#------------------------------------------------------------------------------
#$Date: 2016-02-13 13:50:18 +0100 (Sat 13 de Feb de 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/95/1519534.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_1519534
loop_
_publ_author_name
'Butts, Craig'
'Coles, Simon J.'
'Hursthouse, Michael B.'
_publ_section_title
;
 C23H39BF4N2
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              958
_journal_year                    2003
_chemical_formula_moiety         'C23 H39 N2, B F4'
_chemical_formula_sum            'C23 H39 B F4 N2'
_chemical_formula_weight         430.37
_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                96.2045(7)
_cell_angle_beta                 102.3108(8)
_cell_angle_gamma                115.3996(14)
_cell_formula_units_Z            2
_cell_length_a                   9.30640(10)
_cell_length_b                   9.8372(2)
_cell_length_c                   15.4960(4)
_cell_measurement_reflns_used    12513
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     1219.63(5)
_computing_cell_refinement       'DENZO and COLLECT'
_computing_data_collection
;
'DENZO (Otwinowski and Minor, 1997) & COLLECT (Hooft, 1998) '
;
_computing_data_reduction        'DENZO and COLLECT'
_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 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type
'Bruker-Nonius APEX II CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  '6cm confocal mirrors'
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1114
_diffrn_reflns_av_sigmaI/netI    0.0700
_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       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            21672
_diffrn_reflns_theta_full        27.44
_diffrn_reflns_theta_max         27.44
_diffrn_reflns_theta_min         2.98
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.9965
_exptl_absorpt_correction_T_min  0.9654
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SORTAV (Blessing, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.172
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       slab
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.307
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       0.035(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.955
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         5496
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.955
_refine_ls_R_factor_all          0.0724
_refine_ls_R_factor_gt           0.0570
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0865P)²+0.4748P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1495
_refine_ls_wR_factor_ref         0.1637
_reflns_number_gt                4324
_reflns_number_total             5496
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            eCrystal-958.cif
_cod_data_source_block           03src0660
_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/958)

More at:
http://ecrystals.chem.soton.ac.uk/958/

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_cell_volume        1219.63(4)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1519534
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
B1 B 0.1751(2) 0.8512(2) 0.05252(13) 0.0248(4) Uani 1 1 d . . .
F1 F 0.13065(13) 0.84636(12) -0.03975(7) 0.0360(3) Uani 1 1 d . . .
F2 F 0.10804(12) 0.69971(11) 0.06494(7) 0.0307(3) Uani 1 1 d . . .
F3 F 0.34684(12) 0.92220(13) 0.08625(8) 0.0438(3) Uani 1 1 d . . .
F4 F 0.10942(14) 0.93012(12) 0.09767(8) 0.0430(3) Uani 1 1 d . . .
C1 C 0.77425(18) 0.65396(17) 0.10696(10) 0.0213(3) Uani 1 1 d . . .
H1 H 0.8825 0.7153 0.1024 0.026 Uiso 1 1 calc R . .
C2 C 0.55228(18) 0.45608(17) 0.11937(9) 0.0195(3) Uani 1 1 d . . .
C3 C 0.43429(19) 0.31367(18) 0.12565(10) 0.0227(3) Uani 1 1 d . . .
H3 H 0.4580 0.2295 0.1301 0.027 Uiso 1 1 calc R . .
C4 C 0.28002(19) 0.30160(19) 0.12503(11) 0.0260(4) Uani 1 1 d . . .
H4 H 0.1950 0.2061 0.1285 0.031 Uiso 1 1 calc R . .
C5 C 0.2463(2) 0.4272(2) 0.11943(11) 0.0276(4) Uani 1 1 d . . .
H5 H 0.1389 0.4138 0.1192 0.033 Uiso 1 1 calc R . .
C6 C 0.36383(19) 0.56926(18) 0.11423(10) 0.0235(3) Uani 1 1 d . . .
H6 H 0.3409 0.6542 0.1113 0.028 Uiso 1 1 calc R . .
C7 C 0.51813(18) 0.58076(17) 0.11354(9) 0.0194(3) Uani 1 1 d . . .
C8 C 0.80630(19) 0.41701(18) 0.11858(10) 0.0237(3) Uani 1 1 d . . .
