0.905(2) 0.065(5) 1.0000 Uiso D . . . . . .
O3 O -0.0562(12) 0.4061(17) 0.822(2) 0.057(4) 1.0000 Uiso D . . . . . .
N1 N 0.1552(11) 0.3674(17) 0.5391(17) 0.039(5) 1.0000 Uiso D . . . . . .
N2 N -0.2433(10) 0.0609(15) 0.3537(17) 0.029(4) 1.0000 Uiso D . . . . . .
N3 N -0.3697(13) -0.0502(18) 0.130(2) 0.046(5) 1.0000 Uiso D . . . . . .
F1 F -0.3738(9) 0.0978(14) 0.5500(17) 0.044(3) 1.0000 Uiso D . . . . . .
Na1 Na 0.0276(15) 0.451(2) 1.026(3) 0.061(6) 0.5000 Uiso . . . . . . .
O100 O 0.152(3) 0.269(4) 1.125(5) 0.223(13) 1.0000 Uiso . . . . . . .
O101 O 0.4297(19) 0.607(3) 1.219(4) 0.149(8) 1.0000 Uiso . . . . . . .
O102 O 0.4125(14) 0.303(2) 1.021(3) 0.097(6) 1.0000 Uiso . . . . . . .
O103 O 0.1059(19) -0.008(3) 1.106(4) 0.150(9) 1.0000 Uiso . . . . . . .
O104 O -0.3014(13) 0.185(2) -0.034(3) 0.076(5) 1.0000 Uiso . . . . . . .
H11 H 0.1925 0.4086 0.3644 0.0526 1.0000 Uiso . . . . . . .
H21 H 0.4417 0.3479 0.5384 0.0718 1.0000 Uiso . . . . . . .
H22 H 0.4456 0.3945 0.4037 0.0718 1.0000 Uiso . . . . . . .
H31 H 0.2807 0.1458 0.4762 0.0602 1.0000 Uiso . . . . . . .
H32 H 0.2846 0.1925 0.3415 0.0602 1.0000 Uiso . . . . . . .
H51 H 0.3035 0.4958 0.6290 0.0326 1.0000 Uiso . . . . . . .
H101 H -0.2380 0.2575 0.7001 0.0380 1.0000 Uiso . . . . . . .
H171 H 0.0061 0.2106 0.3770 0.0352 1.0000 Uiso . . . . . . .
H131 H -0.0630 0.0002 0.3062 0.0498 1.0000 Uiso . . . . . . .
H132 H -0.1410 0.1086 0.2125 0.0498 1.0000 Uiso . . . . . . .
H141 H -0.2356 -0.1710 0.2433 0.0628 1.0000 Uiso . . . . . . .
H142 H -0.1694 -0.1075 0.1325 0.0628 1.0000 Uiso . . . . . . .
H151 H -0.5523 0.0026 0.1828 0.0611 1.0000 Uiso . . . . . . .
H152 H -0.4680 -0.1033 0.2748 0.0611 1.0000 Uiso . . . . . . .
H161 H -0.4449 0.1137 0.3548 0.0471 1.0000 Uiso . . . . . . .
H162 H -0.3830 0.1792 0.2425 0.0471 1.0000 Uiso . . . . . . .
H311 H -0.4111 -0.1194 0.0871 0.0548 1.0000 Uiso . . . . . . .
H312 H -0.3612 0.0254 0.0816 0.0548 0.5000 Uiso . . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          4.5(6)
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 . 1.485(13) yes
C1 . C3 . 1.466(11) yes
C1 . N1 . 1.463(14) yes
C1 . H11 . 0.949 no
C2 . C3 . 1.502(13) yes
C2 . H21 . 0.953 no
C2 . H22 . 0.948 no
C3 . H31 . 0.950 no
C3 . H32 . 0.949 no
C4 . C9 . 1.388(14) yes
C4 . C17 . 1.406(14) yes
C4 . N1 . 1.398(12) yes
C5 . C6 . 1.373(15) yes
C5 . N1 . 1.369(13) yes
C5 . H51 . 0.950 no
C6 . C7 . 1.533(13) yes
C6 . C8 . 1.431(13) yes
C7 . O1 . 1.265(11) yes
C7 . O2 . 1.246(13) yes
C8 . C9 . 1.448(13) yes
C8 . O3 . 1.239(15) yes
C9 . C10 . 1.404(13) yes
C10 . C11 . 1.351(13) yes
C10 . H101 . 0.950 no
C11 . C12 . 1.411(14) yes
C11 . F1 . 1.367(12) yes
C12 . C17 . 1.385(13) yes
C12 . N2 . 1.408(12) yes
C13 . C14 . 1.503(14) yes
C13 . N2 . 1.475(14) yes
C13 . H131 . 0.951 no
C13 . H132 . 0.949 no
C14 . N3 . 1.474(16) yes
C14 . H141 . 0.951 no
C14 . H142 . 0.950 no
C15 . C16 . 1.506(14) yes
C15 . N3 . 1.498(15) yes
C15 . H151 . 0.948 no
C15 . H152 . 0.952 no
C16 . N2 . 1.478(14) yes
C16 . H161 . 0.951 no
C16 . H162 . 0.948 no
C17 . H171 . 0.950 no
O2 . Na1 2_567 2.14(3) yes
O2 . Na1 . 2.39(4) yes
O3 . Na1 2_567 2.24(3) yes
O3 . Na1 . 2.36(4) yes
N3 . H311 . 0.881 no
N3 . H312 . 0.879 no
Na1 . O100 . 2.29(6) 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
C3 . C1 . C2 . 61.2(6) yes
C3 . C1 . N1 . 119.3(11) yes
C2 . C1 . N1 . 119.9(11) yes
C3 . C1 . H11 . 115.4 no
C2 . C1 . H11 . 115.3 no
N1 . C1 . H11 . 115.2 no
C1 . C3 . C2 . 60.1(6) yes
C1 . C3 . H31 . 120.0 no
C2 . C3 . H31 . 120.0 no
C1 . C3 . H32 . 119.9 no
C2 . C3 . H32 . 119.9 no
H31 . C3 . H32 . 109.6 no
C3 . C2 . C1 . 58.8(6) yes
C3 . C2 . H21 . 120.1 no
C1 . C2 . H21 . 120.1 no
C3 . C2 . H22 . 120.4 no
C1 . C2 . H22 . 120.3 no
H21 . C2 . H22 . 109.4 no
C9 . C4 . C17 . 121.0(8) yes
C9 . C4 . N1 . 118.1(7) yes
C17 . C4 . N1 . 120.8(8) yes
C6 . C5 . N1 . 124.3(8) yes
C6 . C5 . H51 . 117.8 no
N1 . C5 . H51 . 117.8 no
C5 . C6 . C7 . 117.5(8) yes
C5 . C6 . C8 . 118.9(7) yes
C7 . C6 . C8 . 123.1(9) yes
C6 . C7 . O1 . 115.4(9) yes
C6 . C7 . O2 . 118.7(8) yes
O1 . C7 . O2 . 125.5(9) yes
C6 . C8 . C9 . 115.7(8) yes
C6 . C8 . O3 . 123.2(8) yes
C9 . C8 . O3 . 120.7(8) yes
C8 . C9 . C4 . 123.1(7) yes
C8 . C9 . C10 . 118.5(8) yes
C4 . C9 . C10 . 118.3(8) yes
C9 . C10 . C11 . 119.7(8) yes
C9 . C10 . H101 . 120.1 no
C11 . C10 . H101 . 120.2 no
C10 . C11 . C12 . 123.8(8) yes
C10 . C11 . F1 . 117.7(9) yes
C12 . C11 . F1 . 118.3(8) yes
C11 . C12 . C17 . 116.3(8) yes
C11 . C12 . N2 . 119.6(8) yes
C17 . C12 . N2 . 123.9(8) yes
C14 . C13 . N2 . 110.0(10) yes
C14 . C13 . H131 . 109.2 no
N2 . C13 . H131 . 109.3 no
C14 . C13 . H132 . 109.3 no
N2 . C13 . H132 . 109.5 no
H131 . C13 . H132 . 109.5 no
C13 . C14 . N3 . 110.2(14) yes
C13 . C14 . H141 . 109.4 no
N3 . C14 . H141 . 109.3 no
C13 . C14 . H142 . 109.4 no
N3 . C14 . H142 . 109.3 no
H141 . C14 . H142 . 109.3 no
C16 . C15 . N3 . 109.4(10) yes
C16 . C15 . H151 . 109.7 no
N3 . C15 . H151 . 109.5 no
C16 . C15 . H152 . 109.5 no
N3 . C15 . H152 . 109.3 no
H151 . C15 . H152 . 109.4 no
C15 . C16 . N2 . 109.6(10) yes
C15 . C16 . H161 . 109.3 no
N2 . C16 . H161 . 109.4 no
C15 . C16 . H162 . 109.4 no
N2 . C16 . H162 . 109.5 no
H161 . C16 . H162 . 109.6 no
C4 . C17 . C12 . 120.9(9) yes
C4 . C17 . H171 . 119.5 no
C12 . C17 . H171 . 119.6 no
Na1 2_567 O2 . C7 . 135.3(10) yes
Na1 2_567 O2 . Na1 . 29.2(13) yes
C7 . O2 . Na1 . 119.4(15) yes
Na1 2_567 O3 . C8 . 133.3(11) yes
Na1 2_567 O3 . Na1 . 29.3(13) yes
C8 . O3 . Na1 . 129.7(10) yes
C1 . N1 . C4 . 119.8(8) yes
C1 . N1 . C5 . 120.7(8) yes
C4 . N1 . C5 . 119.6(8) yes
C16 . N2 . C13 . 111.7(11) yes
C16 . N2 . C12 . 114.5(9) yes
C13 . N2 . C12 . 115.9(8) yes
C15 . N3 . C14 . 109.4(11) yes
C15 . N3 . H311 . 109.5 no
C14 . N3 . H311 . 109.5 no
C15 . N3 . H312 . 109.5 no
C14 . N3 . H312 . 109.5 no
H311 . N3 . H312 . 109.5 no
O3 . Na1 . O3 2_567 150.7(13) yes
O3 . Na1 . O2 . 72.6(12) yes
O3 2_567 Na1 . O2 . 94.7(9) yes
O3 . Na1 . O2 2_567 98.3(10) yes
O3 2_567 Na1 . O2 2_567 79.8(10) yes
O2 . Na1 . O2 2_567 150.8(13) yes
O3 . Na1 . O100 . 110.9(12) yes
O3 2_567 Na1 . O100 . 98.4(18) yes
O2 . Na1 . O100 . 112.3(11) yes
O2 2_567 Na1 . O100 . 96.9(18) yes

#===END

data_3
_database_code_depnum_ccdc_archive 'CCDC 714346'
#Cf hemi Na recovered to ambient pressure

_cell_length_a                   9.391(8)
_cell_length_b                   9.570(8)
_cell_length_c                   11.095(9)
_cell_angle_alpha                85.247(14)
_cell_angle_beta                 99.498(13)
_cell_angle_gamma                93.272(14)
_cell_volume                     979.2(14)

_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

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'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Na 0.0362 0.0249 4.7626 3.2850 3.1736 8.8422 1.2674 0.3136 1.1128 129.4240
0.6760 'International Tables Vol C 4.2.6.8 and 6.1.1.4'

_cell_formula_units_Z            2

_chemical_formula_sum            'C17 H27.50 F1 N3 Na0.50 O8'
_chemical_formula_moiety         'C17 H17.50 F1 N3 O3, Na0.50, 5(H2O)'
_chemical_compound_source        
;
recovery of 2 to ambient pressure
;
_chemical_formula_weight         432.41

_cell_measurement_reflns_used    1144
_cell_measurement_theta_min      2
_cell_measurement_theta_max      20
_cell_measurement_temperature    100

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.04
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_max          0.28

_exptl_crystal_density_diffrn    1.467
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000             458
_exptl_absorpt_coefficient_mu    0.131

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'based on symmetry-related measuraments'
# SADABS (Siemens, 1996)
# The following data are from Sadabs:
_exptl_absorpt_correction_T_min  0.72
_exptl_absorpt_correction_T_max  0.99
# Sheldrick geometric approximatio 0.99 0.99

_diffrn_measurement_device       'Bruker Apex2'
_diffrn_measurement_device_type  Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author
# and date from subsequent references.
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'Starting from fract. coordinates of 2'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  
'CRYSTALS (Betteridge et al., 2003), PLATON, XCIF, ENCIFER'
_computing_molecular_graphics    MERCURY

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      100
_diffrn_reflns_number            6358
_reflns_number_total             1773
_diffrn_reflns_av_R_equivalents  0.103
# Number of reflections with Friedels Law is 1773
# Number of reflections without Friedels Law is 0
# Theoretical number of reflections is about 1780

_diffrn_reflns_theta_min         1.866
_diffrn_reflns_theta_max         19.816
_diffrn_measured_fraction_theta_max 0.992

_diffrn_reflns_theta_full        19.420
_diffrn_measured_fraction_theta_full 1.000

_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_reflns_limit_h_min              -8
_reflns_limit_h_max              8
_reflns_limit_k_min              -8
_reflns_limit_k_max              9
_reflns_limit_l_min              0
_reflns_limit_l_max              10

_oxford_diffrn_Wilson_B_factor   1.56
_oxford_diffrn_Wilson_scale      5.37

_atom_sites_solution_primary     
;
starting coordinates for cipro moiety taken
from the structure of 4
;
# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens   geom

_refine_diff_density_min         -0.54
_refine_diff_density_max         0.91

# The current dictionary definitions do not cover the
# situation where the reflections used for refinement were
# selected by a user-defined sigma threshold

# The values actually used during refinement
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_refine_ls_number_reflns         1772
_refine_ls_number_restraints     331
_refine_ls_number_parameters     270
_oxford_refine_ls_R_factor_ref   0.1286
_refine_ls_wR_factor_ref         0.2300
_refine_ls_goodness_of_fit_ref   0.8956
_refine_ls_shift/su_max          0.000103

# The values computed from all data
_oxford_reflns_number_all        1772
_refine_ls_R_factor_all          0.1286
_refine_ls_wR_factor_all         0.2300

# The values computed with a 2 sigma cutoff - a la SHELX
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                1061
_refine_ls_R_factor_gt           0.0790
_refine_ls_wR_factor_gt          0.1971

# 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    noref # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
Method= Modified Sheldrick
w=1/[σ²(F²) + ( 0.12P)² + 3.51P]
,where P=(max(Fo²,0) + 2Fc²)/3
;

_refine_special_details          
;

The Following ALERTS were generated by PLATON checkcif<<<

023_ALERT_3_A Resolution (too) Low [sin(th)/Lambda < 0.6]..... 19.82 Deg.
027_ALERT_3_A _diffrn_reflns_theta_full (too) Low ............ 19.42 Deg.
911_ALERT_3_B # Missing FCF Refl Between THmin & STh/L= 15
020_ALERT_3_C The value of Rint is greater than 0.10 ......... 0.10
340_ALERT_3_C Low Bond Precision on C-C Bonds (x 1000) Ang ... 10
250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.87

The data were cut to 1.05 A for integration as no significan scattering
was observed for this small crystal at higher resolution. The dataset is
complete to 1.05 A as shown below:
#===============================================================================
Resolution & Completeness Statistics (Cumulative)
#===============================================================================
Theta sin(th)/Lambda Complete Expected Measured Missing
#-------------------------------------------------------------------------------
19.82 0.477 0.992 1788 1773 15
#-------------------------------------------------------------------------------
These alerts also indicate that the structure quality is not ideal. However,
this is the best structure we could obtain from the data
collected on this small, weakly diffracting crystal recovered at
ambient pressure. Data were collected at low temperature, with high
counting time and with a laboratory X-ray source. The low crystal quality
was also reflected in the broad and at times split reflection profiles.
Related to the use of restraints, see below, we note tat the calculation of
bond precision by the Checkcif procedure does not take into account the off
diagonal terms of the variance-covariance matrix.

