#------------------------------------------------------------------------------
#$Date: 2018-09-10 00:37:36 +0300 (Mon, 10 Sep 2018) $
#$Revision: 210691 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/11/31/7113114.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_7113114
loop_
_publ_author_name
'McGhee, Andrea M.'
'Kilner, Colin'
'Wilson, Andrew J.'
_publ_section_title
;
 Conformer independent heterodimerisation of linear arrays using three
 hydrogen bonds
;
_journal_coden_ASTM              CHCOFS
_journal_issue                   3
_journal_name_full
;
 Chemical Communications (Cambridge, United Kingdom)
;
_journal_page_first              344
_journal_page_last               346
_journal_paper_doi               10.1039/b712603d
_journal_year                    2008
_chemical_formula_moiety         '4(C12 H11 N3 O2), 3(C H2 Cl2)'
_chemical_formula_sum            'C51 H50 Cl6 N12 O8'
_chemical_formula_weight         1171.73
_chemical_name_common            Amidoisocytosine
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                101.7370(8)
_cell_angle_beta                 100.6000(8)
_cell_angle_gamma                96.1140(13)
_cell_formula_units_Z            1
_cell_length_a                   10.5748(2)
_cell_length_b                   11.2109(2)
_cell_length_c                   11.8373(3)
_cell_measurement_reflns_used    13823
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.00
_cell_volume                     1335.37(5)
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1996)'
_computing_data_collection       COLLECT
_computing_data_reduction
;
DENZO-SMN and COLLECT (Otwinowski & Minor, 1996)
;
_computing_molecular_graphics    'ORTEP-III Version 1.08 (Farrugia, 2005)'
_computing_publication_material  'local program'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type
;
Nonius KappaCCD area-detector diffractometer
;
_diffrn_measurement_method
;
phi and omega scans to fill the asymmetric unit
;
_diffrn_radiation_detector       'CCD plate'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1037
_diffrn_reflns_av_sigmaI/netI    0.0612
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            25222
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.38
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.388
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.457
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       fragment
_exptl_crystal_F_000             606
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.22
_refine_diff_density_max         1.314
_refine_diff_density_min         -1.283
_refine_diff_density_rms         0.093
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     370
_refine_ls_number_reflns         5222
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.1071
_refine_ls_R_factor_gt           0.0799
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1090P)²+2.4550P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2069
_refine_ls_wR_factor_ref         0.2314
_reflns_number_gt                3827
_reflns_number_total             5222
_reflns_threshold_expression     >2sigma(I)
_cod_duplicate_entry             7102819
_cod_data_source_file            b712603d.txt
_cod_data_source_block           compound_3
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7113114
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_group
C1S C 0.4303(8) 0.0313(9) 0.4806(7) 0.048(2) Uani 0.50 1 d P -1
H1S1 H 0.3919 0.0900 0.5340 0.058 Uiso 0.50 1 calc PR -1
H1S2 H 0.3803 0.0237 0.3994 0.058 Uiso 0.50 1 calc PR -1
C2S C 0.1932(4) -0.2647(4) 0.9090(4) 0.0482(11) Uani 1 1 d . .
H2SA H 0.2053 -0.2704 0.9926 0.058 Uiso 1 1 calc R .
H2SB H 0.2246 -0.1789 0.9073 0.058 Uiso 1 1 calc R .
C2 C 0.0242(3) 0.0382(3) 0.3572(3) 0.0270(7) Uani 1 1 d . .
C3 C 0.0076(3) 0.1574(3) 0.4324(3) 0.0258(7) Uani 1 1 d . .
C4 C 0.1120(3) 0.2144(3) 0.5247(3) 0.0281(7) Uani 1 1 d . .
H4 H 0.1883 0.1768 0.5368 0.034 Uiso 1 1 calc R .
C5 C 0.1056(4) 0.3255(3) 0.5989(3) 0.0308(8) Uani 1 1 d . .
H5 H 0.1770 0.3633 0.6620 0.037 Uiso 1 1 calc R .
