#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/95/1519529.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_1519529
loop_
_publ_author_name
'Butts, Craig'
'Coles, Simon J.'
'Hursthouse, Michael B.'
_publ_section_title
;
 C21H35BF4N2
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              1001
_journal_year                    2003
_chemical_formula_moiety         'C21 H35 N2, B F4'
_chemical_formula_sum            'C21 H35 B F4 N2'
_chemical_formula_weight         402.32
_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
_cell_angle_alpha                106.773(2)
_cell_angle_beta                 92.343(2)
_cell_angle_gamma                116.871(2)
_cell_formula_units_Z            1
_cell_length_a                   9.2690(3)
_cell_length_b                   9.9893(3)
_cell_length_c                   14.5557(6)
_cell_measurement_reflns_used    30288
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     1127.66(7)
_computing_cell_refinement       'DENZO and COLLECT'
_computing_data_collection
;
'DENZO (Otwinowski and Minor, 1997) & COLLECT (Hooft, 1998) '
;
_computing_data_reduction        'DENZO and COLLECT'
_computing_molecular_graphics    'PLATON (Watkin, Pearce 1995)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Enraf Nonius KappaCCD area detector'
_diffrn_measurement_method       'ω and φ scans to fill Ewald sphere'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enraf Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1675
_diffrn_reflns_av_sigmaI/netI    0.1063
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            20016
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.98
_exptl_absorpt_coefficient_mu    0.046
_exptl_absorpt_correction_T_max  0.9982
_exptl_absorpt_correction_T_min  0.9820
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SORTAV (R.H.Blessing, 1995, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    0.592
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       slab
_exptl_crystal_F_000             216
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.207
_refine_diff_density_min         -0.202
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       0.12(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     256
_refine_ls_number_reflns         5113
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.1024
_refine_ls_R_factor_gt           0.0742
_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)+(0.1035P)²+0.1029P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1946
_refine_ls_wR_factor_ref         0.2168
_reflns_number_gt                3603
_reflns_number_total             5113
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            eCrystal-1001.cif
_cod_data_source_block           03src661
_cod_depositor_comments
;
Citation :
Butts, Craig and Coles, Simon J. and Hursthouse, Michael B. (2003) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/1001)

More at:
http://ecrystals.chem.soton.ac.uk/1001/

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 3271 2015-04-21 07:52:19Z andrius 
;
_cod_original_sg_symbol_Hall     -P1
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1519529
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
C1 C 0.6829(3) 0.0515(2) 0.38230(15) 0.0266(5) Uani 0.50 1 d P . .
H1 H 0.7971 0.1179 0.3861 0.032 Uiso 0.50 1 calc PR . .
C2 C 0.4181(3) -0.0308(2) 0.37705(14) 0.0244(5) Uani 0.50 1 d P . .
C3 C 0.2626(3) -0.0441(3) 0.37864(15) 0.0283(5) Uani 0.50 1 d P . .
H3 H 0.2438 0.0433 0.3834 0.034 Uiso 0.50 1 calc PR . .
C4 C 0.1367(3) -0.1920(3) 0.37293(16) 0.0330(5) Uani 0.50 1 d P . .
H4 H 0.0283 -0.2064 0.3737 0.040 Uiso 0.50 1 calc PR . .
C5 C 0.1642(3) -0.3212(3) 0.36600(16) 0.0330(5) Uani 0.50 1 d P . .
H5 H 0.0742 -0.4201 0.3631 0.040 Uiso 0.50 1 calc PR . .
C6 C 0.3185(3) -0.3085(3) 0.36325(15) 0.0297(5) Uani 0.50 1 d P . .
H6 H 0.3370 -0.3963 0.3577 0.036 Uiso 0.50 1 calc PR . .
C7 C 0.4455(3) -0.1594(2) 0.36916(14) 0.0241(5) Uani 0.50 1 d P . .
C8 C 0.6009(3) 0.2607(2) 0.39228(16) 0.0284(5) Uani 0.50 1 d P . .
H8A H 0.7200 0.3379 0.4169 0.034 Uiso 0.50 1 calc PR . .
