#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:19:56 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180333 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/02/7200246.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_7200246
loop_
_publ_author_name
'Stoll, Ion'
'Brodbeck, Ralf'
'Neumann, Beate'
'Stammler, Hans-Georg'
'Mattay, Jochen'
_publ_section_title
;
 Controlling the self assembly of arene functionalised
 2-aminopyrimidines by arene-perfluoroarene interaction and by
 silver(I) complex formation
;
_journal_issue                   2
_journal_name_full               CrystEngComm
_journal_page_first              306
_journal_paper_doi               10.1039/b811297e
_journal_volume                  11
_journal_year                    2009
_chemical_formula_moiety         'C14 H11 N3'
_chemical_formula_sum            'C14 H11 N3'
_chemical_formula_weight         221.26
_chemical_name_systematic        ?
_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                71.552(3)
_cell_angle_beta                 89.896(4)
_cell_angle_gamma                87.983(4)
_cell_formula_units_Z            4
_cell_length_a                   7.7717(4)
_cell_length_b                   11.5440(7)
_cell_length_c                   13.2696(9)
_cell_measurement_reflns_used    56710
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      25.028
_cell_measurement_theta_min      2.910
_cell_volume                     1128.57(12)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect, Bruker AXS, 2004'
_computing_data_reduction
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'SHELXTL-PLUS (1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_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  0.069
_diffrn_reflns_av_sigmaI/netI    0.0386
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            22623
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.16
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.9810
_exptl_absorpt_correction_T_min  0.9763
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       fragment
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.265
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         3916
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0788
_refine_ls_R_factor_gt           0.0676
_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)+(0.1015P)²+0.4984P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1732
_refine_ls_wR_factor_ref         0.1825
_reflns_number_gt                3227
_reflns_number_total             3916
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b811297e.txt
_cod_data_source_block           compound5
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               7200246
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_assembly
_atom_site_disorder_group
N1 N 0.8638(2) 0.14920(18) 0.22325(15) 0.0360(5) Uani 1 1 d . . .
N2 N 1.0231(2) 0.0968(2) 0.37774(15) 0.0436(5) Uani 1 1 d . . .
H2A H 1.1217 0.0784 0.4126 0.052 Uiso 1 1 calc R . .
H2B H 0.9265 0.0964 0.4125 0.052 Uiso 1 1 calc R . .
N3 N 1.1704(2) 0.12496(18) 0.22090(15) 0.0362(5) Uani 1 1 d . . .
N4 N 0.6700(2) 0.13651(17) 0.47853(15) 0.0348(5) Uani 1 1 d . . .
N5 N 0.5226(2) 0.12193(19) 0.33258(15) 0.0398(5) Uani 1 1 d . . .
H5A H 0.6212 0.1052 0.3066 0.048 Uiso 1 1 calc R . .
H5B H 0.4263 0.1252 0.2969 0.048 Uiso 1 1 calc R . .
N6 N 0.3624(2) 0.16667(18) 0.46190(15) 0.0364(5) Uani 1 1 d . . .
C1 C 1.0200(3) 0.1251(2) 0.27237(18) 0.0331(5) Uani 1 1 d . . .
C2 C 1.1611(3) 0.1551(2) 0.11593(18) 0.0344(5) Uani 1 1 d . . .
H2 H 1.2653 0.1541 0.0786 0.041 Uiso 1 1 calc R . .
C3 C 1.0094(3) 0.18820(19) 0.05657(17) 0.0324(5) Uani 1 1 d . . .
C4 C 0.8628(3) 0.1818(2) 0.11819(18) 0.0356(5) Uani 1 1 d . . .
H4 H 0.7547 0.2021 0.0825 0.043 Uiso 1 1 calc R . .
C5 C 1.0036(3) 0.2230(2) -0.06059(17) 0.0328(5) Uani 1 1 d . . .
C6 C 1.0657(3) 0.1421(2) -0.11078(18) 0.0363(5) Uani 1 1 d . . .
H6 H 1.1151 0.0654 -0.0692 0.044 Uiso 1 1 calc R . .
C7 C 1.0575(3) 0.1702(2) -0.22125(19) 0.0412(6) Uani 1 1 d . . .
H7 H 1.1017 0.1129 -0.2536 0.049 Uiso 1 1 calc R . .
C8 C 0.9865(3) 0.2791(2) -0.28274(19) 0.0422(6) Uani 1 1 d . . .
