#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:01:28 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180284 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/70/7117041.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_7117041
loop_
_publ_author_name
'Lu Wang'
'Kai Wang'
'Houyu Zhang'
'Chuanjun Jiao'
'Bo Zou'
'Kaiqi Ye'
'Hongyu Zhang'
'Yue Wang'
_publ_section_title
;
 The facile realization of RGB luminescence based on one yellow emissive
 four-coordinate organoboron material
;
_journal_name_full               Chem.Commun.
_journal_page_first              7701
_journal_paper_doi               10.1039/C5cc01113B
_journal_volume                  51
_journal_year                    2015
_chemical_formula_sum            'C29 H16 B F10 N O2'
_chemical_formula_weight         611.24
_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
_audit_update_record
;
2014-12-03 deposited with the CCDC.
2015-03-30 downloaded from the CCDC.
;
_cell_angle_alpha                111.3160(10)
_cell_angle_beta                 103.8310(10)
_cell_angle_gamma                100.2430(10)
_cell_formula_units_Z            2
_cell_length_a                   11.0372(7)
_cell_length_b                   11.6357(7)
_cell_length_c                   11.8660(7)
_cell_measurement_reflns_used    7933
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.1475
_cell_measurement_theta_min      2.271
_cell_volume                     1318.13(14)
_computing_cell_refinement       'SHELXS-97 (Sheldrick, 1990)'
_computing_data_collection       'SHELXS-97 (Sheldrick, 1990)'
_computing_data_reduction        'SHELXS-97 (Sheldrick, 1990)'
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0209
_diffrn_reflns_av_sigmaI/netI    0.0354
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7932
_diffrn_reflns_theta_full        25.44
_diffrn_reflns_theta_max         25.44
_diffrn_reflns_theta_min         1.95
_exptl_absorpt_coefficient_mu    0.144
_exptl_absorpt_correction_T_max  0.9829
_exptl_absorpt_correction_T_min  0.9486
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.540
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.525
_refine_diff_density_min         -0.459
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       0.024(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   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     367
_refine_ls_number_reflns         4837
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0778
_refine_ls_R_factor_gt           0.0578
_refine_ls_shift/su_max          0.018
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0671P)²+0.9582P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1484
_refine_ls_wR_factor_ref         0.1645
_reflns_number_gt                3548
_reflns_number_total             4837
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5cc01113b2.cif
_cod_data_source_block           1OC
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7117041
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
B B 0.6040(3) 0.8270(3) 0.8744(3) 0.0379(7) Uani 1 1 d . . .
O1 O 0.60519(17) 0.95340(16) 0.87044(17) 0.0426(5) Uani 1 1 d . . .
O2 O 0.69181(17) 0.85207(16) 1.00282(16) 0.0401(4) Uani 1 1 d . . .
C1 C 0.6012(3) 1.1705(3) 0.8360(3) 0.0637(9) Uani 1 1 d . . .
H1 H 0.5233 1.1131 0.8229 0.076 Uiso 1 1 calc R . .
C2 C 0.5986(5) 1.2749(4) 0.8081(4) 0.0883(13) Uani 1 1 d . . .
H2 H 0.5194 1.2892 0.7781 0.106 Uiso 1 1 calc R . .
C3 C 0.7138(5) 1.3583(4) 0.8248(4) 0.0891(13) Uani 1 1 d . . .
H3 H 0.7122 1.4285 0.8049 0.107 Uiso 1 1 calc R . .
C4 C 0.8309(4) 1.3383(3) 0.8705(4) 0.0743(11) Uani 1 1 d . . .
H4 H 0.9081 1.3941 0.8802 0.089 Uiso 1 1 calc R . .
C5 C 0.8348(3) 1.2360(3) 0.9023(3) 0.0561(8) Uani 1 1 d . . .
H5 H 0.9146 1.2246 0.9361 0.067 Uiso 1 1 calc R . .