C6 C -0.0049(4) 0.3813(3) 0.5811(3) 0.0338(8) Uani 1 1 d . .
H6 H -0.0099 0.4572 0.6321 0.041 Uiso 1 1 calc R .
C7 C -0.1086(4) 0.3254(4) 0.4879(4) 0.0389(9) Uani 1 1 d . .
H7 H -0.1837 0.3644 0.4745 0.047 Uiso 1 1 calc R .
C8 C -0.1033(4) 0.2137(3) 0.4147(3) 0.0346(8) Uani 1 1 d . .
H8 H -0.1753 0.1754 0.3524 0.041 Uiso 1 1 calc R .
C11 C -0.0920(3) -0.1463(3) 0.2075(3) 0.0258(7) Uani 1 1 d . .
C13 C -0.2147(3) -0.3179(3) 0.0808(3) 0.0283(7) Uani 1 1 d . .
C14 C -0.1091(3) -0.3755(3) 0.0731(3) 0.0278(7) Uani 1 1 d . .
H14 H -0.1187 -0.4559 0.0246 0.033 Uiso 1 1 calc R .
C15 C 0.0163(3) -0.3150(3) 0.1381(3) 0.0257(7) Uani 1 1 d . .
C17 C -0.3489(3) -0.3765(4) 0.0135(4) 0.0362(9) Uani 1 1 d . .
H17A H -0.4056 -0.3852 0.0690 0.043 Uiso 1 1 calc R .
H17B H -0.3449 -0.4580 -0.0341 0.043 Uiso 1 1 calc R .
H17C H -0.3837 -0.3246 -0.0385 0.043 Uiso 1 1 calc R .
C22 C 0.5226(3) 0.3298(3) 0.7191(3) 0.0277(7) Uani 1 1 d . .
C23 C 0.5700(3) 0.4470(3) 0.6889(3) 0.0272(7) Uani 1 1 d . .
C24 C 0.4776(4) 0.5221(4) 0.6614(4) 0.0370(9) Uani 1 1 d . .
H24 H 0.3893 0.4971 0.6625 0.044 Uiso 1 1 calc R .
C25 C 0.5127(4) 0.6325(4) 0.6325(4) 0.0445(10) Uani 1 1 d . .
H25 H 0.4492 0.6841 0.6165 0.053 Uiso 1 1 calc R .
C26 C 0.6393(4) 0.6676(4) 0.6269(4) 0.0393(9) Uani 1 1 d . .
H26 H 0.6634 0.7432 0.6063 0.047 Uiso 1 1 calc R .
C27 C 0.7319(4) 0.5925(4) 0.6514(4) 0.0403(9) Uani 1 1 d . .
H27 H 0.8191 0.6162 0.6460 0.048 Uiso 1 1 calc R .
C28 C 0.6985(4) 0.4837(4) 0.6836(3) 0.0340(8) Uani 1 1 d . .
H28 H 0.7631 0.4339 0.7022 0.041 Uiso 1 1 calc R .
C31 C 0.5911(3) 0.1556(3) 0.7998(3) 0.0249(7) Uani 1 1 d . .
C33 C 0.6699(3) -0.0090(3) 0.8586(3) 0.0281(7) Uani 1 1 d . .
C34 C 0.5482(3) -0.0653(3) 0.8552(3) 0.0300(8) Uani 1 1 d . .
H34 H 0.5372 -0.1424 0.8765 0.036 Uiso 1 1 calc R .
C35 C 0.4372(3) -0.0092(3) 0.8198(3) 0.0287(8) Uani 1 1 d . .
C37 C 0.7894(4) -0.0646(4) 0.8953(4) 0.0387(9) Uani 1 1 d . .
H37A H 0.8329 -0.0830 0.8288 0.046 Uiso 1 1 calc R .
H37B H 0.7647 -0.1408 0.9195 0.046 Uiso 1 1 calc R .
H37C H 0.8489 -0.0062 0.9616 0.046 Uiso 1 1 calc R .
