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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/4/02/07/4020704.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_4020704
loop_
_publ_author_name
'Raymond F. Ziessel'
'Loïc J. Charbonnière'
'Samir Mameri'
'Franck Camerel'
_publ_section_title
;
 Bridging of Bipyridine Units by Phenylphosphine Links:
 Linear and Cyclic Oligomers and Some Acid Derivatives
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              9835
_journal_page_last               9840
_journal_paper_doi               10.1021/jo051586g
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C28 H23 N4 O P'
_chemical_formula_weight         462.47
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 91.29(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.403(3)
_cell_length_b                   14.622(6)
_cell_length_c                   9.752(4)
_cell_measurement_temperature    293(2)
_cell_volume                     1198.0(8)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.282
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4020704
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, 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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
P P 0.03371(6) 0.44329(4) 0.11802(5) 0.0401(2) Uani 1 d . .
O O 0.0433(2) 0.4410(2) 0.26944(15) 0.0546(4) Uani 1 d . .
C1A C 0.1308(3) 0.5443(2) 0.0510(3) 0.0402(5) Uani 1 d . .
C2A C 0.1650(3) 0.6153(2) 0.1416(3) 0.0501(6) Uani 1 d . .
H2A H 0.1394(3) 0.6111(2) 0.2337(3) 0.060 Uiso 1 calc R .
C3A C 0.2380(4) 0.6921(2) 0.0907(4) 0.0630(8) Uani 1 d . .
H3A H 0.2600(4) 0.7418(2) 0.1476(4) 0.076 Uiso 1 calc R .
C4A C 0.2779(4) 0.6944(2) -0.0443(3) 0.0546(7) Uani 1 d . .
H4A H 0.3292(4) 0.7454(2) -0.0794(3) 0.066 Uiso 1 calc R .
C5A C 0.2419(3) 0.6206(2) -0.1294(3) 0.0432(5) Uani 1 d . .
N6A N 0.1667(2) 0.54580(13) -0.0820(2) 0.0414(4) Uani 1 d . .
C7A C 0.2893(3) 0.6183(2) -0.2748(3) 0.0478(5) Uani 1 d . .
N8A N 0.3592(3) 0.6946(2) -0.3215(3) 0.0564(6) Uani 1 d . .
C9A C 0.4044(4) 0.6958(2) -0.4527(3) 0.0652(8) Uani 1 d . .
C10A C 0.3816(5) 0.6218(3) -0.5388(3) 0.0764(9) Uani 1 d . .
H10A H 0.4144(5) 0.6247(3) -0.6291(3) 0.092 Uiso 1 calc R .
C11A C 0.3102(5) 0.5436(3) -0.4907(3) 0.0759(9) Uani 1 d . .
H11A H 0.2941(5) 0.4934(3) -0.5480(3) 0.091 Uiso 1 calc R .
C12A C 0.2630(4) 0.5411(2) -0.3564(3) 0.0611(7) Uani 1 d . .
H12A H 0.2148(4) 0.4892(2) -0.3209(3) 0.073 Uiso 1 calc R .
C13A C 0.4794(5) 0.7839(3) -0.5003(4) 0.0924(12) Uani 1 d . .
H13A1 H 0.3990(7) 0.8224(8) -0.5414(25) 0.111 Uiso 1 calc R .
H13A2 H 0.5589(22) 0.7704(3) -0.5666(21) 0.111 Uiso 1 calc R .
H13A3 H 0.5280(29) 0.8148(10) -0.4233(6) 0.111 Uiso 1 calc R .
C1B C 0.1300(3) 0.34362(15) 0.0437(2) 0.0381(5) Uani 1 d . .
C2B C 0.2222(3) 0.2885(2) 0.1283(3) 0.0463(6) Uani 1 d . .
H2B H 0.2367(3) 0.3022(2) 0.2208(3) 0.056 Uiso 1 calc R .
C3B C 0.2925(4) 0.2122(2) 0.0718(3) 0.0547(7) Uani 1 d . .
H3B H 0.3549(4) 0.1735(2) 0.1263(3) 0.066 Uiso 1 calc R .
C4B C 0.2696(4) 0.1940(2) -0.0650(3) 0.0510(6) Uani 1 d . .
H4B H 0.3172(4) 0.1434(2) -0.1048(3) 0.061 Uiso 1 calc R .
C5B C 0.1733(3) 0.2529(2) -0.1438(2) 0.0415(5) Uani 1 d . .
