#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/59/7035935.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_7035935
loop_
_publ_author_name
'Zhang, Zhenyu'
'Zhang, Zuolun'
'Ye, Kaiqi'
'Zhang, Jingying'
'Zhang, Hongyu'
'Wang, Yue'
_publ_section_title
;
 Diboron complexes with bis-spiro structures as high-performance blue
 emitters for OLEDs.
;
_journal_issue                   32
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              14436
_journal_page_last               14443
_journal_paper_doi               10.1039/c5dt02093j
_journal_volume                  44
_journal_year                    2015
_chemical_formula_sum            'C34 H24 B2 N2 O2'
_chemical_formula_weight         514.17
_chemical_name_common            dippy
_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
_audit_update_record
;
2015-05-22 deposited with the CCDC.
2015-07-08 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 106.57(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.169(2)
_cell_length_b                   16.752(3)
_cell_length_c                   14.317(3)
_cell_measurement_temperature    293(2)
_cell_volume                     2567.5(9)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       'ω 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  0.0790
_diffrn_reflns_av_sigmaI/netI    0.0670
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            24493
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.99
_exptl_absorpt_coefficient_mu    0.082
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1072
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method Sublimation
_exptl_crystal_size_max          0.318
_exptl_crystal_size_mid          0.245
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.181
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     457
_refine_ls_number_reflns         5844
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.1189
_refine_ls_R_factor_gt           0.0583
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0575P)²+0.1323P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1157
_refine_ls_wR_factor_ref         0.1383
_reflns_number_gt                3240
_reflns_number_total             5844
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5dt02093j2.cif
_cod_data_source_block           z1
_cod_depositor_comments
'Adding full bibliography for 7035935--7035936.cif.'
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7035935
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
O1 O 0.62312(14) 0.25374(9) 0.66094(11) 0.0456(4) Uani 1 1 d
N2 N 1.09723(16) 0.30752(10) 0.60012(12) 0.0373(4) Uani 1 1 d
O2 O 1.07041(14) 0.36679(9) 0.75430(11) 0.0515(4) Uani 1 1 d
N1 N 0.75159(17) 0.32353(10) 0.80969(13) 0.0408(4) Uani 1 1 d
C23 C 0.88246(19) 0.36810(11) 0.60879(15) 0.0358(5) Uani 1 1 d
C17 C 1.26818(19) 0.37000(12) 0.72013(16) 0.0396(5) Uani 1 1 d
