#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/36/2003646.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2003646
loop_
_publ_author_name
'Wireko, F. C.'
'Matthews, R. S.'
'Thoman, S. M.'
'Hennes, D. H.'
'Sickman, L. H.'
_publ_section_title
;
 An Unexpected Intermediate in the Synthesis of Substituted Pyridones
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1404
_journal_page_last               1407
_journal_paper_doi               10.1107/S0108270195001259
_journal_volume                  51
_journal_year                    1995
_chemical_formula_moiety         'C15 H20 N2 O3'
_chemical_formula_sum            'C15 H20 N2 O3'
_chemical_formula_weight         276.3
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_atom_type_scat_source           'SHELXTL-Plus (Sheldrick, 1990)'
_cell_angle_alpha                90.
_cell_angle_beta                 109.31(1)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   9.248(2)
_cell_length_b                   16.521(4)
_cell_length_c                   10.359(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    294
_cell_measurement_theta_max      22
_cell_measurement_theta_min      15
_cell_volume                     1493.7(6)
_diffrn_measurement_device       'Rigaku AFC5R RU200'
_diffrn_measurement_method       θ-2θ
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.540598
_diffrn_reflns_av_R_equivalents  0.02
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            2476
_diffrn_reflns_theta_max         120
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.67
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.2
_exptl_crystal_description       plate
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.25
_refine_diff_density_min         -0.19
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   2.43
_refine_ls_number_parameters     181
_refine_ls_number_reflns         1529
_refine_ls_R_factor_obs          0.052
_refine_ls_shift/esd_max         0.006
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/σ²(F)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.035
_reflns_number_observed          1529
_reflns_number_total             2224
_reflns_observed_criterion       F>=4\s(F)
_cod_data_source_file            cr1149.cif
_cod_data_source_block           cr1149a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/\s^2^(F)' was changed to
'calc'. New tag '_refine_ls_weighting_details' was created. The value
of the new tag was set to 'w = 1/\s^2^(F)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/a'
_cod_database_code               2003646
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2+x,1/2-y,z
-x,-y,-z
1/2-x,1/2+y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
O(1) .1969(2) .8675(1) .0022(2) .048(1)
O(2) -.0063(3) .7331(1) -.1773(2) .075(1)
O(1W) .0607(2) .5686(1) -.1286(3) .092(1)
N(1) -.0059(3) .9778(2) -.2106(3) .052(1)
N(2) .2565(3) .9894(2) -.1526(3) .054(1)
C(1) .1458(3) .8529(2) -.1418(3) .042(1)
C(2) -.0078(4) .8078(2) -.1812(3) .052(1)
C(3) -.1383(4) .8563(2) -.2061(3) .066(2)
C(4) -.1303(4) .9388(2) -.2107(3) .064(2)
C(5) .1314(3) .9339(2) -.2149(3) .044(1)
C(6) .1160(4) .9170(2) -.3645(3) .070(2)
C(7) .0241(4) 1.0646(2) -.1961(4) .067(2)
C(8) .1893(4) 1.0709(2) -.1907(4) .070(2)
C(9) .2643(5) .7974(2) .0784(3) .086(2)
C(10) .3365(4) .8200(2) .2264(4) .060(2)
C(11) .2911(4) .7787(2) .3215(4) .074(2)
C(12) .3584(6) .7977(3) .4597(5) .097(3)
C(13) .4642(6) .8565(3) .4969(5) .116(3)
C(14) .5069(5) .8975(3) .4034(6) .110(3)
C(15) .4419(5) .8788(2) .2666(5) .080(2)
H(1WA) .0504 .6246 -.1280 .080
H(1WB) -.0324 .5491 -.1391 .080
H(2N) .2836 .9836 -.0686 .080
H(1A) .2185 .8184 -.1624 .080
H(3A) -.2348 .8320 -.2203 .080
H(4A) -.2130 .9707 -.2146 .080
H(6A) .1128 .9691 -.4179 .080
H(6B) .2055 .8881 -.3655 .080
H(6C) .0271 .8866 -.4109 .080
H(7A) -.0454 1.0957 -.2733 .080
H(7B) .0118 1.0852 -.1094 .080
H(8A) .2540 1.1121 -.1235 .080
H(8B) .1991 1.0868 -.2765 .080
H(9A) .3473 .7883 .0472 .080
H(9B) .1709 .7478 .0559 .080
H(11A) .2140 .7386 .2958 .080
H(12A) .3307 .7656 .5242 .080
H(13A) .5037 .8676 .5897 .080
H(14A) .5771 .9442 .4222 .080
H(15A) .4660 .9115 .1948 .080
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(1) O(1) C(9) 112.0(2) yes
C(4) N(1) C(5) 121.2(3) yes
C(4) N(1) C(7) 128.1(3) yes
C(5) N(1) C(7) 110.5(3) yes
C(5) N(2) C(8) 104.7(2) yes
O(1) C(1) C(2) 108.5(3) yes
O(1) C(1) C(5) 108.4(2) yes
C(2) C(1) C(5) 111.9(2) yes
O(2) C(2) C(1) 118.5(3) yes
O(2) C(2) C(3) 125.3(3) yes
C(1) C(2) C(3) 115.9(3) yes
C(2) C(3) C(4) 121.6(3) yes
N(1) C(4) C(3) 123.1(3) yes
N(1) C(5) N(2) 104.1(2) yes
N(1) C(5) C(1) 110.6(3) yes
N(2) C(5) C(1) 114.2(2) yes
N(1) C(5) C(6) 109.0(2) yes
N(2) C(5) C(6) 111.0(3) yes
C(1) C(5) C(6) 107.8(2) yes
N(1) C(7) C(8) 103.1(3) yes
N(2) C(8) C(7) 106.1(3) yes
O(1) C(9) C(10) 109.2(3) yes
C(9) C(10) C(11) 118.1(3) yes
C(9) C(10) C(15) 121.9(4) yes
C(11) C(10) C(15) 120.0(4) yes
C(10) C(11) C(12) 119.1(4) yes
C(11) C(12) C(13) 119.5(5) yes
C(12) C(13) C(14) 121.2(5) yes
C(13) C(14) C(15) 119.7(4) yes
C(10) C(15) C(14) 120.4(5) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(1) 1.428(4) yes
O(1) C(9) 1.424(4) yes
O(2) C(2) 1.235(4) yes
N(1) C(4) 1.319(5) yes
N(1) C(5) 1.476(4) yes
N(1) C(7) 1.459(4) yes
N(2) C(5) 1.450(4) yes
N(2) C(8) 1.480(4) yes
C(1) C(2) 1.535(4) yes
C(1) C(5) 1.521(4) yes
C(2) C(3) 1.400(5) yes
C(3) C(4) 1.365(5) yes
C(5) C(6) 1.534(5) yes
C(7) C(8) 1.514(5) yes
C(9) C(10) 1.503(5) yes
C(10) C(11) 1.373(6) yes
C(10) C(15) 1.342(5) yes
C(11) C(12) 1.394(6) yes
C(12) C(13) 1.341(7) yes
C(13) C(14) 1.344(9) yes
C(14) C(15) 1.379(7) yes