H8B H 0.5396 0.2939 0.4397 0.034 Uiso 0.50 1 calc PR . .
C9 C 0.5464(3) 0.2639(3) 0.29343(16) 0.0304(5) Uani 0.50 1 d P . .
H9A H 0.5456 0.3658 0.3032 0.036 Uiso 0.50 1 calc PR . .
H9B H 0.4321 0.1758 0.2648 0.036 Uiso 0.50 1 calc PR . .
C10 C 0.6571(3) 0.2473(3) 0.22128(16) 0.0322(5) Uani 0.50 1 d P . .
H10A H 0.7702 0.3384 0.2484 0.039 Uiso 0.50 1 calc PR . .
H10B H 0.6622 0.1480 0.2139 0.039 Uiso 0.50 1 calc PR . .
C11 C 0.5976(3) 0.2427(3) 0.12091(16) 0.0312(5) Uani 0.50 1 d P . .
H11A H 0.5832 0.3375 0.1289 0.037 Uiso 0.50 1 calc PR . .
H11B H 0.4885 0.1464 0.0913 0.037 Uiso 0.50 1 calc PR . .
C12 C 0.7159(3) 0.2403(3) 0.05140(16) 0.0349(5) Uani 0.50 1 d P . .
H12A H 0.8253 0.3361 0.0816 0.042 Uiso 0.50 1 calc PR . .
H12B H 0.7296 0.1451 0.0434 0.042 Uiso 0.50 1 calc PR . .
C13 C 0.6600(3) 0.2370(3) -0.04928(16) 0.0358(5) Uani 0.50 1 d P . .
H13A H 0.5541 0.1378 -0.0816 0.043 Uiso 0.50 1 calc PR . .
H13B H 0.6403 0.3288 -0.0415 0.043 Uiso 0.50 1 calc PR . .
C14 C 0.7850(4) 0.2444(4) -0.11426(19) 0.0495(7) Uani 0.50 1 d P . .
H14A H 0.8923 0.3382 -0.0806 0.074 Uiso 0.50 1 calc PR . .
H14B H 0.7482 0.2523 -0.1756 0.074 Uiso 0.50 1 calc PR . .
H14C H 0.7954 0.1474 -0.1286 0.074 Uiso 0.50 1 calc PR . .
C15 C 0.7013(3) -0.1955(3) 0.36842(16) 0.0297(5) Uani 0.50 1 d P . .
H15A H 0.6563 -0.2658 0.4077 0.036 Uiso 0.50 1 calc PR . .
H15B H 0.8199 -0.1217 0.3975 0.036 Uiso 0.50 1 calc PR . .
C16 C 0.6837(3) -0.2973(3) 0.26371(16) 0.0318(5) Uani 0.50 1 d P . .
H16A H 0.5648 -0.3701 0.2351 0.038 Uiso 0.50 1 calc PR . .
H16B H 0.7357 -0.3643 0.2654 0.038 Uiso 0.50 1 calc PR . .
C17 C 0.7599(3) -0.2031(3) 0.19670(17) 0.0345(5) Uani 0.50 1 d P . .
H17A H 0.8781 -0.1274 0.2258 0.041 Uiso 0.50 1 calc PR . .
H17B H 0.7047 -0.1399 0.1919 0.041 Uiso 0.50 1 calc PR . .
C18 C 0.7447(3) -0.3109(3) 0.09417(17) 0.0353(6) Uani 0.50 1 d P . .
H18A H 0.8027 -0.3716 0.0993 0.042 Uiso 0.50 1 calc PR . .
H18B H 0.6266 -0.3891 0.0665 0.042 Uiso 0.50 1 calc PR . .
C19 C 0.8142(3) -0.2221(3) 0.02406(17) 0.0355(5) Uani 0.50 1 d P . .
H19A H 0.9328 -0.1451 0.0512 0.043 Uiso 0.50 1 calc PR . .
H19B H 0.7573 -0.1602 0.0196 0.043 Uiso 0.50 1 calc PR . .
