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###        Electronic paper (Acta Crystallographica Section E)             ###
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#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
# for Authors for Section E, and has been peer reviewed under the auspices   #
# of the IUCr Commission on Journals.                                        #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
#                                                                            #
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data_I
_audit_creation_method     CRYSTALS_ver_12.39
_chemical_name_systematic     ?
_chemical_formula_moiety     'C5 H8 O3'
_chemical_formula_sum     'C5 H8 O3'
_chemical_formula_iupac     'C5 H8 O3'
_chemical_formula_weight     116.12
_chemical_melting_point     ?
_symmetry_cell_setting     'Monoclinic'
_symmetry_space_group_name_H-M     'P 1 21/c 1 '
_symmetry_space_group_name_Hall     '?'
loop_
    _symmetry_equiv_pos_as_xyz
    'x,y,z'
    '-x,-y,-z'
    '-x,y+1/2,-z+1/2'
    'x,-y+1/2,z+1/2'
_cell_length_a     6.0018(2)
_cell_length_b     8.0384(3)
_cell_length_c     12.4802(3)
_cell_angle_alpha     90
_cell_angle_beta     95.5132(17)
_cell_angle_gamma     90
_cell_volume     599.32(3)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     1392
_cell_measurement_theta_min     5
_cell_measurement_theta_max     27
_cell_measurement_temperature     150
_exptl_crystal_description     'cylinder'
_exptl_crystal_colour     'colourless'
_exptl_crystal_size_max     0.70
_exptl_crystal_size_mid     0.30
_exptl_crystal_size_min     0.30
_exptl_crystal_size_rad     0.30
_exptl_crystal_density_diffrn     1.287
_exptl_crystal_density_meas     ?
_exptl_crystal_F_000     248
_exptl_absorpt_coefficient_mu     0.107
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(DENZO/SCALEPACK; Otwinowski & Minor, 1997)'
_exptl_absorpt_correction_T_min     0.68
_exptl_absorpt_correction_T_max     0.95
_diffrn_ambient_temperature     150
_diffrn_radiation_type     'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator     'graphite'
_diffrn_measurement_device_type     'Nonius KappaCCD'
_diffrn_measurement_method     \w
_diffrn_reflns_number     2531
_diffrn_reflns_av_R_equivalents     0.022
_diffrn_reflns_theta_min     5.540
_diffrn_reflns_theta_max     27.460
_diffrn_reflns_theta_full     27.460
_diffrn_measured_fraction_theta_max     0.985
_diffrn_measured_fraction_theta_full     0.985
_diffrn_reflns_limit_h_min     -7
_diffrn_reflns_limit_h_max     7
_diffrn_reflns_limit_k_min     -10
_diffrn_reflns_limit_k_max     10
_diffrn_reflns_limit_l_min     -16
_diffrn_reflns_limit_l_max     16
_diffrn_standards_number     0
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     ?