H8A H 0.8944 0.4601 0.0883 0.028 Uiso 1 1 calc R . .
H8B H 0.7290 0.3093 0.0848 0.028 Uiso 1 1 calc R . .
C9 C 0.88501(19) 0.41697(18) 0.21555(10) 0.0239(3) Uani 1 1 d . . .
H9A H 0.9318 0.3437 0.2137 0.029 Uiso 1 1 calc R . .
H9B H 0.7971 0.3789 0.2464 0.029 Uiso 1 1 calc R . .
C10 C 1.02233(19) 0.57512(18) 0.27171(11) 0.0256(3) Uani 1 1 d . . .
H10A H 1.1094 0.6153 0.2405 0.031 Uiso 1 1 calc R . .
H10B H 0.9754 0.6480 0.2761 0.031 Uiso 1 1 calc R . .
C11 C 1.1007(2) 0.56745(19) 0.36711(11) 0.0278(4) Uani 1 1 d . . .
H11A H 1.0128 0.5258 0.3976 0.033 Uiso 1 1 calc R . .
H11B H 1.1478 0.4948 0.3623 0.033 Uiso 1 1 calc R . .
C12 C 1.2373(2) 0.72347(19) 0.42549(11) 0.0266(4) Uani 1 1 d . . .
H12A H 1.1918 0.7978 0.4277 0.032 Uiso 1 1 calc R . .
H12B H 1.3281 0.7627 0.3967 0.032 Uiso 1 1 calc R . .
C13 C 1.3088(2) 0.71611(19) 0.52235(11) 0.0278(4) Uani 1 1 d . . .
H13A H 1.2181 0.6787 0.5513 0.033 Uiso 1 1 calc R . .
H13B H 1.3517 0.6399 0.5198 0.033 Uiso 1 1 calc R . .
C14 C 1.4477(2) 0.8698(2) 0.58113(11) 0.0301(4) Uani 1 1 d . . .
H14A H 1.4054 0.9465 0.5831 0.036 Uiso 1 1 calc R . .
H14B H 1.5392 0.9066 0.5527 0.036 Uiso 1 1 calc R . .
C15 C 1.5164(2) 0.8615(2) 0.67773(12) 0.0394(5) Uani 1 1 d . . .
H15A H 1.4277 0.8298 0.7074 0.059 Uiso 1 1 calc R . .
H15B H 1.6066 0.9633 0.7115 0.059 Uiso 1 1 calc R . .
H15C H 1.5590 0.7861 0.6764 0.059 Uiso 1 1 calc R . .
C16 C 0.6817(2) 0.85762(17) 0.09973(10) 0.0246(3) Uani 1 1 d . . .
H16A H 0.5788 0.8489 0.0593 0.029 Uiso 1 1 calc R . .
H16B H 0.7733 0.9084 0.0729 0.029 Uiso 1 1 calc R . .
C17 C 0.7210(2) 0.95656(18) 0.19285(11) 0.0258(3) Uani 1 1 d . . .
H17A H 0.6395 0.8972 0.2238 0.031 Uiso 1 1 calc R . .
H17B H 0.7081 1.0496 0.1848 0.031 Uiso 1 1 calc R . .
C18 C 0.8960(2) 1.00687(19) 0.25299(11) 0.0270(4) Uani 1 1 d . . .
H18A H 0.9119 0.9143 0.2570 0.032 Uiso 1 1 calc R . .
H18B H 0.9776 1.0733 0.2244 0.032 Uiso 1 1 calc R . .
C19 C 0.9303(2) 1.09484(19) 0.34841(11) 0.0258(3) Uani 1 1 d . . .
H19A H 0.8552 1.0254 0.3789 0.031 Uiso 1 1 calc R . .
H19B H 0.9051 1.1824 0.3443 0.031 Uiso 1 1 calc R . .
C20 C 1.1095(2) 1.1566(2) 0.40568(11) 0.0282(4) Uani 1 1 d . . .
H20A H 1.1357 1.0693 0.4076 0.034 Uiso 1 1 calc R . .
H20B H 1.1841 1.2287 0.3760 0.034 Uiso 1 1 calc R . .