N1 N -0.0833(3) -0.0284(3) 0.2762(3) 0.0274(7) Uani 1 1 d . .
H1 H -0.149(5) -0.001(5) 0.273(5) 0.058(16) Uiso 1 1 d . .
N12 N -0.2084(3) -0.2017(3) 0.1507(3) 0.0261(6) Uani 1 1 d . .
N16 N 0.0183(3) -0.1962(3) 0.2025(3) 0.0257(6) Uani 1 1 d . .
H16 H 0.096(4) -0.151(4) 0.246(4) 0.034(10) Uiso 1 1 d . .
N21 N 0.6141(3) 0.2693(3) 0.7733(3) 0.0269(6) Uani 1 1 d . .
H21 H 0.684(4) 0.299(4) 0.791(3) 0.025(11) Uiso 1 1 d . .
N32 N 0.6931(3) 0.1021(3) 0.8284(2) 0.0266(6) Uani 1 1 d . .
N36 N 0.4674(3) 0.1061(3) 0.7967(3) 0.0276(7) Uani 1 1 d . .
H36 H 0.411(5) 0.149(5) 0.776(4) 0.052(14) Uiso 1 1 d . .
O2 O 0.1298(2) 0.0007(2) 0.3680(2) 0.0378(6) Uani 1 1 d . .
O15 O 0.1200(2) -0.3595(2) 0.1400(2) 0.0299(6) Uani 1 1 d . .
O22 O 0.4064(2) 0.2894(2) 0.6972(3) 0.0372(6) Uani 1 1 d . .
O35 O 0.3218(2) -0.0528(2) 0.8086(2) 0.0345(6) Uani 1 1 d . .
Cl1S Cl 0.40633(16) -0.09991(14) 0.51239(12) 0.0723(4) Uani 1 1 d . .
Cl2S Cl 0.28421(16) -0.36461(14) 0.83607(19) 0.0854(6) Uani 1 1 d . .
Cl3S Cl 0.02823(14) -0.3019(2) 0.84223(13) 0.0853(6) Uani 1 1 d . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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_site_symmetry_1
_geom_angle_site_symmetry_3
Cl1S C1S Cl1S 119.2(5) . 2_656
Cl1S C1S H1S1 107.5 . .
Cl1S C1S H1S1 107.5 2_656 .
Cl1S C1S H1S2 107.5 . .
Cl1S C1S H1S2 107.5 2_656 .
H1S1 C1S H1S2 107.0 . .
Cl3S C2S Cl2S 110.8(3) . .
Cl3S C2S H2SA 109.5 . .
Cl2S C2S H2SA 109.5 . .
Cl3S C2S H2SB 109.5 . .
Cl2S C2S H2SB 109.5 . .
H2SA C2S H2SB 108.1 . .
O2 C2 N1 121.3(3) . .
O2 C2 C3 121.1(3) . .
N1 C2 C3 117.6(3) . .
C8 C3 C4 119.3(3) . .
C8 C3 C2 124.2(3) . .
C4 C3 C2 116.5(3) . .
C5 C4 C3 120.6(3) . .
C5 C4 H4 119.7 . .
C3 C4 H4 119.7 . .
C6 C5 C4 120.0(3) . .
C6 C5 H5 120.0 . .
C4 C5 H5 120.0 . .
C5 C6 C7 119.5(3) . .
C5 C6 H6 120.2 . .
C7 C6 H6 120.2 . .
C8 C7 C6 120.6(3) . .
C8 C7 H7 119.7 . .
C6 C7 H7 119.7 . .
C7 C8 C3 120.0(3) . .
C7 C8 H8 120.0 . .
C3 C8 H8 120.0 . .
N12 C11 N16 124.3(3) . .
N12 C11 N1 116.9(3) . .
N16 C11 N1 118.8(3) . .
C14 C13 N12 123.3(3) . .
C14 C13 C17 122.2(3) . .
N12 C13 C17 114.5(3) . .
C13 C14 C15 119.8(3) . .
C13 C14 H14 120.1 . .
