#------------------------------------------------------------------------------
#$Date: 2016-03-26 14:15:18 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180254 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/40/7114061.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_7114061
loop_
_publ_author_name
'Yamada, Shinji'
'Homma, Akie'
_publ_section_title
;
 N-Substituent effect on the cis???trans geometry of nine-membered lactams
;
_journal_issue                   22
_journal_name_full               'Chemical Communications'
_journal_page_first              2656
_journal_paper_doi               10.1039/b207925a
_journal_year                    2002
_chemical_formula_sum            'C10 H17 N O2'
_chemical_formula_weight         183.25
_chemical_name_systematic
;
1-Acetylazonan-2-one
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 99.370(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.988(2)
_cell_length_b                   7.2178(14)
_cell_length_c                   11.4456(15)
_cell_measurement_temperature    230(2)
_cell_volume                     977.1(3)
_computing_cell_refinement       'Rigaku afc7r'
_computing_data_collection       'Rigaku afc7r'
_computing_molecular_graphics    SHELXTL
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      230(2)
_diffrn_measurement_device       'Rigaku afc7r'
_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  0.0344
_diffrn_reflns_av_sigmaI/netI    0.0109
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            1870
_diffrn_reflns_theta_max         67.98
_diffrn_reflns_theta_min         4.95
_exptl_absorpt_coefficient_mu    0.692
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             400
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.229
_refine_diff_density_min         -0.181
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       0.0660(63)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   2.581
_refine_ls_goodness_of_fit_obs   2.637
_refine_ls_matrix_type           full
_refine_ls_number_parameters     119
_refine_ls_number_reflns         1781
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      2.581
_refine_ls_restrained_S_obs      2.637
_refine_ls_R_factor_all          0.0426
_refine_ls_R_factor_obs          0.0409
_refine_ls_shift/esd_max         -0.059
_refine_ls_shift/esd_mean        0.010
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0565P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1681
_refine_ls_wR_factor_obs         0.1665
_reflns_number_observed          1680
_reflns_number_total             1781
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            b207925a.txt
_cod_data_source_block           shelxl_1a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0565P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' 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^(Fo^2^)+(0.0565P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               7114061
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
O1 O 0.67431(8) 0.49523(13) 0.76142(10) 0.0451(4) Uani 1 d
O2 O 0.44261(9) 0.1995(2) 0.89313(10) 0.0501(4) Uani 1 d
N1 N 0.50780(8) 0.47144(14) 0.83291(9) 0.0283(4) Uani 1 d
C1 C 0.59431(9) 0.5728(2) 0.79207(10) 0.0308(4) Uani 1 d
C2 C 0.58630(10) 0.7819(2) 0.79083(11) 0.0338(4) Uani 1 d
C3 C 0.54842(11) 0.8718(2) 0.66880(11) 0.0373(4) Uani 1 d
C4 C 0.42095(12) 0.8910(2) 0.62678(12) 0.0392(4) Uani 1 d
C5 C 0.36591(12) 0.7396(2) 0.54317(11) 0.0412(4) Uani 1 d
C6 C 0.38277(11) 0.5387(2) 0.58333(11) 0.0356(4) Uani 1 d
C7 C 0.32799(10) 0.4813(2) 0.68919(12) 0.0366(4) Uani 1 d
C8 C 0.39053(10) 0.5397(2) 0.81014(11) 0.0320(4) Uani 1 d
C9 C 0.52396(10) 0.2918(2) 0.87928(10) 0.0328(4) Uani 1 d
C10 C 0.64182(11) 0.2217(2) 0.91816(12) 0.0382(4) Uani 1 d
H1 H 0.5400 0.8290 0.8496 0.057 Uiso 1 d
H2 H 0.6600 0.8248 0.8203 0.057 Uiso 1 d
H3 H 0.5800 0.9956 0.6764 0.057 Uiso 1 d
H4 H 0.5800 0.8000 0.6055 0.057 Uiso 1 d
H5 H 0.3800 0.9071 0.6987 0.057 Uiso 1 d
H6 H 0.4000 1.0106 0.5819 0.057 Uiso 1 d
H7 H 0.2800 0.7695 0.5207 0.057 Uiso 1 d
H8 H 0.4000 0.7501 0.4586 0.057 Uiso 1 d
H9 H 0.3400 0.4641 0.5150 0.057 Uiso 1 d
H10 H 0.4600 0.5023 0.5994 0.057 Uiso 1 d
H11 H 0.2600 0.5290 0.6817 0.057 Uiso 1 d
H12 H 0.3200 0.3418 0.6930 0.057 Uiso 1 d
H13 H 0.4000 0.6757 0.8200 0.057 Uiso 1 d
H14 H 0.3600 0.4883 0.8742 0.057 Uiso 1 d
H15 H 0.6800 0.1736 0.8475 0.057 Uiso 1 d
H16 H 0.7000 0.3193 0.9508 0.057 Uiso 1 d
H17 H 0.6400 0.1194 0.9716 0.057 Uiso 1 d
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C9 N1 C1 122.80(10)
C9 N1 C8 116.43(10)
C1 N1 C8 120.04(10)
O1 C1 N1 121.08(12)
O1 C1 C2 120.72(11)
N1 C1 C2 118.17(10)
C1 C2 C3 115.98(10)
C4 C3 C2 117.05(11)
C5 C4 C3 116.00(11)
C6 C5 C4 117.93(10)
C5 C6 C7 116.37(11)
C8 C7 C6 115.79(10)
N1 C8 C7 112.53(10)
O2 C9 N1 119.53(11)
O2 C9 C10 121.01(12)
N1 C9 C10 119.34(11)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.2108(15)
O2 C9 1.212(2)
N1 C9 1.403(2)
N1 C1 1.4096(15)
N1 C8 1.4723(15)
C1 C2 1.512(2)
C2 C3 1.540(2)
C3 C4 1.532(2)
C4 C5 1.529(2)
C5 C6 1.525(2)
C6 C7 1.526(2)
C7 C8 1.522(2)
C9 C10 1.499(2)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C9 N1 C1 O1 22.6(2)
C8 N1 C1 O1 -147.25(13)
C9 N1 C1 C2 -155.67(11)
C8 N1 C1 C2 34.5(2)
O1 C1 C2 C3 78.0(2)
N1 C1 C2 C3 -103.76(12)
C1 C2 C3 C4 86.62(14)
C2 C3 C4 C5 -97.21(13)
C3 C4 C5 C6 54.4(2)
C4 C5 C6 C7 66.67(15)
C5 C6 C7 C8 -78.51(14)
C9 N1 C8 C7 -85.50(13)
C1 N1 C8 C7 84.98(13)
C6 C7 C8 N1 -56.6(2)
C1 N1 C9 O2 -166.87(12)
C8 N1 C9 O2 3.3(2)
C1 N1 C9 C10 17.0(2)
C8 N1 C9 C10 -172.76(11)