C20 C 0.7963(3) -0.3314(3) -0.07902(18) 0.0436(6) Uani 0.50 1 d P . .
H20A H 0.8539 -0.3927 -0.0747 0.052 Uiso 0.50 1 calc PR . .
H20B H 0.6778 -0.4089 -0.1061 0.052 Uiso 0.50 1 calc PR . .
C21 C 0.8651(4) -0.2419(4) -0.1492(2) 0.0522(7) Uani 0.50 1 d P . .
H21A H 0.8088 -0.1808 -0.1540 0.078 Uiso 0.50 1 calc PR . .
H21B H 0.8473 -0.3186 -0.2140 0.078 Uiso 0.50 1 calc PR . .
H21C H 0.9837 -0.1687 -0.1247 0.078 Uiso 0.50 1 calc PR . .
B1 B 0.1408(3) 0.3071(3) 0.44610(18) 0.0283(5) Uani 0.50 1 d P . .
N1 N 0.5714(2) 0.0997(2) 0.38539(12) 0.0247(4) Uani 0.50 1 d P . .
N2 N 0.6146(2) -0.1021(2) 0.37318(12) 0.0257(4) Uani 0.50 1 d P . .
F1 F 0.05949(17) 0.14157(15) 0.42677(11) 0.0393(4) Uani 0.50 1 d P . .
F2 F 0.28466(18) 0.3523(2) 0.40928(12) 0.0500(4) Uani 0.50 1 d P . .
F3 F 0.03494(18) 0.34555(18) 0.40328(11) 0.0440(4) Uani 0.50 1 d P . .
F4 F 0.18008(17) 0.38449(15) 0.54690(9) 0.0379(4) Uani 0.50 1 d P . .
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'
B B 0.0013 0.0007 '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'
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
N1 C1 N2 111.19(19) . .
N1 C1 H1 124.4 . .
N2 C1 H1 124.4 . .
C3 C2 C7 121.9(2) . .
C3 C2 N1 131.4(2) . .
C7 C2 N1 106.62(18) . .
C4 C3 C2 116.2(2) . .
C4 C3 H3 121.9 . .
C2 C3 H3 121.9 . .
C3 C4 C5 122.1(2) . .
C3 C4 H4 119.0 . .
C5 C4 H4 119.0 . .
C6 C5 C4 121.8(2) . .
C6 C5 H5 119.1 . .
C4 C5 H5 119.1 . .
C5 C6 C7 116.2(2) . .
C5 C6 H6 121.9 . .
C7 C6 H6 121.9 . .
C2 C7 C6 121.8(2) . .
C2 C7 N2 106.36(18) . .
C6 C7 N2 131.7(2) . .
N1 C8 C9 111.39(17) . .
N1 C8 H8A 109.4 . .
C9 C8 H8A 109.4 . .
N1 C8 H8B 109.4 . .
C9 C8 H8B 109.4 . .
H8A C8 H8B 108.0 . .
C8 C9 C10 113.23(19) . .
C8 C9 H9A 108.9 . .
C10 C9 H9A 108.9 . .
C8 C9 H9B 108.9 . .
C10 C9 H9B 108.9 . .
H9A C9 H9B 107.7 . .
C11 C10 C9 113.13(19) . .
C11 C10 H10A 109.0 . .
C9 C10 H10A 109.0 . .
C11 C10 H10B 109.0 . .
C9 C10 H10B 109.0 . .
H10A C10 H10B 107.8 . .
C10 C11 C12 113.10(19) . .
C10 C11 H11A 109.0 . .
C12 C11 H11A 109.0 . .
C10 C11 H11B 109.0 . .
C12 C11 H11B 109.0 . .
H11A C11 H11B 107.8 . .
C13 C12 C11 114.2(2) . .
C13 C12 H12A 108.7 . .
C11 C12 H12A 108.7 . .
C13 C12 H12B 108.7 . .
C11 C12 H12B 108.7 . .
H12A C12 H12B 107.6 . .
C14 C13 C12 112.7(2) . .
C14 C13 H13A 109.1 . .