C16 C 1.21858(19) 0.32927(11) 0.62653(16) 0.0375(5) Uani 1 1 d
C34 C 0.97289(19) 0.23123(12) 0.70225(14) 0.0357(5) Uani 1 1 d
C33 C 1.0621(2) 0.16998(14) 0.71872(17) 0.0475(6) Uani 1 1 d
C5 C 0.6816(2) 0.29088(13) 0.86336(17) 0.0451(6) Uani 1 1 d
C30 C 0.8428(2) 0.14333(12) 0.76446(17) 0.0451(6) Uani 1 1 d
C27 C 0.6699(2) 0.40914(13) 0.58973(18) 0.0485(6) Uani 1 1 d
C6 C 0.5893(2) 0.23011(13) 0.81683(18) 0.0477(6) Uani 1 1 d
C28 C 0.76914(19) 0.35732(11) 0.63253(15) 0.0365(5) Uani 1 1 d
C29 C 0.85875(19) 0.21812(11) 0.72414(14) 0.0349(5) Uani 1 1 d
C11 C 0.5635(2) 0.21465(12) 0.71692(18) 0.0447(5) Uani 1 1 d
C22 C 1.1908(2) 0.38629(12) 0.77929(16) 0.0413(5) Uani 1 1 d
C12 C 1.0473(2) 0.27035(14) 0.51383(16) 0.0479(6) Uani 1 1 d
C14 C 1.2385(3) 0.27387(16) 0.4765(2) 0.0571(7) Uani 1 1 d
B2 B 1.0040(2) 0.31830(14) 0.66655(17) 0.0361(5) Uani 1 1 d
C24 C 0.8879(2) 0.42679(13) 0.54063(18) 0.0468(6) Uani 1 1 d
C15 C 1.2905(2) 0.31199(14) 0.5634(2) 0.0516(6) Uani 1 1 d
C31 C 0.9332(2) 0.08418(13) 0.78187(18) 0.0516(6) Uani 1 1 d
C4 C 0.6988(3) 0.31891(17) 0.95892(19) 0.0582(7) Uani 1 1 d
B1 B 0.7513(2) 0.28599(14) 0.70302(17) 0.0368(5) Uani 1 1 d
C25 C 0.7874(2) 0.47494(13) 0.4976(2) 0.0544(7) Uani 1 1 d
C21 C 1.2392(3) 0.42586(15) 0.8683(2) 0.0582(7) Uani 1 1 d
C13 C 1.1153(3) 0.25222(16) 0.45099(19) 0.0546(6) Uani 1 1 d
C26 C 0.6784(3) 0.46699(14) 0.5231(2) 0.0556(7) Uani 1 1 d
C1 C 0.8324(2) 0.38299(14) 0.84725(18) 0.0523(6) Uani 1 1 d
C32 C 1.0429(3) 0.09696(14) 0.75851(19) 0.0545(7) Uani 1 1 d
C10 C 0.4711(2) 0.16017(15) 0.6713(2) 0.0588(7) Uani 1 1 d
C3 C 0.7827(3) 0.37801(17) 0.9974(2) 0.0645(8) Uani 1 1 d
C18 C 1.3928(2) 0.39654(16) 0.7514(2) 0.0633(7) Uani 1 1 d
C7 C 0.5214(3) 0.18790(17) 0.8696(3) 0.0699(8) Uani 1 1 d
C20 C 1.3612(3) 0.45028(16) 0.8970(2) 0.0703(8) Uani 1 1 d
C19 C 1.4380(3) 0.43630(17) 0.8383(3) 0.0769(9) Uani 1 1 d
C2 C 0.8488(3) 0.41128(18) 0.9400(2) 0.0668(8) Uani 1 1 d
C8 C 0.4312(3) 0.13421(18) 0.8254(3) 0.0839(11) Uani 1 1 d
C9 C 0.4057(3) 0.12044(17) 0.7267(3) 0.0770(10) Uani 1 1 d
H1 H 0.958(2) 0.2585(13) 0.5026(17) 0.059(7) Uiso 1 1 d
H2 H 1.112(2) 0.0567(14) 0.7749(18) 0.064(7) Uiso 1 1 d
H3 H 0.961(2) 0.4340(12) 0.5215(16) 0.043(6) Uiso 1 1 d
H4 H 0.602(2) 0.5002(14) 0.4915(19) 0.071(8) Uiso 1 1 d
H5 H 0.920(2) 0.0315(14) 0.8118(18) 0.063(7) Uiso 1 1 d
H6 H 0.886(2) 0.4049(13) 0.8038(18) 0.063(7) Uiso 1 1 d
H7 H 1.074(2) 0.2229(14) 0.3903(19) 0.062(7) Uiso 1 1 d
H8 H 0.586(2) 0.4046(13) 0.6068(17) 0.059(7) Uiso 1 1 d
H9 H 0.764(2) 0.1326(13) 0.7794(17) 0.059(7) Uiso 1 1 d
H10 H 0.790(2) 0.5138(13) 0.4455(18) 0.059(7) Uiso 1 1 d
H11 H 1.292(2) 0.2604(15) 0.4337(19) 0.073(8) Uiso 1 1 d
H12 H 0.652(2) 0.2933(14) 0.9920(19) 0.059(7) Uiso 1 1 d
H13 H 1.452(3) 0.3838(15) 0.713(2) 0.079(9) Uiso 1 1 d
H14 H 1.180(2) 0.4343(14) 0.9069(18) 0.061(8) Uiso 1 1 d
H15 H 0.346(3) 0.0856(16) 0.689(2) 0.072(9) Uiso 1 1 d
H16 H 0.452(2) 0.1506(13) 0.598(2) 0.062(8) Uiso 1 1 d
