#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/97/1519789.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_1519789
loop_
_publ_author_name
'Tomkinson, N'
'Coles, Simon J.'
_publ_section_title
;
 C14H15N2O2 . PF6
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              349
_journal_year                    2007
_chemical_formula_sum            'C14 H15 F6 N2 O2 P'
_chemical_formula_weight         388.25
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 99.445(5)
_cell_angle_gamma                90.000(5)
_cell_formula_units_Z            4
_cell_length_a                   7.916(5)
_cell_length_b                   9.901(5)
_cell_length_c                   20.661(5)
_cell_measurement_reflns_used    96635
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     1597.4(13)
_computing_cell_refinement       'DENZO, COLLECT'
_computing_data_reduction        'DENZO, COLLECT'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker-Nonius KappaCCD Area Detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.2237
_diffrn_reflns_av_sigmaI/netI    0.1675
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            25553
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.87
_exptl_absorpt_coefficient_mu    0.249
_exptl_absorpt_correction_T_max  0.9901
_exptl_absorpt_correction_T_min  0.9519
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2.10 (Sheldrick, G.M., 2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.614
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.720
_refine_diff_density_min         -0.451
_refine_diff_density_rms         0.114
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3630
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.2326
_refine_ls_R_factor_gt           0.1137
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1824P)²+2.6400P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3083
_refine_ls_wR_factor_ref         0.3783
_reflns_number_gt                1566
_reflns_number_total             3630
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-349.cif
_cod_data_source_block           2007src1029
_cod_depositor_comments
;
Citation :
Tomkinson, N and Coles, Simon J. (2007) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/349)

More at:
http://ecrystals.chem.soton.ac.uk/349/

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 3392 2015-05-12 13:50:21Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               1519789
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
C1 C 0.5260(10) 0.0857(7) 0.4109(3) 0.0480(18) Uani 1 1 d . . .
H1A H 0.4744 0.1011 0.4508 0.058 Uiso 1 1 calc R . .
H1B H 0.6499 0.1059 0.4222 0.058 Uiso 1 1 calc R . .
C2 C 0.5051(9) -0.0609(8) 0.3923(3) 0.0437(17) Uani 1 1 d . . .
C3 C 0.4624(10) -0.2428(8) 0.3099(4) 0.055(2) Uani 1 1 d . . .
H3A H 0.4390 -0.2543 0.2622 0.082 Uiso 1 1 calc R . .
H3B H 0.3702 -0.2843 0.3294 0.082 Uiso 1 1 calc R . .
H3C H 0.5715 -0.2862 0.3276 0.082 Uiso 1 1 calc R . .
C4 C 0.4514(8) -0.0001(8) 0.2759(4) 0.0460(18) Uani 1 1 d . . .
C5 C 0.4805(10) 0.1460(8) 0.2945(3) 0.0487(18) Uani 1 1 d . . .
H5A H 0.6002 0.1700 0.2910 0.058 Uiso 1 1 calc R . .
H5B H 0.4043 0.2023 0.2625 0.058 Uiso 1 1 calc R . .
C6 C 0.3753(9) 0.2893(7) 0.3724(3) 0.0425(17) Uani 1 1 d . . .
H6 H 0.3328 0.3438 0.3355 0.051 Uiso 1 1 calc R . .
C7 C 0.3491(9) 0.3388(8) 0.4347(3) 0.0480(19) Uani 1 1 d . . .
H7 H 0.3881 0.2886 0.4735 0.058 Uiso 1 1 calc R . .
C8 C 0.2670(9) 0.4596(8) 0.4380(3) 0.0445(17) Uani 1 1 d . . .
H8 H 0.2310 0.5059 0.3978 0.053 Uiso 1 1 calc R . .
C9 C 0.2301(9) 0.5233(7) 0.4973(3) 0.0439(17) Uani 1 1 d . . .
C10 C 0.1493(9) 0.6471(8) 0.4921(3) 0.0476(18) Uani 1 1 d . . .
H10 H 0.1227 0.6891 0.4503 0.057 Uiso 1 1 calc R . .
C11 C 0.1060(10) 0.7113(8) 0.5467(4) 0.0526(19) Uani 1 1 d . . .
H11 H 0.0521 0.7973 0.5424 0.063 Uiso 1 1 calc R . .
C12 C 0.1421(10) 0.6492(9) 0.6074(4) 0.058(2) Uani 1 1 d . . .
H12 H 0.1118 0.6919 0.6451 0.070 Uiso 1 1 calc R . .