C12 C13 H13A 109.1 . .
C14 C13 H13B 109.1 . .
C12 C13 H13B 109.1 . .
H13A C13 H13B 107.8 . .
C13 C14 H14A 109.5 . .
C13 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C13 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
N2 C15 C16 112.08(18) . .
N2 C15 H15A 109.2 . .
C16 C15 H15A 109.2 . .
N2 C15 H15B 109.2 . .
C16 C15 H15B 109.2 . .
H15A C15 H15B 107.9 . .
C15 C16 C17 114.80(18) . .
C15 C16 H16A 108.6 . .
C17 C16 H16A 108.6 . .
C15 C16 H16B 108.6 . .
C17 C16 H16B 108.6 . .
H16A C16 H16B 107.5 . .
C16 C17 C18 112.42(19) . .
C16 C17 H17A 109.1 . .
C18 C17 H17A 109.1 . .
C16 C17 H17B 109.1 . .
C18 C17 H17B 109.1 . .
H17A C17 H17B 107.9 . .
C19 C18 C17 114.13(19) . .
C19 C18 H18A 108.7 . .
C17 C18 H18A 108.7 . .
C19 C18 H18B 108.7 . .
C17 C18 H18B 108.7 . .
H18A C18 H18B 107.6 . .
C18 C19 C20 113.8(2) . .
C18 C19 H19A 108.8 . .
C20 C19 H19A 108.8 . .
C18 C19 H19B 108.8 . .
C20 C19 H19B 108.8 . .
H19A C19 H19B 107.7 . .
C21 C20 C19 113.6(2) . .
C21 C20 H20A 108.9 . .
C19 C20 H20A 108.9 . .
C21 C20 H20B 108.9 . .
C19 C20 H20B 108.9 . .
H20A C20 H20B 107.7 . .
C20 C21 H21A 109.5 . .
C20 C21 H21B 109.5 . .
H21A C21 H21B 109.5 . .
C20 C21 H21C 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
F2 B1 F3 110.7(2) . .
F2 B1 F4 109.26(19) . .
F3 B1 F4 109.74(19) . .
F2 B1 F1 110.13(19) . .
F3 B1 F1 108.55(19) . .
F4 B1 F1 108.46(19) . .
C1 N1 C2 107.96(17) . .
C1 N1 C8 126.38(18) . .
C2 N1 C8 125.62(18) . .
C1 N2 C7 107.87(18) . .
C1 N2 C15 126.29(18) . .
C7 N2 C15 125.85(18) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.320(3) .
C1 N2 1.331(3) .
C1 H1 0.9500 .
C2 C3 1.387(3) .
C2 C7 1.394(3) .
C2 N1 1.397(3) .
C3 C4 1.383(3) .
C3 H3 0.9500 .
C4 C5 1.402(4) .
C4 H4 0.9500 .
C5 C6 1.381(3) .
C5 H5 0.9500 .
C6 C7 1.394(3) .
C6 H6 0.9500 .
C7 N2 1.396(3) .
C8 N1 1.476(3) .
C8 C9 1.520(3) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C9 C10 1.524(3) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 C11 1.521(3) .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C11 C12 1.526(3) .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C12 C13 1.521(3) .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C13 C14 1.515(4) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
C15 N2 1.472(3) .
C15 C16 1.523(3) .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C16 C17 1.524(3) .
C16 H16A 0.9900 .
C16 H16B 0.9900 .
C17 C18 1.525(3) .
C17 H17A 0.9900 .
C17 H17B 0.9900 .
C18 C19 1.517(4) .
C18 H18A 0.9900 .
C18 H18B 0.9900 .
C19 C20 1.530(3) .
C19 H19A 0.9900 .
C19 H19B 0.9900 .
C20 C21 1.520(4) .
C20 H20A 0.9900 .
C20 H20B 0.9900 .
C21 H21A 0.9800 .
C21 H21B 0.9800 .
C21 H21C 0.9800 .
B1 F2 1.387(3) .
B1 F3 1.388(3) .
B1 F4 1.389(3) .
B1 F1 1.403(3) .
