#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:17:07 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178378 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/00/4020055.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4020055
loop_
_publ_author_name
'Jamie B. Scaglione'
'Nigam P. Rath'
'Douglas F. Covey'
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1089
_journal_page_last               1092
_journal_paper_doi               10.1021/jo048561m
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C14 H22 O2'
_chemical_formula_weight         222.32
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 104.113(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.5550(2)
_cell_length_b                   6.4178(1)
_cell_length_c                   10.1281(2)
_cell_measurement_reflns_used    7836
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.27
_cell_measurement_theta_min      2.20
_cell_volume                     602.33(2)
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0195
_diffrn_reflns_av_sigmaI/netI    0.0302
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            13633
_diffrn_reflns_theta_max         27.99
_diffrn_reflns_theta_min         2.20
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.9874
_exptl_absorpt_correction_T_min  0.9719
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.226
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       recangular
_exptl_crystal_F_000             244
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.16
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.7(11)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     233
_refine_ls_number_reflns         2892
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0409
_refine_ls_R_factor_gt           0.0359
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0495P)²+0.0540P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0855
_refine_ls_wR_factor_ref         0.0885
_reflns_number_gt                2621
_reflns_number_total             2892
_reflns_threshold_expression     >2sigma(I)
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'no' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4020055
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
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 0.21210(13) -0.1413(2) 0.29173(13) 0.0411(3) Uani 1 1 d . . .
H1 H 0.160(2) -0.216(4) 0.256(2) 0.050(7) Uiso 1 1 d . . .
O2 O 0.99125(10) 0.54359(19) 0.27373(11) 0.0323(3) Uani 1 1 d . . .
C1 C 0.25098(15) -0.0230(2) 0.18694(15) 0.0264(3) Uani 1 1 d . . .
H1A H 0.2808(17) -0.119(3) 0.1253(17) 0.029(4) Uiso 1 1 d . . .
C2 C 0.12997(15) 0.1181(3) 0.10414(17) 0.0310(3) Uani 1 1 d . . .
H2A H 0.0840(19) 0.054(3) 0.0200(19) 0.040(5) Uiso 1 1 d . . .
H2B H 0.058(2) 0.145(3) 0.163(2) 0.048(6) Uiso 1 1 d . . .
C3 C 0.20350(14) 0.3245(2) 0.07819(15) 0.0279(3) Uani 1 1 d . . .
H3B H 0.1752(17) 0.366(3) -0.0172(17) 0.028(4) Uiso 1 1 d . . .
H3C H 0.1772(16) 0.444(3) 0.1306(15) 0.022(4) Uiso 1 1 d . . .
C3A C 0.36514(13) 0.2766(2) 0.12836(13) 0.0212(3) Uani 1 1 d . . .
H3A H 0.3899(16) 0.189(3) 0.0545(16) 0.022(4) Uiso 1 1 d . . .
C4 C 0.47296(14) 0.4546(2) 0.16274(15) 0.0236(3) Uani 1 1 d . . .
H4B H 0.4652(18) 0.546(3) 0.0835(17) 0.030(4) Uiso 1 1 d . . .
H4C H 0.4489(17) 0.552(3) 0.2379(17) 0.028(4) Uiso 1 1 d . . .
C4A C 0.62670(13) 0.3660(2) 0.21007(13) 0.0195(3) Uani 1 1 d . . .
H4A H 0.6486(16) 0.295(3) 0.1285(15) 0.022(4) Uiso 1 1 d . . .
C5 C 0.73749(14) 0.5413(2) 0.25490(15) 0.0238(3) Uani 1 1 d . . .
H5A H 0.7130(17) 0.615(3) 0.3293(17) 0.024(4) Uiso 1 1 d . . .
H5B H 0.7332(19) 0.642(3) 0.1824(19) 0.035(5) Uiso 1 1 d . . .
C6 C 0.88969(14) 0.4622(2) 0.30707(14) 0.0232(3) Uani 1 1 d . . .
C7 C 0.90935(14) 0.2823(2) 0.40436(15) 0.0271(3) Uani 1 1 d . . .
H7A H 0.9015(16) 0.338(3) 0.4900(17) 0.027(4) Uiso 1 1 d . . .
H7B H 1.005(2) 0.225(3) 0.4185(19) 0.041(5) Uiso 1 1 d . . .
C8 C 0.79435(14) 0.1120(2) 0.35811(16) 0.0256(3) Uani 1 1 d . . .
H8B H 0.8029(18) 0.008(3) 0.4328(18) 0.034(5) Uiso 1 1 d . . .
H8C H 0.8129(17) 0.038(3) 0.2801(17) 0.027(4) Uiso 1 1 d . . .
C8A C 0.64182(14) 0.2036(2) 0.32446(14) 0.0202(3) Uani 1 1 d . . .
H8A H 0.6319(15) 0.278(2) 0.4076(15) 0.015(3) Uiso 1 1 d . . .
C9 C 0.52563(14) 0.0334(2) 0.28718(14) 0.0220(3) Uani 1 1 d . . .
H9A H 0.5359(17) -0.064(3) 0.3615(16) 0.022(4) Uiso 1 1 d . . .
H9B H 0.5423(17) -0.048(3) 0.2110(16) 0.027(4) Uiso 1 1 d . . .
C9A C 0.37409(13) 0.1287(2) 0.24908(13) 0.0203(3) Uani 1 1 d . . .
C10 C 0.33896(16) 0.2377(3) 0.37171(15) 0.0269(3) Uani 1 1 d . . .
H10A H 0.349(2) 0.141(3) 0.445(2) 0.048(5) Uiso 1 1 d . . .
H10B H 0.246(2) 0.288(3) 0.3527(18) 0.038(5) Uiso 1 1 d . . .
H10C H 0.3979(19) 0.360(3) 0.4038(19) 0.038(5) Uiso 1 1 d . . .
