# Electronic Supplementary Material (ESI) for New Journal of Chemistry
# This journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2011


data_global
_journal_name_full               'New J.Chem.'

_journal_coden_Cambridge         0440
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'Dr E.Ferrari'
_publ_contact_author_email       erika.ferrari@unimore.it

_publ_section_title              
;
Solvent effect on keto-enol
tautomerism in a new b-diketone:
a comparison between experimental data and
different theoretical approaches.

;
loop_
_publ_author_name
E.Ferrari
M.Saladini
F.Pignedoli
F.Spagnolo
R.Benassi

# Attachment '- cifdep.cif'

#\#CIF_1.1

# CIF produced by WinGX routine CIF_UPDATE
# Created on 2011-09-12 at 17:13:34
# Using CIFtbx version 2.6.2 16 Jun 1998

# Dictionary name : cif_core.dic
# Dictionary vers : 2.3
# Request file : c:\programmi\wingx\files\archive.dat
# CIF files read : new

#
# CCDC ELECTRONIC DATA DEPOSITION FORM (CIF)
#
# This electronic data deposition form can be used:
#
# (a) WHEN SUBMITTING A PAPER TO A JOURNAL FOR PUBLICATION or
# (b) WHEN SUBMITTING A PRIVATE COMMUNICATION TO THE CCDC
#
# A comprehensive archive of CIF resources is maintained by the IUCr
# at its Chester office. This can be accessed
# by anonymous ftp to ftp.iucr.org
# or via the WWW at http://www.iucr.org/cif/home.html
# If data items in this form are not available or not applicable
# then ignore these items
# A few items specific to CCDC input are indicated by _ccdc_
#
# Submission and help information is provided at the end of this form
#-------------------------------------------------------------------------
#1 Global data block identification for start of deposition

#TrackingRef '- cifdep.cif'

#
#-------------------------------------------------------------------------
#SUBMISSION INFORMATION
#
# For a journal send the form to the address specified by the journal
#
# For a private communication to the CCDC send the form to the address
# deposit@ccdc.cam.ac.uk
#
# For up-to-date information on deposition procedures, check the website
# http://www.ccdc.cam.ac.uk/

data_new
_database_code_depnum_ccdc_archive 'CCDC 793140'
#TrackingRef '- cifdep.cif'

_ccdc_journal_depnumber          793140
_audit_creation_date             2011-09-12T17:13:34-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
# CHEMICAL INFORMATION #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
'3-acetyl-4-oxopentanoic acid'
;
_chemical_formula_sum            'C7 H10 O4'
_chemical_formula_weight         158.15

#----------------------------------------------------------------------------#
# UNIT CELL INFORMATION #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P121/n1
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.5153(3)
_cell_length_b                   12.4260(4)
_cell_length_c                   8.7794(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.940(2)
_cell_angle_gamma                90
_cell_volume                     819.75(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)

#----------------------------------------------------------------------------#
# CRYSTAL INFORMATION #
#----------------------------------------------------------------------------#

_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             336
_exptl_special_details           
;
?
;

#----------------------------------------------------------------------------#
# ABSORPTION CORRECTION #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.106
_exptl_absorpt_correction_type   none

#----------------------------------------------------------------------------#
# DATA COLLECTION #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_av_unetI/netI     0.0191
_diffrn_reflns_number            13187
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.17
_diffrn_reflns_theta_max         28.87
_diffrn_reflns_theta_full        28.87
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_reflns_number_total             2125
_reflns_number_gt                1514
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
# COMPUTER PROGRAMS USED #
#----------------------------------------------------------------------------#

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'

#----------------------------------------------------------------------------#
# REFINEMENT INFORMATION #
#----------------------------------------------------------------------------#

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.1423P)^2^+0.1821P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         2125
_refine_ls_number_parameters     115
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0647
_refine_ls_R_factor_gt           0.0453
_refine_ls_wR_factor_ref         0.1718
_refine_ls_wR_factor_gt          0.1485
_refine_ls_goodness_of_fit_ref   0.772
_refine_ls_restrained_S_all      0.772
_refine_ls_shift/su_max          0.111
_refine_ls_shift/su_mean         0.004
_refine_diff_density_max         0.208
_refine_diff_density_min         -0.159
_refine_diff_density_rms         0.036