_reflns_number_total     1343
_reflns_number_gt     1184
_reflns_threshold_expression     I>2\s(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0417
_refine_ls_R_factor_gt     0.0363
_refine_ls_wR_factor_all     0.0954
_refine_ls_wR_factor_gt     0.0924
_refine_ls_wR_factor_ref     0.0954
_refine_ls_goodness_of_fit_ref     1.0074
_refine_ls_number_reflns     1343
_refine_ls_number_parameters     106
_refine_ls_number_restraints     34
_refine_ls_hydrogen_treatment     refxyz
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
;
w=1/[\s^2^(F)+0.04 + 0.19P] where P = (max(F~o~^2^, 0)+2F~c~^2^)/3
;
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_refine_ls_shift/su_max     0.000179
_refine_diff_density_max     0.25
_refine_diff_density_min     -0.22
_refine_ls_extinction_method     'None'
loop_
    _atom_type_symbol
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    C 0.0033 0.0016 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
    H 0.0000 0.0000 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
    O 0.0106 0.0060 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'COLLECT (Nonius, 1997)'
_computing_cell_refinement     'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_reduction     'DENZO/SCALEPACK'
_computing_structure_solution     'SIR92 (Altomare <i>et al.</i>, 1994)'
_computing_structure_refinement     'CRYSTALS (Betteridge <i>et al.</i>, 2003)'
_computing_molecular_graphics     'CAMERON (Watkin <i>et al.</i>, 1996)'
_computing_publication_material     'CRYSTALS'
loop_
    _atom_site_label
    _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_disorder_assembly
    _atom_site_disorder_group
    _atom_site_type_symbol
    C1 0.98275(18) 0.27935(14) 0.16468(9) 0.0295 Uani 1.0000 . . C
    C2 0.8961(2) 0.29879(15) 0.27279(9) 0.0326 Uani 1.0000 . . C
    C3 0.71045(17) 0.42745(13) 0.27155(8) 0.0266 Uani 1.0000 . . C
    O4 0.68130(14) 0.52847(11) 0.19950(7) 0.0377 Uani 1.0000 . . O
    C5 0.5717(2) 0.41962(18) 0.36442(10) 0.0374 Uani 1.0000 . . C
    O6 1.15380(13) 0.38125(11) 0.15274(6) 0.0336 Uani 1.0000 . . O
    C7 1.2470(2) 0.3743(2) 0.05022(10) 0.0447 Uani 1.0000 . . C
    O8 0.90835(17) 0.18382(13) 0.09654(8) 0.0499 Uani 1.0000 . . O
    H21 0.839(2) 0.1936(17) 0.2936(10) 0.0468 Uiso 1.0000 . . H
    H22 1.014(2) 0.3354(17) 0.3247(11) 0.0469 Uiso 1.0000 . . H
    H51 0.472(3) 0.5128(19) 0.3641(12) 0.0651 Uiso 1.0000 . . H
    H52 0.489(3) 0.3144(18) 0.3609(12) 0.0660 Uiso 1.0000 . . H
    H53 0.669(2) 0.418(2) 0.4325(11) 0.0652 Uiso 1.0000 . . H
    H71 1.382(4) 0.438(4) 0.056(2) 0.0803 Uiso 0.5000 1 1 H
    H72 1.138(4) 0.411(4) -0.0067(17) 0.0792 Uiso 0.5000 1 1 H
    H73 1.281(5) 0.259(2) 0.037(2) 0.0794 Uiso 0.5000 1 1 H
    H74 1.366(4) 0.295(3) 0.054(2) 0.0796 Uiso 0.5000 1 2 H
    H75 1.307(5) 0.485(3) 0.040(2) 0.0798 Uiso 0.5000 1 2 H
    H76 1.131(4) 0.348(4) -0.0065(17) 0.0794 Uiso 0.5000 1 2 H
loop_
    _atom_site_aniso_label
    _atom_site_aniso_U_11
    _atom_site_aniso_U_22
    _atom_site_aniso_U_33
    _atom_site_aniso_U_12
    _atom_site_aniso_U_13
    _atom_site_aniso_U_23
    C1 0.0310(5) 0.0281(5) 0.0297(5) 0.0021(4) 0.0038(4) 0.0019(4)
    C2 0.0367(6) 0.0318(6) 0.0303(6) 0.0053(5) 0.0082(4) 0.0072(4)
    C3 0.0264(5) 0.0263(5) 0.0266(5) -0.0032(4) 0.0006(4) 0.0000(4)
    O4 0.0381(5) 0.0357(5) 0.0392(5) 0.0039(4) 0.0035(3) 0.0119(4)
