#------------------------------------------------------------------------------
#$Date: 2025-08-19 01:52:38 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301791 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/74/2007437.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_2007437
loop_
_publ_author_name
'Kubicki, Marek M.'
'Blacque, Olivier'
'Djapa, Francis'
'Ciamala, Kabula'
'Vebrel, Joël'
_publ_section_title
4-Benzoyl-6-(4-methoxybenzylidene)-3-phenyl-2-oxa-3-azabicyclo[3.3.0]oct-7-ene
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1027
_journal_page_last               1028
_journal_paper_doi               10.1107/S0108270198001930
_journal_volume                  54
_journal_year                    1998
_chemical_formula_moiety         'C27 H23 N O3'
_chemical_formula_sum            'C27 H23 N O3'
_chemical_formula_weight         409.46
_chemical_name_systematic
4-Benzoyl-6-(4-methoxybenzylidene)-3-phenyl-2-oxa-3-azabicyclo[3.3.0]oct-7-ene
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                114.41(5)
_cell_angle_beta                 90.70(5)
_cell_angle_gamma                96.61(5)
_cell_formula_units_Z            2
_cell_length_a                   9.542(5)
_cell_length_b                   10.327(6)
_cell_length_c                   11.857(9)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296.0(10)
_cell_measurement_theta_max      18.07
_cell_measurement_theta_min      8.74
_cell_volume                     1054.6(12)
_computing_cell_refinement       'CAD-4 EXPRESS'
_computing_data_collection       'CAD-4 EXPRESS (Enraf-Nonius, 1992)'
_computing_data_reduction        'PROCESS in MolEN (Fair, 1990)'
_computing_molecular_graphics    'ORTEP3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_refinement  'LSFM in MolEN'
_computing_structure_solution    'MULTAN11/82 (Main et al., 1982)'
_diffrn_ambient_temperature      296.0(10)
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_device_type  'Enraf Nonius CAD-4'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.030
_diffrn_reflns_av_sigmaI/netI    0.1083
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       0
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4333
_diffrn_reflns_theta_full        26.31
_diffrn_reflns_theta_max         26.31
_diffrn_reflns_theta_min         2.15
_diffrn_standards_decay_%        1
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.290
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             432
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.167
_refine_diff_density_min         -0.169
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_hydrogen_treatment    'H atoms constrained'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         4126
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.994
_refine_ls_R_factor_all          0.165
_refine_ls_R_factor_gt           0.048
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0464P)²+0.0391P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.125
_reflns_number_gt                1983
_reflns_number_total             4126
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            gs1001.cif
_cod_data_source_block           gs1001
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0464P)^2^+0.0391P] 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^)+(0.0464P)^2^+0.0391P] where P = (Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1054.5(11)
_cod_database_code               2007437
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
O1 .39727(16) .80714(16) .85337(15) .0464(5) Uani d . 1 . . O
O2 -.3962(2) .2148(2) .7292(2) .0744(6) Uani d . 1 . . O
O3 .2871(2) .44168(18) .78748(16) .0599(5) Uani d . 1 . . O
N .28365(19) .75499(19) .75935(16) .0364(5) Uani d . 1 . . N
C1 .1966(2) .6462(2) .7865(2) .0338(6) Uani d . 1 . . C
H1 .0990 .6338 .7534 .044 Uiso calc R 1 . . H
C2 .2020(2) .7038(2) .9285(2) .0380(6) Uani d . 1 . . C
H2 .2107 .6272 .9555 .049 Uiso calc R 1 . . H
C3 .3362(3) .8142(3) .9683(2) .0464(7) Uani d . 1 . . C
H3 .4033 .7900 1.0175 .060 Uiso calc R 1 . . H
C4 .2862(3) .9531(3) 1.0454(2) .0566(8) Uani d . 1 . . C
H4 .3443 1.0405 1.0811 .074 Uiso calc R 1 . . H
C5 .1482(3) .9365(3) 1.0569(2) .0524(7) Uani d . 1 . . C