#----------------------------------------------------------------------------#
# ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.011 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.11504(16) 0.60063(9) 0.42477(17) 0.0707(4) Uani 1 1 d . . .
O2 O -0.14816(17) 0.60938(9) 0.53583(17) 0.0688(4) Uani 1 1 d . . .
H10 H -0.1253 0.5466 0.5569 0.137(11) Uiso 1 1 calc R . .
O3 O 0.2612(2) 0.79952(12) 0.62883(16) 0.0805(5) Uani 1 1 d . . .
O4 O 0.19022(16) 1.00958(9) 0.40319(16) 0.0670(4) Uani 1 1 d . . .
C1 C -0.01387(18) 0.65222(11) 0.46738(16) 0.0464(4) Uani 1 1 d . . .
C2 C -0.03169(18) 0.77052(10) 0.44135(17) 0.0445(3) Uani 1 1 d . . .
H1 H -0.0622 0.8051 0.5365 0.067(5) Uiso 1 1 calc R . .
H2 H -0.1284 0.7833 0.3691 0.074(6) Uiso 1 1 calc R . .
C3 C 0.13759(17) 0.82158(10) 0.38100(16) 0.0413(3) Uani 1 1 d . . .
H3 H 0.1715 0.7831 0.2885 0.050(4) Uiso 1 1 calc R . .
C4 C 0.2909(2) 0.81390(12) 0.49615(19) 0.0526(4) Uani 1 1 d . . .
C5 C 0.4760(2) 0.8240(2) 0.4378(3) 0.0849(7) Uani 1 1 d . . .
H4 H 0.5578 0.833 0.5219 0.149(12) Uiso 1 1 calc R . .
H5 H 0.4828 0.8853 0.3716 0.110(9) Uiso 1 1 calc R . .
H6 H 0.5061 0.7601 0.3823 0.153(13) Uiso 1 1 calc R . .
C6 C 0.10702(19) 0.93987(11) 0.34031(16) 0.0456(3) Uani 1 1 d . . .
C7 C -0.0309(3) 0.96492(15) 0.2205(2) 0.0680(5) Uani 1 1 d . . .
H7 H -0.1439 0.9757 0.2676 0.123(10) Uiso 1 1 calc R . .
H8 H -0.0395 0.906 0.1499 0.121(10) Uiso 1 1 calc R . .
H9 H 0.0023 1.0291 0.1671 0.151(12) Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0630(7) 0.0410(6) 0.1092(10) -0.0002(6) 0.0333(7) 0.0015(5)
O2 0.0663(7) 0.0421(6) 0.0990(10) -0.0018(6) 0.0340(7) -0.0053(5)
O3 0.0755(9) 0.1040(12) 0.0614(8) 0.0144(7) -0.0210(6) 0.0005(7)
O4 0.0693(8) 0.0441(6) 0.0873(9) -0.0051(5) -0.0031(7) -0.0092(5)
C1 0.0476(7) 0.0398(7) 0.0520(8) -0.0045(5) 0.0073(6) -0.0044(5)
C2 0.0413(7) 0.0388(7) 0.0533(8) 0.0006(5) 0.0000(5) -0.0013(5)
C3 0.0414(7) 0.0392(6) 0.0432(7) -0.0006(5) 0.0000(5) -0.0020(5)
C4 0.0464(8) 0.0483(8) 0.0629(10) 0.0042(6) -0.0090(7) 0.0003(6)
C5 0.0422(9) 0.0991(17) 0.1133(18) 0.0034(14) -0.0053(10) -0.0029(9)
C6 0.0479(7) 0.0417(7) 0.0474(7) 0.0030(5) 0.0060(6) -0.0005(5)
C7 0.0812(13) 0.0606(10) 0.0618(10) 0.0134(8) -0.0111(9) 0.0112(9)

#----------------------------------------------------------------------------#
# MOLECULAR GEOMETRY #
#----------------------------------------------------------------------------#

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.2253(18) . ?
O2 C1 1.2973(17) . ?
O3 C4 1.203(2) . ?
O4 C6 1.1978(18) . ?
C1 C2 1.4933(19) . ?
C2 C3 1.5244(18) . ?
C3 C4 1.523(2) . ?
C3 C6 1.5292(18) . ?
C4 C5 1.496(3) . ?
C6 C7 1.497(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 O2 123.49(13) . . ?
O1 C1 C2 122.52(13) . . ?
O2 C1 C2 113.97(12) . . ?
C1 C2 C3 112.93(11) . . ?
C4 C3 C2 111.70(12) . . ?
C4 C3 C6 108.93(11) . . ?
C2 C3 C6 110.99(11) . . ?
O3 C4 C5 122.17(16) . . ?
O3 C4 C3 120.13(14) . . ?
C5 C4 C3 117.70(16) . . ?
O4 C6 C7 121.57(15) . . ?
O4 C6 C3 120.81(13) . . ?
C7 C6 C3 117.62(13) . . ?

_chemical_name_common            "'3-acetyl-4-oxopentanoic acid'"