088_ALERT_3_B Poor Data / Parameter Ratio .................... 6.56

The use of restraints (bond distances and angles as well as thermal
vibration and similarity for refinement of ADPs), a total of 332, increases
the number of observations to 2104 and gives a data to parameter ratio of
7.8.

097_ALERT_2_C Maximum (Positive) Residual Density ............ 0.91 e/A**3

The largest peak is in the vicinity of the disorderd O-atoms

202_ALERT_3_C Isotropic non-H Atoms in Anion/Solvent ......... 1

The disordered O-atoms were refined with isotropic thermal parameters

306_ALERT_2_A Isolated Oxygen Atom (H-atoms Missing ?) ....... O101
306_ALERT_2_A Isolated Oxygen Atom (H-atoms Missing ?) ....... O102
306_ALERT_2_A Isolated Oxygen Atom (H-atoms Missing ?) ....... O103
306_ALERT_2_A Isolated Oxygen Atom (H-atoms Missing ?) ....... O104
430_ALERT_2_A Short Inter D...A Contact O101 .. O1001 .. 2.50 Ang.
430_ALERT_2_A Short Inter D...A Contact O102 .. O1001 .. 2.46 Ang.
430_ALERT_2_B Short Inter D...A Contact O1 .. O102 .. 2.71 Ang.
430_ALERT_2_B Short Inter D...A Contact O1 .. O101 .. 2.76 Ang.
430_ALERT_2_B Short Inter D...A Contact O1000 .. O103 .. 2.67 Ang.
430_ALERT_2_B Short Inter D...A Contact O1000 .. O102 .. 2.78 Ang.
430_ALERT_2_B Short Inter D...A Contact O2 .. O1001 .. 2.70 Ang.
430_ALERT_2_B Short Inter D...A Contact O2 .. O104 .. 2.72 Ang.
430_ALERT_2_B Short Inter D...A Contact O3 .. O1001 .. 2.56 Ang.
430_ALERT_2_B Short Inter D...A Contact O101 .. O104 .. 2.83 Ang.
430_ALERT_2_B Short Inter D...A Contact O103 .. O103 .. 2.74 Ang.
430_ALERT_2_B Short Inter D...A Contact O103 .. O104 .. 2.78 Ang.

No information could be inferred from the data about the position
of water H-atoms and given the intricated network of H-bonding
pattern as well as the presence of disorder, no water H-atoms were
placed geometrically.

061_ALERT_3_C Tmax/Tmin Range Test RR' too Large ............. 0.75

Sadabs corrects for all systematic errors that lead to disparities in the
intensities of equivalent data. It is possible that the larger than expected
range of transmission is accounted for by crystal decay or absorption by
the mounting fibre.

041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ?
042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
045_ALERT_1_C Calculated and Reported Z Differ by ............ 0.50 Ratio

The formulae given and derived properties are correct. Although no water
H-atoms are present in the model, these were included for the calculation
of formulae, molecular weight, density, mu and F000.

155_ALERT_4_C The Triclinic Unitcell is NOT Reduced .......... ?

The cell was chose to facilitate comparision with the known structure
of Cf hexahydrate, CSD ref. code COVPIN and the other structures
presented in this work.

302_ALERT_4_C Anion/Solvent Disorder ......................... 21.00 Perc.
311_ALERT_2_C Isolated Disordered Oxygen Atom (No H's ?) ..... >O1000
311_ALERT_2_C Isolated Disordered Oxygen Atom (No H's ?) ..... <O1001

Na1 is disorderd over an inversion centre and one water O-atom
is also disordered.

790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 2
O
790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 4
O
790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 5
O
720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 2
764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) . 1.22 Ratio

Noted, no action taken. The centre of gravity of the main Cf moiety is
within the unit cell. Water O-atoms were transformed to give a clear picture
of the coordination environment of the Cf moiety.

;

# Insert your own references if required - in alphabetical order
_publ_section_references         
;
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.

Sheldrick, G. M. (2008). Acta Cryst A64, 112-122.

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

Bruker Analytical X-ray Systems, Inc., 2006. Apex2,
Version 2 User Manual, M86-E01078, Madison, WI.
;

# 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
_oxford_atom_site_special_shape
_atom_site_attached_hydrogens
C1 C 0.2323(7) 0.3557(7) 0.4339(7) 0.0350 1.0000 Uani D U . . . . .
C2 C 0.3936(7) 0.3431(8) 0.4579(8) 0.0427 1.0000 Uani D U . . . . .
C3 C 0.2945(8) 0.2203(7) 0.4216(8) 0.0371 1.0000 Uani D U . . . . .
C4 C 0.0211(7) 0.2988(7) 0.5381(6) 0.0265 1.0000 Uani D U . . . . .
C5 C 0.2145(7) 0.4472(8) 0.6305(7) 0.0361 1.0000 Uani D U . . . . .
C6 C 0.1497(7) 0.4667(7) 0.7283(6) 0.0330 1.0000 Uani D U . . . . .
C7 C 0.2346(8) 0.5538(8) 0.8245(7) 0.0464 1.0000 Uani D U . . . . .
C8 C 0.0108(7) 0.3992(8) 0.7374(7) 0.0375 1.0000 Uani D U . . . . .
C9 C -0.0513(7) 0.3151(7) 0.6360(6) 0.0317 1.0000 Uani D U . . . . .
C10 C -0.1855(7) 0.2464(8) 0.6373(7) 0.0321 1.0000 Uani D U . . . . .
C11 C -0.2452(7) 0.1672(7) 0.5445(6) 0.0300 1.0000 Uani D U . . . . .
C12 C -0.1754(6) 0.1490(7) 0.4431(6) 0.0276 1.0000 Uani D U . . . . .
C13 C -0.1502(7) 0.0248(8) 0.2646(7) 0.0314 1.0000 Uani D U . . . . .
C14 C -0.2235(8) -0.0919(8) 0.1921(7) 0.0362 1.0000 Uani D U . . . . .
C15 C -0.4578(7) -0.0180(8) 0.2160(7) 0.0384 1.0000 Uani D U . . . . .
C16 C -0.3856(7) 0.0993(8) 0.2900(7) 0.0318 1.0000 Uani D U . . . . .
C17 C -0.0418(7) 0.2178(7) 0.4426(6) 0.0271 1.0000 Uani D U . . . . .
O1 O 0.3697(6) 0.5655(6) 0.8300(6) 0.0613 1.0000 Uani D U . . . . .
O2 O 0.1653(6) 0.6112(7) 0.8933(5) 0.0631 1.0000 Uani D U . . . . .
O3 O -0.0583(6) 0.4079(6) 0.8255(5) 0.0572 1.0000 Uani D U . . . . .
N1 N 0.1569(6) 0.3677(6) 0.5373(5) 0.0319 1.0000 Uani D U . . . . .
N2 N -0.2409(5) 0.0609(6) 0.3535(5) 0.0290 1.0000 Uani D U . . . . .
N3 N -0.3667(6) -0.0510(7) 0.1250(5) 0.0381 1.0000 Uani D U . . . . .
F1 F -0.3733(4) 0.0959(4) 0.5514(4) 0.0398 1.0000 Uani D U . . . . .
Na1 Na 0.0263(7) 0.4396(7) 1.0329(6) 0.0532 0.5000 Uani . U . . . . .
O1000 O 0.1532(11) 0.2679(11) 1.1163(10) 0.109(3) 0.8000 Uiso . . . 1 1 . .
O1001 O 0.249(3) 0.452(3) 1.103(3) 0.065(9) 0.2000 Uiso . . . 1 2 . .
O101 O 0.4310(11) 0.6159(11) 1.2161(8) 0.1400 1.0000 Uani . . . 2 1 . .
O102 O 0.4125(8) 0.3021(8) 1.0249(7) 0.0939 1.0000 Uani . . . . . . .
O103 O 0.1049(8) -0.0086(10) 1.1015(8) 0.1107 1.0000 Uani . . . . . . .
O104 O -0.2985(6) 0.1854(6) -0.0353(5) 0.0541 1.0000 Uani . . . . . . .
H11 H 0.1941 0.4064 0.3594 0.0444 1.0000 Uiso . . . . . . .
H21 H 0.4451 0.3447 0.5390 0.0533 1.0000 Uiso . . . . . . .
H22 H 0.4513 0.3880 0.4021 0.0533 1.0000 Uiso . . . . . . .
H31 H 0.2836 0.1433 0.4798 0.0467 1.0000 Uiso . . . . . . .
H32 H 0.2899 0.1867 0.3428 0.0467 1.0000 Uiso . . . . . . .
H51 H 0.3066 0.4925 0.6271 0.0436 1.0000 Uiso . . . . . . .
H101 H -0.2358 0.2549 0.7038 0.0409 1.0000 Uiso . . . . . . .
H171 H 0.0081 0.2098 0.3759 0.0343 1.0000 Uiso . . . . . . .
H131 H -0.0593 -0.0044 0.3074 0.0395 1.0000 Uiso . . . . . . .
H132 H -0.1359 0.1048 0.2106 0.0395 1.0000 Uiso . . . . . . .
H141 H -0.2360 -0.1722 0.2463 0.0458 1.0000 Uiso . . . . . . .
H142 H -0.1648 -0.1137 0.1348 0.0458 1.0000 Uiso . . . . . . .
H151 H -0.5494 0.0101 0.1741 0.0481 1.0000 Uiso . . . . . . .
H152 H -0.4702 -0.0991 0.2693 0.0481 1.0000 Uiso . . . . . . .
H161 H -0.4433 0.1177 0.3490 0.0394 1.0000 Uiso . . . . . . .
H162 H -0.3763 0.1811 0.2367 0.0394 1.0000 Uiso . . . . . . .
H311 H -0.4081 -0.1206 0.0831 0.0473 1.0000 Uiso . . . . . . .
H312 H -0.3562 0.0235 0.0746 0.0473 0.5000 Uiso . . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.544(3)
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 . 1.504(9) yes
C1 . C3 . 1.477(8) yes
C1 . N1 . 1.460(8) yes
C1 . H11 . 0.950 no
C2 . C3 . 1.497(9) yes
C2 . H21 . 0.950 no
C2 . H22 . 0.950 no
C3 . H31 . 0.950 no
C3 . H32 . 0.950 no
C4 . C9 . 1.396(8) yes
C4 . C17 . 1.396(8) yes
C4 . N1 . 1.402(8) yes
C5 . C6 . 1.359(9) yes
C5 . N1 . 1.356(8) yes
C5 . H51 . 0.950 no
C6 . C7 . 1.503(8) yes
C6 . C8 . 1.438(8) yes
C7 . O1 . 1.259(8) yes
C7 . O2 . 1.257(8) yes
C8 . C9 . 1.461(8) yes
C8 . O3 . 1.270(8) yes
C9 . C10 . 1.390(8) yes
C10 . C11 . 1.356(8) yes
C10 . H101 . 0.950 no
C11 . C12 . 1.419(8) yes
C11 . F1 . 1.359(7) yes
C12 . C17 . 1.384(8) yes
C12 . N2 . 1.399(7) yes
C13 . C14 . 1.498(9) yes
C13 . N2 . 1.478(8) yes
C13 . H131 . 0.950 no
C13 . H132 . 0.950 no
C14 . N3 . 1.483(8) yes
C14 . H141 . 0.950 no
C14 . H142 . 0.950 no
C15 . C16 . 1.508(9) yes
C15 . N3 . 1.489(8) yes
C15 . H151 . 0.950 no
C15 . H152 . 0.950 no
C16 . N2 . 1.475(8) yes
C16 . H161 . 0.950 no
C16 . H162 . 0.950 no
C17 . H171 . 0.950 no
O2 . Na1 2_567 2.114(9) yes
O2 . Na1 . 2.608(10) yes
O3 . Na1 2_567 2.205(8) yes
O3 . Na1 . 2.346(9) yes
N3 . H311 . 0.880 no
N3 . H312 . 0.880 no
Na1 . O1000 . 2.141(12) yes
Na1 . O1001 . 2.11(3) 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
C3 . C1 . C2 . 60.3(4) yes
C3 . C1 . N1 . 118.4(6) yes
C2 . C1 . N1 . 118.9(6) yes
C3 . C1 . H11 . 115.9 no
C2 . C1 . H11 . 116.0 no
N1 . C1 . H11 . 116.0 no
C1 . C3 . C2 . 60.7(4) yes
C1 . C3 . H31 . 119.9 no
C2 . C3 . H31 . 119.9 no
C1 . C3 . H32 . 119.9 no
C2 . C3 . H32 . 119.9 no
H31 . C3 . H32 . 109.5 no
C1 . C2 . C3 . 59.0(4) yes
C1 . C2 . H21 . 120.2 no
C3 . C2 . H21 . 120.2 no
C1 . C2 . H22 . 120.2 no
C3 . C2 . H22 . 120.2 no
H21 . C2 . H22 . 109.5 no
C9 . C4 . C17 . 120.5(5) yes
C9 . C4 . N1 . 118.3(5) yes
C17 . C4 . N1 . 121.1(5) yes
C6 . C5 . N1 . 124.6(6) yes
C6 . C5 . H51 . 117.7 no
N1 . C5 . H51 . 117.7 no
C5 . C6 . C7 . 116.3(5) yes
C5 . C6 . C8 . 119.5(5) yes
C7 . C6 . C8 . 124.1(5) yes
C6 . C7 . O1 . 117.9(6) yes
C6 . C7 . O2 . 117.6(6) yes
O1 . C7 . O2 . 124.5(6) yes
C6 . C8 . C9 . 115.6(5) yes
C6 . C8 . O3 . 124.9(6) yes
C9 . C8 . O3 . 119.6(6) yes
C8 . C9 . C4 . 122.2(5) yes
C8 . C9 . C10 . 119.4(5) yes
C4 . C9 . C10 . 118.5(5) yes
C9 . C10 . C11 . 120.5(5) yes
C9 . C10 . H101 . 119.8 no
C11 . C10 . H101 . 119.8 no
C10 . C11 . C12 . 122.7(5) yes
C10 . C11 . F1 . 119.0(5) yes
C12 . C11 . F1 . 118.2(5) yes
C11 . C12 . C17 . 116.4(5) yes
C11 . C12 . N2 . 119.4(5) yes
C17 . C12 . N2 . 124.1(5) yes
C14 . C13 . N2 . 109.8(5) yes
C14 . C13 . H131 . 109.4 no
N2 . C13 . H131 . 109.4 no
C14 . C13 . H132 . 109.4 no
N2 . C13 . H132 . 109.4 no
H131 . C13 . H132 . 109.5 no
C13 . C14 . N3 . 111.0(6) yes
C13 . C14 . H141 . 109.1 no
N3 . C14 . H141 . 109.0 no
C13 . C14 . H142 . 109.1 no
N3 . C14 . H142 . 109.1 no
H141 . C14 . H142 . 109.5 no
C16 . C15 . N3 . 109.9(6) yes
C16 . C15 . H151 . 109.4 no
N3 . C15 . H151 . 109.4 no
C16 . C15 . H152 . 109.4 no
N3 . C15 . H152 . 109.3 no
H151 . C15 . H152 . 109.5 no
C15 . C16 . N2 . 110.9(5) yes
C15 . C16 . H161 . 109.1 no
N2 . C16 . H161 . 109.1 no
C15 . C16 . H162 . 109.1 no
N2 . C16 . H162 . 109.1 no
H161 . C16 . H162 . 109.5 no
C4 . C17 . C12 . 121.4(5) yes
C4 . C17 . H171 . 119.3 no
C12 . C17 . H171 . 119.3 no
Na1 2_567 O2 . C7 . 135.3(5) yes
C7 . O2 . Na1 . 115.4(6) yes
Na1 2_567 O3 . C8 . 129.0(5) yes
C8 . O3 . Na1 . 130.2(5) yes
C1 . N1 . C4 . 119.2(5) yes
C1 . N1 . C5 . 120.9(5) yes
C4 . N1 . C5 . 119.9(5) yes
C13 . N2 . C16 . 110.6(5) yes
C13 . N2 . C12 . 116.3(5) yes
C16 . N2 . C12 . 115.8(5) yes
C15 . N3 . C14 . 108.5(5) yes
C15 . N3 . H311 . 109.7 no
C14 . N3 . H311 . 109.7 no
C15 . N3 . H312 . 109.7 no
C14 . N3 . H312 . 109.7 no
H311 . N3 . H312 . 109.5 no
O3 . Na1 . O3 2_567 144.7(3) yes
O3 . Na1 . O2 2_567 100.0(3) yes
O3 2_567 Na1 . O2 2_567 81.9(3) yes
O3 . Na1 . O2 . 69.5(3) yes
O3 2_567 Na1 . O2 . 90.2(3) yes
O2 2_567 Na1 . O2 . 148.0(3) yes
O3 . Na1 . O1000 . 110.6(4) yes
O3 2_567 Na1 . O1000 . 103.6(4) yes
O2 2_567 Na1 . O1000 . 99.6(4) yes
O2 . Na1 . O1000 . 112.4(4) yes
O3 . Na1 . O3 2_567 144.7(3) yes
O3 . Na1 . O2 2_567 100.0(3) yes
O3 2_567 Na1 . O2 2_567 81.9(3) yes
O3 . Na1 . O2 . 69.5(3) yes
O3 2_567 Na1 . O2 . 90.2(3) yes
O2 2_567 Na1 . O2 . 148.0(3) yes
O3 . Na1 . O1001 . 121.6(9) yes
O3 2_567 Na1 . O1001 . 72.8(9) yes
O2 2_567 Na1 . O1001 . 135.7(9) yes
O2 . Na1 . O1001 . 68.9(9) yes

