#------------------------------------------------------------------------------
#$Date: 2016-03-25 08:14:32 +0100 (vie 25 de mar de 2016) $
#$Revision: 179717 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/19/7001983.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_7001983
loop_
_publ_author_name
'Binobaid, Abeer'
'Iglesias, Manuel'
'Beetstra, Dirk J.'
'Kariuki, Benson'
'Dervisi, Athanasia'
'Fallis, Ian A.'
'Cavell, Kingsley J.'
_publ_section_title
;
 Expanded ring and functionalised expanded ring N-heterocyclic carbenes
 as ligands in catalysis
;
_journal_issue                   35
_journal_name_full               'Dalton Transactions'
_journal_page_first              7099
_journal_paper_doi               10.1039/b909834h
_journal_year                    2009
_chemical_formula_moiety         'C18 H22 N3, B F4'
_chemical_formula_sum            'C18 H22 B F4 N3'
_chemical_formula_weight         367.20
_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                 104.657(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.1180(2)
_cell_length_b                   17.8690(6)
_cell_length_c                   8.0030(4)
_cell_measurement_reflns_used    2577
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.94
_cell_volume                     1814.90(11)
_computing_cell_refinement       DENZO/SCALEPACK
_computing_data_collection       'cOLLECT,Nonius BV, 1997-2001'
_computing_data_reduction        DENZO/SCALEPACK
_computing_structure_refinement  SHELXL-97
_computing_structure_solution    SHELXs-97
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'CCD 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  0.1454
_diffrn_reflns_av_sigmaI/netI    0.1022
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            14070
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.94
_exptl_absorpt_coefficient_mu    0.108
_exptl_absorpt_correction_T_max  0.9786
_exptl_absorpt_correction_T_min  0.9682
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   Denzo/Scalepack
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.465
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       0.018(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         4124
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.1176
_refine_ls_R_factor_gt           0.0732
_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)+(0.0853P)²+0.9222P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1866
_refine_ls_wR_factor_ref         0.2152
_reflns_number_gt                2577
_reflns_number_total             4124
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b909834h.txt
_cod_data_source_block           kjc0715
_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      P21/c
_cod_database_code               7001983
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
C1 C 0.27774(18) 0.17086(14) 0.3260(3) 0.0323(6) Uani 1 1 d . . .
H1 H 0.3041 0.2191 0.3637 0.039 Uiso 1 1 calc R . .
C2 C 0.1336(2) 0.09322(15) 0.1664(4) 0.0405(7) Uani 1 1 d . . .
H2A H 0.1414 0.0834 0.0485 0.049 Uiso 1 1 calc R . .
H2B H 0.0574 0.0936 0.1617 0.049 Uiso 1 1 calc R . .
C3 C 0.1879(2) 0.03219(15) 0.2873(4) 0.0453(7) Uani 1 1 d . . .
H3A H 0.1637 -0.0172 0.2366 0.054 Uiso 1 1 calc R . .
H3B H 0.1681 0.0365 0.3984 0.054 Uiso 1 1 calc R . .
C4 C 0.3067(2) 0.03694(14) 0.3203(4) 0.0411(7) Uani 1 1 d . . .
H4A H 0.3405 0.0008 0.4114 0.049 Uiso 1 1 calc R . .
H4B H 0.3281 0.0244 0.2137 0.049 Uiso 1 1 calc R . .
C5 C 0.12454(18) 0.23497(14) 0.1683(3) 0.0316(6) Uani 1 1 d . . .
C6 C 0.02770(19) 0.23393(17) 0.0491(3) 0.0405(7) Uani 1 1 d . . .
H6 H -0.0052 0.1882 0.0050 0.049 Uiso 1 1 calc R . .
C7 C -0.01951(19) 0.30225(17) -0.0033(4) 0.0435(7) Uani 1 1 d . . .
H7 H -0.0856 0.3040 -0.0864 0.052 Uiso 1 1 calc R . .
C8 C 0.0292(2) 0.36739(17) 0.0649(4) 0.0430(7) Uani 1 1 d . . .
H8 H -0.0027 0.4147 0.0319 0.052 Uiso 1 1 calc R . .
C9 C 0.1259(2) 0.36209(15) 0.1828(4) 0.0423(7) Uani 1 1 d . . .
H9 H 0.1602 0.4071 0.2289 0.051 Uiso 1 1 calc R . .
C10 C 0.44995(18) 0.12869(14) 0.4639(3) 0.0322(6) Uani 1 1 d . . .
C11 C 0.48445(18) 0.11475(14) 0.6406(3) 0.0330(6) Uani 1 1 d . . .
C12 C 0.58870(18) 0.13253(14) 0.7212(3) 0.0339(6) Uani 1 1 d . . .
H12 H 0.6139 0.1248 0.8420 0.041 Uiso 1 1 calc R . .
C13 C 0.65649(19) 0.16117(14) 0.6300(3) 0.0352(6) Uani 1 1 d . . .
C14 C 0.6190(2) 0.17283(15) 0.4541(4) 0.0411(7) Uani 1 1 d . . .
H14 H 0.6655 0.1921 0.3910 0.049 Uiso 1 1 calc R . .
C15 C 0.5158(2) 0.15722(15) 0.3674(3) 0.0385(6) Uani 1 1 d . . .