C21 C 1.1449(2) 1.24004(19) 0.50256(11) 0.0269(4) Uani 1 1 d . . .
H21A H 1.1150 1.3251 0.5007 0.032 Uiso 1 1 calc R . .
H21B H 1.0734 1.1669 0.5330 0.032 Uiso 1 1 calc R . .
C22 C 1.3257(2) 1.3063(2) 0.55826(11) 0.0325(4) Uani 1 1 d . . .
H22A H 1.3972 1.3804 0.5282 0.039 Uiso 1 1 calc R . .
H22B H 1.3561 1.2215 0.5597 0.039 Uiso 1 1 calc R . .
C23 C 1.3594(2) 1.3879(2) 0.65513(12) 0.0394(4) Uani 1 1 d . . .
H23A H 1.3303 1.4725 0.6542 0.059 Uiso 1 1 calc R . .
H23B H 1.4775 1.4296 0.6875 0.059 Uiso 1 1 calc R . .
H23C H 1.2923 1.3142 0.6861 0.059 Uiso 1 1 calc R . .
N1 N 0.71527(15) 0.50797(14) 0.11508(8) 0.0202(3) Uani 1 1 d . . .
N2 N 0.66028(15) 0.70230(14) 0.10608(8) 0.0209(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'
B B 0.0013 0.0007 '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
F3 B1 F1 109.42(14) . .
F3 B1 F4 110.77(14) . .
F1 B1 F4 109.92(14) . .
F3 B1 F2 109.75(14) . .
F1 B1 F2 108.75(13) . .
F4 B1 F2 108.19(13) . .
N2 C1 N1 110.63(13) . .
N2 C1 H1 124.7 . .
N1 C1 H1 124.7 . .
C3 C2 N1 131.92(14) . .
C3 C2 C7 122.04(14) . .
N1 C2 C7 106.02(13) . .
C4 C3 C2 116.18(14) . .
C4 C3 H3 121.9 . .
C2 C3 H3 121.9 . .
C3 C4 C5 121.63(15) . .
C3 C4 H4 119.2 . .
C5 C4 H4 119.2 . .
C6 C5 C4 122.30(15) . .
C6 C5 H5 118.8 . .
C4 C5 H5 118.8 . .
C5 C6 C7 116.07(14) . .
C5 C6 H6 122.0 . .
C7 C6 H6 122.0 . .
N2 C7 C6 131.24(14) . .
N2 C7 C2 106.98(13) . .
C6 C7 C2 121.77(14) . .
N1 C8 C9 112.25(12) . .
N1 C8 H8A 109.2 . .
C9 C8 H8A 109.2 . .
N1 C8 H8B 109.2 . .
C9 C8 H8B 109.2 . .
H8A C8 H8B 107.9 . .
C8 C9 C10 114.22(13) . .
C8 C9 H9A 108.7 . .
C10 C9 H9A 108.7 . .
C8 C9 H9B 108.7 . .
C10 C9 H9B 108.7 . .
H9A C9 H9B 107.6 . .
C11 C10 C9 112.02(13) . .
C11 C10 H10A 109.2 . .
C9 C10 H10A 109.2 . .
C11 C10 H10B 109.2 . .
C9 C10 H10B 109.2 . .
H10A C10 H10B 107.9 . .
C12 C11 C10 113.54(13) . .
C12 C11 H11A 108.9 . .
C10 C11 H11A 108.9 . .
C12 C11 H11B 108.9 . .
C10 C11 H11B 108.9 . .
H11A C11 H11B 107.7 . .
C11 C12 C13 113.15(14) . .
C11 C12 H12A 108.9 . .
C13 C12 H12A 108.9 . .
C11 C12 H12B 108.9 . .
C13 C12 H12B 108.9 . .
H12A C12 H12B 107.8 . .
C14 C13 C12 114.00(14) . .
C14 C13 H13A 108.8 . .
C12 C13 H13A 108.8 . .
C14 C13 H13B 108.8 . .
C12 C13 H13B 108.8 . .
H13A C13 H13B 107.6 . .
C13 C14 C15 113.54(15) . .
C13 C14 H14A 108.9 . .
C15 C14 H14A 108.9 . .
C13 C14 H14B 108.9 . .