#===END

data_4
_database_code_depnum_ccdc_archive 'CCDC 714347'
#Cf Na crysatllised at 0.6 GPa, data collected at 0.2 GPa

_cell_length_a                   9.547(7)
_cell_length_b                   9.870(7)
_cell_length_c                   11.109(12)
_cell_angle_alpha                88.79(4)
_cell_angle_beta                 101.42(4)
_cell_angle_gamma                90.25(2)
_cell_volume                     1025.8(15)

_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

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'
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'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 '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'
Na 0.0362 0.0249 4.7626 3.2850 3.1736 8.8422 1.2674 0.3136 1.1128 129.4240
0.6760 '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'

_cell_formula_units_Z            2

_chemical_formula_sum            'C17 H27 F1 N3 Na1 O8'
_chemical_formula_moiety         'C17 H17 F N3 O3, 5(H2 O), NA'
_chemical_compound_source        
;
high-pressure crystallisation at 0.6 GPa
;
_chemical_formula_weight         443.40

_cell_measurement_reflns_used    1126
_cell_measurement_theta_min      3
_cell_measurement_theta_max      16
_cell_measurement_temperature    293

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.08
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_max          0.25

_exptl_crystal_density_diffrn    1.445
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000             468
_exptl_absorpt_coefficient_mu    0.137

# Sheldrick geometric approximatio 0.98 0.99

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'based on symmetry-related measuraments'
# SHADE (Parsons, 2004)
# SADABS (Siemens, 1996)
# The following data are from Sadabs:
_exptl_absorpt_correction_T_min  0.77
_exptl_absorpt_correction_T_max  0.99
# Sheldrick geometric approximatio 0.99 0.99

_diffrn_measurement_device       'Bruker Apex2'
_diffrn_measurement_device_type  Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author
# and date from subsequent references.
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    SHELXM
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  
'CRYSTALS (Betteridge et al., 2003), PLATON, XCIF, ENCIFER'
_computing_molecular_graphics    MERCURY

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      293
_diffrn_reflns_number            5367
_reflns_number_total             701
_diffrn_reflns_av_R_equivalents  0.0402
# Number of reflections with Friedels Law is 701
# Number of reflections without Friedels Law is 0
# Theoretical number of reflections is about 1815

_diffrn_reflns_theta_min         2.064
_diffrn_reflns_theta_max         19.631
_diffrn_measured_fraction_theta_max 0.387

_diffrn_reflns_theta_full        14.723
_diffrn_measured_fraction_theta_full 0.555

_diffrn_reflns_reduction_process 
;
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_limit_h_max 8
#_diffrn_reflns_limit_h_min -8
#_diffrn_reflns_limit_k_max 9
#_diffrn_reflns_limit_k_min -8
#_diffrn_reflns_limit_l_max 7
#_diffrn_reflns_limit_l_min -7

_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       7
_reflns_limit_h_min              -8
_reflns_limit_h_max              8
_reflns_limit_k_min              -8
_reflns_limit_k_max              9
_reflns_limit_l_min              0
_reflns_limit_l_max              7

_oxford_diffrn_Wilson_B_factor   3.21
_oxford_diffrn_Wilson_scale      2.22

_atom_sites_solution_primary     'molecular replacement'
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

_refine_diff_density_min         -0.46
_refine_diff_density_max         0.44

# The current dictionary definitions do not cover the
# situation where the reflections used for refinement were
# selected by a user-defined sigma threshold

# The values actually used during refinement
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_refine_ls_number_reflns         698
_refine_ls_number_restraints     66
_refine_ls_number_parameters     121
_oxford_refine_ls_R_factor_ref   0.0960
_refine_ls_wR_factor_ref         0.1830
_refine_ls_goodness_of_fit_ref   1.0043
_refine_ls_shift/su_max          0.000079

# The values computed from all data
_oxford_reflns_number_all        698
_refine_ls_R_factor_all          0.0960
_refine_ls_wR_factor_all         0.1830

# The values computed with a 2 sigma cutoff - a la SHELX
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                548
_refine_ls_R_factor_gt           0.0780
_refine_ls_wR_factor_gt          0.1741

# 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    noref # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
Method= Modified Sheldrick
w=1/[σ²(F²) + ( 0.06P)² +10.98P]
,where P=(max(Fo²,0) + 2Fc²)/3
;

_refine_special_details          
;

The Following ALERTS were generated by PLATON checkcif<<<

022_ALERT_3_A Ratio Unique / Expected Reflections too Low .... 0.39
023_ALERT_3_A Resolution (too) Low [sin(th)/Lambda < 0.6]..... 19.63 Deg.
027_ALERT_3_A _diffrn_reflns_theta_full (too) Low ............ 14.72 Deg.
029_ALERT_3_A _diffrn_measured_fraction_theta_full Low ....... 0.56
088_ALERT_3_A Poor Data / Parameter Ratio .................... 5.77
340_ALERT_3_B Low Bond Precision on C-C Bonds (x 1000) Ang ... 15
148_ALERT_3_B su on the c - Axis is Too Large (x 1000) . 12 Ang.
061_ALERT_3_C Tmax/Tmin Range Test RR' too Large ............. 0.80

These alerts are not uncommon for high-pressure data and indicate
that the structure quality is not high. The geometry
of the diamond-anvil cell severely restricts the amount of recirpocal
space that can be accessed, resulting in a poor completeness.
This is more evident for lower-symmetry crystal systems (triclinic
in this case). The data is not only incomplete but also weak, as testified
by diffraction to a maximum d of 1.0 A. The use of restraints, 66 in total,
increases the data to parameter ratio to 6.3.
Related to the use of restraints, we note tat the calculation of
bond precision by the Checkcif procedure does not take into account the off
diagonal terms of the variance-covariance matrix.

201_ALERT_2_A Isotropic non-H Atoms in Main Residue(s) ....... 28
210_ALERT_3_B No Anisotropic ADP's Found in CIF .............. ?
202_ALERT_3_C Isotropic non-H Atoms in Anion/Solvent ......... 2

All non-H-atoms were refined with isotropic thermal parameters

306_ALERT_2_A Isolated Oxygen Atom (H-atoms Missing ?) ....... O103
306_ALERT_2_A Isolated Oxygen Atom (H-atoms Missing ?) ....... O104
430_ALERT_2_B Short Inter D...A Contact O1 .. O101 .. 2.77 Ang.
430_ALERT_2_B Short Inter D...A Contact O1 .. O102 .. 2.78 Ang.
430_ALERT_2_B Short Inter D...A Contact O2 .. O104 .. 2.67 Ang.
430_ALERT_2_B Short Inter D...A Contact O103 .. O104 .. 2.78 Ang.
430_ALERT_2_C Short Inter D...A Contact O100 .. O103 .. 2.87 Ang.

No information could be inferred from the data about the position
of water H-atoms and given the intricated network of H-bonding
pattern, no water H-atoms were placed geometrically.

041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ?
042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
043_ALERT_1_C Check Reported Molecular Weight ................ 443.40
044_ALERT_1_C Calculated and Reported Dx Differ .............. ?
045_ALERT_1_C Calculated and Reported Z Differ by ............ 0.50 Ratio
068_ALERT_1_C Reported F000 Differs from Calcd (or Missing)... ?

The formulae given and derived properties are correct. Although no water
H-atoms are present in the model, these were included for the calculation
of formulae, molecular weight, density, mu and F000.

155_ALERT_4_C The Triclinic Unitcell is NOT Reduced .......... ?

The cell was chose to facilitate comparision with the known structure
of Cf hexahydrate, CSD ref. code COVPIN and the other structures
presented in this work.

731_ALERT_1_C Bond Calc 1.457(14), Rep 1.457(6) ...... 2.33 su-Ra
C1 -C3 1.555 1.555
731_ALERT_1_C Bond Calc 1.500(17), Rep 1.500(8) ...... 2.13 su-Ra
C3 -C2 1.555 1.555
860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 66

These alerts stem from the fact that PLATON calculates e.s.d.s using only the
variances whereas CRYSTALS uses the full variance/covariance matrix.
Soft restraints were used on all bond lengths and angles of the Cf moiety.

790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 2
O
790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 3
O

Noted, no action taken. The centre of gravity of the main Cf moiety is
within the unit cell. Water O-atoms were transformed to give a clear picture
of the coordination environment of the Cf moiety.

199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K
200_ALERT_1_G Check the Reported _diffrn_ambient_temperature . 293 K

Data were collected at room temperature
;

# Insert your own references if required - in alphabetical order
_publ_section_references         
;
User-defined structure solution reference

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.

Siemens Industrial Automation, Inc (1993).
SMART: Area-Detector Software Package; Madison, WI.

Siemens Industrial Automation, Inc (1995).
SAINT: Area-Detector Integration Software.; Madison, WI.

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
_oxford_atom_site_special_shape
_atom_site_attached_hydrogens
C1 C 0.2304(10) 0.3520(9) 0.4305(11) 0.031(4) 1.0000 Uiso D . . . . . .
C3 C 0.2947(13) 0.2217(9) 0.4145(18) 0.042(5) 1.0000 Uiso D . . . . . .
C2 C 0.3895(10) 0.3422(12) 0.4481(19) 0.050(5) 1.0000 Uiso D . . . . . .
C4 C 0.0380(9) 0.3090(10) 0.5479(10) 0.019(4) 1.0000 Uiso D . . . . . .
C5 C 0.2319(10) 0.4533(11) 0.6300(11) 0.026(4) 1.0000 Uiso D . . . . . .
C6 C 0.1826(9) 0.4789(10) 0.7359(10) 0.029(4) 1.0000 Uiso D . . . . . .
C7 C 0.2697(9) 0.5730(11) 0.8277(11) 0.031(4) 1.0000 Uiso D . . . . . .
C8 C 0.0545(10) 0.4121(11) 0.7563(9) 0.030(4) 1.0000 Uiso D . . . . . .
C9 C -0.0184(9) 0.3304(10) 0.6536(10) 0.021(4) 1.0000 Uiso D . . . . . .
C10 C -0.1473(11) 0.2647(11) 0.6633(11) 0.036(4) 1.0000 Uiso D . . . . . .
C11 C -0.2111(9) 0.1821(11) 0.5714(10) 0.027(4) 1.0000 Uiso D . . . . . .
C12 C -0.1576(9) 0.1583(10) 0.4635(10) 0.026(4) 1.0000 Uiso D . . . . . .
C13 C -0.1484(11) 0.0277(11) 0.2813(13) 0.035(4) 1.0000 Uiso D . . . . . .
C14 C -0.2238(11) -0.0887(12) 0.2075(14) 0.043(5) 1.0000 Uiso D . . . . . .
C15 C -0.4491(11) -0.0160(12) 0.2489(14) 0.047(5) 1.0000 Uiso D . . . . . .
C16 C -0.3766(10) 0.1003(11) 0.3224(14) 0.043(5) 1.0000 Uiso D . . . . . .
C17 C -0.0314(10) 0.2242(11) 0.4539(11) 0.027(4) 1.0000 Uiso D . . . . . .
O1 O 0.3993(9) 0.5885(8) 0.8208(13) 0.043(3) 1.0000 Uiso D . . . . . .
O2 O 0.2088(9) 0.6334(8) 0.9022(12) 0.046(3) 1.0000 Uiso D . . . . . .
O3 O 0.0061(9) 0.4222(8) 0.8535(11) 0.042(3) 1.0000 Uiso D . . . . . .
N1 N 0.1672(8) 0.3717(9) 0.5386(9) 0.030(3) 1.0000 Uiso D . . . . . .
N2 N -0.2269(8) 0.0662(8) 0.3768(10) 0.031(3) 1.0000 Uiso D . . . . . .
N3 N -0.3713(10) -0.0482(10) 0.1494(12) 0.041(4) 1.0000 Uiso D . . . . . .
F1 F -0.3303(7) 0.1133(7) 0.5881(11) 0.050(3) 1.0000 Uiso D . . . . . .
Na1 Na 0.1775(6) 0.4749(5) 1.0602(9) 0.0453(19) 1.0000 Uiso . . . . . . .
O100 O 0.0760(10) 0.2833(10) 1.1441(17) 0.057(3) 1.0000 Uiso . . . . . . .
O101 O 0.3882(11) 0.5985(10) 1.1899(17) 0.061(3) 1.0000 Uiso . . . . . . .
O102 O 0.3578(11) 0.3069(10) 1.0301(18) 0.068(4) 1.0000 Uiso . . . . . . .
O103 O 0.1240(14) 0.0022(13) 1.106(2) 0.100(4) 1.0000 Uiso . . . . . . .
O104 O -0.3291(10) 0.1526(9) -0.0256(16) 0.051(3) 1.0000 Uiso . . . . . . .
H11 H 0.1852 0.3979 0.3577 0.0398 1.0000 Uiso . . . . . . .
H21 H 0.4480 0.3468 0.5288 0.0630 1.0000 Uiso . . . . . . .
H22 H 0.4395 0.3825 0.3909 0.0630 1.0000 Uiso . . . . . . .
H31 H 0.2925 0.1501 0.4722 0.0510 1.0000 Uiso . . . . . . .
H32 H 0.2840 0.1858 0.3343 0.0510 1.0000 Uiso . . . . . . .
H51 H 0.3183 0.4966 0.6201 0.0335 1.0000 Uiso . . . . . . .
H101 H -0.1886 0.2775 0.7331 0.0482 1.0000 Uiso . . . . . . .
H171 H 0.0097 0.2108 0.3835 0.0333 1.0000 Uiso . . . . . . .
H131 H -0.0543 0.0015 0.3186 0.0449 1.0000 Uiso . . . . . . .
H132 H -0.1450 0.1037 0.2277 0.0449 1.0000 Uiso . . . . . . .
H141 H -0.2267 -0.1650 0.2612 0.0576 1.0000 Uiso . . . . . . .
H142 H -0.1726 -0.1122 0.1460 0.0576 1.0000 Uiso . . . . . . .
H151 H -0.5448 0.0084 0.2139 0.0611 1.0000 Uiso . . . . . . .
H152 H -0.4490 -0.0932 0.3017 0.0611 1.0000 Uiso . . . . . . .
H161 H -0.4265 0.1194 0.3866 0.0561 1.0000 Uiso . . . . . . .
H162 H -0.3787 0.1779 0.2704 0.0561 1.0000 Uiso . . . . . . .
H311 H -0.4146 -0.1155 0.1061 0.0529 1.0000 Uiso . . . . . . .

