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#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/12/4021230.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_4021230
loop_
_publ_author_name
'Amit Basak'
'Subhendu Sekhar Bag'
'Pooja Anjali Majumder'
'Amit Kumar Das'
'Valerio Bertolasi'
_publ_section_title
;
 Effect of Remote Trigonal Carbons on the Kinetics of
 Bergman Cyclization: Synthesis and Chemical Reactivity
 of Pyridazinedione-Based Enediynes
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              6927
_journal_page_last               6930
_journal_paper_doi               10.1021/jo049396d
_journal_volume                  69
_journal_year                    2004
_chemical_formula_sum            'C16 H10 N2 O2'
_chemical_formula_weight         262.26
_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'
_cell_angle_alpha                90.00
_cell_angle_beta                 96.4920(19)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.1918(3)
_cell_length_b                   11.1780(5)
_cell_length_c                   13.5924(7)
_cell_measurement_temperature    293(2)
_cell_volume                     1236.65(10)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.409
_cod_original_sg_symbol_H-M      'P 21/a'
_cod_database_code               4021230
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'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
O1 O 0.1690(2) 0.62737(17) 0.13673(14) 0.0629(5) Uani 1 1 d . . .
N3 N 0.0202(2) 0.45530(17) 0.15527(13) 0.0475(5) Uani 1 1 d . . .
O4 O -0.3946(2) 0.3825(2) 0.07886(17) 0.0812(7) Uani 1 1 d . . .
C20 C 0.0288(3) 0.5637(2) 0.12332(15) 0.0500(5) Uani 1 1 d . . .
N2 N -0.1279(2) 0.40127(18) 0.14195(14) 0.0508(5) Uani 1 1 d . . .
C10 C 0.1081(3) 0.3576(2) 0.46601(16) 0.0507(5) Uani 1 1 d . . .
C15 C -0.0472(3) 0.2938(2) 0.29516(19) 0.0529(5) Uani 1 1 d . . .
C9 C 0.2247(3) 0.4503(2) 0.46452(16) 0.0504(5) Uani 1 1 d . . .
C19 C -0.1122(4) 0.6262(2) 0.07169(17) 0.0584(6) Uani 1 1 d . . .
C18 C -0.2541(3) 0.5645(3) 0.05810(18) 0.0618(7) Uani 1 1 d . . .
C14 C 0.0222(3) 0.3169(2) 0.37431(18) 0.0529(5) Uani 1 1 d . . .
C11 C 0.2585(3) 0.4988(2) 0.37104(17) 0.0527(5) Uani 1 1 d . . .
C17 C -0.2664(3) 0.4455(3) 0.09196(17) 0.0590(6) Uani 1 1 d . . .
C12 C 0.2802(3) 0.5328(2) 0.29083(17) 0.0551(6) Uani 1 1 d . . .
C16 C -0.1274(3) 0.2813(2) 0.1941(2) 0.0586(6) Uani 1 1 d . . .
H16A H -0.2394 0.2535 0.1955 0.070 Uiso 1 1 calc R . .
H16B H -0.0692 0.2227 0.1586 0.070 Uiso 1 1 calc R . .
C8 C 0.3041(3) 0.4938(3) 0.55384(18) 0.0595(6) Uani 1 1 d . . .
C13 C 0.3061(3) 0.5662(3) 0.18961(19) 0.0618(6) Uani 1 1 d . . .
C7 C 0.2714(4) 0.4447(3) 0.6424(2) 0.0683(8) Uani 1 1 d . . .
C5 C 0.0764(4) 0.3103(3) 0.5571(2) 0.0656(7) Uani 1 1 d . . .
C6 C 0.1579(4) 0.3539(3) 0.6438(2) 0.0733(8) Uani 1 1 d . . .
H3 H 0.380(3) 0.557(3) 0.553(2) 0.054(7) Uiso 1 1 d . . .
H5 H 0.329(3) 0.490(3) 0.152(2) 0.054(7) Uiso 1 1 d . . .
H6 H 0.330(5) 0.473(3) 0.701(3) 0.091(11) Uiso 1 1 d . . .
H8 H 0.386(4) 0.631(3) 0.184(2) 0.078(9) Uiso 1 1 d . . .
H9 H -0.092(4) 0.707(3) 0.049(2) 0.068(8) Uiso 1 1 d . . .
H10 H -0.351(4) 0.593(3) 0.026(3) 0.081(9) Uiso 1 1 d . . .
H11 H 0.135(5) 0.314(4) 0.707(4) 0.116(14) Uiso 1 1 d . . .
H12 H 0.010(4) 0.254(3) 0.558(2) 0.068(9) Uiso 1 1 d . . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C20 1.346(3) . ?
O1 C13 1.436(3) . ?
N3 C20 1.292(3) . ?
N3 N2 1.349(2) . ?
O4 C17 1.260(3) . ?
C20 C19 1.460(4) . ?
N2 C17 1.348(3) . ?
N2 C16 1.517(3) . ?
C10 C5 1.397(3) . ?
C10 C9 1.411(3) . ?
C10 C14 1.434(3) . ?
C15 C14 1.187(3) . ?
C15 C16 1.460(4) . ?
C9 C8 1.398(3) . ?
C9 C11 1.437(3) . ?
C19 C18 1.347(4) . ?
C19 H9 0.97(3) . ?
C18 C17 1.414(4) . ?
C18 H10 0.91(3) . ?
C11 C12 1.187(3) . ?
C12 C13 1.464(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C8 C7 1.376(4) . ?
C8 H3 0.94(3) . ?
C13 H5 1.02(3) . ?
C13 H8 0.98(3) . ?
C7 C6 1.379(5) . ?
C7 H6 0.94(4) . ?
C5 C6 1.376(5) . ?
C5 H12 0.84(3) . ?
C6 H11 1.00(5) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9463467