C16 C 0.4126(2) 0.08311(19) 0.7426(4) 0.0480(8) Uani 1 1 d . . .
H16A H 0.3625 0.1217 0.7574 0.072 Uiso 1 1 calc R . .
H16B H 0.4546 0.0668 0.8561 0.072 Uiso 1 1 calc R . .
H16C H 0.3740 0.0403 0.6806 0.072 Uiso 1 1 calc R . .
C17 C 0.7694(2) 0.17968(17) 0.7191(4) 0.0468(7) Uani 1 1 d . . .
H17A H 0.7807 0.1733 0.8441 0.070 Uiso 1 1 calc R . .
H17B H 0.7843 0.2316 0.6938 0.070 Uiso 1 1 calc R . .
H17C H 0.8166 0.1461 0.6772 0.070 Uiso 1 1 calc R . .
C18 C 0.4777(3) 0.1712(2) 0.1750(4) 0.0615(9) Uani 1 1 d . . .
H18A H 0.4301 0.1308 0.1214 0.092 Uiso 1 1 calc R . .
H18B H 0.5383 0.1727 0.1242 0.092 Uiso 1 1 calc R . .
H18C H 0.4402 0.2191 0.1549 0.092 Uiso 1 1 calc R . .
N1 N 0.18007(15) 0.16661(12) 0.2269(3) 0.0327(5) Uani 1 1 d . . .
N2 N 0.34040(16) 0.11383(12) 0.3757(3) 0.0338(5) Uani 1 1 d . . .
N3 N 0.17409(16) 0.29709(12) 0.2360(3) 0.0372(5) Uani 1 1 d . . .
F1 F 0.10984(17) -0.05505(19) 0.8780(4) 0.1209(11) Uani 1 1 d . . .
F2 F 0.18493(16) -0.04619(11) 0.6554(2) 0.0689(6) Uani 1 1 d . . .
F3 F 0.27251(14) -0.01552(11) 0.9262(2) 0.0608(6) Uani 1 1 d . . .
F4 F 0.2336(2) -0.13549(12) 0.8519(3) 0.1015(9) Uani 1 1 d . . .
B1 B 0.1999(2) -0.06318(17) 0.8270(4) 0.0356(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
B B 0.0013 0.0007 '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'
C C 0.0033 0.0016 '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
N2 C1 N1 125.1(2) . . ?
N1 C2 C3 110.0(2) . . ?
C2 C3 C4 111.6(2) . . ?
N2 C4 C3 108.7(2) . . ?
N3 C5 C6 124.1(2) . . ?
N3 C5 N1 114.9(2) . . ?
C6 C5 N1 121.0(2) . . ?
C5 C6 C7 117.4(3) . . ?
C8 C7 C6 120.0(2) . . ?
C7 C8 C9 117.9(3) . . ?
N3 C9 C8 123.7(3) . . ?
C15 C10 C11 122.7(2) . . ?
C15 C10 N2 118.2(2) . . ?
C11 C10 N2 119.1(2) . . ?
C12 C11 C10 117.2(2) . . ?
C12 C11 C16 120.7(2) . . ?
C10 C11 C16 122.0(2) . . ?
C13 C12 C11 121.8(2) . . ?
C12 C13 C14 118.8(2) . . ?
C12 C13 C17 121.1(2) . . ?
C14 C13 C17 120.1(2) . . ?
C13 C14 C15 122.0(2) . . ?
C14 C15 C10 117.4(2) . . ?
C14 C15 C18 120.3(2) . . ?
C10 C15 C18 122.2(2) . . ?
C1 N1 C5 118.6(2) . . ?
C1 N1 C2 120.2(2) . . ?
C5 N1 C2 120.96(19) . . ?
C1 N2 C10 118.2(2) . . ?
C1 N2 C4 121.1(2) . . ?
C10 N2 C4 119.94(19) . . ?
C5 N3 C9 116.8(2) . . ?
F1 B1 F4 109.5(3) . . ?
F1 B1 F3 106.9(3) . . ?
F4 B1 F3 110.6(3) . . ?
F1 B1 F2 111.3(3) . . ?
F4 B1 F2 108.4(2) . . ?
F3 B1 F2 110.2(2) . . ?
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
C1 N2 1.307(3) . ?
C1 N1 1.327(3) . ?
C2 N1 1.475(3) . ?
C2 C3 1.512(4) . ?
C3 C4 1.515(4) . ?
C4 N2 1.477(3) . ?
C5 N3 1.330(3) . ?
C5 C6 1.382(3) . ?
C5 N1 1.439(3) . ?
C6 C7 1.385(4) . ?
C7 C8 1.373(4) . ?
C8 C9 1.379(4) . ?
C9 N3 1.339(3) . ?
C10 C15 1.392(4) . ?
C10 C11 1.394(4) . ?
C10 N2 1.456(3) . ?
C11 C12 1.393(3) . ?
C11 C16 1.504(4) . ?
C12 C13 1.383(4) . ?
C13 C14 1.384(4) . ?
C13 C17 1.509(4) . ?
C14 C15 1.385(4) . ?
C15 C18 1.514(4) . ?
F1 B1 1.352(4) . ?
F2 B1 1.371(3) . ?
F3 B1 1.371(3) . ?
F4 B1 1.364(4) . ?