_refine_ls_extinction_coef       64.740
_refine_ls_extinction_method     'Larson (1970), Equation 22'
_oxford_refine_ls_scale          1.90(5)
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 . 1.496(8) yes
C1 . C3 . 1.457(6) yes
C1 . N1 . 1.463(9) yes
C1 . H11 . 0.946 no
C2 . C3 . 1.500(8) yes
C2 . H21 . 0.960 no
C2 . H22 . 0.947 no
C3 . H31 . 0.947 no
C3 . H32 . 0.952 no
C4 . C9 . 1.406(8) yes
C4 . C17 . 1.410(9) yes
C4 . N1 . 1.399(7) yes
C5 . C6 . 1.380(9) yes
C5 . N1 . 1.358(9) yes
C5 . H51 . 0.951 no
C6 . C7 . 1.514(9) yes
C6 . C8 . 1.441(8) yes
C7 . O1 . 1.263(7) yes
C7 . O2 . 1.262(8) yes
C8 . C9 . 1.468(8) yes
C8 . O3 . 1.262(8) yes
C9 . C10 . 1.411(8) yes
C10 . C11 . 1.364(9) yes
C10 . H101 . 0.949 no
C11 . C12 . 1.418(8) yes
C11 . F1 . 1.364(7) yes
C12 . C17 . 1.388(8) yes
C12 . N2 . 1.403(8) yes
C13 . C14 . 1.519(9) yes
C13 . N2 . 1.471(9) yes
C13 . H131 . 0.946 no
C13 . H132 . 0.953 no
C14 . N3 . 1.481(9) yes
C14 . H141 . 0.955 no
C14 . H142 . 0.947 no
C15 . C16 . 1.508(9) yes
C15 . N3 . 1.489(9) yes
C15 . H151 . 0.949 no
C15 . H152 . 0.952 no
C16 . N2 . 1.475(8) yes
C16 . H161 . 0.954 no
C16 . H162 . 0.947 no
C17 . H171 . 0.954 no
O2 . Na1 . 2.389(12) yes
O3 . Na1 2_567 2.397(10) yes
O3 . Na1 . 2.603(16) yes
N3 . H311 . 0.882 no
Na1 . O100 . 2.377(10) yes
Na1 . O101 . 2.552(18) yes
Na1 . O102 . 2.470(11) 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
C3 . C1 . C2 . 61.0(4) yes
C3 . C1 . N1 . 119.1(8) yes
C2 . C1 . N1 . 118.4(8) yes
C3 . C1 . H11 . 116.0 no
C2 . C1 . H11 . 115.0 no
N1 . C1 . H11 . 116.1 no
C1 . C3 . C2 . 60.8(4) yes
C1 . C3 . H31 . 120.1 no
C2 . C3 . H31 . 120.4 no
C1 . C3 . H32 . 119.4 no
C2 . C3 . H32 . 119.4 no
H31 . C3 . H32 . 109.5 no
C3 . C2 . C1 . 58.2(4) yes
C3 . C2 . H21 . 119.7 no
C1 . C2 . H21 . 120.4 no
C3 . C2 . H22 . 120.9 no
C1 . C2 . H22 . 121.3 no
H21 . C2 . H22 . 108.8 no
C9 . C4 . C17 . 121.3(5) yes
C9 . C4 . N1 . 118.5(5) yes
C17 . C4 . N1 . 120.2(6) yes
C6 . C5 . N1 . 125.3(6) yes
C6 . C5 . H51 . 117.3 no
N1 . C5 . H51 . 117.3 no
C5 . C6 . C7 . 117.8(6) yes
C5 . C6 . C8 . 119.1(6) yes
C7 . C6 . C8 . 123.1(5) yes
C6 . C7 . O1 . 116.5(6) yes
C6 . C7 . O2 . 119.0(6) yes
O1 . C7 . O2 . 124.5(7) yes
C6 . C8 . C9 . 114.7(5) yes
C6 . C8 . O3 . 123.8(6) yes
C9 . C8 . O3 . 121.5(6) yes
C8 . C9 . C4 . 122.9(5) yes
C8 . C9 . C10 . 118.9(6) yes
C4 . C9 . C10 . 118.1(6) yes
C9 . C10 . C11 . 119.2(6) yes
C9 . C10 . H101 . 120.2 no
C11 . C10 . H101 . 120.6 no
C10 . C11 . C12 . 124.3(5) yes
C10 . C11 . F1 . 117.4(6) yes
C12 . C11 . F1 . 118.3(6) yes
C11 . C12 . C17 . 116.3(6) yes
C11 . C12 . N2 . 120.2(5) yes
C17 . C12 . N2 . 123.5(6) yes
C14 . C13 . N2 . 110.2(7) yes
C14 . C13 . H131 . 109.8 no
N2 . C13 . H131 . 109.4 no
C14 . C13 . H132 . 109.0 no
N2 . C13 . H132 . 108.8 no
H131 . C13 . H132 . 109.5 no
C13 . C14 . N3 . 109.9(9) yes
C13 . C14 . H141 . 109.0 no
N3 . C14 . H141 . 109.6 no
C13 . C14 . H142 . 109.5 no
N3 . C14 . H142 . 109.7 no
H141 . C14 . H142 . 109.3 no
C16 . C15 . N3 . 109.7(7) yes
C16 . C15 . H151 . 109.3 no
N3 . C15 . H151 . 109.6 no
C16 . C15 . H152 . 109.2 no
N3 . C15 . H152 . 109.6 no
H151 . C15 . H152 . 109.4 no
C15 . C16 . N2 . 110.7(7) yes
C15 . C16 . H161 . 109.1 no
N2 . C16 . H161 . 109.2 no
C15 . C16 . H162 . 109.3 no
N2 . C16 . H162 . 109.3 no
H161 . C16 . H162 . 109.3 no
C4 . C17 . C12 . 120.8(6) yes
C4 . C17 . H171 . 119.6 no
C12 . C17 . H171 . 119.6 no
C7 . O2 . Na1 . 108.1(8) yes
Na1 2_567 O3 . C8 . 143.7(9) yes
Na1 2_567 O3 . Na1 . 86.3(4) yes
C8 . O3 . Na1 . 120.2(6) yes
C1 . N1 . C4 . 120.5(6) yes
C1 . N1 . C5 . 120.3(6) yes
C4 . N1 . C5 . 119.2(6) yes
C16 . N2 . C13 . 110.9(7) yes
C16 . N2 . C12 . 114.8(6) yes
C13 . N2 . C12 . 116.0(6) yes
C15 . N3 . C14 . 108.0(7) yes
C15 . N3 . H311 . 109.5 no
C14 . N3 . H311 . 109.7 no
O2 . Na1 . O3 2_567 102.9(3) yes
O2 . Na1 . O3 . 68.8(4) yes
O3 2_567 Na1 . O3 . 93.7(4) yes
O2 . Na1 . O100 . 155.5(7) yes
O3 2_567 Na1 . O100 . 78.4(4) yes
O3 . Na1 . O100 . 86.7(5) yes
O2 . Na1 . O101 . 84.5(4) yes
O3 2_567 Na1 . O101 . 96.9(5) yes
O3 . Na1 . O101 . 152.9(5) yes
O100 . Na1 . O101 . 119.8(6) yes
O2 . Na1 . O102 . 98.1(5) yes
O3 2_567 Na1 . O102 . 159.0(5) yes
O3 . Na1 . O102 . 93.9(6) yes
O100 . Na1 . O102 . 82.5(4) yes
O101 . Na1 . O102 . 85.0(5) yes

#===END

data_5
_database_code_depnum_ccdc_archive 'CCDC 714348'
#Cf Na salt recovered to ambient pressure and
#measure a first time at 100 K

_cell_length_a                   11.065(10)
_cell_length_b                   13.155(12)
_cell_length_c                   13.879(12)
_cell_angle_alpha                90.983(14)
_cell_angle_beta                 98.941(14)
_cell_angle_gamma                93.181(14)
_cell_volume                     1992(3)

_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

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'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Na 0.0362 0.0249 4.7626 3.2850 3.1736 8.8422 1.2674 0.3136 1.1128 129.4240
0.6760 'International Tables Vol C 4.2.6.8 and 6.1.1.4'

_cell_formula_units_Z            2

_chemical_formula_sum            'C34 H54 F2 N6 Na2 O16'
_chemical_formula_moiety         '2(C17 H17 F N3 O3), 10(H2 O), 2(Na)'
_chemical_compound_source        
;
recovery of 4 to ambient pressure, first 100 K data collection
;
_chemical_formula_weight         858.65

_cell_measurement_reflns_used    937
_cell_measurement_theta_min      3
_cell_measurement_theta_max      19
_cell_measurement_temperature    100

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.05
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_max          0.15

_exptl_crystal_density_diffrn    1.479
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000             936
_exptl_absorpt_coefficient_mu    0.140

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'based on symmetry-related measuraments'
# SADABS (Siemens, 1996)
# The following data are from Sadabs:
_exptl_absorpt_correction_T_min  0.52
_exptl_absorpt_correction_T_max  0.99
# Sheldrick geometric approximatio 0.99 0.99

_diffrn_measurement_device       'Bruker Apex2'
_diffrn_measurement_device_type  Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author
# and date from subsequent references.
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'Starting from fract. coordinates of 4'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  
'CRYSTALS (Betteridge et al., 2003), PLATON, XCIF, ENCIFER'
_computing_molecular_graphics    MERCURY

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      100
_diffrn_reflns_number            7961
_reflns_number_total             3173
_diffrn_reflns_av_R_equivalents  0.109
# Number of reflections with Friedels Law is 3173
# Number of reflections without Friedels Law is 0
# Theoretical number of reflections is about 3239

_diffrn_reflns_theta_min         1.486
_diffrn_reflns_theta_max         19.063
_diffrn_measured_fraction_theta_max 0.982

_diffrn_reflns_theta_full        18.682
_diffrn_measured_fraction_theta_full 0.998

_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_reflns_limit_h_min              -10
_reflns_limit_h_max              9
_reflns_limit_k_min              -11
_reflns_limit_k_max              12
_reflns_limit_l_min              0
_reflns_limit_l_max              12

_oxford_diffrn_Wilson_B_factor   1.56
_oxford_diffrn_Wilson_scale      30.15

_atom_sites_solution_primary     
;
'Starting from fract. coordinates of 4'
;
# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens   geom

_refine_diff_density_min         -0.90
_refine_diff_density_max         1.22

# The current dictionary definitions do not cover the
# situation where the reflections used for refinement were
# selected by a user-defined sigma threshold

# The values actually used during refinement
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_refine_ls_number_reflns         3164
_refine_ls_number_restraints     200
_refine_ls_number_parameters     273
_oxford_refine_ls_R_factor_ref   0.1919
_refine_ls_wR_factor_ref         0.3717
_refine_ls_goodness_of_fit_ref   0.9484
_refine_ls_shift/su_max          0.000385

# The values computed from all data
_oxford_reflns_number_all        3164
_refine_ls_R_factor_all          0.1919
_refine_ls_wR_factor_all         0.3717

# The values computed with a 2 sigma cutoff - a la SHELX
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                1608
_refine_ls_R_factor_gt           0.1206
_refine_ls_wR_factor_gt          0.3214

# 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    noref # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
Method= Modified Sheldrick
w=1/[σ²(F²) + ( 0.17P)² +28.92P]
,where P=(max(Fo²,0) + 2Fc²)/3
;

_refine_special_details          
;

The Following ALERTS were generated by PLATON checkcif<<<

023_ALERT_3_A Resolution (too) Low [sin(th)/Lambda < 0.6]..... 19.06 Deg.
027_ALERT_3_A _diffrn_reflns_theta_full (too) Low ............ 18.68 Deg.
061_ALERT_3_B Tmax/Tmin Range Test RR' too Large ............. 0.53
084_ALERT_2_B High R2 Value .................................. 0.37
097_ALERT_2_B Maximum (Positive) Residual Density ............ 1.22 e/A**
201_ALERT_2_B Isotropic non-H Atoms in Main Residue(s) ....... 1
202_ALERT_3_C Isotropic non-H Atoms in Anion/Solvent ......... 1
020_ALERT_3_C The value of Rint is greater than 0.10 ......... 0.11
082_ALERT_2_C High R1 Value .................................. 0.12
098_ALERT_2_C Minimum (Negative) Residual Density ............ -0.90 e/A**

These alerts indicate that the structure quality is low. However,
this is the best structure we could obtain from the data
collected on this small, weakly diffracting crystal recovered at
ambient pressure. Data were collected at low temperature, with high
counting time and with a laboratory X-ray source. The low crystal quality
was also reflected in the broad and split reflection profiles.
In addition, the supercell reflections were weak. This is not surprising
given that the structure has a high degree of pseudo symmetry in that the
Cf moieties are related by an inversion centre.
The data were cut to 1.1 A for integration as no significan scattering
was observed for this small crystal at higher resolution. The dataset is
essentially complete to 1.1 A as shown below:
#===============================================================================
Resolution & Completeness Statistics (Cumulative)
#===============================================================================
Theta sin(th)/Lambda Complete Expected Measured Missing
#-------------------------------------------------------------------------------
19.06 0.460 0.982 3232 3173 59
#-------------------------------------------------------------------------------

213_ALERT_2_C Atom Na1 has ADP max/min Ratio ............. 4.00 prola
213_ALERT_2_C Atom Na2 has ADP max/min Ratio ............. 3.70 prola
213_ALERT_2_C Atom C25 has ADP max/min Ratio ............. 3.30 prola
250_ALERT_2_B Large U3/U1 Ratio for Average U(i,j) Tensor .... 4.35

The TLS formalism was used to constrain anisotropic thermal parameters.
The use of this formalism for curing of ill-defined anisotropic thermal
parameters is well known.
The poor quality of the data (small crysta, reflection splitting,
weak supercell reflections, low resolution) will contribute to the
tensors distortions, though these are
considerably less prominent than in a full independent refinement of
anisotropic thermal parameters. Large values of the U3/U1 ratio can also
indicate possible systematic errors in the data that have not been
corrected for and the need for a better absorption correction. We have
processed the data to the best of our knowledge.

