#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/00/78/7007851.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_7007851
loop_
_publ_author_name
'Cavell, Kingsley J.'
'Elliott, Mark C.'
'Nielsen, David J.'
'Paine, James S.'
_publ_section_title
;
 Chiral N-heterocyclic carbene ligands based on a biisoquinoline
 template
;
_journal_issue                   41
_journal_name_full               'Dalton Transactions'
_journal_page_first              4922
_journal_paper_doi               10.1039/B611647G
_journal_year                    2006
_chemical_formula_sum            'C19 H19 B F4 N2'
_chemical_formula_weight         362.17
_chemical_name_common            'Compound 2'
_chemical_name_systematic
;
Compound 2
;
_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                100.08(3)
_cell_angle_beta                 101.81(3)
_cell_angle_gamma                96.24(3)
_cell_formula_units_Z            2
_cell_length_a                   7.5518(15)
_cell_length_b                   8.1740(16)
_cell_length_c                   14.052(3)
_cell_measurement_temperature    150(2)
_cell_volume                     826.5(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_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  0.0428
_diffrn_reflns_av_sigmaI/netI    0.0667
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6741
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         3.02
_exptl_absorpt_coefficient_mu    0.117
_exptl_absorpt_correction_T_max  0.981
_exptl_absorpt_correction_T_min  0.512
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sortav (Blessing, 1995)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.455
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             376
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.657
_refine_diff_density_min         -0.503
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3588
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0963
_refine_ls_R_factor_gt           0.0721
_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)+(0.0797P)²+1.1234P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1828
_refine_ls_wR_factor_ref         0.1979
_reflns_number_gt                2648
_reflns_number_total             3588
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            B611647G.txt
_cod_data_source_block           611607
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'multi scan' changed to
'multi-scan' 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      P-1
_cod_database_code               7007851
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
F1 F -0.4757(3) 0.2830(2) 0.21791(14) 0.0441(5) Uani 1 1 d . . .
N1 N -0.1699(3) -0.0378(3) 0.20234(16) 0.0233(5) Uani 1 1 d . . .
C1 C -0.1114(4) 0.1168(3) 0.2501(2) 0.0245(6) Uani 1 1 d . . .
H1 H -0.1867 0.2027 0.2505 0.029 Uiso 1 1 calc R . .
B1 B -0.4168(5) 0.4547(4) 0.2451(3) 0.0309(7) Uani 1 1 d . . .
F2 F -0.2305(3) 0.4835(2) 0.28874(15) 0.0447(5) Uani 1 1 d . . .
N2 N 0.0607(3) 0.1424(3) 0.29753(17) 0.0244(5) Uani 1 1 d . . .
C2 C -0.0202(3) -0.1406(3) 0.21148(19) 0.0213(5) Uani 1 1 d . . .
H2 H -0.0551 -0.2384 0.2412 0.026 Uiso 1 1 calc R . .
F3 F -0.5110(3) 0.5250(3) 0.3103(2) 0.0863(10) Uani 1 1 d . . .
C3 C 0.1385(3) -0.0160(3) 0.28754(19) 0.0214(5) Uani 1 1 d . . .
H3 H 0.2464 -0.0023 0.2571 0.026 Uiso 1 1 calc R . .
F4 F -0.4447(4) 0.5179(4) 0.1590(2) 0.0813(9) Uani 1 1 d . . .
C4 C -0.3349(4) -0.1000(4) 0.1235(2) 0.0282(6) Uani 1 1 d . . .
H4A H -0.4239 -0.0200 0.1270 0.034 Uiso 1 1 calc R . .
H4B H -0.3926 -0.2098 0.1316 0.034 Uiso 1 1 calc R . .
C5 C -0.2820(4) -0.1191(4) 0.0235(2) 0.0272(6) Uani 1 1 d . . .
H5A H -0.3843 -0.1888 -0.0283 0.033 Uiso 1 1 calc R . .
H5B H -0.2625 -0.0069 0.0066 0.033 Uiso 1 1 calc R . .
C6 C -0.1104(4) -0.1992(3) 0.0230(2) 0.0229(6) Uani 1 1 d . . .
C7 C -0.0746(4) -0.2697(3) -0.0680(2) 0.0267(6) Uani 1 1 d . . .
H7 H -0.1592 -0.2674 -0.1277 0.032 Uiso 1 1 calc R . .
C8 C 0.0811(4) -0.3426(3) -0.0730(2) 0.0286(6) Uani 1 1 d . . .
H8 H 0.1018 -0.3907 -0.1356 0.034 Uiso 1 1 calc R . .
C9 C 0.2071(4) -0.3454(3) 0.0137(2) 0.0271(6) Uani 1 1 d . . .
H9 H 0.3148 -0.3943 0.0108 0.033 Uiso 1 1 calc R . .
C10 C 0.1739(4) -0.2759(3) 0.1051(2) 0.0257(6) Uani 1 1 d . . .
H10 H 0.2598 -0.2776 0.1645 0.031 Uiso 1 1 calc R . .
C11 C 0.0169(3) -0.2040(3) 0.1103(2) 0.0217(6) Uani 1 1 d . . .
