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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/4/02/12/4021231.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_4021231
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 H12 N2 O2'
_chemical_formula_weight         264.28
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 120.1860(19)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.6042(6)
_cell_length_b                   8.7485(4)
_cell_length_c                   11.0256(5)
_cell_measurement_temperature    293(2)
_cell_volume                     1301.04(10)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.349
_cod_original_sg_symbol_H-M      'C c'
_cod_database_code               4021231
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, 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_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 0.33302(7) 0.89414(12) 0.76836(10) 0.0499(2) Uani 1 1 d . . .
O2 O -0.04000(9) 0.80006(17) 0.64931(13) 0.0715(4) Uani 1 1 d . . .
N3 N 0.16722(8) 0.91883(13) 0.61972(12) 0.0433(2) Uani 1 1 d . . .
N4 N 0.07146(8) 0.87315(13) 0.58710(12) 0.0453(3) Uani 1 1 d . . .
C5 C 0.03447(10) 0.81596(17) 0.35321(15) 0.0476(3) Uani 1 1 d . . .
C6 C 0.31179(10) 0.87723(16) 0.53607(16) 0.0473(3) Uani 1 1 d . . .
C7 C 0.27884(11) 0.80317(16) 0.43105(15) 0.0461(3) Uani 1 1 d . . .
C8 C 0.23171(11) 0.71334(14) 0.30517(15) 0.0465(3) Uani 1 1 d . . .
C9 C 0.07272(11) 0.75709(17) 0.29401(15) 0.0476(3) Uani 1 1 d . . .
C10 C 0.23814(10) 0.86630(14) 0.73397(13) 0.0410(3) Uani 1 1 d . . .
C11 C 0.22687(11) 0.77262(16) 0.83770(15) 0.0460(3) Uani 1 1 d . . .
C12 C 0.34607(11) 0.97019(18) 0.66220(15) 0.0497(3) Uani 1 1 d . . .
C13 C -0.00062(11) 0.8913(2) 0.43825(15) 0.0519(3) Uani 1 1 d . . .
C14 C 0.12814(11) 0.68837(16) 0.23683(15) 0.0479(3) Uani 1 1 d . . .
C15 C 0.13068(11) 0.82067(18) 0.83062(16) 0.0499(3) Uani 1 1 d . . .
C16 C 0.04640(11) 0.82855(16) 0.68298(15) 0.0478(3) Uani 1 1 d . . .
C17 C 0.28675(15) 0.64909(17) 0.24938(19) 0.0567(4) Uani 1 1 d . . .
C18 C 0.08362(15) 0.59650(18) 0.11721(17) 0.0605(4) Uani 1 1 d . . .
C19 C 0.24082(18) 0.5577(2) 0.1314(2) 0.0674(5) Uani 1 1 d . . .
C20 C 0.14031(19) 0.53038(19) 0.06694(19) 0.0704(5) Uani 1 1 d . . .
H1 H 0.0122(17) 0.577(2) 0.073(2) 0.064(5) Uiso 1 1 d . . .
H2 H 0.1122(14) 0.754(2) 0.882(2) 0.054(4) Uiso 1 1 d . . .
H3 H 0.1421(15) 0.929(2) 0.875(2) 0.062(5) Uiso 1 1 d . . .
H4 H 0.3629(18) 0.677(2) 0.297(2) 0.073(6) Uiso 1 1 d . . .
H5 H -0.0097(15) 1.011(2) 0.419(2) 0.071(5) Uiso 1 1 d . . .
H6 H 0.2831(14) 0.7870(18) 0.928(2) 0.050(4) Uiso 1 1 d . . .
H7 H 0.4172(14) 0.989(2) 0.7106(19) 0.056(4) Uiso 1 1 d . . .
H8 H 0.2233(14) 0.669(2) 0.8134(19) 0.056(4) Uiso 1 1 d . . .
H9 H -0.0638(17) 0.849(2) 0.418(2) 0.073(6) Uiso 1 1 d . . .
H10 H 0.0996(17) 0.469(3) -0.024(2) 0.079(6) Uiso 1 1 d . . .
H11 H 0.3090(15) 1.070(2) 0.641(2) 0.066(5) Uiso 1 1 d . . .
H12 H 0.2797(16) 0.515(3) 0.098(2) 0.078(6) 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 C10 1.3530(16) . ?
O1 C12 1.4470(18) . ?
O2 C16 1.2304(18) . ?
N3 C10 1.2731(18) . ?
N3 N4 1.4077(15) . ?
N4 C16 1.3559(17) . ?
N4 C13 1.4586(18) . ?
C5 C9 1.200(2) . ?
C5 C13 1.459(2) . ?
C6 C7 1.194(2) . ?
C6 C12 1.461(2) . ?
C7 C8 1.435(2) . ?
C8 C17 1.401(2) . ?
C8 C14 1.415(2) . ?
C9 C14 1.434(2) . ?
C10 C11 1.488(2) . ?
C11 C15 1.522(2) . ?
C11 H6 0.948(19) . ?
C11 H8 0.939(19) . ?
C12 H7 0.974(19) . ?
C12 H11 1.01(2) . ?
C13 H5 1.07(2) . ?
C13 H9 0.97(2) . ?
C14 C18 1.395(2) . ?
C15 C16 1.494(2) . ?
C15 H2 0.956(19) . ?
C15 H3 1.042(19) . ?
C17 C19 1.381(3) . ?
C17 H4 1.06(2) . ?
C18 C20 1.385(3) . ?
C18 H1 0.98(2) . ?
C19 C20 1.379(3) . ?
C19 H12 0.93(2) . ?
C20 H10 1.03(2) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9429103