306_ALERT_2_A Isolated Oxygen Atom (H-atoms Missing ?) ....... O104
306_ALERT_2_A Isolated Oxygen Atom (H-atoms Missing ?) ....... O107
306_ALERT_2_A Isolated Oxygen Atom (H-atoms Missing ?) ....... O108
306_ALERT_2_A Isolated Oxygen Atom (H-atoms Missing ?) ....... O109
430_ALERT_2_A Short Inter D...A Contact O1031 .. O1031 .. 2.47 Ang.
430_ALERT_2_A Short Inter D...A Contact O1050 .. O104 .. 2.48 Ang.
430_ALERT_2_A Short Inter D...A Contact O1051 .. O108 .. 2.43 Ang
430_ALERT_2_B Short Inter D...A Contact O1 .. O108 .. 2.66 Ang.
430_ALERT_2_B Short Inter D...A Contact O1 .. O106 .. 2.73 Ang.
430_ALERT_2_B Short Inter D...A Contact O2 .. O107 .. 2.75 Ang.
430_ALERT_2_B Short Inter D...A Contact O1031 .. O107 .. 2.68 Ang.
430_ALERT_2_B Short Inter D...A Contact O4 .. O101 .. 2.78 Ang.
430_ALERT_2_B Short Inter D...A Contact O4 .. O102 .. 2.81 Ang.
430_ALERT_2_B Short Inter D...A Contact O5 .. O109 .. 2.78 Ang.
430_ALERT_2_B Short Inter D...A Contact O100 .. O1030 .. 2.68 Ang.
430_ALERT_2_B Short Inter D...A Contact O104 .. O109 .. 2.76 Ang.
430_ALERT_2_B Short Inter D...A Contact O106 .. O107 .. 2.70 Ang.
430_ALERT_2_B Short Inter D...A Contact O107 .. O1030 .. 2.61 Ang.
430_ALERT_2_C Short Inter D...A Contact O1031 .. O100 .. 2.87 Ang.
311_ALERT_2_C Isolated Disordered Oxygen Atom (No H's ?) ..... >O1031
311_ALERT_2_C Isolated Disordered Oxygen Atom (No H's ?) ..... <O1030

No information could be inferred from the data about the position
of water H-atoms and given the intricated network of H-bonding
pattern, no water H-atoms were placed geometrically.

301_ALERT_3_C Main Residue Disorder ......................... 2.00 Perc.
302_ALERT_4_C Anion/Solvent Disorder ......................... 21.00 Perc.

Three water O-atoms were found to be disordered.

041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ?
042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
044_ALERT_1_C Calculated and Reported Dx Differ .............. ?
045_ALERT_1_C Calculated and Reported Z Differ by ............ 0.50 Ratio
046_ALERT_1_C Reported Z, MW and D(calc) are Inconsistent .... 1.43
068_ALERT_1_C Reported F000 Differs from Calcd (or Missing)... ?

The formulae given and derived properties are correct.
The site of O108 was assumed to be fully occupied given that the structures
of 4 and 6 have five fully occupied water molecules and that occupancies
can not be reliably determined for this dataset. Water
H-atoms are missing in the model, but these were included
for the calculation of formulae, molecular weight, density, mu and F000.

154_ALERT_1_C The su's on the Cell Angles are Equal (x 10000) 1400 Deg.
720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 6

Noted, no action taken.

732_ALERT_1_B Angle Calc 119.7(9), Rep 119.6(2) ...... 4.50 su-Ra
N1 -C4 -C17 1.555 1.555 1.555
732_ALERT_1_B Angle Calc 123.9(9), Rep 123.8(2) ...... 4.50 su-Ra
C7 -C6 -C8 1.555 1.555 1.555
732_ALERT_1_B Angle Calc 115.9(10), Rep 115.9(2) ...... 5.00 su-Ra
C6 -C7 -O1 1.555 1.555 1.555
732_ALERT_1_B Angle Calc 119.1(10), Rep 119.1(2) ...... 5.00 su-Ra
C6 -C7 -O2 1.555 1.555 1.555
732_ALERT_1_B Angle Calc 124.9(10), Rep 124.9(2) ...... 5.00 su-Ra
O1 -C7 -O2 1.555 1.555 1.555
732_ALERT_1_B Angle Calc 119.0(9), Rep 119.0(2) ...... 4.50 su-Ra
C8 -C9 -C10 1.555 1.555 1.555
732_ALERT_1_B Angle Calc 119.3(10), Rep 119.3(2) ...... 5.00 su-Ra
C9 -C10 -C11 1.555 1.555 1.555
732_ALERT_1_B Angle Calc 117.4(9), Rep 117.5(2) ...... 4.50 su-Ra
C10 -C11 -F1 1.555 1.555 1.555
732_ALERT_1_B Angle Calc 120.7(9), Rep 120.7(2) ...... 4.50 su-Ra
C4 -C17 -C12 1.555 1.555 1.555
732_ALERT_1_B Angle Calc 118.9(9), Rep 118.9(2) ...... 4.50 su-Ra
C21 -N4 -C22 1.555 1.555 1.555
732_ALERT_1_B Angle Calc 119.8(10), Rep 119.8(2) ...... 5.00 su-Ra
N4 -C21 -C34 1.555 1.555 1.555
732_ALERT_1_B Angle Calc 124.8(9), Rep 124.8(2) ...... 4.50 su-Ra
N4 -C22 -C23 1.555 1.555 1.555
732_ALERT_1_B Angle Calc 116.6(9), Rep 116.6(2) ...... 4.50 su-Ra
C22 -C23 -C24 1.555 1.555 1.555
732_ALERT_1_B Angle Calc 119.4(9), Rep 119.4(2) ...... 4.50 su-Ra
C22 -C23 -C25 1.555 1.555 1.555
732_ALERT_1_B Angle Calc 123.9(9), Rep 123.9(2) ...... 4.50 su-Ra
C24 -C23 -C25 1.555 1.555 1.555
732_ALERT_1_B Angle Calc 115.9(9), Rep 115.9(2) ...... 4.50 su-Ra
C23 -C24 -O4 1.555 1.555 1.555
732_ALERT_1_B Angle Calc 119.1(9), Rep 119.1(2) ...... 4.50 su-Ra
C23 -C24 -O5 1.555 1.555 1.555
732_ALERT_1_B Angle Calc 125.0(10), Rep 125.0(2) ...... 5.00 su-Ra
O4 -C24 -O5 1.555 1.555 1.555
732_ALERT_1_B Angle Calc 115.0(9), Rep 115.0(2) ...... 4.50 su-Ra
C23 -C25 -C26 1.555 1.555 1.555
732_ALERT_1_B Angle Calc 125.5(9), Rep 125.5(2) ...... 4.50 su-Ra
C23 -C25 -O6 1.555 1.555 1.555
732_ALERT_1_B Angle Calc 119.5(9), Rep 119.5(2) ...... 4.50 su-Ra
C26 -C25 -O6 1.555 1.555 1.555
732_ALERT_1_B Angle Calc 118.9(10), Rep 118.9(2) ...... 5.00 su-Ra
C25 -C26 -C27 1.555 1.555 1.555
732_ALERT_1_B Angle Calc 118.7(9), Rep 118.7(2) ...... 4.50 su-Ra
C21 -C26 -C27 1.555 1.555 1.555
732_ALERT_1_B Angle Calc 119.6(10), Rep 119.6(2) ...... 5.00 su-Ra
C26 -C27 -C28 1.555 1.555 1.555
732_ALERT_1_B Angle Calc 123.2(9), Rep 123.1(2) ...... 4.50 su-Ra
C27 -C28 -C29 1.555 1.555 1.555
732_ALERT_1_B Angle Calc 117.5(10), Rep 117.5(2) ...... 5.00 su-Ra
C27 -C28 -F2 1.555 1.555 1.555
732_ALERT_1_B Angle Calc 123.4(9), Rep 123.4(2) ...... 4.50 su-Ra
N5 -C29 -C34 1.555 1.555 1.555
732_ALERT_1_B Angle Calc 120.5(10), Rep 120.5(2) ...... 5.00 su-Ra
C21 -C34 -C29 1.555 1.555 1.555
731_ALERT_1_C Bond Calc 1.472(15), Rep 1.472(7) ...... 2.14 su-Ra
C1 -C3 1.555 1.555
731_ALERT_1_C Bond Calc 1.488(16), Rep 1.487(7) ...... 2.29 su-Ra
C1 -C2 1.555 1.555
731_ALERT_1_C Bond Calc 1.501(17), Rep 1.501(8) ...... 2.13 su-Ra
C3 -C2 1.555 1.555
732_ALERT_1_C Angle Calc 121.1(8), Rep 121.1(2) ...... 4.00 su-Ra
C1 -N1 -C4 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 120.0(8), Rep 120.0(2) ...... 4.00 su-Ra
C1 -N1 -C5 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 118.9(8), Rep 118.9(2) ...... 4.00 su-Ra
C4 -N1 -C5 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 116.0(7), Rep 116.0(3) ...... 2.33 su-Ra
C12 -N2 -C13 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 116.0(8), Rep 116.0(3) ...... 2.67 su-Ra
C12 -N2 -C16 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 111.0(7), Rep 111.0(3) ...... 2.33 su-Ra
C13 -N2 -C16 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 108.2(8), Rep 108.2(3) ...... 2.67 su-Ra
C14 -N3 -C15 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 118.3(9), Rep 118.3(3) ...... 3.00 su-Ra
N1 -C1 -C3 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 120.1(8), Rep 120.1(3) ...... 2.67 su-Ra
N1 -C1 -C2 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 60.9(8), Rep 60.9(2) ...... 4.00 su-Ra
C3 -C1 -C2 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 60.0(8), Rep 60.0(2) ...... 4.00 su-Ra
C1 -C3 -C2 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 59.0(7), Rep 59.0(2) ...... 3.50 su-Ra
C3 -C2 -C1 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 119.2(8), Rep 119.3(2) ...... 4.00 su-Ra
N1 -C4 -C9 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 121.1(8), Rep 121.0(2) ...... 4.00 su-Ra
C9 -C4 -C17 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 124.9(8), Rep 124.9(2) ...... 4.00 su-Ra
N1 -C5 -C6 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 116.6(8), Rep 116.6(2) ...... 4.00 su-Ra
C5 -C6 -C7 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 119.5(8), Rep 119.6(2) ...... 4.00 su-Ra
C5 -C6 -C8 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 114.9(8), Rep 114.9(2) ...... 4.00 su-Ra
C6 -C8 -C9 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 125.3(8), Rep 125.3(2) ...... 4.00 su-Ra
C6 -C8 -O3 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 119.7(8), Rep 119.7(2) ...... 4.00 su-Ra
C9 -C8 -O3 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 122.3(8), Rep 122.3(2) ...... 4.00 su-Ra
C8 -C9 -C4 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 118.7(8), Rep 118.7(2) ...... 4.00 su-Ra
C4 -C9 -C10 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 122.9(8), Rep 123.0(2) ...... 4.00 su-Ra
C10 -C11 -C12 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 119.6(7), Rep 119.6(2) ...... 3.50 su-Ra
C12 -C11 -F1 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 119.7(7), Rep 119.7(2) ...... 3.50 su-Ra
C11 -C12 -N2 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 117.2(7), Rep 117.2(2) ...... 3.50 su-Ra
C11 -C12 -C17 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 123.0(8), Rep 123.1(2) ...... 4.00 su-Ra
N2 -C12 -C17 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 109.6(8), Rep 109.5(3) ...... 2.67 su-Ra
N2 -C13 -C14 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 111.3(8), Rep 111.3(3) ...... 2.67 su-Ra
C13 -C14 -N3 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 110.6(8), Rep 110.6(3) ...... 2.67 su-Ra
N3 -C15 -C16 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 110.8(7), Rep 110.8(3) ...... 2.33 su-Ra
C15 -C16 -N2 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 121.1(8), Rep 121.1(2) ...... 4.00 su-Ra
C18 -N4 -C21 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 120.0(8), Rep 120.0(2) ...... 4.00 su-Ra
C18 -N4 -C22 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 116.7(8), Rep 116.7(3) ...... 2.67 su-Ra
C29 -N5 -C30 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 116.3(8), Rep 116.3(3) ...... 2.67 su-Ra
C29 -N5 -C33 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 111.1(8), Rep 111.1(3) ...... 2.67 su-Ra
C30 -N5 -C33 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 108.4(9), Rep 108.4(3) ...... 3.00 su-Ra
C31 -N6 -C32 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 118.4(9), Rep 118.3(3) ...... 3.00 su-Ra
N4 -C18 -C20 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 120.1(9), Rep 120.1(3) ...... 3.00 su-Ra
N4 -C18 -C19 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 60.9(8), Rep 60.9(2) ...... 4.00 su-Ra
C20 -C18 -C19 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 60.0(8), Rep 60.0(2) ...... 4.00 su-Ra
C18 -C20 -C19 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 59.1(7), Rep 59.1(2) ...... 3.50 su-Ra
C20 -C19 -C18 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 119.4(8), Rep 119.4(2) ...... 4.00 su-Ra
N4 -C21 -C26 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 120.8(8), Rep 120.8(2) ...... 4.00 su-Ra
C26 -C21 -C34 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 122.4(8), Rep 122.5(2) ...... 4.00 su-Ra
C25 -C26 -C21 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 119.4(8), Rep 119.4(2) ...... 4.00 su-Ra
C29 -C28 -F2 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 119.2(8), Rep 119.2(2) ...... 4.00 su-Ra
N5 -C29 -C28 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 117.2(8), Rep 117.3(2) ...... 4.00 su-Ra
C28 -C29 -C34 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 109.2(8), Rep 109.3(3) ...... 2.67 su-Ra
N5 -C30 -C31 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 111.5(9), Rep 111.5(3) ...... 3.00 su-Ra
C30 -C31 -N6 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 110.9(8), Rep 110.8(3) ...... 2.67 su-Ra
N6 -C32 -C33 1.555 1.555 1.555
732_ALERT_1_C Angle Calc 110.8(8), Rep 110.8(3) ...... 2.67 su-Ra
C32 -C33 -N5 1.555 1.555 1.555
340_ALERT_3_B Low Bond Precision on C-C Bonds (x 1000) Ang ... 14
860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 200

These alerts stem from the fact that PLATON calculates e.s.d.s using only the
variances whereas CRYSTALS uses the full variance/covariance matrix.
Soft restraints were used on all bond lengths and angles of the Cf moiety.
Similarity restraints were also used to make the geometry of the two Cf
moieties equal.

;

# Insert your own references if required - in alphabetical order
_publ_section_references         
;
User-defined structure solution reference

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

Siemens Industrial Automation, Inc (1996).
SADABS: Area-Detector Absorption Correction;: Madison, WI.