C6 C 0.7196(3) 1.1502(2) 0.8840(2) 0.0440(6) Uani 1 1 d . . .
C7 C 0.7193(3) 1.0405(2) 0.9187(2) 0.0384(6) Uani 1 1 d . . .
C8 C 0.8238(3) 1.0306(2) 1.0000(2) 0.0407(6) Uani 1 1 d . . .
H8 H 0.9075 1.0826 1.0205 0.049 Uiso 1 1 calc R . .
C9 C 0.8037(2) 0.9414(2) 1.0520(2) 0.0368(6) Uani 1 1 d . . .
C10 C 0.8954(3) 0.9418(2) 1.1607(2) 0.0400(6) Uani 1 1 d . . .
C11 C 1.0159(3) 1.0372(3) 1.2317(3) 0.0485(7) Uani 1 1 d . . .
H11 H 1.0366 1.1060 1.2107 0.058 Uiso 1 1 calc R . .
C12 C 1.1032(3) 1.0314(3) 1.3307(3) 0.0578(8) Uani 1 1 d . . .
H12 H 1.1817 1.0968 1.3760 0.069 Uiso 1 1 calc R . .
C13 C 1.0776(3) 0.9287(3) 1.3664(3) 0.0547(8) Uani 1 1 d . . .
C14 C 0.9549(3) 0.8359(3) 1.2977(3) 0.0567(8) Uani 1 1 d . . .
H14 H 0.9323 0.7685 1.3205 0.068 Uiso 1 1 calc R . .
C15 C 0.8686(3) 0.8424(3) 1.1989(3) 0.0503(7) Uani 1 1 d . . .
H15 H 0.7888 0.7785 1.1551 0.060 Uiso 1 1 calc R . .
C16 C 1.2949(5) 1.0122(5) 1.5273(5) 0.123(2) Uani 1 1 d U . .
H16A H 1.3390 1.0133 1.4669 0.185 Uiso 1 1 calc R . .
H16B H 1.3447 0.9891 1.5894 0.185 Uiso 1 1 calc R . .
H16C H 1.2858 1.0962 1.5699 0.185 Uiso 1 1 calc R . .
C17 C 1.1407(5) 0.8106(5) 1.4933(4) 0.1046(16) Uani 1 1 d U . .
H17A H 1.0698 0.8124 1.5270 0.157 Uiso 1 1 calc R . .
H17B H 1.2172 0.8166 1.5567 0.157 Uiso 1 1 calc R . .
H17C H 1.1178 0.7314 1.4181 0.157 Uiso 1 1 calc R . .
C18 C 0.45663(12) 0.74313(14) 0.85357(17) 0.0372(6) Uani 1 1 d G . .
C19 C 0.44936(13) 0.63068(16) 0.87121(19) 0.0463(7) Uani 1 1 d G . .
C20 C 0.32870(16) 0.54955(14) 0.8483(2) 0.0540(8) Uani 1 1 d G . .
C21 C 0.21531(13) 0.58088(16) 0.80784(19) 0.0509(7) Uani 1 1 d G . .
C22 C 0.22258(12) 0.69333(16) 0.79020(18) 0.0457(7) Uani 1 1 d G . .
C23 C 0.34324(15) 0.77446(13) 0.81307(17) 0.0399(6) Uani 1 1 d G . .
C24 C 0.65331(17) 0.74052(15) 0.75534(13) 0.0397(6) Uani 1 1 d G . .
C25 C 0.74860(16) 0.67898(17) 0.77249(14) 0.0453(7) Uani 1 1 d G . .
C26 C 0.77422(17) 0.59873(18) 0.66700(19) 0.0565(8) Uani 1 1 d G . .
C27 C 0.7045(2) 0.58004(19) 0.54435(16) 0.0698(10) Uani 1 1 d G . .
C28 C 0.6092(2) 0.6416(2) 0.52719(12) 0.0659(9) Uani 1 1 d G . .