N6B N 0.1058(2) 0.32760(13) -0.0904(2) 0.0393(4) Uani 1 d . .
C7B C 0.1359(3) 0.2346(2) -0.2912(2) 0.0450(5) Uani 1 d . .
N8B N 0.1844(3) 0.15372(15) -0.3401(2) 0.0519(5) Uani 1 d . .
C9B C 0.1476(4) 0.1324(2) -0.4711(3) 0.0569(7) Uani 1 d . .
C10B C 0.0662(4) 0.1921(2) -0.5560(3) 0.0643(8) Uani 1 d . .
H10B H 0.0440(4) 0.1760(2) -0.6467(3) 0.077 Uiso 1 calc R .
C11B C 0.0175(4) 0.2758(2) -0.5067(3) 0.0685(8) Uani 1 d . .
H11B H -0.0375(4) 0.3168(2) -0.5631(3) 0.082 Uiso 1 calc R .
C12B C 0.0524(4) 0.2969(2) -0.3721(3) 0.0566(7) Uani 1 d . .
H12B H 0.0203(4) 0.3525(2) -0.3357(3) 0.068 Uiso 1 calc R .
C13B C 0.1968(5) 0.0385(3) -0.5176(4) 0.0808(10) Uani 1 d . .
H13B1 H 0.1669(28) 0.0305(7) -0.6125(8) 0.097 Uiso 1 calc R .
H13B2 H 0.1446(23) -0.0069(3) -0.4636(18) 0.097 Uiso 1 calc R .
H13B3 H 0.3100(6) 0.0320(7) -0.5065(24) 0.097 Uiso 1 calc R .
C1C C -0.1674(2) 0.4443(2) 0.0490(2) 0.0419(4) Uani 1 d . .
C2C C -0.2020(3) 0.4514(2) -0.0895(2) 0.0527(6) Uani 1 d . .
H2C H -0.1202(3) 0.4578(2) -0.1515(2) 0.063 Uiso 1 calc R .
C3C C -0.3602(3) 0.4490(3) -0.1364(3) 0.0609(7) Uani 1 d . .
H3C H -0.3841(3) 0.4525(3) -0.2298(3) 0.073 Uiso 1 calc R .
C4C C -0.4803(3) 0.4414(2) -0.0437(3) 0.0633(7) Uani 1 d . .
H4C H -0.5856(3) 0.4393(2) -0.0751(3) 0.076 Uiso 1 calc R .
C5C C -0.4473(3) 0.4368(2) 0.0939(3) 0.0657(7) Uani 1 d . .
H5C H -0.5297(3) 0.4326(2) 0.1557(3) 0.079 Uiso 1 calc R .
C6C C -0.2905(3) 0.4385(2) 0.1410(3) 0.0549(6) Uani 1 d . .
H6C H -0.2677(3) 0.4358(2) 0.2347(3) 0.066 Uiso 1 calc R .
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
P O 1.477(2) . ?
P C1C 1.805(2) . ?
P C1A 1.816(3) . ?
P C1B 1.825(2) . ?
C1A N6A 1.339(3) . ?
C1A C2A 1.388(4) . ?
C2A C3A 1.378(4) . ?
C3A C4A 1.367(5) . ?
C4A C5A 1.390(4) . ?
C5A N6A 1.350(3) . ?
C5A C7A 1.482(3) . ?
C7A N8A 1.345(3) . ?
C7A C12A 1.395(4) . ?
N8A C9A 1.343(4) . ?
C9A C10A 1.380(5) . ?
C9A C13A 1.512(5) . ?
C10A C11A 1.379(5) . ?
C11A C12A 1.378(4) . ?
C1B N6B 1.340(3) . ?
C1B C2B 1.379(3) . ?
C2B C3B 1.382(4) . ?
C3B C4B 1.369(4) . ?
C4B C5B 1.399(3) . ?
C5B N6B 1.342(3) . ?
C5B C7B 1.489(3) . ?
C7B N8B 1.342(3) . ?
C7B C12B 1.386(4) . ?
N8B C9B 1.344(3) . ?
C9B C10B 1.375(5) . ?
C9B C13B 1.507(5) . ?
C10B C11B 1.380(5) . ?
C11B C12B 1.373(4) . ?
C1C C2C 1.379(3) . ?
C1C C6C 1.388(3) . ?
C2C C3C 1.397(3) . ?
C3C C4C 1.375(4) . ?
C4C C5C 1.366(4) . ?
C5C C6C 1.386(4) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9815960