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

Bruker Analytical X-ray Systems, Inc., 2006. Apex2,
Version 2 User Manual, M86-E01078, Madison, WI.
;

# 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
_oxford_atom_site_special_shape
_atom_site_attached_hydrogens
N1 N 0.5363(7) 0.7582(5) 0.3990(7) 0.0334 1.0000 Uani D . . . . . .
N2 N 0.3626(6) 0.4101(5) 0.3459(5) 0.0380 1.0000 Uani D . . . . . .
N3 N 0.1311(7) 0.2938(8) 0.3327(7) 0.0387 1.0000 Uani D . . . . . .
C1 C 0.4305(7) 0.7881(7) 0.4419(6) 0.0416 1.0000 Uani D . . . . . .
C2 C 0.4473(10) 0.8636(9) 0.5246(9) 0.0422 1.0000 Uani D . . . . . .
C3 C 0.4181(12) 0.7529(9) 0.5402(8) 0.0439 1.0000 Uani D . . . . . .
C4 C 0.5430(8) 0.6586(6) 0.3638(9) 0.0268 1.0000 Uani D . . . . . .
C5 C 0.6275(10) 0.8286(6) 0.3887(10) 0.0345 1.0000 Uani D . . . . . .
C6 C 0.7313(8) 0.8090(6) 0.3495(9) 0.0323 1.0000 Uani D . . . . . .
C7 C 0.8269(10) 0.8966(7) 0.3516(9) 0.0455 1.0000 Uani D . . . . . .
C8 C 0.7432(8) 0.7097(6) 0.3088(10) 0.0317 1.0000 Uani D . . . . . .
C9 C 0.6425(8) 0.6347(6) 0.3181(9) 0.0271 1.0000 Uani D . . . . . .
C10 C 0.6474(9) 0.5349(7) 0.2822(10) 0.0311 1.0000 Uani D . . . . . .
C11 C 0.5561(8) 0.4636(6) 0.2939(10) 0.0289 1.0000 Uani D . . . . . .
C12 C 0.4520(7) 0.4869(5) 0.3365(8) 0.0259 1.0000 Uani D . . . . . .
C13 C 0.2691(9) 0.4364(7) 0.4070(8) 0.0384 1.0000 Uani D . . . . . .
C14 C 0.1941(10) 0.3417(8) 0.4249(6) 0.0388 1.0000 Uani D . . . . . .
C15 C 0.2252(10) 0.2637(7) 0.2745(8) 0.0383 1.0000 Uani D . . . . . .
C16 C 0.3039(9) 0.3557(9) 0.2532(6) 0.0379 1.0000 Uani D . . . . . .
C17 C 0.4475(8) 0.5857(7) 0.3707(9) 0.0276 1.0000 Uani D . . . . . .
O1 O 0.8220(9) 0.9679(8) 0.4132(8) 0.0566 1.0000 Uani D . . . . . .
O2 O 0.9023(10) 0.8950(7) 0.2926(8) 0.0566 1.0000 Uani D . . . . . .
O3 O 0.8332(8) 0.6829(6) 0.2717(7) 0.0415 1.0000 Uani D . . . . . .
F1 F 0.5672(7) 0.3671(6) 0.2623(6) 0.0399 1.0000 Uani D . . . . . .
N4 N 1.4687(8) 0.7413(6) 0.1090(7) 0.0360 1.0000 Uani D . . . . . .
N5 N 1.6582(7) 1.0906(6) 0.1472(6) 0.0370 1.0000 Uani D . . . . . .
N6 N 1.8806(8) 1.2140(8) 0.1381(8) 0.0401 1.0000 Uani D . . . . . .
C18 C 1.5684(8) 0.7067(7) 0.0633(7) 0.0419 1.0000 Uani D . . . . . .
C19 C 1.5430(11) 0.6329(9) -0.0211(10) 0.0443 1.0000 Uani D . . . . . .
C20 C 1.5803(12) 0.7427(9) -0.0352(8) 0.0401 1.0000 Uani D . . . . . .
C21 C 1.4687(9) 0.8431(6) 0.1431(10) 0.0339 1.0000 Uani D . . . . . .
C22 C 1.3744(10) 0.6753(7) 0.1213(10) 0.0379 1.0000 Uani D . . . . . .
C23 C 1.2769(8) 0.6992(7) 0.1664(9) 0.0377 1.0000 Uani D . . . . . .
C24 C 1.1740(9) 0.6150(7) 0.1656(9) 0.0393 1.0000 Uani D . . . . . .
C25 C 1.2717(9) 0.8004(6) 0.2042(10) 0.0395 1.0000 Uani D . . . . . .
C26 C 1.3751(9) 0.8720(6) 0.1892(10) 0.0357 1.0000 Uani D . . . . . .
C27 C 1.3765(10) 0.9735(8) 0.2229(10) 0.0386 1.0000 Uani D . . . . . .
C28 C 1.4704(9) 1.0415(7) 0.2076(10) 0.0379 1.0000 Uani D . . . . . .
C29 C 1.5673(8) 1.0143(6) 0.1630(8) 0.0340 1.0000 Uani D . . . . . .
C30 C 1.7402(10) 1.0642(7) 0.0784(8) 0.0345 1.0000 Uani D . . . . . .
C31 C 1.8082(11) 1.1609(9) 0.0510(7) 0.0378 1.0000 Uani D . . . . . .
C32 C 1.7951(11) 1.2387(7) 0.2080(8) 0.0410 1.0000 Uani D . . . . . .
C33 C 1.7266(10) 1.1434(9) 0.2348(7) 0.0389 1.0000 Uani D . . . . . .
C34 C 1.5661(9) 0.9139(8) 0.1299(10) 0.0329 1.0000 Uani D . . . . . .
O4 O 1.1812(8) 0.5360(8) 0.1124(7) 0.0439 1.0000 Uani D . . . . . .
O5 O 1.0909(8) 0.6281(7) 0.2153(7) 0.0431 1.0000 Uani D . . . . . .
O6 O 1.1872(10) 0.8318(7) 0.2452(8) 0.0547 1.0000 Uani D . . . . . .
F2 F 1.4649(7) 1.1408(6) 0.2379(6) 0.0428 1.0000 Uani D . . . . . .
O100 O 0.8596(9) 0.8130(9) 0.1038(8) 0.0536 1.0000 Uani . . . . . . .
O101 O 0.7994(9) 0.4825(8) 0.0841(8) 0.042(3) 1.0000 Uiso . . . . . . .
O102 O 0.9518(11) 0.6474(10) -0.0474(8) 0.0617 1.0000 Uani . . . . . . .
O1030 O 0.888(4) 0.894(3) -0.068(3) 0.082(13) 0.4000 Uiso . . . 1 1 . .
O1031 O 0.911(2) 0.9499(19) -0.0456(16) 0.064(7) 0.6000 Uiso . . . 1 2 . .
O104 O 0.8957(13) 0.4519(14) 0.4335(12) 0.1169 1.0000 Uani . . . . . . .
O1050 O 1.106(2) 0.707(2) 0.4727(16) 0.040(7) 0.5000 Uiso . . . . . . .
O1051 O 1.0916(19) 0.762(2) 0.4737(15) 0.032(7) 0.5000 Uiso . . . . . . .
O106 O 0.225(3) 0.009(2) 0.400(2) 0.094(10) 0.5000 Uiso . . . . . . .
O107 O 0.0693(13) 0.0350(11) 0.2350(9) 0.0898 1.0000 Uani . . . . . . .
O108 O 0.9998(16) 0.8856(12) 0.5679(10) 0.1120 1.0000 Uani . . . . . . .
O109 O 0.9767(10) 0.4434(9) 0.2555(8) 0.0510 1.0000 Uani . . . . . . .
Na1 Na 1.0336(5) 0.7546(5) 0.3086(5) 0.0513 1.0000 Uani . . . . . . .
Na2 Na 0.9021(5) 0.6438(5) 0.1104(4) 0.0421 1.0000 Uani . . . . . . .
H11 H 0.3560 0.7904 0.3977 0.0509 1.0000 Uiso . . . . . . .
H21 H 0.5265 0.8937 0.5488 0.0512 1.0000 Uiso . . . . . . .
H22 H 0.3876 0.9119 0.5290 0.0512 1.0000 Uiso . . . . . . .
H31 H 0.4787 0.7128 0.5745 0.0513 1.0000 Uiso . . . . . . .
H32 H 0.3398 0.7310 0.5548 0.0513 1.0000 Uiso . . . . . . .
H51 H 0.6192 0.8965 0.4101 0.0414 1.0000 Uiso . . . . . . .
H101 H 0.7134 0.5169 0.2502 0.0374 1.0000 Uiso . . . . . . .
H131 H 0.3090 0.4654 0.4676 0.0460 1.0000 Uiso . . . . . . .
H132 H 0.2170 0.4841 0.3741 0.0460 1.0000 Uiso . . . . . . .
H141 H 0.1347 0.3592 0.4639 0.0465 1.0000 Uiso . . . . . . .
H142 H 0.2466 0.2947 0.4583 0.0465 1.0000 Uiso . . . . . . .
H151 H 0.2756 0.2166 0.3100 0.0458 1.0000 Uiso . . . . . . .
H152 H 0.1858 0.2326 0.2147 0.0458 1.0000 Uiso . . . . . . .
H161 H 0.2542 0.4010 0.2144 0.0453 1.0000 Uiso . . . . . . .
H162 H 0.3660 0.3342 0.2186 0.0453 1.0000 Uiso . . . . . . .
H171 H 0.3790 0.6044 0.3993 0.0327 1.0000 Uiso . . . . . . .
H181 H 1.6434 0.6999 0.1058 0.0511 1.0000 Uiso . . . . . . .
H191 H 1.5981 0.5813 -0.0278 0.0535 1.0000 Uiso . . . . . . .
H192 H 1.4615 0.6072 -0.0440 0.0535 1.0000 Uiso . . . . . . .
H201 H 1.6591 0.7605 -0.0512 0.0466 1.0000 Uiso . . . . . . .
H202 H 1.5224 0.7864 -0.0675 0.0466 1.0000 Uiso . . . . . . .
H221 H 1.3756 0.6075 0.0970 0.0437 1.0000 Uiso . . . . . . .
H271 H 1.3131 0.9951 0.2560 0.0468 1.0000 Uiso . . . . . . .
H301 H 1.7977 1.0185 0.1081 0.0414 1.0000 Uiso . . . . . . .
H302 H 1.6936 1.0326 0.0215 0.0414 1.0000 Uiso . . . . . . .
H311 H 1.8620 1.1433 0.0071 0.0457 1.0000 Uiso . . . . . . .
H312 H 1.7502 1.2054 0.0201 0.0457 1.0000 Uiso . . . . . . .
H321 H 1.8410 1.2698 0.2655 0.0496 1.0000 Uiso . . . . . . .
H322 H 1.7378 1.2845 0.1784 0.0496 1.0000 Uiso . . . . . . .
H331 H 1.7835 1.0991 0.2674 0.0469 1.0000 Uiso . . . . . . .
H332 H 1.6707 1.1614 0.2769 0.0469 1.0000 Uiso . . . . . . .
H341 H 1.6308 0.8925 0.0982 0.0391 1.0000 Uiso . . . . . . .
H3111 H 0.0862 0.2397 0.3450 0.0464 1.0000 Uiso . . . . . . .
H6111 H 1.9167 1.2705 0.1207 0.0484 1.0000 Uiso . . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.2477(7)
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
N1 . C1 . 1.463(9) yes
N1 . C4 . 1.400(8) yes
N1 . C5 . 1.357(9) yes
N2 . C12 . 1.397(8) yes
N2 . C13 . 1.486(9) yes
N2 . C16 . 1.498(10) yes
N3 . C14 . 1.471(10) yes
N3 . C15 . 1.480(10) yes
N3 . H3111 . 0.880 no
C1 . C3 . 1.472(7) yes
C1 . C2 . 1.487(7) yes
C1 . H11 . 0.950 no
C2 . C3 . 1.501(8) yes
C2 . H21 . 0.950 no
C2 . H22 . 0.950 no
C3 . H31 . 0.950 no
C3 . H32 . 0.950 no
C4 . C9 . 1.400(8) yes
C4 . C17 . 1.403(9) yes
C5 . C6 . 1.381(9) yes
C5 . H51 . 0.950 no
C6 . C7 . 1.516(8) yes
C6 . C8 . 1.434(8) yes
C7 . O1 . 1.267(9) yes
C7 . O2 . 1.258(9) yes
C8 . C9 . 1.469(8) yes
C8 . O3 . 1.255(9) yes
C9 . C10 . 1.404(9) yes
C10 . C11 . 1.370(9) yes
C10 . H101 . 0.950 no
C11 . C12 . 1.420(8) yes
C11 . F1 . 1.354(8) yes
C12 . C17 . 1.382(9) yes
C13 . C14 . 1.504(10) yes
C13 . H131 . 0.950 no
C13 . H132 . 0.950 no
C14 . H141 . 0.950 no
C14 . H142 . 0.950 no
C15 . C16 . 1.512(10) yes
C15 . H151 . 0.950 no
C15 . H152 . 0.951 no
C16 . H161 . 0.950 no
C16 . H162 . 0.950 no
C17 . H171 . 0.950 no
O2 . Na1 . 2.405(14) yes
O3 . Na1 . 2.338(10) yes
O3 . Na2 . 2.529(11) yes
N4 . C18 . 1.446(11) yes
N4 . C21 . 1.413(10) yes
N4 . C22 . 1.353(10) yes
N5 . C29 . 1.426(9) yes
N5 . C30 . 1.465(11) yes
N5 . C33 . 1.470(12) yes
N6 . C31 . 1.483(12) yes
N6 . C32 . 1.500(12) yes
N6 . H6111 . 0.880 no
C18 . C20 . 1.477(9) yes
C18 . C19 . 1.490(9) yes
C18 . H181 . 0.950 no
C19 . C20 . 1.505(10) yes
C19 . H191 . 0.950 no
C19 . H192 . 0.950 no
C20 . H201 . 0.950 no
C20 . H202 . 0.950 no
C21 . C26 . 1.366(9) yes
C21 . C34 . 1.421(10) yes
C22 . C23 . 1.376(11) yes
C22 . H221 . 0.950 no
C23 . C24 . 1.543(9) yes
C23 . C25 . 1.430(10) yes
C24 . O4 . 1.278(11) yes
C24 . O5 . 1.249(10) yes
C25 . C26 . 1.484(9) yes
C25 . O6 . 1.252(11) yes
C26 . C27 . 1.407(11) yes
C27 . C28 . 1.377(10) yes
C27 . H271 . 0.950 no
C28 . C29 . 1.379(9) yes
C28 . F2 . 1.373(10) yes
C29 . C34 . 1.389(11) yes
C30 . C31 . 1.527(12) yes
C30 . H301 . 0.950 no
C30 . H302 . 0.950 no
C31 . H311 . 0.950 no
C31 . H312 . 0.950 no
C32 . C33 . 1.511(12) yes
C32 . H321 . 0.950 no
C32 . H322 . 0.950 no
C33 . H331 . 0.950 no
C33 . H332 . 0.950 no
C34 . H341 . 0.950 no
O5 . Na1 . 2.268(12) yes
O5 . Na2 . 2.374(11) yes
O6 . Na1 . 2.236(10) yes
O100 . Na2 . 2.301(13) yes
O101 . Na2 . 2.346(12) yes
O102 . Na2 . 2.339(12) yes
O1050 . Na1 . 2.40(2) yes
O1051 . Na1 . 2.28(2) yes
Na1 . Na2 . 3.192(9) 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
C1 . N1 . C4 . 121.1(2) yes
C1 . N1 . C5 . 120.0(2) yes
C4 . N1 . C5 . 118.9(2) yes
C12 . N2 . C13 . 116.0(3) yes
C12 . N2 . C16 . 116.0(3) yes
C13 . N2 . C16 . 111.0(3) yes
C14 . N3 . C15 . 108.2(3) yes
C14 . N3 . H3111 . 109.8 no
C15 . N3 . H3111 . 109.8 no
N1 . C1 . C3 . 118.3(3) yes
N1 . C1 . C2 . 120.1(3) yes
C3 . C1 . C2 . 61.0(2) yes
N1 . C1 . H11 . 115.6 no
C3 . C1 . H11 . 115.5 no
C2 . C1 . H11 . 115.5 no
C1 . C3 . C2 . 60.0(2) yes
C1 . C3 . H31 . 120.0 no
C2 . C3 . H31 . 120.0 no
C1 . C3 . H32 . 120.0 no
C2 . C3 . H32 . 120.0 no
H31 . C3 . H32 . 109.5 no
C3 . C2 . C1 . 59.0(2) yes
C3 . C2 . H21 . 120.1 no
C1 . C2 . H21 . 120.2 no
C3 . C2 . H22 . 120.2 no
C1 . C2 . H22 . 120.2 no
H21 . C2 . H22 . 109.5 no
N1 . C4 . C9 . 119.3(2) yes
N1 . C4 . C17 . 119.6(2) yes
C9 . C4 . C17 . 121.0(2) yes
N1 . C5 . C6 . 124.9(2) yes
N1 . C5 . H51 . 117.5 no
C6 . C5 . H51 . 117.6 no
C5 . C6 . C7 . 116.6(2) yes
C5 . C6 . C8 . 119.6(2) yes
C7 . C6 . C8 . 123.8(2) yes
C6 . C7 . O1 . 115.9(2) yes
C6 . C7 . O2 . 119.1(2) yes
O1 . C7 . O2 . 125.0(2) yes
C6 . C8 . C9 . 114.9(2) yes
C6 . C8 . O3 . 125.3(2) yes
C9 . C8 . O3 . 119.7(2) yes
C8 . C9 . C4 . 122.3(2) yes
C8 . C9 . C10 . 119.0(2) yes
C4 . C9 . C10 . 118.7(2) yes
C9 . C10 . C11 . 119.3(2) yes
C9 . C10 . H101 . 120.3 no
C11 . C10 . H101 . 120.3 no
C10 . C11 . C12 . 123.0(2) yes
C10 . C11 . F1 . 117.4(2) yes
C12 . C11 . F1 . 119.6(2) yes
C11 . C12 . N2 . 119.7(2) yes
C11 . C12 . C17 . 117.2(2) yes
N2 . C12 . C17 . 123.1(2) yes
N2 . C13 . C14 . 109.6(3) yes
N2 . C13 . H131 . 109.4 no
C14 . C13 . H131 . 109.5 no
N2 . C13 . H132 . 109.5 no
C14 . C13 . H132 . 109.4 no
H131 . C13 . H132 . 109.5 no
C13 . C14 . N3 . 111.3(3) yes
C13 . C14 . H141 . 109.0 no
N3 . C14 . H141 . 109.0 no
C13 . C14 . H142 . 109.0 no
N3 . C14 . H142 . 109.0 no
H141 . C14 . H142 . 109.4 no
N3 . C15 . C16 . 110.6(3) yes
N3 . C15 . H151 . 109.2 no
C16 . C15 . H151 . 109.2 no
N3 . C15 . H152 . 109.2 no
C16 . C15 . H152 . 109.2 no
H151 . C15 . H152 . 109.5 no
C15 . C16 . N2 . 110.8(3) yes
C15 . C16 . H161 . 109.2 no
N2 . C16 . H161 . 109.1 no
C15 . C16 . H162 . 109.1 no
N2 . C16 . H162 . 109.2 no
H161 . C16 . H162 . 109.4 no
C4 . C17 . C12 . 120.7(2) yes
C4 . C17 . H171 . 119.7 no
C12 . C17 . H171 . 119.6 no
C7 . O2 . Na1 . 115.2(9) yes
C8 . O3 . Na1 . 125.7(6) yes
C8 . O3 . Na2 . 142.8(9) yes
Na1 . O3 . Na2 . 81.9(3) yes
C18 . N4 . C21 . 121.1(2) yes
C18 . N4 . C22 . 120.0(2) yes
C21 . N4 . C22 . 118.9(2) yes
C29 . N5 . C30 . 116.7(3) yes
C29 . N5 . C33 . 116.3(3) yes
C30 . N5 . C33 . 111.1(3) yes
C31 . N6 . C32 . 108.4(3) yes
C31 . N6 . H6111 . 109.7 no
C32 . N6 . H6111 . 109.7 no
N4 . C18 . C20 . 118.3(3) yes
N4 . C18 . C19 . 120.1(3) yes
C20 . C18 . C19 . 60.9(2) yes
N4 . C18 . H181 . 115.5 no
C20 . C18 . H181 . 115.5 no
C19 . C18 . H181 . 115.5 no
C18 . C20 . C19 . 60.0(2) yes
C18 . C20 . H201 . 120.0 no
C19 . C20 . H201 . 120.0 no
C18 . C20 . H202 . 120.0 no
C19 . C20 . H202 . 120.0 no
H201 . C20 . H202 . 109.5 no
C20 . C19 . C18 . 59.1(2) yes
C20 . C19 . H191 . 120.2 no
C18 . C19 . H191 . 120.1 no
C20 . C19 . H192 . 120.2 no
C18 . C19 . H192 . 120.1 no
H191 . C19 . H192 . 109.5 no
N4 . C21 . C26 . 119.4(2) yes
N4 . C21 . C34 . 119.8(2) yes
C26 . C21 . C34 . 120.8(2) yes
N4 . C22 . C23 . 124.8(2) yes
N4 . C22 . H221 . 117.6 no
C23 . C22 . H221 . 117.6 no
C22 . C23 . C24 . 116.5(2) yes
C22 . C23 . C25 . 119.4(2) yes
C24 . C23 . C25 . 123.8(2) yes
C23 . C24 . O4 . 115.9(2) yes
C23 . C24 . O5 . 119.1(2) yes
O4 . C24 . O5 . 125.0(2) yes
C23 . C25 . C26 . 115.0(2) yes
C23 . C25 . O6 . 125.5(2) yes
C26 . C25 . O6 . 119.5(2) yes
C25 . C26 . C21 . 122.4(2) yes
C25 . C26 . C27 . 118.9(2) yes
C21 . C26 . C27 . 118.7(2) yes
C26 . C27 . C28 . 119.6(2) yes
C26 . C27 . H271 . 120.2 no
C28 . C27 . H271 . 120.2 no
C27 . C28 . C29 . 123.1(2) yes
C27 . C28 . F2 . 117.4(2) yes
C29 . C28 . F2 . 119.5(2) yes
N5 . C29 . C28 . 119.2(2) yes
N5 . C29 . C34 . 123.4(2) yes
C28 . C29 . C34 . 117.3(2) yes
N5 . C30 . C31 . 109.3(3) yes
N5 . C30 . H301 . 109.5 no
C31 . C30 . H301 . 109.5 no
N5 . C30 . H302 . 109.5 no
C31 . C30 . H302 . 109.6 no
H301 . C30 . H302 . 109.4 no
C30 . C31 . N6 . 111.5(3) yes
C30 . C31 . H311 . 109.0 no
N6 . C31 . H311 . 109.0 no
C30 . C31 . H312 . 109.0 no
N6 . C31 . H312 . 109.0 no
H311 . C31 . H312 . 109.5 no
N6 . C32 . C33 . 110.8(3) yes
N6 . C32 . H321 . 109.2 no
C33 . C32 . H321 . 109.1 no
N6 . C32 . H322 . 109.1 no
C33 . C32 . H322 . 109.1 no
H321 . C32 . H322 . 109.5 no
C32 . C33 . N5 . 110.8(3) yes
C32 . C33 . H331 . 109.2 no
N5 . C33 . H331 . 109.2 no
C32 . C33 . H332 . 109.1 no
N5 . C33 . H332 . 109.1 no
H331 . C33 . H332 . 109.5 no
C21 . C34 . C29 . 120.5(2) yes
C21 . C34 . H341 . 119.8 no
C29 . C34 . H341 . 119.8 no
C24 . O5 . Na1 . 137.3(4) yes
C24 . O5 . Na2 . 109.7(9) yes
Na1 . O5 . Na2 . 86.8(4) yes
C25 . O6 . Na1 . 133.8(5) yes
O3 . Na1 . O1051 . 109.3(6) yes
O3 . Na1 . O5 . 87.6(4) yes
O1051 . Na1 . O5 . 121.4(8) yes
O3 . Na1 . O6 . 144.1(5) yes
O1051 . Na1 . O6 . 106.3(6) yes
O5 . Na1 . O6 . 77.8(4) yes
O3 . Na1 . O1050 . 105.6(6) yes
O1051 . Na1 . O1050 . 18.2(7) yes
O5 . Na1 . O1050 . 103.9(7) yes
O6 . Na1 . O1050 . 109.6(6) yes
O3 . Na1 . O2 . 73.8(4) yes
O1051 . Na1 . O2 . 99.0(7) yes
O5 . Na1 . O2 . 139.4(5) yes
O6 . Na1 . O2 . 96.4(4) yes
O1050 . Na1 . O2 . 115.7(7) yes
O3 . Na1 . Na2 . 51.7(3) yes
O1051 . Na1 . Na2 . 152.6(7) yes
O5 . Na1 . Na2 . 48.0(3) yes
O6 . Na1 . Na2 . 96.1(3) yes
O1050 . Na1 . Na2 . 137.2(7) yes
O2 . Na1 . Na2 . 93.9(3) yes
O100 . Na2 . O102 . 91.0(5) yes
O100 . Na2 . O101 . 139.5(5) yes
O102 . Na2 . O101 . 93.1(4) yes
O100 . Na2 . O5 . 108.8(4) yes
O102 . Na2 . O5 . 105.4(4) yes
O101 . Na2 . O5 . 108.9(4) yes
O100 . Na2 . Na1 . 71.9(3) yes
O102 . Na2 . Na1 . 130.9(4) yes
O101 . Na2 . Na1 . 129.9(4) yes
O5 . Na2 . Na1 . 45.2(3) yes
O100 . Na2 . O3 . 75.3(4) yes
O102 . Na2 . O3 . 166.2(5) yes
O101 . Na2 . O3 . 96.4(4) yes
O5 . Na2 . O3 . 81.1(4) yes
Na1 . Na2 . O3 . 46.5(2) yes

