#------------------------------------------------------------------------------
#$Date: 2017-10-14 21:27:35 +0200 (Sat 14 de Oct de 2017) $
#$Revision: 202017 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/02/7200249.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_7200249
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, C6 F6'
_chemical_formula_sum            'C20 H11 F6 N3'
_chemical_formula_weight         407.32
_chemical_name_systematic        ?
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 105.9350(16)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.7639(4)
_cell_length_b                   7.0692(2)
_cell_length_c                   14.1054(5)
_cell_measurement_reflns_used    10254
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      2.910
_cell_volume                     1703.24(9)
_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      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.042
_diffrn_reflns_av_sigmaI/netI    0.0368
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            19875
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         2.91
_exptl_absorpt_coefficient_mu    0.142
_exptl_absorpt_correction_T_max  0.9929
_exptl_absorpt_correction_T_min  0.9694
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.588
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.244
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     270
_refine_ls_number_reflns         3896
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0590
_refine_ls_R_factor_gt           0.0398
_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)+(0.0612P)²+0.0930P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0992
_refine_ls_wR_factor_ref         0.1088
_reflns_number_gt                2901
_reflns_number_total             3896
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b811297e.txt
_cod_data_source_block           compound5+HBF
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7200249
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
N1 N 0.42473(6) -0.02830(15) 0.31618(8) 0.0218(3) Uani 1 1 d . . .
N2 N 0.51640(7) 0.12406(17) 0.25593(9) 0.0228(3) Uani 1 1 d . . .
H2A H 0.5425(9) 0.229(3) 0.2483(11) 0.033(4) Uiso 1 1 d . . .
H2B H 0.5104(10) 0.032(3) 0.2111(12) 0.036(5) Uiso 1 1 d . . .
N3 N 0.47137(6) 0.28137(15) 0.37319(8) 0.0209(3) Uani 1 1 d . . .
C1 C 0.47007(7) 0.12623(17) 0.31652(9) 0.0194(3) Uani 1 1 d . . .
C2 C 0.42249(7) 0.28048(18) 0.43030(10) 0.0205(3) Uani 1 1 d . . .
H2 H 0.4229 0.3866 0.4718 0.025 Uiso 1 1 calc R . .
C3 C 0.37093(7) 0.13307(18) 0.43261(9) 0.0189(3) Uani 1 1 d . . .
C4 C 0.37668(8) -0.02056(19) 0.37332(9) 0.0214(3) Uani 1 1 d . . .
H4 H 0.3441 -0.1268 0.3738 0.026 Uiso 1 1 calc R . .
C5 C 0.31557(7) 0.13902(17) 0.49476(9) 0.0183(3) Uani 1 1 d . . .
C6 C 0.34383(8) 0.16272(19) 0.59478(9) 0.0215(3) Uani 1 1 d . . .
H6 H 0.3987 0.1756 0.6229 0.026 Uiso 1 1 calc R . .
C7 C 0.29401(8) 0.16858(19) 0.65707(10) 0.0237(3) Uani 1 1 d . . .
H7 H 0.3155 0.1834 0.7262 0.028 Uiso 1 1 calc R . .
C8 C 0.21487(8) 0.15305(19) 0.61839(10) 0.0233(3) Uani 1 1 d . . .
H8 H 0.1816 0.1563 0.6608 0.028 Uiso 1 1 calc R . .
C9 C 0.18210(8) 0.13205(17) 0.51532(10) 0.0197(3) Uani 1 1 d . . .
C10 C 0.09955(8) 0.12123(19) 0.47324(11) 0.0248(3) Uani 1 1 d . . .
H10 H 0.0658 0.1271 0.5150 0.030 Uiso 1 1 calc R . .
C11 C 0.06825(8) 0.1026(2) 0.37406(11) 0.0280(3) Uani 1 1 d . . .
H11 H 0.0131 0.0960 0.3472 0.034 Uiso 1 1 calc R . .
C12 C 0.11763(8) 0.0933(2) 0.31121(10) 0.0259(3) Uani 1 1 d . . .
H12 H 0.0955 0.0797 0.2421 0.031 Uiso 1 1 calc R . .
C13 C 0.19736(8) 0.10354(19) 0.34908(10) 0.0223(3) Uani 1 1 d . . .
H13 H 0.2298 0.0976 0.3057 0.027 Uiso 1 1 calc R . .
C14 C 0.23228(8) 0.12284(17) 0.45203(9) 0.0179(3) Uani 1 1 d . . .
F1 F 0.27674(5) 0.55853(11) 0.36183(6) 0.0311(2) Uani 1 1 d . . .
F2 F 0.34479(4) 0.62441(12) 0.55653(6) 0.0324(2) Uani 1 1 d . . .
F3 F 0.25342(5) 0.68583(12) 0.68055(6) 0.0343(2) Uani 1 1 d . . .
F4 F 0.09540(5) 0.69297(13) 0.60802(6) 0.0388(2) Uani 1 1 d . . .
F5 F 0.02770(5) 0.63196(12) 0.41338(7) 0.0382(2) Uani 1 1 d . . .