C12 C 0.1563(4) 0.2856(3) 0.3759(2) 0.0282(6) Uani 1 1 d . . .
H12A H 0.0873 0.3817 0.3738 0.034 Uiso 1 1 calc R . .
H12B H 0.2795 0.3206 0.3655 0.034 Uiso 1 1 calc R . .
C13 C 0.1731(4) 0.2349(3) 0.4761(2) 0.0272(6) Uani 1 1 d . . .
H13A H 0.2669 0.3175 0.5264 0.033 Uiso 1 1 calc R . .
H13B H 0.0550 0.2387 0.4960 0.033 Uiso 1 1 calc R . .
C14 C 0.2247(3) 0.0610(3) 0.4756(2) 0.0242(6) Uani 1 1 d . . .
C15 C 0.2978(4) 0.0177(4) 0.5661(2) 0.0273(6) Uani 1 1 d . . .
H15 H 0.3161 0.0987 0.6259 0.033 Uiso 1 1 calc R . .
C16 C 0.3439(4) -0.1401(4) 0.5703(2) 0.0300(6) Uani 1 1 d . . .
H16 H 0.3942 -0.1666 0.6325 0.036 Uiso 1 1 calc R . .
C17 C 0.3165(4) -0.2604(4) 0.4832(2) 0.0285(6) Uani 1 1 d . . .
H17 H 0.3468 -0.3696 0.4857 0.034 Uiso 1 1 calc R . .
C18 C 0.2452(4) -0.2201(3) 0.3933(2) 0.0262(6) Uani 1 1 d . . .
H18 H 0.2267 -0.3022 0.3339 0.031 Uiso 1 1 calc R . .
C19 C 0.1997(3) -0.0600(3) 0.3884(2) 0.0224(6) 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
_geom_angle_publ_flag
C1 N1 C4 127.6(2) . . ?
C1 N1 C2 110.9(2) . . ?
C4 N1 C2 118.7(2) . . ?
N1 C1 N2 113.7(2) . . ?
F3 B1 F4 112.1(3) . . ?
F3 B1 F1 109.6(3) . . ?
F4 B1 F1 107.2(3) . . ?
F3 B1 F2 110.0(3) . . ?
F4 B1 F2 108.8(3) . . ?
F1 B1 F2 109.1(3) . . ?
C1 N2 C12 127.5(2) . . ?
C1 N2 C3 110.7(2) . . ?
C12 N2 C3 119.2(2) . . ?
N1 C2 C11 110.4(2) . . ?
N1 C2 C3 101.9(2) . . ?
C11 C2 C3 115.9(2) . . ?
N2 C3 C19 110.4(2) . . ?
N2 C3 C2 102.20(19) . . ?
C19 C3 C2 116.7(2) . . ?
N1 C4 C5 108.7(2) . . ?
C6 C5 C4 112.7(2) . . ?
C7 C6 C11 118.1(2) . . ?
C7 C6 C5 119.1(2) . . ?
C11 C6 C5 122.8(2) . . ?
C8 C7 C6 121.6(3) . . ?
C7 C8 C9 119.9(3) . . ?
C8 C9 C10 119.4(3) . . ?
C11 C10 C9 120.8(3) . . ?
C10 C11 C6 120.2(2) . . ?
C10 C11 C2 119.0(2) . . ?
C6 C11 C2 120.7(2) . . ?
N2 C12 C13 109.1(2) . . ?
C14 C13 C12 113.1(2) . . ?
C19 C14 C15 118.3(3) . . ?
C19 C14 C13 122.8(2) . . ?
C15 C14 C13 118.9(2) . . ?
C16 C15 C14 121.5(3) . . ?
C15 C16 C17 119.8(3) . . ?
C18 C17 C16 119.6(3) . . ?
C17 C18 C19 120.8(3) . . ?
C18 C19 C14 120.0(3) . . ?
C18 C19 C3 119.0(2) . . ?
C14 C19 C3 120.8(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
F1 B1 1.386(4) . ?
N1 C1 1.305(4) . ?
N1 C4 1.462(3) . ?
N1 C2 1.478(3) . ?
C1 N2 1.310(4) . ?
B1 F3 1.359(4) . ?
B1 F4 1.383(4) . ?
B1 F2 1.391(4) . ?
N2 C12 1.464(4) . ?
N2 C3 1.475(3) . ?
C2 C11 1.518(4) . ?
C2 C3 1.564(4) . ?
C3 C19 1.516(4) . ?
C4 C5 1.525(4) . ?
C5 C6 1.515(4) . ?
C6 C7 1.398(4) . ?
C6 C11 1.405(4) . ?
C7 C8 1.383(4) . ?
C8 C9 1.389(4) . ?
C9 C10 1.393(4) . ?
C10 C11 1.388(4) . ?
C12 C13 1.522(4) . ?
C13 C14 1.513(4) . ?
C14 C19 1.398(4) . ?
C14 C15 1.399(4) . ?
C15 C16 1.380(4) . ?
C16 C17 1.392(4) . ?
C17 C18 1.379(4) . ?
C18 C19 1.398(4) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 29336096