C13 C 0.2209(10) 0.5269(9) 0.6129(4) 0.053(2) Uani 1 1 d . . .
H13 H 0.2464 0.4855 0.6549 0.064 Uiso 1 1 calc R . .
C14 C 0.2654(9) 0.4605(8) 0.5587(4) 0.0521(19) Uani 1 1 d . . .
H14 H 0.3187 0.3743 0.5634 0.062 Uiso 1 1 calc R . .
N1 N 0.4499(7) 0.1793(6) 0.3606(2) 0.0426(14) Uani 1 1 d . . .
N2 N 0.4723(7) -0.0963(6) 0.3261(3) 0.0437(14) Uani 1 1 d . . .
O1 O 0.5229(6) -0.1474(5) 0.4343(2) 0.0509(13) Uani 1 1 d . . .
O2 O 0.4221(6) -0.0330(5) 0.2185(2) 0.0494(13) Uani 1 1 d . . .
F1 F -0.1148(6) -0.0565(6) 0.3885(2) 0.0789(16) Uani 1 1 d . . .
F2 F -0.1316(7) 0.0780(5) 0.3021(3) 0.0919(18) Uani 1 1 d . . .
F3 F -0.1659(6) -0.1421(6) 0.2864(2) 0.0784(16) Uani 1 1 d . . .
F4 F 0.0708(6) -0.0423(5) 0.2630(2) 0.0664(14) Uani 1 1 d . . .
F5 F 0.0870(7) -0.1800(5) 0.3480(2) 0.0775(16) Uani 1 1 d . . .
F6 F 0.1222(7) 0.0428(7) 0.3648(3) 0.109(2) Uani 1 1 d . . .
P1 P -0.0222(2) -0.0501(2) 0.32626(10) 0.0501(7) 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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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
N1 C1 C2 114.8(6) . .
O1 C2 N2 120.3(7) . .
O1 C2 C1 120.3(6) . .
N2 C2 C1 119.3(6) . .
O2 C4 N2 121.4(7) . .
O2 C4 C5 120.2(7) . .
N2 C4 C5 118.1(6) . .
N1 C5 C4 114.4(6) . .
N1 C6 C7 127.2(7) . .
C8 C7 C6 119.1(7) . .
C7 C8 C9 125.9(7) . .
C10 C9 C14 119.1(7) . .
C10 C9 C8 118.5(6) . .
C14 C9 C8 122.4(7) . .
C9 C10 C11 121.2(7) . .
C12 C11 C10 119.5(7) . .
C13 C12 C11 119.7(7) . .
C12 C13 C14 121.8(7) . .
C13 C14 C9 118.7(8) . .
C6 N1 C1 124.0(6) . .
C6 N1 C5 121.4(6) . .
C1 N1 C5 114.4(6) . .
C2 N2 C4 122.4(6) . .
C2 N2 C3 117.4(6) . .
C4 N2 C3 120.2(6) . .
F2 P1 F5 178.1(3) . .
F2 P1 F6 90.3(4) . .
F5 P1 F6 90.8(4) . .
F2 P1 F3 89.3(3) . .
F5 P1 F3 89.6(3) . .
F6 P1 F3 178.9(3) . .
F2 P1 F1 89.2(3) . .
F5 P1 F1 92.4(3) . .
F6 P1 F1 90.4(3) . .
F3 P1 F1 90.6(3) . .
F2 P1 F4 90.3(3) . .
F5 P1 F4 88.1(3) . .
F6 P1 F4 89.5(3) . .
F3 P1 F4 89.4(3) . .
F1 P1 F4 179.5(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.448(9) .
C1 C2 1.503(10) .
C2 O1 1.211(8) .
C2 N2 1.395(9) .
C3 N2 1.487(10) .
C4 O2 1.214(8) .
C4 N2 1.397(9) .
C4 C5 1.505(11) .
C5 N1 1.465(8) .
C6 N1 1.281(9) .
C6 C7 1.424(9) .
C7 C8 1.368(10) .
C8 C9 1.448(10) .
C9 C10 1.379(10) .
C9 C14 1.401(11) .
C10 C11 1.386(10) .
C11 C12 1.385(11) .
C12 C13 1.359(11) .
C13 C14 1.392(10) .
F1 P1 1.582(5) .
F2 P1 1.570(6) .
F3 P1 1.579(5) .
F4 P1 1.604(5) .
F5 P1 1.573(5) .
F6 P1 1.577(5) .