C15 C14 H14 120.1 . .
O15 C15 N16 119.7(3) . .
O15 C15 C14 125.7(3) . .
N16 C15 C14 114.6(3) . .
C13 C17 H17A 109.5 . .
C13 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C13 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
O22 C22 N21 121.3(3) . .
O22 C22 C23 121.1(3) . .
N21 C22 C23 117.6(3) . .
C24 C23 C28 118.6(3) . .
C24 C23 C22 116.9(3) . .
C28 C23 C22 124.4(3) . .
C25 C24 C23 120.9(4) . .
C25 C24 H24 119.5 . .
C23 C24 H24 119.5 . .
C26 C25 C24 120.0(4) . .
C26 C25 H25 120.0 . .
C24 C25 H25 120.0 . .
C25 C26 C27 119.8(4) . .
C25 C26 H26 120.1 . .
C27 C26 H26 120.1 . .
C28 C27 C26 120.6(4) . .
C28 C27 H27 119.7 . .
C26 C27 H27 119.7 . .
C27 C28 C23 120.0(3) . .
C27 C28 H28 120.0 . .
C23 C28 H28 120.0 . .
N32 C31 N36 123.7(3) . .
N32 C31 N21 116.8(3) . .
N36 C31 N21 119.4(3) . .
C34 C33 N32 122.9(3) . .
C34 C33 C37 122.3(3) . .
N32 C33 C37 114.8(3) . .
C33 C34 C35 120.4(3) . .
C33 C34 H34 119.8 . .
C35 C34 H34 119.8 . .
O35 C35 N36 119.4(3) . .
O35 C35 C34 126.7(3) . .
N36 C35 C34 113.9(3) . .
C33 C37 H37A 109.5 . .
C33 C37 H37B 109.5 . .
H37A C37 H37B 109.5 . .
C33 C37 H37C 109.5 . .
H37A C37 H37C 109.5 . .
H37B C37 H37C 109.5 . .
C2 N1 C11 126.5(3) . .
C2 N1 H1 118(4) . .
C11 N1 H1 115(4) . .
C11 N12 C13 116.0(3) . .
C11 N16 C15 121.8(3) . .
C11 N16 H16 119(2) . .
C15 N16 H16 119(2) . .
C22 N21 C31 126.4(3) . .
C22 N21 H21 119(3) . .
C31 N21 H21 114(3) . .
C31 N32 C33 116.5(3) . .
C31 N36 C35 122.4(3) . .
C31 N36 H36 114(3) . .
C35 N36 H36 123(3) . .
C1S Cl1S C1S 60.8(5) . 2_656
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1S Cl1S 1.597(10) .
C1S Cl1S 1.795(10) 2_656
C1S H1S1 0.9900 .
C1S H1S2 0.9900 .
C2S Cl3S 1.745(5) .
C2S Cl2S 1.752(5) .
C2S H2SA 0.9900 .
C2S H2SB 0.9900 .
C2 O2 1.229(4) .
C2 N1 1.377(5) .
C2 C3 1.494(5) .
C3 C8 1.392(5) .
C3 C4 1.393(5) .
C4 C5 1.387(5) .
C4 H4 0.9500 .
C5 C6 1.386(5) .
C5 H5 0.9500 .
C6 C7 1.392(5) .
C6 H6 0.9500 .
C7 C8 1.384(5) .
C7 H7 0.9500 .
C8 H8 0.9500 .
C11 N12 1.309(4) .
C11 N16 1.352(4) .
C11 N1 1.388(4) .
C13 C14 1.356(5) .
C13 N12 1.382(4) .
C13 C17 1.501(5) .
C14 C15 1.425(5) .
C14 H14 0.9500 .
C15 O15 1.251(4) .
C15 N16 1.390(4) .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C22 O22 1.224(4) .
C22 N21 1.377(5) .
C22 C23 1.490(5) .
C23 C24 1.393(5) .
C23 C28 1.394(5) .
C24 C25 1.381(6) .
C24 H24 0.9500 .