    C5 0.0353(6) 0.0451(7) 0.0326(6) 0.0034(5) 0.0082(5) 0.0002(5)
    O6 0.0342(4) 0.0409(5) 0.0266(4) -0.0062(3) 0.0067(3) -0.0018(3)
    C7 0.0391(7) 0.0651(9) 0.0316(6) -0.0047(6) 0.0119(5) -0.0002(6)
    O8 0.0563(6) 0.0516(6) 0.0426(5) -0.0191(5) 0.0090(4) -0.0136(4)
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_1
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    C1 C2 . . 1.5001(15) yes
    C1 O6 . . 1.3328(14) yes
    C1 O8 . . 1.1997(14) yes
    C2 C3 . . 1.5191(15) yes
    C2 H21 . . 0.957(13) no
    C2 H22 . . 0.960(13) no
    C3 O4 . . 1.2118(13) yes
    C3 C5 . . 1.4920(15) yes
    C5 H51 . . 0.958(14) no
    C5 H52 . . 0.978(14) no
    C5 H53 . . 0.983(13) no
    O6 C7 . . 1.4458(14) yes
    C7 H71 . . 0.958(18) no
    C7 H72 . . 0.965(18) no
    C7 H73 . . 0.970(18) no
    C7 H74 . . 0.957(18) no
    C7 H75 . . 0.973(18) no
    C7 H76 . . 0.969(18) no
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_2
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C2 C1 O6 . . . 111.96(9) yes
    C2 C1 O8 . . . 124.51(11) yes
    O6 C1 O8 . . . 123.53(10) yes
    C1 C2 C3 . . . 112.28(9) yes
    C1 C2 H21 . . . 108.4(8) no
    C3 C2 H21 . . . 108.9(8) no
    C1 C2 H22 . . . 110.0(8) no
    C3 C2 H22 . . . 107.0(8) no
    H21 C2 H22 . . . 110.4(11) no
    C2 C3 O4 . . . 121.15(10) yes
    C2 C3 C5 . . . 115.27(9) yes
    O4 C3 C5 . . . 123.58(10) yes
    C3 C5 H51 . . . 111.0(9) no
    C3 C5 H52 . . . 108.6(9) no
    H51 C5 H52 . . . 111.2(11) no
    C3 C5 H53 . . . 110.0(9) no
    H51 C5 H53 . . . 109.4(12) no
    H52 C5 H53 . . . 106.4(12) no
    C1 O6 C7 . . . 116.27(9) yes
    O6 C7 H71 . . . 108.2(14) no
    O6 C7 H72 . . . 110.3(15) no
    H71 C7 H72 . . . 113.4(16) no
    O6 C7 H73 . . . 107.2(14) no
    H71 C7 H73 . . . 109.5(16) no
    H72 C7 H73 . . . 108.0(16) no
    O6 C7 H74 . . . 109.6(15) no
    O6 C7 H75 . . . 105.2(15) no
    H74 C7 H75 . . . 109.3(16) no
    O6 C7 H76 . . . 110.0(15) no
    H74 C7 H76 . . . 111.9(16) no
    H75 C7 H76 . . . 110.6(16) no
data_CRYSTALS_cif
_journal_date_recd_electronic     2005-05-20
_journal_date_accepted     2005-06-03
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2005
_journal_volume     61
_journal_issue      8
_journal_page_first     o2422
_journal_page_last     o2423
_journal_paper_category     EO
_journal_coeditor_code     CF6428
_publ_contact_author_name     'Howard Shallard-Brown'
_publ_contact_author_address
;
 Chemical Crystallography Laboratory,
 Chemical Research Laboratory,
 Mansfield Road,
 Oxford University,
 Oxford OX1 3TA, England
;
_publ_contact_author_email     'howard.shallard-brown@lmh.ox.ac.uk'
_publ_contact_author_fax     '+44 1865 285025'
_publ_contact_author_phone     '+44 1865 285025'
_publ_section_title
;
Methyl acetoacetate at 150 K
;
loop_
    _publ_author_name
    _publ_author_address
    'Howard A. Shallard-Brown'
;
 Chemical Crystallography Laboratory,
 Chemistry Research Laboratory,
 Mansfield Road,
 Oxford University,
 Oxford OX1 3TA, England
;
    'David J. Watkin'
;
 Chemical Crystallography Laboratory,
 Chemistry Research Laboratory,
 Mansfield Road,
 Oxford University,
 Oxford OX1 3TA, England
;
    'Andrew R. Cowley'
;
 Chemical Crystallography Laboratory,
 Chemistry Research Laboratory,
 Mansfield Road,
 Oxford University,
 Oxford OX1 3TA, England
;

