#------------------------------------------------------------------------------
#$Date: 2016-03-21 01:21:50 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178377 $
#$URL: svn://www.crystallography.net/cod/cif/4/00/02/4000283.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_4000283
_journal_name_full               'Chemistry of Materials'
_journal_paper_doi               10.1021/cm021378u
_journal_year                    2003
_chemical_formula_sum            'C18 H35 F6 N2 P'
_chemical_formula_weight         424.45
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.509(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.2115(2)
_cell_length_b                   9.8729(2)
_cell_length_c                   24.2448(5)
_cell_measurement_reflns_used    4477
_cell_measurement_temperature    175(2)
_cell_measurement_theta_max      26.02
_cell_measurement_theta_min      2.91
_cell_volume                     2204.84(8)
_diffrn_ambient_temperature      175(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'omega and phi scans'
_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  0.0273
_diffrn_reflns_av_sigmaI/netI    0.0368
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            8348
_diffrn_reflns_theta_max         26.04
_diffrn_reflns_theta_min         3.02
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.179
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       tabular
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         4336
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0620
_refine_ls_R_factor_gt           0.0400
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0386P)²+0.8458P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0909
_refine_ls_wR_factor_ref         0.1013
_reflns_number_gt                3187
_reflns_number_total             4336
_reflns_threshold_expression     >2sigma(I)
_cod_original_sg_symbol_H-M      P21/a
_cod_database_code               4000283
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x-1/2, -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_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
P1 P 1.32242(5) 0.01869(5) 0.378996(19) 0.03947(15) Uani 1 1 d . . .
F1 F 1.19159(14) 0.12131(13) 0.38797(6) 0.0777(4) Uani 1 1 d . . .
F2 F 1.24423(12) -0.08714(13) 0.41940(4) 0.0602(3) Uani 1 1 d . . .
F3 F 1.40655(14) 0.08073(16) 0.43084(5) 0.0820(5) Uani 1 1 d . . .
F4 F 1.45139(12) -0.08599(11) 0.37035(5) 0.0539(3) Uani 1 1 d . . .
F5 F 1.23603(13) -0.04628(12) 0.32858(4) 0.0561(3) Uani 1 1 d . . .
F6 F 1.40067(14) 0.12191(12) 0.33930(6) 0.0703(4) Uani 1 1 d . . .
N1 N 0.85617(15) -0.00287(13) 0.36761(6) 0.0338(3) Uani 1 1 d . . .
N2 N 0.88842(16) -0.11686(15) 0.44252(6) 0.0388(4) Uani 1 1 d . . .
C1 C 0.93204(19) -0.10127(17) 0.39095(7) 0.0369(4) Uani 1 1 d . . .
H1 H 1.0059 -0.1526 0.3736 0.044 Uiso 1 1 calc R . .
C2 C 0.7795(2) -0.0253(2) 0.45191(8) 0.0485(5) Uani 1 1 d . . .
H2 H 0.7277 -0.0141 0.4853 0.058 Uiso 1 1 calc R . .
C3 C 0.7594(2) 0.0453(2) 0.40545(8) 0.0464(5) Uani 1 1 d . . .
H3 H 0.6908 0.1159 0.3997 0.056 Uiso 1 1 calc R . .
C4 C 0.9500(2) -0.2123(2) 0.48293(8) 0.0548(6) Uani 1 1 d . . .
H4A H 1.0228 -0.2693 0.4650 0.082 Uiso 0.50 1 calc PR . .
H4B H 0.8725 -0.2697 0.4976 0.082 Uiso 0.50 1 calc PR . .
H4C H 0.9958 -0.1617 0.5132 0.082 Uiso 0.50 1 calc PR . .
H4D H 0.9046 -0.1978 0.5189 0.082 Uiso 0.50 1 calc PR . .
H4E H 1.0549 -0.1975 0.4863 0.082 Uiso 0.50 1 calc PR . .
H4F H 0.9316 -0.3054 0.4706 0.082 Uiso 0.50 1 calc PR . .
C5 C 0.8720(2) 0.04631(18) 0.31070(7) 0.0398(4) Uani 1 1 d . . .
H5A H 0.9582 0.0035 0.2940 0.048 Uiso 1 1 calc R . .
H5B H 0.8879 0.1455 0.3112 0.048 Uiso 1 1 calc R . .