F6 F 0.11872(5) 0.56739(13) 0.28996(6) 0.0350(2) Uani 1 1 d . . .
C15 C 0.23210(8) 0.59177(18) 0.42298(10) 0.0227(3) Uani 1 1 d . . .
C16 C 0.26652(8) 0.62340(18) 0.52190(10) 0.0231(3) Uani 1 1 d . . .
C17 C 0.22063(8) 0.65569(19) 0.58442(10) 0.0245(3) Uani 1 1 d . . .
C18 C 0.14023(8) 0.6577(2) 0.54784(10) 0.0261(3) Uani 1 1 d . . .
C19 C 0.10573(8) 0.62756(19) 0.44880(11) 0.0263(3) Uani 1 1 d . . .
C20 C 0.15170(8) 0.59509(19) 0.38626(10) 0.0242(3) 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'
F F 0.0171 0.0103 '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 116.43(11) . . ?
C1 N2 H2A 119.7(10) . . ?
C1 N2 H2B 119.0(11) . . ?
H2A N2 H2B 118.9(15) . . ?
C2 N3 C1 116.32(11) . . ?
N2 C1 N3 118.18(12) . . ?
N2 C1 N1 117.17(12) . . ?
N3 C1 N1 124.65(12) . . ?
N3 C2 C3 123.87(12) . . ?
N3 C2 H2 118.1 . . ?
C3 C2 H2 118.1 . . ?
C4 C3 C2 114.36(12) . . ?
C4 C3 C5 123.10(11) . . ?
C2 C3 C5 122.54(12) . . ?
N1 C4 C3 124.28(12) . . ?
N1 C4 H4 117.9 . . ?
C3 C4 H4 117.9 . . ?
C6 C5 C14 118.93(12) . . ?
C6 C5 C3 119.70(11) . . ?
C14 C5 C3 121.37(11) . . ?
C5 C6 C7 122.01(12) . . ?
C5 C6 H6 119.0 . . ?
C7 C6 H6 119.0 . . ?
C8 C7 C6 120.17(12) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C7 C8 C9 120.40(12) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C8 C9 C10 121.25(12) . . ?
C8 C9 C14 119.70(12) . . ?
C10 C9 C14 119.05(12) . . ?
C11 C10 C9 121.07(13) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C10 C11 C12 120.09(13) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C13 C12 C11 120.46(12) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C12 C13 C14 121.18(13) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 H13 119.4 . . ?
C13 C14 C9 118.16(12) . . ?
C13 C14 C5 123.05(12) . . ?
C9 C14 C5 118.77(11) . . ?
F1 C15 C16 120.15(12) . . ?
F1 C15 C20 119.67(12) . . ?
C16 C15 C20 120.18(13) . . ?
F2 C16 C17 120.24(12) . . ?
F2 C16 C15 119.77(12) . . ?
C17 C16 C15 119.99(12) . . ?
F3 C17 C16 120.46(12) . . ?
F3 C17 C18 119.72(13) . . ?
C16 C17 C18 119.82(12) . . ?
F4 C18 C17 120.03(12) . . ?
F4 C18 C19 119.69(13) . . ?
C17 C18 C19 120.27(13) . . ?
F5 C19 C20 120.04(12) . . ?
F5 C19 C18 120.07(13) . . ?
C20 C19 C18 119.89(13) . . ?
F6 C20 C19 120.26(12) . . ?
F6 C20 C15 119.90(13) . . ?
C19 C20 C15 119.85(12) . . ?
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 1.3262(17) . ?
N1 C1 1.3565(17) . ?
N2 C1 1.3395(17) . ?
N2 H2A 0.897(18) . ?
N2 H2B 0.893(18) . ?
N3 C2 1.3369(17) . ?
N3 C1 1.3535(17) . ?
C2 C3 1.3936(18) . ?
C2 H2 0.9500 . ?
C3 C4 1.3915(18) . ?
C3 C5 1.4869(18) . ?
C4 H4 0.9500 . ?
C5 C6 1.3717(18) . ?
C5 C14 1.4409(18) . ?
C6 C7 1.4084(19) . ?
C6 H6 0.9500 . ?
C7 C8 1.366(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.4177(19) . ?
C8 H8 0.9500 . ?
C9 C10 1.4250(19) . ?
C9 C14 1.4258(18) . ?
C10 C11 1.362(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.409(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.3716(19) . ?
C12 H12 0.9500 . ?
C13 C14 1.4203(18) . ?
C13 H13 0.9500 . ?
F1 C15 1.3429(15) . ?
F2 C16 1.3414(16) . ?
F3 C17 1.3377(15) . ?
F4 C18 1.3374(16) . ?
F5 C19 1.3386(16) . ?
F6 C20 1.3377(15) . ?
C15 C16 1.379(2) . ?
C15 C20 1.3793(19) . ?
C16 C17 1.374(2) . ?
C17 C18 1.379(2) . ?
C18 C19 1.379(2) . ?
C19 C20 1.376(2) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653532