#===END

data_6
_database_code_depnum_ccdc_archive 'CCDC 714349'
#Cf Na salt recovered to ambient pressure and
#remeasured a second time at 100 K

_cell_length_a                   9.624(3)
_cell_length_b                   9.493(3)
_cell_length_c                   11.471(4)
_cell_angle_alpha                89.643(6)
_cell_angle_beta                 103.304(6)
_cell_angle_gamma                88.861(6)
_cell_volume                     1019.6(6)

_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

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'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Na 0.0362 0.0249 4.7626 3.2850 3.1736 8.8422 1.2674 0.3136 1.1128 129.4240
0.6760 'International Tables Vol C 4.2.6.8 and 6.1.1.4'

_cell_formula_units_Z            2

# Given Formula = C17 H17 F1 N3 Na1 O8
# Dc = 1.41 Fooo = 466.00 Mu = 1.36 M = 433.33
# Found Formula = C17 H26 F1 N3 Na1 O8
# Dc = 1.44 FOOO = 466.00 Mu = 1.37 M = 442.40

_chemical_formula_sum            'C17 H27 F1 N3 Na1 O8'
_chemical_formula_moiety         'C17 H17 F N3 O3, 5(H2 O), NA'
_chemical_compound_source        
;
recovery of 4 to ambient pressure, second 100 K data collection
;
_chemical_formula_weight         443.40

_cell_measurement_reflns_used    1718
_cell_measurement_theta_min      2
_cell_measurement_theta_max      21
_cell_measurement_temperature    100

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.05
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_max          0.15

_exptl_crystal_density_diffrn    1.444
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000             468
_exptl_absorpt_coefficient_mu    0.137

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'based on symmetry-related measuraments'
# SADABS (Siemens, 1996)
# The following data are from Sadabs:
_exptl_absorpt_correction_T_min  0.83
_exptl_absorpt_correction_T_max  0.99
# Sheldrick geometric approximatio 0.99 0.99

_diffrn_measurement_device       'Bruker Apex2'
_diffrn_measurement_device_type  Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author
# and date from subsequent references.
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'Starting from fract. coordinates of 4'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  
'CRYSTALS (Betteridge et al., 2003), PLATON, XCIF, ENCIFER'
_computing_molecular_graphics    MERCURY

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      100
_diffrn_reflns_number            7265
_reflns_number_total             2130
_diffrn_reflns_av_R_equivalents  0.051
# Number of reflections with Friedels Law is 2130
# Number of reflections without Friedels Law is 0
# Theoretical number of reflections is about 2140

_diffrn_reflns_theta_min         1.824
_diffrn_reflns_theta_max         20.831
_diffrn_measured_fraction_theta_max 0.991

_diffrn_reflns_theta_full        20.206
_diffrn_measured_fraction_theta_full 0.995

_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_reflns_limit_h_min              -9
_reflns_limit_h_max              9
_reflns_limit_k_min              -9
_reflns_limit_k_max              9
_reflns_limit_l_min              0
_reflns_limit_l_max              11

_oxford_diffrn_Wilson_B_factor   1.10
_oxford_diffrn_Wilson_scale      3.21

_atom_sites_solution_primary     
;
'Starting from fract. coordinates of 4'
;
# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens   geom+difmap

_refine_diff_density_min         -0.45
_refine_diff_density_max         0.52

# The current dictionary definitions do not cover the
# situation where the reflections used for refinement were
# selected by a user-defined sigma threshold

# The values actually used during refinement
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_refine_ls_number_reflns         2119
_refine_ls_number_restraints     66
_refine_ls_number_parameters     270
_oxford_refine_ls_R_factor_ref   0.0798
_refine_ls_wR_factor_ref         0.1360
_refine_ls_goodness_of_fit_ref   1.0012
_refine_ls_shift/su_max          0.000142

# The values computed from all data
_oxford_reflns_number_all        2119
_refine_ls_R_factor_all          0.0798
_refine_ls_wR_factor_all         0.1360

# The values computed with a 2 sigma cutoff - a la SHELX
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                1572
_refine_ls_R_factor_gt           0.0542
_refine_ls_wR_factor_gt          0.1242

# 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    noref # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
Method= Modified Sheldrick
w=1/[σ²(F²) + ( 0.03P)² + 4.81P]
,where P=(max(Fo²,0) + 2Fc²)/3
;

_refine_special_details          
;

The Following ALERTS were generated by PLATON checkcif<<<

023_ALERT_3_A Resolution (too) Low [sin(th)/Lambda < 0.6]..... 20.83 Deg.
027_ALERT_3_A _diffrn_reflns_theta_full (too) Low ............ 20.21 Deg.
340_ALERT_3_C Low Bond Precision on C-C Bonds (x 1000) Ang ... 7

These alerts indicate that the structure quality is not ideal. However,
this is the best structure we could obtain from the data
collected on this small, weakly diffracting crystal recovered at
ambient pressure. Data were collected at low temperature, with high
counting time and with a laboratory X-ray source. The low crystal quality
was also reflected in the broad and at times split reflection profiles.
The data were cut to 1.0 A for integration as no significan scattering
was observed for this small crystal at higher resolution. The dataset is
complete to 1.0 A as shown below:
#===============================================================================
Resolution & Completeness Statistics (Cumulative)
#===============================================================================
Theta sin(th)/Lambda Complete Expected Measured Missing
#-------------------------------------------------------------------------------
20.82 0.500 0.993 2144 2128 16
20.83 0.500 0.991 2149 2130 19

088_ALERT_3_B Poor Data / Parameter Ratio .................... 7.85

The use of restraints bond distances and angles for a total of 332, increases
the data to parameter ratio to 8.1. All bond lengths and ADPs are
well behaved.

417_ALERT_2_B Short Inter D-H..H-D H1001 .. H1031 .. 1.91 Ang.
417_ALERT_2_B Short Inter D-H..H-D H1011 .. H1041 .. 2.09 Ang.
420_ALERT_2_B D-H Without Acceptor O102 - H1021 ... ?
420_ALERT_2_C D-H Without Acceptor N3 - H312 ... ?

The first short contact arises because of disorder, the second might arise
because of misplaced H-atoms. Though the positions of water H-atoms were
inferred from the data and the H-bonding pattern is plausible and self
consistent, the data quality does not allow definitive conclusions to
be drawn. According to the proposed pattern, O102-H1021 forms a long
H-bond to N3. It is not quite so rare for N-H not to be involved
in H-bonding. We also cannot rule the presence of H disorder.

041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ?
042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
045_ALERT_1_C Calculated and Reported Z Differ by ............ 0.50 Ratio

The formulae given and derived properties are correct. Two water
H-atoms are missing in the model, attached to O1032, but these were included
for the calculation of formulae, molecular weight, density, mu and F000.

061_ALERT_3_C Tmax/Tmin Range Test RR' too Large ............. 0.85

Sadabs corrects for all systematic errors that lead to disparities in the
intensities of equivalent data. It is possible that the larger than expected
range of transmission is accounted for by crystal decay or absorption by
the mounting fibre.

155_ALERT_4_C The Triclinic Unitcell is NOT Reduced .......... ?
156_ALERT_4_C Axial System Input Cell not Standard ........... ?

The cell was chose to facilitate comparision with the known structure
of Cf hexahydrate, CSD ref. code COVPIN and the other structures
presented in this work.

302_ALERT_4_C Anion/Solvent Disorder ......................... 33.00 Perc.
313_ALERT_2_C Oxygen with three covalent bonds (rare) ........ O1031

One water O-atom was found to be disordered over two sites. O1031 does not
have three covalent bonds. This alert arises because the disordered
counterpart, O1032, has been counted in addition to two H-atoms atached
to O1031.