H8 H 0.9802 0.2967 -0.3576 0.051 Uiso 1 1 calc R . .
C9 C 0.9219(3) 0.3666(2) -0.23605(18) 0.0378(5) Uani 1 1 d . . .
C10 C 0.8501(3) 0.4814(3) -0.2986(2) 0.0497(7) Uani 1 1 d . . .
H10 H 0.8415 0.4996 -0.3735 0.060 Uiso 1 1 calc R . .
C11 C 0.7933(4) 0.5659(3) -0.2533(2) 0.0549(7) Uani 1 1 d . . .
H11 H 0.7450 0.6423 -0.2963 0.066 Uiso 1 1 calc R . .
C12 C 0.8062(3) 0.5401(2) -0.1432(2) 0.0505(7) Uani 1 1 d . . .
H12 H 0.7676 0.5998 -0.1120 0.061 Uiso 1 1 calc R . .
C13 C 0.8733(3) 0.4306(2) -0.0800(2) 0.0428(6) Uani 1 1 d . . .
H13 H 0.8811 0.4151 -0.0055 0.051 Uiso 1 1 calc R . .
C14 C 0.9319(3) 0.3391(2) -0.12415(18) 0.0342(5) Uani 1 1 d . . .
C15 C 0.5192(3) 0.1424(2) 0.42614(18) 0.0328(5) Uani 1 1 d . . .
C16 C 0.3627(3) 0.1929(2) 0.55196(18) 0.0372(5) Uani 1 1 d . . .
H16 H 0.2549 0.2116 0.5781 0.045 Uiso 1 1 calc R . .
C17 C 0.5092(3) 0.1950(2) 0.61128(18) 0.0342(5) Uani 1 1 d . . .
C18 C 0.6609(3) 0.1610(2) 0.56981(18) 0.0352(5) Uani 1 1 d . . .
H18 H 0.7644 0.1549 0.6094 0.042 Uiso 1 1 calc R . .
C19 C 0.5035(3) 0.2236(2) 0.71242(18) 0.0354(5) Uani 1 1 d . . .
C20 C 0.5652(3) 0.1387(2) 0.80461(19) 0.0391(5) Uani 1 1 d . . .
H20 H 0.6127 0.0627 0.8021 0.047 Uiso 1 1 calc R . .
C21 C 0.5594(3) 0.1620(2) 0.90210(19) 0.0434(6) Uani 1 1 d . . .
H21 H 0.6032 0.1022 0.9646 0.052 Uiso 1 1 calc R . .
C22 C 0.4909(3) 0.2705(2) 0.90731(19) 0.0428(6) Uani 1 1 d . . .
H22 H 0.4869 0.2854 0.9737 0.051 Uiso 1 1 calc R . .
C23 C 0.4260(3) 0.3606(2) 0.81549(19) 0.0394(6) Uani 1 1 d . . .
C24 C 0.3541(3) 0.4742(3) 0.8193(2) 0.0500(7) Uani 1 1 d . . .
H24 H 0.3464 0.4890 0.8856 0.060 Uiso 1 1 calc R . .
C25 C 0.2962(3) 0.5619(3) 0.7296(3) 0.0562(7) Uani 1 1 d . . .
H25 H 0.2480 0.6371 0.7336 0.067 Uiso 1 1 calc R . .
C26 C 0.3076(3) 0.5413(2) 0.6313(2) 0.0534(7) Uani 1 1 d . . .
H26 H 0.2684 0.6032 0.5688 0.064 Uiso 1 1 calc R . .
C27 C 0.3746(3) 0.4331(2) 0.6243(2) 0.0432(6) Uani 1 1 d . . .
H27 H 0.3816 0.4209 0.5569 0.052 Uiso 1 1 calc R . .
C28 C 0.4339(3) 0.3390(2) 0.71613(18) 0.0359(5) 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'
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
_geom_angle_publ_flag
C4 N1 C1 116.79(18) . . ?
C1 N2 H2A 120.0 . . ?
C1 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
C2 N3 C1 116.60(18) . . ?
C18 N4 C15 116.09(18) . . ?
C15 N5 H5A 120.0 . . ?
C15 N5 H5B 120.0 . . ?
H5A N5 H5B 120.0 . . ?
C16 N6 C15 115.92(18) . . ?
N2 C1 N3 118.78(19) . . ?
N2 C1 N1 117.34(19) . . ?