C25 C26 1.372(6) .
C25 H25 0.9500 .
C26 C27 1.387(6) .
C26 H26 0.9500 .
C27 C28 1.380(5) .
C27 H27 0.9500 .
C28 H28 0.9500 .
C31 N32 1.312(4) .
C31 N36 1.356(4) .
C31 N21 1.381(4) .
C33 C34 1.362(5) .
C33 N32 1.375(4) .
C33 C37 1.500(5) .
C34 C35 1.425(5) .
C34 H34 0.9500 .
C35 O35 1.238(4) .
C35 N36 1.392(5) .
C37 H37A 0.9800 .
C37 H37B 0.9800 .
C37 H37C 0.9800 .
N1 H1 0.78(5) .
N16 H16 0.92(4) .
N21 H21 0.75(4) .
N36 H36 0.83(5) .
Cl1S C1S 1.795(10) 2_656
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
O2 C2 C3 C8 170.9(4) . .
N1 C2 C3 C8 -9.5(5) . .
O2 C2 C3 C4 -8.3(5) . .
N1 C2 C3 C4 171.2(3) . .
C8 C3 C4 C5 0.5(5) . .
C2 C3 C4 C5 179.8(3) . .
C3 C4 C5 C6 -0.5(5) . .
C4 C5 C6 C7 -0.4(6) . .
C5 C6 C7 C8 1.4(6) . .
C6 C7 C8 C3 -1.4(6) . .
C4 C3 C8 C7 0.4(6) . .
C2 C3 C8 C7 -178.8(4) . .
N12 C13 C14 C15 -0.8(5) . .
C17 C13 C14 C15 179.4(3) . .
C13 C14 C15 O15 178.5(3) . .
C13 C14 C15 N16 -2.2(5) . .
O22 C22 C23 C24 14.7(5) . .
N21 C22 C23 C24 -164.8(3) . .
O22 C22 C23 C28 -163.5(4) . .
N21 C22 C23 C28 17.0(5) . .
C28 C23 C24 C25 -1.7(6) . .
C22 C23 C24 C25 179.9(4) . .
C23 C24 C25 C26 2.1(7) . .
C24 C25 C26 C27 -0.6(7) . .
C25 C26 C27 C28 -1.2(7) . .
C26 C27 C28 C23 1.6(6) . .
C24 C23 C28 C27 -0.1(6) . .
C22 C23 C28 C27 178.1(4) . .
N32 C33 C34 C35 -0.4(5) . .
C37 C33 C34 C35 180.0(4) . .
C33 C34 C35 O35 177.0(4) . .
C33 C34 C35 N36 -3.0(5) . .
O2 C2 N1 C11 7.0(6) . .
C3 C2 N1 C11 -172.6(3) . .
N12 C11 N1 C2 168.7(3) . .
N16 C11 N1 C2 -11.8(5) . .
N16 C11 N12 C13 -0.9(5) . .
N1 C11 N12 C13 178.6(3) . .
C14 C13 N12 C11 2.4(5) . .
C17 C13 N12 C11 -177.8(3) . .
N12 C11 N16 C15 -2.4(5) . .
N1 C11 N16 C15 178.2(3) . .
O15 C15 N16 C11 -176.9(3) . .
C14 C15 N16 C11 3.8(5) . .
O22 C22 N21 C31 5.9(6) . .
C23 C22 N21 C31 -174.6(3) . .
N32 C31 N21 C22 166.0(3) . .
N36 C31 N21 C22 -14.8(5) . .
N36 C31 N32 C33 -1.4(5) . .
N21 C31 N32 C33 177.8(3) . .
C34 C33 N32 C31 2.7(5) . .
C37 C33 N32 C31 -177.7(3) . .
N32 C31 N36 C35 -2.3(5) . .
N21 C31 N36 C35 178.5(3) . .
O35 C35 N36 C31 -175.6(3) . .
C34 C35 N36 C31 4.4(5) . .
Cl1S C1S Cl1S C1S 0.0 2_656 2_656