H17 H 1.145(3) 0.1805(15) 0.703(2) 0.076(8) Uiso 1 1 d
H18 H 0.913(3) 0.4548(18) 0.964(2) 0.095(10) Uiso 1 1 d
H19 H 1.381(3) 0.3273(14) 0.5840(19) 0.071(8) Uiso 1 1 d
H20 H 1.527(3) 0.4542(18) 0.856(2) 0.106(11) Uiso 1 1 d
H21 H 0.797(3) 0.3957(16) 1.069(2) 0.083(9) Uiso 1 1 d
H22 H 1.392(3) 0.4779(16) 0.962(2) 0.081(9) Uiso 1 1 d
H23 H 0.541(3) 0.2019(18) 0.944(3) 0.101(11) Uiso 1 1 d
H24 H 0.383(3) 0.101(2) 0.861(3) 0.119(12) Uiso 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'
O O 0.0106 0.0060 '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
C11 O1 B1 121.14(17)
C16 N2 C12 119.96(19)
C16 N2 B2 124.90(18)
C12 N2 B2 115.07(18)
C22 O2 B2 125.33(17)
C1 N1 C5 120.0(2)
C1 N1 B1 118.34(17)
C5 N1 B1 121.38(18)
C24 C23 C28 118.5(2)
C24 C23 B2 121.72(19)
C28 C23 B2 119.53(17)
C22 C17 C18 118.1(2)
C22 C17 C16 120.48(19)
C18 C17 C16 121.3(2)
N2 C16 C15 118.6(2)
N2 C16 C17 118.02(19)
C15 C16 C17 123.4(2)
C33 C34 C29 119.43(19)
C33 C34 B2 120.48(19)
C29 C34 B2 119.93(17)
C32 C33 C34 121.8(2)
N1 C5 C4 118.4(2)
N1 C5 C6 117.8(2)
C4 C5 C6 123.8(2)
C31 C30 C29 122.6(2)
C26 C27 C28 122.3(2)
C11 C6 C7 118.1(3)
C11 C6 C5 120.39(19)
C7 C6 C5 121.5(3)
C27 C28 C23 117.76(18)
C27 C28 B1 120.56(19)
C23 C28 B1 121.63(18)
C30 C29 C34 117.06(19)
C30 C29 B1 121.80(19)
C34 C29 B1 121.13(17)
O1 C11 C10 117.7(2)
O1 C11 C6 121.6(2)
C10 C11 C6 120.6(2)
O2 C22 C17 122.8(2)
O2 C22 C21 117.4(2)
C17 C22 C21 119.9(2)
N2 C12 C13 122.8(2)
C13 C14 C15 119.9(2)
O2 B2 C23 107.03(17)
O2 B2 N2 107.85(17)
C23 B2 N2 110.39(17)
O2 B2 C34 108.85(17)
C23 B2 C34 113.92(17)
N2 B2 C34 108.63(16)
C25 C24 C23 122.1(2)
C14 C15 C16 120.7(2)
C32 C31 C30 119.9(2)
C3 C4 C5 121.4(3)
O1 B1 C28 106.99(18)
O1 B1 C29 113.41(17)
C28 B1 C29 114.85(17)
O1 B1 N1 105.11(16)
C28 B1 N1 109.19(16)
C29 B1 N1 106.81(17)
C26 C25 C24 119.7(2)
C20 C21 C22 120.5(3)
C12 C13 C14 118.1(3)
C25 C26 C27 119.5(2)
N1 C1 C2 122.0(3)
C31 C32 C33 119.2(2)
C9 C10 C11 119.1(3)
C4 C3 C2 118.6(3)
C19 C18 C17 121.0(3)
C8 C7 C6 121.5(3)
C21 C20 C19 120.3(3)
C18 C19 C20 120.1(3)
C3 C2 C1 119.6(3)
C7 C8 C9 119.7(3)
C8 C9 C10 121.0(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C11 1.349(2)
O1 B1 1.487(3)
N2 C16 1.349(3)
N2 C12 1.354(3)
N2 B2 1.608(3)
O2 C22 1.330(2)
O2 B2 1.502(3)
N1 C1 1.349(3)
N1 C5 1.358(3)
N1 B1 1.651(3)
C23 C24 1.399(3)
C23 C28 1.412(3)
C23 B2 1.607(3)
C17 C22 1.399(3)
C17 C18 1.407(3)
C17 C16 1.465(3)
C16 C15 1.399(3)
C34 C33 1.403(3)
C34 C29 1.414(3)
C34 B2 1.616(3)
C33 C32 1.392(3)
C5 C4 1.407(3)
C5 C6 1.467(3)
C30 C31 1.386(3)
C30 C29 1.412(3)
C27 C26 1.382(3)
C27 C28 1.403(3)
C6 C11 1.400(3)
C6 C7 1.405(3)
C28 B1 1.613(3)
C29 B1 1.618(3)
C11 C10 1.393(3)
C22 C21 1.401(3)
C12 C13 1.366(3)
C14 C13 1.369(4)
C14 C15 1.372(4)
C24 C25 1.377(3)
C31 C32 1.375(3)
C4 C3 1.366(4)
C25 C26 1.372(3)
C21 C20 1.369(4)
C1 C2 1.373(3)
C10 C9 1.391(4)
C3 C2 1.370(4)
C18 C19 1.375(4)
C7 C8 1.364(5)
C20 C19 1.380(4)
C8 C9 1.379(5)
