 
#  CIF produced by WinGX routine CIF_UPDATE
#  Created on 2000-09-01 at 09:20:41
#  Using CIFtbx version 2.6.2 16 Jun 1998
 
#  Dictionary name : cif_core.dic
#  Dictionary vers : 2.1
#  Request file    : c:\wingx\files\archive.dat
#  CIF files read  : ljf010 dreduc struct
 
 
data_ljf010
 
_audit_creation_date            2000-09-01T09:20:41-00:00
_audit_creation_method         'WinGX routine CIF_UPDATE'
_audit_conform_dict_name        cif_core.dic
_audit_conform_dict_version     2.1
_audit_conform_dict_location    ftp://ftp.iucr.org/pub/cif_core.dic
#
#------------------ SUBMISSION DETAILS --------------------------------------#
 
# Name and address of author for correspondence
 
_publ_contact_author_name      'Farrugia, Louis J.'
_publ_contact_author_address
;
Department of Chemistry
University of Glasgow
Glasgow G12 8QQ
Scotland  UK
;
_publ_contact_author_email       louis@chem.gla.ac.uk
_publ_contact_author_fax         '44(141)3304888'
_publ_contact_author_phone       '44(141)3305137'

_publ_contact_letter           
;
Date of submission 01/09/2000
 
Please consider this CIF for deposition as a private communication from the
following authors.
;
loop_
_publ_author_name
_publ_author_address
'Farrugia, Louis J.'
;
Department of Chemistry
University of Glasgow
Glasgow G12 8QQ
Scotland  UK
;

'Hartley, Richard C.'
;
Department of Chemistry
University of Glasgow
Glasgow G12 8QQ
Scotland  UK
;

'Woodland, Andrew'
;
Department of Chemistry
University of Glasgow
Glasgow G12 8QQ
Scotland  UK
;
_publ_requested_category        FO
_publ_requested_journal         'private communication'
 
 
#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#
 
_chemical_name_systematic
;
 ?
;
_chemical_formula_moiety                'C14 H16 O3'
_chemical_formula_structural            'C14 H16 O3'
_chemical_formula_sum                   'C14 H16 O3'
_chemical_formula_weight                232.27
_chemical_compound_source               'synthesis as described'
 
#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#
 
_symmetry_cell_setting                  triclinic
_symmetry_space_group_name_H-M          'P -1'
_symmetry_space_group_name_Hall         '-P 1'
_symmetry_Int_Tables_number             2
loop_
    _symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
 
_cell_length_a                          7.0002(3)
_cell_length_b                          7.8758(5)
_cell_length_c                          12.3331(7)
_cell_angle_alpha                       83.206(3)
_cell_angle_beta                        74.317(3)
_cell_angle_gamma                       78.874(4)
_cell_volume                            640.76(6)
_cell_formula_units_Z                   2
_cell_measurement_temperature           291(2)
_cell_measurement_reflns_used           1761
_cell_measurement_theta_min             3.395
_cell_measurement_theta_max             24.713
_cell_measurement_wavelength            0.71073
 
#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#
 
_exptl_crystal_description              prism
_exptl_crystal_colour                   colourless
_exptl_crystal_size_max                 0.4
_exptl_crystal_size_mid                 0.3
_exptl_crystal_size_min                 0.3
_exptl_crystal_density_diffrn           1.204
_exptl_crystal_density_method           'not measured'
_exptl_crystal_F_000                    248
_exptl_special_details
;
 ?
;
 
#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#
 
_exptl_absorpt_coefficient_mu           0.084
_exptl_absorpt_correction_type          none
 
