#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:17:07 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178378 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/00/4020028.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_4020028
loop_
_publ_author_name
'Albert Padwa'
'Paitoon Rashatasakhon'
'Ayse Daut Ozdemir'
'Jerremey Willis'
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              519
_journal_page_last               528
_journal_paper_doi               10.1021/jo048314i
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C13 H18 Cl N O'
_chemical_formula_weight         239.73
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   14.1821(4)
_cell_length_b                   11.6288(4)
_cell_length_c                   14.4777(4)
_cell_measurement_reflns_used    6723
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      66.20
_cell_measurement_theta_min      3.05
_cell_volume                     2387.67(13)
_diffrn_ambient_temperature      173(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         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_av_sigmaI/netI    0.0198
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10297
_diffrn_reflns_theta_max         66.19
_diffrn_reflns_theta_min         5.79
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_exptl_absorpt_coefficient_mu    2.646
_exptl_absorpt_correction_T_max  0.7778
_exptl_absorpt_correction_T_min  0.5937
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2.08, Sheldrick 2003'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.215
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         2002
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.215
_refine_ls_R_factor_all          0.0514
_refine_ls_R_factor_gt           0.0463
_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)+(0.0530P)²+1.6000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1156
_refine_ls_wR_factor_ref         0.1181
_reflns_number_gt                1801
_reflns_number_total             2002
_reflns_threshold_expression     >2sigma(I)
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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 
;
_cod_original_sg_symbol_H-M      Pbca
_cod_database_code               4020028
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, 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
C1 C 0.20189(16) 0.7538(2) 0.78016(16) 0.0272(5) Uani 1 1 d . . .
C2 C 0.1616(2) 0.7207(2) 0.68721(18) 0.0325(6) Uani 1 1 d . . .
C3 C 0.13904(17) 0.8347(2) 0.63803(15) 0.0274(5) Uani 1 1 d . . .
C4 C 0.04979(19) 0.8264(2) 0.57757(18) 0.0357(6) Uani 1 1 d . . .
C5 C -0.0408(2) 0.8224(2) 0.6338(2) 0.0393(7) Uani 1 1 d . . .
C6 C -0.05462(18) 0.9320(2) 0.6897(2) 0.0357(6) Uani 1 1 d . . .
C7 C 0.02960(15) 0.95793(19) 0.75182(16) 0.0260(5) Uani 1 1 d . . .
C8 C 0.12461(16) 0.91383(19) 0.72090(14) 0.0216(5) Uani 1 1 d . . .
C9 C 0.19180(18) 0.9220(2) 0.88362(15) 0.0270(5) Uani 1 1 d . . .
C10 C 0.09905(18) 0.9795(2) 0.91397(18) 0.0329(6) Uani 1 1 d . . .
C11 C 0.01345(19) 0.9465(2) 0.85503(17) 0.0328(6) Uani 1 1 d . . .
C12 C 0.2247(2) 0.8719(3) 0.58089(18) 0.0374(6) Uani 1 1 d . . .
C13 C 0.10624(17) 1.0401(2) 0.72101(16) 0.0276(5) Uani 1 1 d . . .
Cl1 Cl 0.09325(5) 1.11978(5) 0.61778(4) 0.0415(2) Uani 1 1 d . . .
H1 H 0.0851(17) 0.962(2) 0.978(2) 0.038(7) Uiso 1 1 d . . .
H2 H 0.2406(19) 0.977(2) 0.8836(17) 0.032(7) Uiso 1 1 d . . .
H3 H 0.215(2) 0.946(3) 0.556(2) 0.050(9) Uiso 1 1 d . . .
H4 H -0.066(2) 0.998(3) 0.648(2) 0.048(8) Uiso 1 1 d . . .
H5 H 0.105(2) 0.681(2) 0.7010(19) 0.038(8) Uiso 1 1 d . . .
H6 H 0.2135(19) 0.861(2) 0.9256(19) 0.036(7) Uiso 1 1 d . . .
H7 H 0.1063(17) 1.060(2) 0.9127(18) 0.030(7) Uiso 1 1 d . . .
H8 H 0.234(2) 0.818(2) 0.528(2) 0.050(8) Uiso 1 1 d . . .
H9 H 0.1358(17) 1.083(2) 0.7647(16) 0.021(6) Uiso 1 1 d . . .
H10 H -0.005(2) 0.867(2) 0.8694(18) 0.038(7) Uiso 1 1 d . . .
H11 H 0.0492(17) 0.893(2) 0.5362(17) 0.024(6) Uiso 1 1 d . . .
H12 H 0.203(2) 0.674(2) 0.6543(18) 0.035(7) Uiso 1 1 d . . .
H13 H -0.1108(19) 0.926(2) 0.7279(18) 0.034(7) Uiso 1 1 d . . .
H14 H 0.282(2) 0.878(2) 0.619(2) 0.047(8) Uiso 1 1 d . . .
H15 H -0.0381(19) 0.758(3) 0.676(2) 0.043(8) Uiso 1 1 d . . .
H16 H -0.040(2) 0.991(3) 0.8746(19) 0.045(8) Uiso 1 1 d . . .
H17 H -0.093(2) 0.810(2) 0.596(2) 0.037(7) Uiso 1 1 d . . .
H18 H 0.0580(17) 0.757(2) 0.5368(18) 0.035(7) Uiso 1 1 d . . .
N1 N 0.18392(13) 0.86697(15) 0.79318(12) 0.0218(4) Uani 1 1 d . . .
O1 O 0.24172(13) 0.69110(14) 0.83579(12) 0.0372(5) Uani 1 1 d . . .