720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 12
154_ALERT_1_C The su's on the Cell Angles are Equal (x 10000) 600 Deg.
860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 66

Noted, no action taken.

790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 3
H2 O

Noted, no action taken. The centre of gravity of the main Cf moiety is
within the unit cell. Water O-atoms were transformed to give a clear picture
of the coordination environment of the Cf moiety.
;

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

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

Siemens Industrial Automation, Inc (1996).
SADABS: Area-Detector Absorption Correction;: Madison, WI.

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

Bruker Analytical X-ray Systems, Inc., 2006. Apex2,
Version 2 User Manual, M86-E01078, Madison, WI.
;

# 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
_oxford_atom_site_special_shape
_atom_site_attached_hydrogens
C1 C 0.2285(5) 0.3691(5) 0.4612(4) 0.0215 1.0000 Uani D . . . . . .
C2 C 0.3851(5) 0.3526(6) 0.4728(5) 0.0231 1.0000 Uani D . . . . . .
C3 C 0.2882(5) 0.2324(5) 0.4334(5) 0.0208 1.0000 Uani D . . . . . .
C4 C 0.0460(5) 0.3132(5) 0.5752(4) 0.0184 1.0000 Uani D . . . . . .
C5 C 0.2396(5) 0.4594(5) 0.6614(5) 0.0192 1.0000 Uani D . . . . . .
C6 C 0.1963(5) 0.4783(5) 0.7670(4) 0.0181 1.0000 Uani D . . . . . .
C7 C 0.2845(5) 0.5734(5) 0.8569(4) 0.0201 1.0000 Uani D . . . . . .
C8 C 0.0717(5) 0.4067(5) 0.7839(4) 0.0173 1.0000 Uani D . . . . . .
C9 C -0.0035(5) 0.3251(5) 0.6802(4) 0.0175 1.0000 Uani D . . . . . .
C10 C -0.1265(6) 0.2506(6) 0.6878(5) 0.0210 1.0000 Uani D . . . . . .
C11 C -0.1969(5) 0.1762(5) 0.5928(5) 0.0212 1.0000 Uani D . . . . . .
C12 C -0.1529(5) 0.1657(5) 0.4846(4) 0.0201 1.0000 Uani D . . . . . .
C13 C -0.1646(6) 0.0548(6) 0.2908(5) 0.0255 1.0000 Uani D . . . . . .
C14 C -0.2493(6) -0.0568(6) 0.2090(5) 0.0290 1.0000 Uani D . . . . . .
C15 C -0.4651(5) 0.0168(6) 0.2656(5) 0.0250 1.0000 Uani D . . . . . .
C16 C -0.3843(6) 0.1288(6) 0.3462(5) 0.0289 1.0000 Uani D . . . . . .
C17 C -0.0297(5) 0.2365(5) 0.4779(5) 0.0204 1.0000 Uani D . . . . . .
O1 O 0.4107(4) 0.5955(4) 0.8488(3) 0.0273 1.0000 Uani D . . . . . .
O2 O 0.2260(4) 0.6307(4) 0.9331(3) 0.0251 1.0000 Uani D . . . . . .
O3 O 0.0260(4) 0.4108(4) 0.8776(3) 0.0255 1.0000 Uani D . . . . . .
N1 N 0.1721(4) 0.3804(4) 0.5688(4) 0.0170 1.0000 Uani D . . . . . .
N2 N -0.2314(4) 0.0830(4) 0.3910(4) 0.0208 1.0000 Uani D . . . . . .
N3 N -0.4018(5) -0.0189(5) 0.1637(4) 0.0265 1.0000 Uani D . . . . . .
F1 F -0.3115(3) 0.1004(3) 0.6058(3) 0.0296 1.0000 Uani D . . . . . .
Na1 Na 0.1723(2) 0.4563(2) 1.07331(18) 0.0270 1.0000 Uani . . . . . . .
O100 O 0.0613(4) 0.2838(4) 1.1679(3) 0.0326 1.0000 Uani . . . . . . .
O101 O 0.3701(4) 0.5497(4) 1.2209(3) 0.0275 1.0000 Uani . . . . . . .
O102 O 0.3483(4) 0.2866(4) 1.0248(3) 0.0325 1.0000 Uani . . . . . . .
O1031 O 0.1730(8) 0.0607(8) 1.0772(6) 0.0247(19) 0.5000 Uiso . . . 1 1 . .
O1032 O 0.0911(9) -0.0004(9) 1.0804(8) 0.043(2) 0.5000 Uiso . . . 1 2 . .
O104 O -0.3425(4) 0.1816(4) -0.0976(4) 0.0327 1.0000 Uani . . . . . . .
H11 H 0.1785 0.4229 0.3940 0.0255 1.0000 Uiso . . . . . . .
H21 H 0.4483 0.3507 0.5499 0.0274 1.0000 Uiso . . . . . . .
H22 H 0.4294 0.3984 0.4175 0.0274 1.0000 Uiso . . . . . . .
H31 H 0.2899 0.1537 0.4853 0.0249 1.0000 Uiso . . . . . . .
H32 H 0.2709 0.2014 0.3529 0.0249 1.0000 Uiso . . . . . . .
H51 H 0.3236 0.5056 0.6531 0.0224 1.0000 Uiso . . . . . . .
H101 H -0.1600 0.2526 0.7596 0.0261 1.0000 Uiso . . . . . . .
H131 H -0.0693 0.0212 0.3210 0.0300 1.0000 Uiso . . . . . . .
H132 H -0.1637 0.1394 0.2462 0.0300 1.0000 Uiso . . . . . . .
H141 H -0.2428 -0.1428 0.2529 0.0351 1.0000 Uiso . . . . . . .
H142 H -0.2075 -0.0696 0.1423 0.0351 1.0000 Uiso . . . . . . .
H151 H -0.5603 0.0503 0.2350 0.0292 1.0000 Uiso . . . . . . .
H152 H -0.4659 -0.0661 0.3121 0.0292 1.0000 Uiso . . . . . . .
H161 H -0.4267 0.1429 0.4123 0.0355 1.0000 Uiso . . . . . . .
H162 H -0.3887 0.2145 0.3021 0.0355 1.0000 Uiso . . . . . . .
H171 H 0.0036 0.2327 0.4062 0.0253 1.0000 Uiso . . . . . . .
H312 H -0.4101 0.0542 0.1148 0.0305 1.0000 Uiso . . . . . . .
H1001 H 0.0920 0.2079 1.1428 0.0497 1.0000 Uiso . . . . . . .
H1002 H -0.0170 0.3158 1.1310 0.0493 1.0000 Uiso . . . . . . .
H1011 H 0.3844 0.6279 1.1915 0.0434 1.0000 Uiso . . . . . . .
H1012 H 0.4366 0.5107 1.1962 0.0434 1.0000 Uiso . . . . . . .
H1021 H 0.3671 0.2561 0.9620 0.0494 1.0000 Uiso . . . . . . .
H1022 H 0.4264 0.3255 1.0496 0.0492 1.0000 Uiso . . . . . . .
H1031 H 0.2299 0.1241 1.0676 0.0408 0.5000 Uiso . . . 1 1 . .
H1032 H 0.1963 -0.0225 1.0737 0.0410 0.5000 Uiso . . . 1 1 . .
H1041 H -0.3324 0.2382 -0.0418 0.0529 1.0000 Uiso . . . . . . .
H1042 H -0.4185 0.1442 -0.0888 0.0529 1.0000 Uiso . . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.5109(16)
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 . C3 . 1.474(6) yes
C1 . C2 . 1.487(7) yes
C1 . N1 . 1.461(6) yes
C1 . H11 . 0.950 no
C2 . C3 . 1.494(7) yes
C2 . H21 . 0.951 no
C2 . H22 . 0.950 no
C3 . H31 . 0.950 no
C3 . H32 . 0.950 no
C4 . C9 . 1.397(7) yes
C4 . C17 . 1.402(7) yes
C4 . N1 . 1.399(6) yes
C5 . C6 . 1.380(7) yes
C5 . N1 . 1.351(6) yes
C5 . H51 . 0.950 no
C6 . C7 . 1.496(7) yes
C6 . C8 . 1.441(6) yes
C7 . O1 . 1.261(6) yes
C7 . O2 . 1.264(6) yes
C8 . C9 . 1.475(6) yes
C8 . O3 . 1.252(5) yes
C9 . C10 . 1.411(7) yes
C10 . C11 . 1.355(7) yes
C10 . H101 . 0.950 no
C11 . C12 . 1.404(7) yes
C11 . F1 . 1.365(5) yes
C12 . C17 . 1.391(7) yes
C12 . N2 . 1.415(6) yes
C13 . C14 . 1.538(7) yes
C13 . N2 . 1.464(7) yes
C13 . H131 . 0.950 no
C13 . H132 . 0.950 no
C14 . N3 . 1.476(7) yes
C14 . H141 . 0.950 no
C14 . H142 . 0.950 no
C15 . C16 . 1.518(7) yes
C15 . N3 . 1.474(7) yes
C15 . H151 . 0.951 no
C15 . H152 . 0.949 no
C16 . N2 . 1.497(6) yes
C16 . H161 . 0.950 no
C16 . H162 . 0.950 no
C17 . H171 . 0.950 no
O2 . Na1 . 2.445(4) yes
O3 . Na1 2_567 2.442(4) yes
O3 . Na1 . 2.406(4) yes
N3 . H312 . 0.881 no
Na1 . O100 . 2.362(4) yes
Na1 . O101 . 2.425(4) yes
Na1 . O102 . 2.472(4) yes
O100 . H1001 . 0.851 no
O100 . H1002 . 0.826 no
O101 . H1011 . 0.840 no
O101 . H1012 . 0.838 no
O102 . H1021 . 0.835 no
O102 . H1022 . 0.834 no
O1031 . H1031 . 0.845 no
O1031 . H1032 . 0.820 no
O104 . H1041 . 0.828 no
O104 . H1042 . 0.846 no
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
C3 . C1 . C2 . 60.6(3) yes
C3 . C1 . N1 . 118.9(4) yes
C2 . C1 . N1 . 119.8(4) yes
C3 . C1 . H11 . 115.5 no
C2 . C1 . H11 . 115.5 no
N1 . C1 . H11 . 115.5 no
C1 . C3 . C2 . 60.1(3) yes
C1 . C3 . H31 . 120.0 no
C2 . C3 . H31 . 120.0 no
C1 . C3 . H32 . 120.0 no
C2 . C3 . H32 . 120.0 no
H31 . C3 . H32 . 109.5 no
C3 . C2 . C1 . 59.3(3) yes
C3 . C2 . H21 . 120.1 no
C1 . C2 . H21 . 120.1 no
C3 . C2 . H22 . 120.2 no
C1 . C2 . H22 . 120.2 no
H21 . C2 . H22 . 109.4 no
C9 . C4 . C17 . 120.7(4) yes
C9 . C4 . N1 . 118.7(4) yes
C17 . C4 . N1 . 120.6(4) yes
C6 . C5 . N1 . 125.2(4) yes
C6 . C5 . H51 . 117.4 no
N1 . C5 . H51 . 117.4 no
C5 . C6 . C7 . 116.6(4) yes
C5 . C6 . C8 . 118.9(4) yes
C7 . C6 . C8 . 124.5(4) yes
C6 . C7 . O1 . 117.8(4) yes
C6 . C7 . O2 . 118.0(4) yes
O1 . C7 . O2 . 124.1(4) yes
C6 . C8 . C9 . 115.1(4) yes
C6 . C8 . O3 . 124.7(4) yes
C9 . C8 . O3 . 120.3(4) yes
C8 . C9 . C4 . 122.4(4) yes
C8 . C9 . C10 . 119.5(4) yes
C4 . C9 . C10 . 118.0(4) yes
C9 . C10 . C11 . 119.9(4) yes
C9 . C10 . H101 . 120.0 no
C11 . C10 . H101 . 120.1 no
C10 . C11 . C12 . 123.5(4) yes
C10 . C11 . F1 . 118.0(4) yes
C12 . C11 . F1 . 118.3(4) yes
C11 . C12 . C17 . 116.6(4) yes
C11 . C12 . N2 . 119.6(4) yes
C17 . C12 . N2 . 123.8(4) yes
C14 . C13 . N2 . 109.8(4) yes
C14 . C13 . H131 . 109.4 no
N2 . C13 . H131 . 109.4 no
C14 . C13 . H132 . 109.4 no
N2 . C13 . H132 . 109.4 no
H131 . C13 . H132 . 109.5 no
C13 . C14 . N3 . 113.8(4) yes
C13 . C14 . H141 . 108.4 no
N3 . C14 . H141 . 108.3 no
C13 . C14 . H142 . 108.4 no
N3 . C14 . H142 . 108.4 no
H141 . C14 . H142 . 109.5 no
C16 . C15 . N3 . 113.4(4) yes
C16 . C15 . H151 . 108.4 no
N3 . C15 . H151 . 108.5 no
C16 . C15 . H152 . 108.5 no
N3 . C15 . H152 . 108.5 no
H151 . C15 . H152 . 109.5 no
C15 . C16 . N2 . 110.0(4) yes
C15 . C16 . H161 . 109.4 no
N2 . C16 . H161 . 109.3 no
C15 . C16 . H162 . 109.4 no
N2 . C16 . H162 . 109.3 no
H161 . C16 . H162 . 109.5 no
C4 . C17 . C12 . 121.1(4) yes
C4 . C17 . H171 . 119.5 no
C12 . C17 . H171 . 119.4 no
C7 . O2 . Na1 . 111.2(3) yes
Na1 2_567 O3 . C8 . 131.3(3) yes
Na1 2_567 O3 . Na1 . 90.37(14) yes
C8 . O3 . Na1 . 124.1(3) yes
C1 . N1 . C4 . 120.4(4) yes
C1 . N1 . C5 . 120.0(4) yes
C4 . N1 . C5 . 119.6(4) yes
C16 . N2 . C13 . 110.7(4) yes
C16 . N2 . C12 . 114.7(4) yes
C13 . N2 . C12 . 116.3(4) yes
C14 . N3 . C15 . 109.3(4) yes
C14 . N3 . H312 . 109.5 no
C15 . N3 . H312 . 109.5 no
O3 . Na1 . O3 2_567 89.63(15) yes
O3 . Na1 . O2 . 71.75(13) yes
O3 2_567 Na1 . O2 . 96.07(15) yes
O3 . Na1 . O100 . 93.53(14) yes
O3 2_567 Na1 . O100 . 77.61(14) yes
O2 . Na1 . O100 . 164.18(15) yes
O3 . Na1 . O101 . 157.51(15) yes
O3 2_567 Na1 . O101 . 100.06(14) yes
O2 . Na1 . O101 . 86.97(14) yes
O100 . Na1 . O101 . 108.31(15) yes
O3 . Na1 . O102 . 87.03(14) yes
O3 2_567 Na1 . O102 . 170.35(15) yes
O2 . Na1 . O102 . 91.49(15) yes
O100 . Na1 . O102 . 93.55(15) yes
O101 . Na1 . O102 . 86.30(14) yes
Na1 . O100 . H1001 . 101.8 no
Na1 . O100 . H1002 . 88.7 no
H1001 . O100 . H1002 . 117.7 no
Na1 . O101 . H1011 . 103.6 no
Na1 . O101 . H1012 . 97.8 no
H1011 . O101 . H1012 . 92.0 no
Na1 . O102 . H1021 . 135.4 no
Na1 . O102 . H1022 . 103.7 no
H1021 . O102 . H1022 . 95.6 no
H1031 . O1031 . H1032 . 119.7 no
H1041 . O104 . H1042 . 98.3 no


