#------------------------------------------------------------------------------
#$Date: 2016-02-16 21:30:59 +0100 (mar 16 de feb de 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/61/4116181.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_4116181
loop_
_publ_author_name
'Masami Sakamoto'
'Norio Sekine'
'Hiroko Miyoshi'
'Takashi Mino'
'Tsutomu Fujita'
_publ_section_title
;
 Absolute Asymmetric Phthalide Synthesis via the Solid-State Photoreaction
 of N,N-Disubstituted 2-Benzoylbenzamides Involving a Radical Pair
 Intermediate
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              10210
_journal_page_last               10211
_journal_paper_doi               10.1021/ja001064c
_journal_volume                  122
_journal_year                    2000
_chemical_formula_sum            'C16 H15 N O2'
_chemical_formula_weight         253.00
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.420(2)
_cell_length_b                   17.208(4)
_cell_length_c                   7.519(2)
_cell_measurement_reflns_used    22
_cell_measurement_temperature    298(2)
_cell_volume                     1348.2(5)
_computing_cell_refinement       'MXC(MAC Science)'
_computing_data_collection       'MXC(MAC Science)'
_computing_data_reduction        'maXusBruker SAINTL'
_computing_molecular_graphics    maXus
_computing_publication_material  maXus
_computing_structure_refinement  maXus
_computing_structure_solution    maXus
_diffrn_ambient_temperature      298(2)
_diffrn_measurement_device_type  'Mac Science MXC18'
_diffrn_measurement_method       theta/2theta
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1561
_diffrn_reflns_theta_max         53.80
_diffrn_reflns_theta_min         1
_exptl_absorpt_coefficient_mu    0.6614
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_description       cube
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.16
_refine_diff_density_min         -0.14
_refine_ls_extinction_method     none
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         1156
_refine_ls_restrained_S_all      1.610
_refine_ls_R_factor_gt           0.032
_refine_ls_shift/su_max          0.6447
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.035
_reflns_number_gt                1156
_reflns_number_total             1279
_reflns_threshold_expression     >3sigma(I)
_cod_data_source_file            ja001064c_1.cif
_cod_data_source_block           C~16~H~15~O~2~N
_cod_original_cell_volume        1348.3(6)
_cod_original_formula_sum        'C16 H15 O2 N'
_cod_database_code               4116181
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'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
O1 1.06004(5) 0.04895(4) 0.33549(7) 0.0663(3)
N2 1.08876(5) 0.07443(4) 0.62752(7) 0.0486(3)
O3 0.99540(6) 0.22831(3) 0.40108(8) 0.0651(3)
C4 0.81742(5) 0.14497(3) 0.40176(8) 0.0364(2)
C5 0.90082(6) 0.20656(3) 0.32075(8) 0.0405(3)
C6 0.68413(5) 0.15204(4) 0.40143(9) 0.0419(3)
C7 0.87419(5) 0.08361(3) 0.49494(8) 0.0379(2)
C8 0.66454(7) 0.03753(4) 0.58051(9) 0.0521(3)
C9 0.86575(5) 0.24113(3) 0.14446(8) 0.0411(2)
C10 0.78462(6) 0.20421(4) 0.02455(9) 0.0487(3)
C11 0.60855(6) 0.09829(4) 0.48998(9) 0.0481(3)
C12 0.79782(6) 0.03001(4) 0.58378(9) 0.0478(3)
C13 0.91942(7) 0.31311(4) 0.1002(1) 0.0516(3)
C14 0.75630(8) 0.23869(6) -0.13744(9) 0.0640(4)
C15 1.01726(5) 0.06928(4) 0.47988(8) 0.0426(3)
C16 1.22557(7) 0.05823(6) 0.6137(1) 0.0649(4)
C17 1.04588(9) 0.11260(7) 0.7909(1) 0.0654(4)
C18 0.8082(1) 0.30982(7) -0.1798(1) 0.0758(5)
C19 0.8900(1) 0.34748(5) -0.0612(1) 0.0711(5)
H12 0.8408(8) -0.0143(5) 0.658(1) 0.026(2)
H13 0.9835(9) 0.3350(5) 0.194(1) 0.032(2)
H17A 0.959(1) 0.1208(8) 0.791(2) 0.070(4)
H19 0.933(1) 0.3985(6) -0.088(2) 0.051(3)
H16A 1.250(2) 0.0272(8) 0.718(2) 0.081(4)
H14 0.703(1) 0.2117(6) -0.222(2) 0.053(3)
H10 0.755(1) 0.1519(6) 0.057(1) 0.040(2)
H11 0.516(1) 0.1032(6) 0.485(2) 0.048(3)
H8 0.6104(9) -0.0010(5) 0.641(1) 0.034(2)
H16B 1.246(1) 0.0334(7) 0.502(2) 0.057(3)
H6 0.6452(8) 0.1937(5) 0.340(1) 0.026(2)
H16C 1.277(2) 0.1095(9) 0.610(2) 0.106(6)
H18 0.784(2) 0.3441(9) -0.297(2) 0.106(6)
H17B 1.067(2) 0.079(1) 0.876(3) 0.121(7)
H17C 1.104(2) 0.1649(9) 0.799(2) 0.100(6)