#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#
 
_diffrn_source                          'Enraf Nonius FR590'
_diffrn_ambient_temperature             291(2)
_diffrn_radiation_wavelength            0.71073
_diffrn_radiation_type                  MoK\a
_diffrn_radiation_monochromator         graphite
_diffrn_radiation_probe                 x-ray
_diffrn_detector                        'CCD plate'
_diffrn_orient_matrix_type              'by Nonius Collect from scalepack cell'
_diffrn_orient_matrix_ub_11             0.100247
_diffrn_orient_matrix_ub_12             -0.10962
_diffrn_orient_matrix_ub_13             -0.243353E-1
_diffrn_orient_matrix_ub_21             0.22641E-1
_diffrn_orient_matrix_ub_22             0.738402E-1
_diffrn_orient_matrix_ub_23             -0.104224
_diffrn_orient_matrix_ub_31             0.386076E-1
_diffrn_orient_matrix_ub_32             0.529342E-1
_diffrn_orient_matrix_ub_33             0.532448E-1
_diffrn_measurement_device              '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type         KappaCCD
_diffrn_measurement_method              CCD
_diffrn_reflns_number                   3631
_diffrn_reflns_av_R_equivalents         0.021
_diffrn_reflns_av_unetI/netI            0.04
_diffrn_reflns_limit_h_min              -8
_diffrn_reflns_limit_h_max              8
_diffrn_reflns_limit_k_min              -9
_diffrn_reflns_limit_k_max              8
_diffrn_reflns_limit_l_min              -14
_diffrn_reflns_limit_l_max              14
_diffrn_reflns_theta_min                3.99
_diffrn_reflns_theta_max                24.72
_diffrn_reflns_theta_full               24.72
_diffrn_measured_fraction_theta_full
                                        0.989
_diffrn_measured_fraction_theta_max
                                        0.989
_reflns_number_total                    2173
_reflns_number_gt                       1485
_reflns_threshold_expression            >2sigma(I)
 
#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#
 
_computing_data_collection              'Collect (Nonius BV, 1997-2000)'
_computing_cell_refinement
                                       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction
                             'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_refinement         'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics           'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material
                                   'WinGX publication routines (Farrugia, 1999)'
 
#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#
 
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef        Fsqd
_refine_ls_matrix_type                  full
_refine_ls_weighting_scheme             calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0702P)²+0.0456P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary            direct
_atom_sites_solution_secondary          difmap
_atom_sites_solution_hydrogens          geom
_refine_ls_hydrogen_treatment           mixed
_refine_ls_extinction_method            none
_refine_ls_number_reflns                2173
_refine_ls_number_parameters            156
_refine_ls_number_restraints            0
_refine_ls_R_factor_all                 0.0733
_refine_ls_R_factor_gt                  0.047
_refine_ls_wR_factor_ref                0.1388
_refine_ls_wR_factor_gt                 0.1219
_refine_ls_goodness_of_fit_ref          1.04
_refine_ls_restrained_S_all             1.04
_refine_ls_shift/su_max                 0
_refine_ls_shift/su_mean                0
_refine_diff_density_max                0.133
_refine_diff_density_min                -0.117
_refine_diff_density_rms                0.025
 
#----------------------------------------------------------------------------#
#                   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
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 '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'
 