N3 C1 N1 123.9(2) . . ?
N3 C2 C3 124.59(19) . . ?
N3 C2 H2 117.7 . . ?
C3 C2 H2 117.7 . . ?
C4 C3 C2 113.6(2) . . ?
C4 C3 C5 123.05(19) . . ?
C2 C3 C5 123.31(19) . . ?
N1 C4 C3 124.39(19) . . ?
N1 C4 H4 117.8 . . ?
C3 C4 H4 117.8 . . ?
C6 C5 C14 118.7(2) . . ?
C6 C5 C3 120.0(2) . . ?
C14 C5 C3 121.31(19) . . ?
C5 C6 C7 121.6(2) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
C8 C7 C6 120.4(2) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C9 120.6(2) . . ?
C7 C8 H8 119.7 . . ?
C9 C8 H8 119.7 . . ?
C10 C9 C14 119.3(2) . . ?
C10 C9 C8 121.6(2) . . ?
C14 C9 C8 119.1(2) . . ?
C11 C10 C9 121.1(3) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C10 C11 C12 119.8(2) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C13 C12 C11 121.0(3) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C12 C13 C14 121.0(2) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
C9 C14 C13 117.9(2) . . ?
C9 C14 C5 119.4(2) . . ?
C13 C14 C5 122.7(2) . . ?
N5 C15 N4 118.23(19) . . ?
N5 C15 N6 116.87(19) . . ?
N4 C15 N6 124.9(2) . . ?
N6 C16 C17 124.8(2) . . ?
N6 C16 H16 117.6 . . ?
C17 C16 H16 117.6 . . ?
C16 C17 C18 113.8(2) . . ?
C16 C17 C19 123.05(19) . . ?
C18 C17 C19 123.1(2) . . ?
N4 C18 C17 124.3(2) . . ?
N4 C18 H18 117.9 . . ?
C17 C18 H18 117.9 . . ?
C20 C19 C28 119.2(2) . . ?
C20 C19 C17 120.0(2) . . ?
C28 C19 C17 120.9(2) . . ?
C19 C20 C21 121.5(2) . . ?
C19 C20 H20 119.3 . . ?
C21 C20 H20 119.3 . . ?
C22 C21 C20 120.1(2) . . ?
C22 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C21 C22 C23 120.9(2) . . ?
C21 C22 H22 119.6 . . ?
C23 C22 H22 119.6 . . ?
C22 C23 C28 119.6(2) . . ?
C22 C23 C24 121.7(2) . . ?
C28 C23 C24 118.7(2) . . ?
C25 C24 C23 121.2(3) . . ?
C25 C24 H24 119.4 . . ?
C23 C24 H24 119.4 . . ?
C24 C25 C26 119.9(3) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C27 C26 C25 120.7(3) . . ?
C27 C26 H26 119.6 . . ?
C25 C26 H26 119.6 . . ?
C26 C27 C28 121.0(3) . . ?
C26 C27 H27 119.5 . . ?
C28 C27 H27 119.5 . . ?
C27 C28 C23 118.4(2) . . ?
C27 C28 C19 122.7(2) . . ?
C23 C28 C19 118.8(2) . . ?
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
N1 C4 1.324(3) . ?
N1 C1 1.357(3) . ?
N2 C1 1.331(3) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
N3 C2 1.326(3) . ?
N3 C1 1.353(3) . ?
N4 C18 1.329(3) . ?
N4 C15 1.352(3) . ?
N5 C15 1.335(3) . ?
N5 H5A 0.8800 . ?
N5 H5B 0.8800 . ?
N6 C16 1.322(3) . ?
N6 C15 1.359(3) . ?
C2 C3 1.392(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.392(3) . ?
C3 C5 1.478(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.382(3) . ?
C5 C14 1.432(3) . ?
C6 C7 1.399(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.361(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.420(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.418(3) . ?
C9 C14 1.418(3) . ?
C10 C11 1.359(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.399(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.363(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.422(3) . ?
C13 H13 0.9500 . ?
C16 C17 1.391(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.396(3) . ?
C17 C19 1.480(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.377(3) . ?
C19 C28 1.436(3) . ?
C20 C21 1.402(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.365(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.409(4) . ?
C22 H22 0.9500 . ?
C23 C28 1.418(3) . ?
C23 C24 1.423(4) . ?
C24 C25 1.361(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.400(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.367(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.416(3) . ?
C27 H27 0.9500 . ?