C6 C 0.73853(19) 0.01456(17) 0.27562(7) 0.0358(4) Uani 1 1 d . . .
H6A H 0.6517 0.0521 0.2939 0.043 Uiso 1 1 calc R . .
H6B H 0.7480 0.0600 0.2394 0.043 Uiso 1 1 calc R . .
C7 C 0.7164(2) -0.13557(17) 0.26630(7) 0.0381(4) Uani 1 1 d . . .
H7A H 0.7138 -0.1816 0.3026 0.046 Uiso 1 1 calc R . .
H7B H 0.8006 -0.1716 0.2459 0.046 Uiso 1 1 calc R . .
C8 C 0.5776(2) -0.17023(18) 0.23428(7) 0.0402(4) Uani 1 1 d . . .
H8A H 0.5701 -0.2700 0.2314 0.048 Uiso 1 1 calc R . .
H8B H 0.4934 -0.1381 0.2558 0.048 Uiso 1 1 calc R . .
C9 C 0.56701(19) -0.11061(18) 0.17649(7) 0.0380(4) Uani 1 1 d . . .
H9A H 0.6563 -0.1332 0.1560 0.046 Uiso 1 1 calc R . .
H9B H 0.5608 -0.0107 0.1792 0.046 Uiso 1 1 calc R . .
C10 C 0.43568(19) -0.16316(18) 0.14438(7) 0.0380(4) Uani 1 1 d . . .
H10A H 0.4447 -0.2627 0.1407 0.046 Uiso 1 1 calc R . .
H10B H 0.3474 -0.1447 0.1661 0.046 Uiso 1 1 calc R . .
C11 C 0.41538(19) -0.10247(18) 0.08723(7) 0.0386(4) Uani 1 1 d . . .
H11A H 0.5035 -0.1202 0.0653 0.046 Uiso 1 1 calc R . .
H11B H 0.4044 -0.0031 0.0907 0.046 Uiso 1 1 calc R . .
C12 C 0.28367(19) -0.15945(18) 0.05657(7) 0.0372(4) Uani 1 1 d . . .
H12A H 0.2966 -0.2584 0.0522 0.045 Uiso 1 1 calc R . .
H12B H 0.1964 -0.1449 0.0794 0.045 Uiso 1 1 calc R . .
C13 C 0.2570(2) -0.09741(19) 0.00001(7) 0.0394(4) Uani 1 1 d . . .
H13A H 0.3435 -0.1131 -0.0231 0.047 Uiso 1 1 calc R . .
H13B H 0.2448 0.0017 0.0042 0.047 Uiso 1 1 calc R . .
C14 C 0.1239(2) -0.15487(18) -0.02949(7) 0.0380(4) Uani 1 1 d . . .
H14A H 0.1372 -0.2537 -0.0342 0.046 Uiso 1 1 calc R . .
H14B H 0.0380 -0.1411 -0.0059 0.046 Uiso 1 1 calc R . .
C15 C 0.0937(2) -0.09187(19) -0.08567(7) 0.0422(4) Uani 1 1 d . . .
H15A H 0.0813 0.0071 -0.0810 0.051 Uiso 1 1 calc R . .
H15B H 0.1791 -0.1065 -0.1094 0.051 Uiso 1 1 calc R . .
C16 C -0.0397(2) -0.14818(18) -0.11472(7) 0.0391(4) Uani 1 1 d . . .
H16A H -0.0265 -0.2468 -0.1200 0.047 Uiso 1 1 calc R . .
H16B H -0.1248 -0.1352 -0.0906 0.047 Uiso 1 1 calc R . .
C17 C -0.0719(2) -0.0838(2) -0.17023(8) 0.0550(5) Uani 1 1 d . . .
H17A H 0.0127 -0.0974 -0.1945 0.066 Uiso 1 1 calc R . .
H17B H -0.0844 0.0150 -0.1650 0.066 Uiso 1 1 calc R . .
C18 C -0.2062(3) -0.1395(2) -0.19891(9) 0.0650(6) Uani 1 1 d . . .
H18A H -0.1952 -0.2374 -0.2042 0.098 Uiso 1 1 calc R . .
H18B H -0.2185 -0.0954 -0.2349 0.098 Uiso 1 1 calc R . .
H18C H -0.2916 -0.1218 -0.1762 0.098 Uiso 1 1 calc R . .