C15 C14 H14B 108.9 . .
H14A C14 H14B 107.7 . .
C14 C15 H15A 109.5 . .
C14 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C14 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
N2 C16 C17 111.25(12) . .
N2 C16 H16A 109.4 . .
C17 C16 H16A 109.4 . .
N2 C16 H16B 109.4 . .
C17 C16 H16B 109.4 . .
H16A C16 H16B 108.0 . .
C16 C17 C18 113.12(13) . .
C16 C17 H17A 109.0 . .
C18 C17 H17A 109.0 . .
C16 C17 H17B 109.0 . .
C18 C17 H17B 109.0 . .
H17A C17 H17B 107.8 . .
C19 C18 C17 113.07(13) . .
C19 C18 H18A 109.0 . .
C17 C18 H18A 109.0 . .
C19 C18 H18B 109.0 . .
C17 C18 H18B 109.0 . .
H18A C18 H18B 107.8 . .
C18 C19 C20 112.89(13) . .
C18 C19 H19A 109.0 . .
C20 C19 H19A 109.0 . .
C18 C19 H19B 109.0 . .
C20 C19 H19B 109.0 . .
H19A C19 H19B 107.8 . .
C21 C20 C19 113.72(14) . .
C21 C20 H20A 108.8 . .
C19 C20 H20A 108.8 . .
C21 C20 H20B 108.8 . .
C19 C20 H20B 108.8 . .
H20A C20 H20B 107.7 . .
C22 C21 C20 113.32(14) . .
C22 C21 H21A 108.9 . .
C20 C21 H21A 108.9 . .
C22 C21 H21B 108.9 . .
C20 C21 H21B 108.9 . .
H21A C21 H21B 107.7 . .
C21 C22 C23 112.93(15) . .
C21 C22 H22A 109.0 . .
C23 C22 H22A 109.0 . .
C21 C22 H22B 109.0 . .
C23 C22 H22B 109.0 . .
H22A C22 H22B 107.8 . .
C22 C23 H23A 109.5 . .
C22 C23 H23B 109.5 . .
H23A C23 H23B 109.5 . .
C22 C23 H23C 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
C1 N1 C2 108.34(12) . .
C1 N1 C8 125.70(13) . .
C2 N1 C8 125.96(13) . .
C1 N2 C7 108.02(13) . .
C1 N2 C16 126.10(13) . .
C7 N2 C16 125.86(13) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
B1 F3 1.387(2) .
B1 F1 1.391(2) .
B1 F4 1.392(2) .
B1 F2 1.401(2) .
C1 N2 1.334(2) .
C1 N1 1.331(2) .
C1 H1 0.9500 .
C2 C3 1.390(2) .
C2 N1 1.3971(19) .
C2 C7 1.400(2) .
C3 C4 1.387(2) .
C3 H3 0.9500 .
C4 C5 1.406(2) .
C4 H4 0.9500 .
C5 C6 1.381(2) .
C5 H5 0.9500 .
C6 C7 1.394(2) .
C6 H6 0.9500 .
C7 N2 1.390(2) .
C8 N1 1.4705(19) .
C8 C9 1.525(2) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C9 C10 1.529(2) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 C11 1.528(2) .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C11 C12 1.525(2) .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C12 C13 1.530(2) .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C13 C14 1.520(2) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 C15 1.523(2) .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
C16 N2 1.4708(19) .
C16 C17 1.526(2) .
C16 H16A 0.9900 .
C16 H16B 0.9900 .
C17 C18 1.526(2) .
C17 H17A 0.9900 .
C17 H17B 0.9900 .
C18 C19 1.524(2) .
C18 H18A 0.9900 .
C18 H18B 0.9900 .
C19 C20 1.523(2) .
C19 H19A 0.9900 .
C19 H19B 0.9900 .
C20 C21 1.525(2) .
C20 H20A 0.9900 .
C20 H20B 0.9900 .
C21 C22 1.522(2) .
C21 H21A 0.9900 .
C21 H21B 0.9900 .
C22 C23 1.523(2) .
C22 H22A 0.9900 .
C22 H22B 0.9900 .
C23 H23A 0.9800 .
C23 H23B 0.9800 .
C23 H23C 0.9800 .