C29 C 0.58362(17) 0.72183(18) 0.63268(17) 0.0514(7) Uani 1 1 d G . .
F1 F 0.55151(17) 0.59446(17) 0.9044(2) 0.0677(6) Uani 1 1 d . . .
F2 F 0.3202(2) 0.44160(19) 0.8632(2) 0.0876(8) Uani 1 1 d . . .
F3 F 0.09928(18) 0.50165(19) 0.7846(2) 0.0795(6) Uani 1 1 d . . .
F4 F 0.11393(16) 0.72013(17) 0.74665(19) 0.0672(5) Uani 1 1 d . . .
F5 F 0.34312(16) 0.87803(15) 0.79399(17) 0.0545(5) Uani 1 1 d . . .
F6 F 0.81904(18) 0.69304(17) 0.88451(17) 0.0638(5) Uani 1 1 d . . .
F7 F 0.8627(2) 0.5368(2) 0.6833(2) 0.0851(7) Uani 1 1 d . . .
F8 F 0.7305(3) 0.5021(3) 0.4442(2) 0.1170(10) Uani 1 1 d . . .
F9 F 0.5438(3) 0.6224(3) 0.40920(19) 0.1053(9) Uani 1 1 d . . .
F10 F 0.4911(2) 0.7736(2) 0.60992(17) 0.0734(6) Uani 1 1 d . . .
N N 1.1669(3) 0.9186(3) 1.4602(3) 0.0787(9) Uani 1 1 d U . .
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'
O O 0.0106 0.0060 '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
O1 B O2 108.1(2) . .
O1 B C18 112.0(2) . .
O2 B C18 108.2(2) . .
O1 B C24 108.6(2) . .
O2 B C24 112.0(2) . .
C18 B C24 107.99(18) . .
C7 O1 B 116.5(2) . .
C9 O2 B 118.4(2) . .
C2 C1 C6 120.4(3) . .
C2 C1 H1 119.8 . .
C6 C1 H1 119.8 . .
C1 C2 C3 119.8(4) . .
C1 C2 H2 120.1 . .
C3 C2 H2 120.1 . .
C4 C3 C2 120.2(3) . .
C4 C3 H3 119.9 . .
C2 C3 H3 119.9 . .
C3 C4 C5 120.5(3) . .
C3 C4 H4 119.8 . .
C5 C4 H4 119.8 . .
C4 C5 C6 119.8(3) . .
C4 C5 H5 120.1 . .
C6 C5 H5 120.1 . .
C5 C6 C1 119.2(3) . .
C5 C6 C7 121.7(3) . .
C1 C6 C7 119.1(3) . .
O1 C7 C8 121.1(2) . .
O1 C7 C6 113.9(2) . .
C8 C7 C6 124.9(2) . .
C7 C8 C9 119.3(2) . .
C7 C8 H8 120.3 . .
C9 C8 H8 120.3 . .
O2 C9 C8 119.1(2) . .
O2 C9 C10 115.6(2) . .
C8 C9 C10 125.2(2) . .
C15 C10 C11 116.5(2) . .
C15 C10 C9 120.3(2) . .
C11 C10 C9 123.2(2) . .
C12 C11 C10 121.6(3) . .
C12 C11 H11 119.2 . .
C10 C11 H11 119.2 . .
C11 C12 C13 121.7(3) . .
C11 C12 H12 119.1 . .
C13 C12 H12 119.1 . .
N C13 C14 121.7(3) . .
N C13 C12 122.0(3) . .
C14 C13 C12 116.3(3) . .
C15 C14 C13 121.5(3) . .
C15 C14 H14 119.3 . .
C13 C14 H14 119.3 . .
C14 C15 C10 122.3(3) . .
C14 C15 H15 118.9 . .
C10 C15 H15 118.9 . .
N C16 H16A 109.5 . .
