#------------------------------------------------------------------------------
#$Date: 2016-03-25 10:36:42 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179756 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/52/7005293.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_7005293
loop_
_publ_author_name
'Ugolotti, Juri'
'Hellstrom, Sondra'
'Britovsek, George J. P.'
'Jones, Tim S.'
'Hunt, Patricia'
'White, Andrew J. P.'
_publ_section_title
;
 Synthesis and characterisation of luminescent fluorinated organoboron
 compounds.
;
_journal_issue                   14
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1425
_journal_page_last               1432
_journal_paper_doi               10.1039/b700317j
_journal_year                    2007
_chemical_formula_sum            'C30 H12 B2 F10 N2 O3'
_chemical_formula_weight         660.04
_chemical_name_systematic
;
?
;
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                86.956(8)
_cell_angle_beta                 89.875(9)
_cell_angle_gamma                85.670(8)
_cell_formula_units_Z            2
_cell_length_a                   8.0303(8)
_cell_length_b                   12.2898(12)
_cell_length_c                   13.6929(15)
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      70.8672
_cell_measurement_theta_min      3.6089
_cell_volume                     1345.6(2)
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd'
_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 8.2556
_diffrn_measured_fraction_theta_full 0.960
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device_type  'OD Xcalibur PX Ultra'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance Ultra (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54248
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_av_sigmaI/netI    0.0548
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12680
_diffrn_reflns_theta_full        71.07
_diffrn_reflns_theta_max         71.07
_diffrn_reflns_theta_min         3.61
_exptl_absorpt_coefficient_mu    1.342
_exptl_absorpt_correction_T_max  0.98947
_exptl_absorpt_correction_T_min  0.93743
_exptl_absorpt_correction_type   'numeric analytical'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.629
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'thin plates'
_exptl_crystal_F_000             660
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     424
_refine_ls_number_reflns         4983
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0914
_refine_ls_R_factor_gt           0.0498
_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)+(0.0513P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0993
_refine_ls_wR_factor_ref         0.1169
_reflns_number_gt                3342
_reflns_number_total             4983
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b700317j.txt
_cod_data_source_block           Compound_4
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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               7005293
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 0.7185(4) 0.7325(2) 0.3331(2) 0.0295(7) Uani 1 1 d . . .
B2 B 0.7434(4) 0.7418(2) 0.1493(2) 0.0285(7) Uani 1 1 d . . .
O1 O 0.8164(2) 0.62291(13) 0.34253(13) 0.0311(4) Uani 1 1 d . . .
O2 O 0.6245(2) 0.65327(13) 0.13647(13) 0.0312(4) Uani 1 1 d . . .
O3 O 0.7334(2) 0.78688(13) 0.24085(12) 0.0299(4) Uani 1 1 d . . .
N1 N 0.5299(3) 0.69112(16) 0.35138(15) 0.0269(5) Uani 1 1 d . . .
N2 N 0.9207(3) 0.66639(16) 0.13710(15) 0.0270(5) Uani 1 1 d . . .
C1 C 0.3783(3) 0.7426(2) 0.35245(19) 0.0318(6) Uani 1 1 d . . .
H1A H 0.3655 0.8199 0.3426 0.038 Uiso 1 1 calc R . .
C2 C 0.2377(4) 0.6836(2) 0.3680(2) 0.0393(7) Uani 1 1 d . . .
H2A H 0.1302 0.7213 0.3704 0.047 Uiso 1 1 calc R . .
C3 C 0.2534(4) 0.5716(2) 0.3798(2) 0.0419(7) Uani 1 1 d . . .
H3A H 0.1568 0.5324 0.3902 0.050 Uiso 1 1 calc R . .
C4 C 0.4120(4) 0.5146(2) 0.37649(19) 0.0352(6) Uani 1 1 d . . .
C5 C 0.4563(4) 0.4003(2) 0.3833(2) 0.0478(8) Uani 1 1 d . . .