H5 .0981 1.0113 1.1027 .068 Uiso calc R 1 . . H
C6 .0836(3) .7885(3) .9903(2) .0413(6) Uani d . 1 . . C
C7 -.0542(3) .7425(3) .9886(2) .0455(6) Uani d . 1 . . C
H7 -.1076 .8135 1.0360 .059 Uiso calc R 1 . . H
C8 -.1340(3) .6007(3) .9253(2) .0424(6) Uani d . 1 . . C
C9 -.0766(3) .4746(3) .8582(2) .0451(7) Uani d . 1 . . C
H9 .0212 .4779 .8580 .059 Uiso calc R 1 . . H
C10 -.1598(3) .3450(3) .7921(2) .0482(7) Uani d . 1 . . C
H10 -.1180 .2634 .7472 .063 Uiso calc R 1 . . H
C11 -.3046(3) .3371(3) .7931(3) .0530(7) Uani d . 1 . . C
C12 -.3654(3) .4581(3) .8640(3) .0571(8) Uani d . 1 . . C
H12 -.4630 .4524 .8681 .074 Uiso calc R 1 . . H
C13 -.2819(3) .5862(3) .9279(2) .0535(7) Uani d . 1 . . C
H13 -.3246 .6665 .9748 .070 Uiso calc R 1 . . H
C14 -.3408(4) .0947(3) .6404(3) .0932(11) Uani d . 1 . . C
H14A -.4158 .0168 .6026 .121 Uiso calc R 1 . . H
H14B -.2705 .0661 .6808 .121 Uiso calc R 1 . . H
H14C -.2988 .1199 .5779 .121 Uiso calc R 1 . . H
C15 .2594(2) .5051(3) .7252(2) .0382(6) Uani d . 1 . . C
C16 .2864(2) .4475(2) .5914(2) .0382(6) Uani d . 1 . . C
C17 .2204(3) .4876(3) .5085(2) .0473(7) Uani d . 1 . . C
H17 .1563 .5537 .5365 .061 Uiso calc R 1 . . H
C18 .2488(3) .4303(3) .3840(2) .0587(8) Uani d . 1 . . C
H18 .2019 .4559 .3286 .076 Uiso calc R 1 . . H
C19 .3466(3) .3357(3) .3429(3) .0643(8) Uani d . 1 . . C
H19 .3670 .2982 .2599 .084 Uiso calc R 1 . . H
C20 .4137(3) .2968(3) .4246(3) .0635(8) Uani d . 1 . . C
H20 .4807 .2337 .3969 .083 Uiso calc R 1 . . H
C21 .3825(3) .3504(3) .5478(2) .0519(7) Uani d . 1 . . C
H21 .4267 .3208 .6018 .067 Uiso calc R 1 . . H
C22 .2255(3) .8640(3) .7384(2) .0394(6) Uani d . 1 . . C
C23 .0922(3) .8392(3) .6810(2) .0512(7) Uani d . 1 . . C
H23 .0337 .7543 .6655 .067 Uiso calc R 1 . . H
C24 .0455(3) .9406(3) .6466(3) .0654(8) Uani d . 1 . . C
H24 -.0442 .9234 .6076 .085 Uiso calc R 1 . . H
C25 .1317(4) 1.0676(3) .6698(3) .0677(9) Uani d . 1 . . C
H25 .1006 1.1356 .6465 .088 Uiso calc R 1 . . H
C26 .2634(4) 1.0916(3) .7277(3) .0657(8) Uani d . 1 . . C
H26 .3213 1.1772 .7446 .085 Uiso calc R 1 . . H
C27 .3109(3) .9915(3) .7610(2) .0520(7) Uani d . 1 . . C
H27 .4011 1.0090 .7991 .068 Uiso calc R 1 . . H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 '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'
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
N O1 C3 106.81(17) y
C11 O2 C14 118.0(2) n
C22 N O1 114.17(18) y
C22 N C1 122.45(19) y
O1 N C1 103.85(17) y
N C1 C15 107.92(18) y
N C1 C2 105.82(18) y
C15 C1 C2 112.86(19) y
C6 C2 C1 115.5(2) y
C6 C2 C3 105.08(19) y
C1 C2 C3 102.43(19) y
O1 C3 C4 114.7(2) y
O1 C3 C2 106.19(19) y
C4 C3 C2 104.8(2) y
C5 C4 C3 111.3(2) y
C4 C5 C6 112.7(3) y
C7 C6 C5 124.6(2) y
C7 C6 C2 129.3(2) y
C5 C6 C2 106.1(2) y
C6 C7 C8 130.9(2) y
C9 C8 C13 115.8(3) n
C9 C8 C7 125.5(2) n
C13 C8 C7 118.7(2) n
C10 C9 C8 122.4(2) n
C11 C10 C9 119.8(3) n
O2 C11 C10 124.3(3) n
O2 C11 C12 116.1(3) n
C10 C11 C12 119.5(3) n
C13 C12 C11 120.1(3) n
C12 C13 C8 122.3(3) n
O3 C15 C16 120.7(2) n
O3 C15 C1 119.2(2) n
C16 C15 C1 120.1(2) n
C21 C16 C17 118.5(2) n
C21 C16 C15 118.6(2) n
C17 C16 C15 122.9(2) n
C16 C17 C18 120.8(3) n
C19 C18 C17 119.8(3) n
C20 C19 C18 119.8(3) n
C19 C20 C21 120.5(3) n
C20 C21 C16 120.6(3) n
C23 C22 C27 119.1(2) n
C23 C22 N 121.3(2) n
C27 C22 N 119.1(2) n
C22 C23 C24 120.0(3) n
C23 C24 C25 120.4(3) n
C26 C25 C24 119.1(3) n
C27 C26 C25 120.9(3) n
C26 C27 C22 120.5(3) n
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 N . 1.431(2) y
O1 C3 . 1.466(3) y
O2 C11 . 1.368(3) n
O2 C14 . 1.418(4) n
O3 C15 . 1.217(3) n
N C22 . 1.417(3) y
N C1 . 1.465(3) y
C1 C15 . 1.531(3) n
C1 C2 . 1.535(3) y
C2 C6 . 1.516(3) y
C2 C3 . 1.538(3) y
C3 C4 . 1.485(3) y
C4 C5 . 1.324(3) y
C5 C6 . 1.454(3) y
C6 C7 . 1.342(3) y
C7 C8 . 1.452(4) y
C8 C9 . 1.396(3) n
C8 C13 . 1.404(3) n
C9 C10 . 1.382(3) n
C10 C11 . 1.375(3) n
C11 C12 . 1.384(4) n
C12 C13 . 1.369(4) n
C15 C16 . 1.483(3) n
C16 C21 . 1.382(3) n
C16 C17 . 1.384(3) n
C17 C18 . 1.388(3) n
C18 C19 . 1.374(4) n
C19 C20 . 1.369(4) n
C20 C21 . 1.381(4) n
C22 C23 . 1.380(3) n
C22 C27 . 1.387(3) n
C23 C24 . 1.385(3) n
C24 C25 . 1.385(4) n
C25 C26 . 1.370(4) n
C26 C27 . 1.368(4) n
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139056098