N C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
N C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
N C17 H17A 109.5 . .
N C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
N C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C19 C18 C23 120.0 . .
C19 C18 B 115.72(13) . .
C23 C18 B 124.16(13) . .
F1 C19 C18 122.58(13) . .
F1 C19 C20 117.37(13) . .
C18 C19 C20 120.0 . .
F2 C20 C19 120.64(14) . .
F2 C20 C21 119.35(14) . .
C19 C20 C21 120.0 . .
F3 C21 C22 120.26(14) . .
F3 C21 C20 119.74(14) . .
C22 C21 C20 120.0 . .
F4 C22 C21 119.74(13) . .
F4 C22 C23 120.20(13) . .
C21 C22 C23 120.0 . .
F5 C23 C22 116.89(13) . .
F5 C23 C18 123.11(13) . .
C22 C23 C18 120.0 . .
C25 C24 C29 120.0 . .
C25 C24 B 123.68(14) . .
C29 C24 B 116.02(14) . .
F6 C25 C24 123.53(15) . .
F6 C25 C26 116.46(15) . .
C24 C25 C26 120.0 . .
F7 C26 C25 119.90(17) . .
F7 C26 C27 120.06(17) . .
C25 C26 C27 120.0 . .
F8 C27 C28 121.0(2) . .
F8 C27 C26 119.0(2) . .
C28 C27 C26 120.0 . .
F9 C28 C29 120.97(19) . .
F9 C28 C27 119.03(19) . .
C29 C28 C27 120.0 . .
F10 C29 C28 116.96(15) . .
F10 C29 C24 123.01(15) . .
C28 C29 C24 120.0 . .
C13 N C16 121.3(3) . .
C13 N C17 121.4(3) . .
C16 N C17 117.3(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
B O1 1.487(3) .
B O2 1.488(3) .
B C18 1.652(3) .
B C24 1.683(3) .
O1 C7 1.311(3) .
O2 C9 1.305(3) .
C1 C2 1.373(4) .
C1 C6 1.393(4) .
C1 H1 0.9300 .
C2 C3 1.379(6) .
C2 H2 0.9300 .
C3 C4 1.372(6) .
C3 H3 0.9300 .
C4 C5 1.377(4) .
C4 H4 0.9300 .
C5 C6 1.385(4) .
C5 H5 0.9300 .
C6 C7 1.477(3) .
C7 C8 1.368(4) .
C8 C9 1.398(3) .
C8 H8 0.9300 .
C9 C10 1.435(4) .
C10 C15 1.398(4) .
C10 C11 1.403(4) .
C11 C12 1.361(4) .
C11 H11 0.9300 .
C12 C13 1.412(4) .
C12 H12 0.9300 .
C13 N 1.354(4) .
C13 C14 1.407(4) .
C14 C15 1.358(4) .
C14 H14 0.9300 .
C15 H15 0.9300 .
C16 N 1.450(5) .
C16 H16A 0.9600 .
C16 H16B 0.9600 .
C16 H16C 0.9600 .
C17 N 1.449(5) .
C17 H17A 0.9600 .
C17 H17B 0.9600 .
C17 H17C 0.9600 .
C18 C19 1.3900 .
C18 C23 1.3900 .
C19 F1 1.297(2) .
C19 C20 1.3900 .
C20 F2 1.321(2) .
C20 C21 1.3900 .
C21 F3 1.339(2) .
C21 C22 1.3900 .
C22 F4 1.325(2) .
C22 C23 1.3900 .
C23 F5 1.3048(18) .
C24 C25 1.3900 .
C24 C29 1.3900 .
C25 F6 1.304(2) .
C25 C26 1.3900 .
C26 F7 1.331(2) .
C26 C27 1.3900 .
C27 F8 1.337(3) .
C27 C28 1.3900 .
C28 F9 1.328(2) .
C28 C29 1.3900 .
C29 F10 1.297(2) .