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
O11 O 1.09855(17) 1.11558(16) -0.31269(10) 0.0828(4) Uani 1 1 d . . .
C102 C 1.0520(2) 0.7990(2) -0.06882(13) 0.0638(5) Uani 1 1 d . . .
H102 H 1.131 0.7304 -0.0251 0.077 Uiso 1 1 calc R . .
C104 C 1.0279(2) 1.0074(2) -0.22269(13) 0.0588(4) Uani 1 1 d . . .
C1 C 0.7603(2) 0.6763(2) 0.05248(13) 0.0602(4) Uani 1 1 d . . .
H1 H 0.8474 0.616 0.0944 0.072 Uiso 1 1 calc R . .
C5 C 0.2507(2) 0.3792(2) 0.31370(13) 0.0618(4) Uani 1 1 d . . .
C106 C 0.7357(2) 0.8981(2) -0.10941(13) 0.0604(4) Uani 1 1 d . . .
H106 H 0.5983 0.8974 -0.0943 0.072 Uiso 1 1 calc R . .
C3 C 0.4987(2) 0.5294(2) 0.17979(13) 0.0616(4) Uani 1 1 d . . .
H3 H 0.5918 0.4673 0.2174 0.074 Uiso 1 1 calc R . .
O51 O 0.05064(15) 0.39033(15) 0.34744(9) 0.0696(4) Uani 1 1 d . . .
O5 O 0.36396(17) 0.28023(17) 0.35830(11) 0.0864(5) Uani 1 1 d . . .
C11 C 1.3079(3) 1.1255(3) -0.34411(17) 0.0849(6) Uani 1 1 d . . .
H11A H 1.3426 1.1692 -0.2838 0.127 Uiso 1 1 calc R . .
H11B H 1.3371 1.2019 -0.4109 0.127 Uiso 1 1 calc R . .
H11C H 1.3848 1.012 -0.3588 0.127 Uiso 1 1 calc R . .
C105 C 0.8229(2) 1.0033(2) -0.19699(14) 0.0658(5) Uani 1 1 d . . .
H105 H 0.7442 1.0733 -0.2403 0.079 Uiso 1 1 calc R . .
C51 C -0.0231(3) 0.2773(3) 0.44533(15) 0.0788(6) Uani 1 1 d . . .
H51A H 0.0224 0.3009 0.5088 0.095 Uiso 1 1 calc R . .
H51B H 0.0279 0.157 0.4292 0.095 Uiso 1 1 calc R . .
C52 C -0.2441(3) 0.3097(3) 0.47272(17) 0.0990(7) Uani 1 1 d . . .
H52A H -0.2934 0.4281 0.4907 0.148 Uiso 1 1 calc R . .
H52B H -0.2956 0.2339 0.5364 0.148 Uiso 1 1 calc R . .
H52C H -0.2878 0.288 0.409 0.148 Uiso 1 1 calc R . .
C4 C 0.3096(2) 0.5019(2) 0.21751(13) 0.0641(5) Uani 1 1 d . . .
H4 H 0.2129 0.5622 0.1818 0.077 Uiso 1 1 calc R . .
C101 C 0.8473(2) 0.79119(19) -0.04165(12) 0.0534(4) Uani 1 1 d . . .
C103 C 1.1424(2) 0.9038(2) -0.15766(14) 0.0637(5) Uani 1 1 d . . .
H103 H 1.2799 0.9046 -0.1736 0.076 Uiso 1 1 calc R . .
C2 C 0.5716(2) 0.6470(2) 0.08587(13) 0.0602(4) Uani 1 1 d . . .
H2 H 0.4809 0.7063 0.0459 0.072 Uiso 1 1 calc R . .
 
 
 
#----------------------------------------------------------------------------#
#                   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
O11 C104 1.3579(18) . ?
O11 C11 1.4260(19) . ?
C102 C103 1.377(2) . ?
C102 C101 1.392(2) . ?
C104 C103 1.375(2) . ?
C104 C105 1.389(2) . ?
C1 C2 1.330(2) . ?
C1 C101 1.456(2) . ?
C5 O5 1.1978(18) . ?
C5 O51 1.3373(18) . ?
C5 C4 1.459(2) . ?
C106 C105 1.361(2) . ?
C106 C101 1.397(2) . ?
C3 C4 1.330(2) . ?
C3 C2 1.438(2) . ?
O51 C51 1.4498(19) . ?
C51 C52 1.469(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
C104 O11 C11 118.65(13) . . ?
C103 C102 C101 122.77(14) . . ?
O11 C104 C103 125.35(14) . . ?
O11 C104 C105 115.73(13) . . ?
C103 C104 C105 118.91(15) . . ?
C2 C1 C101 127.97(15) . . ?
O5 C5 O51 123.21(15) . . ?
O5 C5 C4 125.45(15) . . ?
O51 C5 C4 111.34(14) . . ?
C105 C106 C101 121.66(14) . . ?
C4 C3 C2 125.57(16) . . ?
C5 O51 C51 115.43(13) . . ?
C106 C105 C104 120.95(14) . . ?
O51 C51 C52 108.31(14) . . ?
C3 C4 C5 121.39(15) . . ?
C102 C101 C106 116.15(14) . . ?
C102 C101 C1 120.39(14) . . ?
C106 C101 C1 123.46(14) . . ?
C104 C103 C102 119.56(14) . . ?
C1 C2 C3 124.23(15) . . ?
 