H5A H 0.3721 0.3504 0.3922 0.057 Uiso 1 1 calc R . .
C6 C 0.6191(5) 0.3624(2) 0.3770(2) 0.0467(8) Uani 1 1 d . . .
H6A H 0.6448 0.2856 0.3813 0.056 Uiso 1 1 calc R . .
C7 C 0.7534(4) 0.4310(2) 0.3644(2) 0.0394(7) Uani 1 1 d . . .
H7A H 0.8658 0.4012 0.3608 0.047 Uiso 1 1 calc R . .
C8 C 0.7142(3) 0.5414(2) 0.35770(19) 0.0306(6) Uani 1 1 d . . .
C9 C 0.5461(3) 0.5806(2) 0.36347(18) 0.0292(6) Uani 1 1 d . . .
C10 C 0.7600(3) 0.81165(19) 0.42132(19) 0.0286(6) Uani 1 1 d . . .
C11 C 0.7018(3) 0.9210(2) 0.4174(2) 0.0332(6) Uani 1 1 d . . .
F11 F 0.6006(2) 0.96229(12) 0.34390(12) 0.0493(5) Uani 1 1 d . . .
C12 C 0.7369(4) 0.9929(2) 0.4875(2) 0.0374(7) Uani 1 1 d . . .
F12 F 0.6762(2) 1.09873(12) 0.47876(13) 0.0553(5) Uani 1 1 d . . .
C13 C 0.8320(4) 0.9570(2) 0.5672(2) 0.0408(7) Uani 1 1 d . . .
F13 F 0.8678(2) 1.02629(14) 0.63583(14) 0.0609(5) Uani 1 1 d . . .
C14 C 0.8911(4) 0.8492(2) 0.5758(2) 0.0395(7) Uani 1 1 d . . .
F14 F 0.9844(2) 0.81165(15) 0.65406(14) 0.0633(6) Uani 1 1 d . . .
C15 C 0.8540(3) 0.7800(2) 0.5042(2) 0.0318(6) Uani 1 1 d . . .
F15 F 0.9162(2) 0.67423(12) 0.51947(12) 0.0435(4) Uani 1 1 d . . .
C16 C 1.0791(3) 0.6883(2) 0.14054(19) 0.0325(6) Uani 1 1 d . . .
H16A H 1.1071 0.7613 0.1468 0.039 Uiso 1 1 calc R . .
C17 C 1.2065(4) 0.6037(2) 0.1351(2) 0.0400(7) Uani 1 1 d . . .
H17A H 1.3202 0.6202 0.1360 0.048 Uiso 1 1 calc R . .
C18 C 1.1676(4) 0.4974(2) 0.1283(2) 0.0410(7) Uani 1 1 d . . .
H18A H 1.2544 0.4406 0.1263 0.049 Uiso 1 1 calc R . .
C19 C 0.9999(3) 0.4721(2) 0.1242(2) 0.0349(6) Uani 1 1 d . . .
C20 C 0.9337(4) 0.3686(2) 0.1168(2) 0.0412(7) Uani 1 1 d . . .
H20A H 1.0064 0.3042 0.1144 0.049 Uiso 1 1 calc R . .
C21 C 0.7644(4) 0.3629(2) 0.1132(2) 0.0428(7) Uani 1 1 d . . .
H21A H 0.7224 0.2933 0.1080 0.051 Uiso 1 1 calc R . .
C22 C 0.6485(4) 0.4550(2) 0.1169(2) 0.0377(7) Uani 1 1 d . . .
H22A H 0.5319 0.4475 0.1129 0.045 Uiso 1 1 calc R . .
C23 C 0.7084(3) 0.5555(2) 0.12616(19) 0.0302(6) Uani 1 1 d . . .
C24 C 0.8815(3) 0.56174(19) 0.12786(18) 0.0277(6) Uani 1 1 d . . .
C25 C 0.7275(3) 0.83607(19) 0.06049(19) 0.0296(6) Uani 1 1 d . . .
C26 C 0.6575(4) 0.8248(2) -0.0301(2) 0.0391(7) Uani 1 1 d . . .
F26 F 0.6001(3) 0.72746(14) -0.05153(14) 0.0665(6) Uani 1 1 d . . .
C27 C 0.6397(4) 0.9056(3) -0.1035(2) 0.0502(8) Uani 1 1 d . . .
F27 F 0.5692(4) 0.88755(19) -0.18935(16) 0.0974(9) Uani 1 1 d . . .
C28 C 0.6969(4) 1.0057(2) -0.0884(2) 0.0462(8) Uani 1 1 d . . .
F28 F 0.6813(3) 1.08684(15) -0.15899(15) 0.0686(6) Uani 1 1 d . . .
C29 C 0.7699(4) 1.0220(2) -0.0011(2) 0.0429(7) Uani 1 1 d . . .
F29 F 0.8308(3) 1.12001(13) 0.01333(14) 0.0692(6) Uani 1 1 d . . .
C30 C 0.7862(4) 0.9387(2) 0.0700(2) 0.0379(7) Uani 1 1 d . . .
F30 F 0.8708(3) 0.95965(15) 0.15139(13) 0.0679(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 0.0181 0.0091 '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 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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
O3 B1 O1 113.6(2) . . ?
O3 B1 C10 111.2(2) . . ?
O1 B1 C10 112.5(2) . . ?
O3 B1 N1 112.1(2) . . ?
O1 B1 N1 98.57(18) . . ?
C10 B1 N1 108.2(2) . . ?
O3 B2 O2 113.9(2) . . ?
O3 B2 C25 111.7(2) . . ?
O2 B2 C25 112.2(2) . . ?
O3 B2 N2 111.2(2) . . ?
O2 B2 N2 98.10(18) . . ?
C25 B2 N2 108.9(2) . . ?
C8 O1 B1 111.1(2) . . ?
C23 O2 B2 111.21(19) . . ?
B2 O3 B1 128.2(2) . . ?
C1 N1 C9 119.2(2) . . ?
C1 N1 B1 133.5(2) . . ?
C9 N1 B1 107.3(2) . . ?
C16 N2 C24 119.6(2) . . ?
C16 N2 B2 133.0(2) . . ?
C24 N2 B2 107.26(19) . . ?
N1 C1 C2 120.3(2) . . ?
C3 C2 C1 120.7(3) . . ?
C2 C3 C4 120.3(3) . . ?
C9 C4 C3 115.1(2) . . ?
C9 C4 C5 115.2(3) . . ?
C3 C4 C5 129.7(3) . . ?
C6 C5 C4 120.0(3) . . ?
C5 C6 C7 123.9(3) . . ?
C8 C7 C6 117.3(3) . . ?
O1 C8 C7 129.0(3) . . ?
O1 C8 C9 112.2(2) . . ?
C7 C8 C9 118.8(2) . . ?
N1 C9 C4 124.4(2) . . ?
N1 C9 C8 110.8(2) . . ?
C4 C9 C8 124.8(2) . . ?
C15 C10 C11 113.4(2) . . ?
C15 C10 B1 125.7(2) . . ?
C11 C10 B1 120.9(2) . . ?
F11 C11 C12 115.9(2) . . ?
F11 C11 C10 120.3(2) . . ?
C12 C11 C10 123.8(3) . . ?
F12 C12 C13 119.3(2) . . ?
F12 C12 C11 120.6(3) . . ?
C13 C12 C11 120.0(2) . . ?
F13 C13 C12 120.7(3) . . ?
F13 C13 C14 120.6(3) . . ?
C12 C13 C14 118.7(2) . . ?
F14 C14 C13 119.9(3) . . ?
F14 C14 C15 120.5(2) . . ?
C13 C14 C15 119.5(3) . . ?
F15 C15 C14 115.4(2) . . ?
F15 C15 C10 120.3(2) . . ?
C14 C15 C10 124.4(2) . . ?
N2 C16 C17 120.2(2) . . ?
C18 C17 C16 120.4(3) . . ?
C17 C18 C19 120.4(3) . . ?
C24 C19 C18 115.3(2) . . ?
C24 C19 C20 115.6(2) . . ?
C18 C19 C20 129.2(3) . . ?
C21 C20 C19 119.3(3) . . ?
C20 C21 C22 123.6(2) . . ?
C23 C22 C21 118.4(3) . . ?
O2 C23 C22 129.5(2) . . ?
O2 C23 C24 112.4(2) . . ?
C22 C23 C24 118.1(2) . . ?
N2 C24 C23 110.9(2) . . ?
N2 C24 C19 124.1(2) . . ?
C23 C24 C19 125.0(2) . . ?
C26 C25 C30 112.8(2) . . ?
C26 C25 B2 125.4(2) . . ?
C30 C25 B2 121.8(2) . . ?
F26 C26 C27 115.4(3) . . ?
F26 C26 C25 119.5(2) . . ?
C27 C26 C25 125.1(2) . . ?
F27 C27 C28 119.9(3) . . ?
F27 C27 C26 121.1(3) . . ?
C28 C27 C26 119.1(3) . . ?
F28 C28 C29 120.5(3) . . ?
F28 C28 C27 120.5(3) . . ?
C29 C28 C27 119.0(3) . . ?
F29 C29 C28 119.3(3) . . ?
F29 C29 C30 120.7(3) . . ?
C28 C29 C30 120.0(2) . . ?
F30 C30 C29 115.9(2) . . ?
F30 C30 C25 120.0(2) . . ?
C29 C30 C25 124.0(3) . . ?
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
B1 O3 1.406(4) . ?
B1 O1 1.507(3) . ?
B1 C10 1.641(4) . ?
B1 N1 1.648(4) . ?
B2 O3 1.397(3) . ?
B2 O2 1.518(3) . ?
B2 C25 1.633(4) . ?
B2 N2 1.652(4) . ?
O1 C8 1.350(3) . ?
O2 C23 1.347(3) . ?
N1 C1 1.329(3) . ?
N1 C9 1.356(3) . ?
N2 C16 1.321(3) . ?
N2 C24 1.359(3) . ?
C1 C2 1.398(4) . ?
C2 C3 1.374(4) . ?
C3 C4 1.408(4) . ?
C4 C9 1.402(4) . ?
C4 C5 1.421(4) . ?
C5 C6 1.358(5) . ?
C6 C7 1.422(4) . ?
C7 C8 1.368(4) . ?
C8 C9 1.402(4) . ?
C10 C15 1.386(4) . ?
C10 C11 1.387(4) . ?
C11 F11 1.349(3) . ?
C11 C12 1.381(4) . ?
C12 F12 1.354(3) . ?
C12 C13 1.368(4) . ?
C13 F13 1.346(3) . ?
C13 C14 1.372(4) . ?
C14 F14 1.350(3) . ?
C14 C15 1.379(4) . ?
C15 F15 1.362(3) . ?
C16 C17 1.407(4) . ?
C17 C18 1.374(4) . ?
C18 C19 1.406(4) . ?
C19 C24 1.403(4) . ?
C19 C20 1.423(4) . ?
C20 C21 1.368(4) . ?
C21 C22 1.413(4) . ?
C22 C23 1.371(4) . ?
C23 C24 1.398(4) . ?
C25 C26 1.381(4) . ?
C25 C30 1.391(4) . ?
C26 F26 1.361(3) . ?
C26 C27 1.374(4) . ?
C27 F27 1.343(4) . ?
C27 C28 1.370(4) . ?
C28 F28 1.350(3) . ?
C28 C29 1.364(4) . ?
C29 F29 1.358(3) . ?
C29 C30 1.374(4) . ?
C30 F30 1.353(3) . ?
