#------------------------------------------------------------------------------
#$Date: 2016-03-25 22:20:16 +0200 (Fri, 25 Mar 2016) $
#$Revision: 180008 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/02/7030261.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_7030261
loop_
_publ_author_name
'Weber, Lothar'
'Kuhtz, Henry'
'Böhling, Lena'
'Brockhinke, Andreas'
'Chrostowska, Anna'
'Dargelos, Alain'
'Mazière, Audrey'
'Stammler, Hans-Georg'
'Neumann, Beate'
_publ_section_title
;
 Syntheses of rod-shaped fluorescent 1,3,2-benzodiazaboroles with
 phosphonium, and phosphane chalcogenide acceptor functions.
;
_journal_issue                   34
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              10440
_journal_page_last               10452
_journal_paper_doi               10.1039/c2dt30666b
_journal_volume                  41
_journal_year                    2012
_chemical_formula_moiety         'C28 H28 B N2 P Se'
_chemical_formula_sum            'C28 H28 B N2 P Se'
_chemical_formula_weight         513.26
_chemical_name_systematic        ?
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 97.9366(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   10.09750(10)
_cell_length_b                   15.38000(10)
_cell_length_c                   32.4025(3)
_cell_measurement_reflns_used    116385
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.034
_cell_measurement_theta_min      2.910
_cell_volume                     4983.89(8)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect, Bruker AXS, 2004'
_computing_data_reduction
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'SHELXTL-PLUS (1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       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  0.049
_diffrn_reflns_av_sigmaI/netI    0.0294
_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       45
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_number            58689
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         2.94
_exptl_absorpt_coefficient_mu    1.590
_exptl_absorpt_correction_T_max  0.7850
_exptl_absorpt_correction_T_min  0.6470
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       column
_exptl_crystal_F_000             2112
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.398
_refine_diff_density_min         -0.406
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     300
_refine_ls_number_reflns         7227
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0285
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0347P)²+3.2223P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0688
_refine_ls_wR_factor_ref         0.0724
_reflns_number_gt                5990
_reflns_number_total             7227
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2dt30666b.txt
_cod_data_source_block           compound5
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_cell_volume        4983.89(7)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7030261
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
Se1 Se 0.506465(14) 0.538805(9) 0.684275(4) 0.02050(5) Uani 1 1 d .
P1 P 0.67020(3) 0.46532(2) 0.669231(10) 0.01500(7) Uani 1 1 d .
N1 N 0.53107(11) 0.30655(7) 0.45807(3) 0.0158(2) Uani 1 1 d .
N2 N 0.46822(11) 0.19097(7) 0.49583(3) 0.0157(2) Uani 1 1 d .
B1 B 0.52372(14) 0.27689(10) 0.49956(5) 0.0163(3) Uani 1 1 d .
C1 C 0.48120(13) 0.24117(9) 0.43034(4) 0.0157(2) Uani 1 1 d .
C2 C 0.44293(13) 0.17001(9) 0.45346(4) 0.0161(2) Uani 1 1 d .
C3 C 0.39206(14) 0.09467(9) 0.43376(4) 0.0186(3) Uani 1 1 d .
H3 H 0.3677 0.0464 0.4494 0.022 Uiso 1 1 calc R
C4 C 0.37768(15) 0.09175(10) 0.39033(4) 0.0222(3) Uani 1 1 d .
H4 H 0.3431 0.0408 0.3762 0.027 Uiso 1 1 calc R
C5 C 0.41343(14) 0.16264(10) 0.36740(4) 0.0220(3) Uani 1 1 d .
H5 H 0.4022 0.1593 0.3379 0.026 Uiso 1 1 calc R
C6 C 0.46538(14) 0.23840(9) 0.38711(4) 0.0192(3) Uani 1 1 d .
H6 H 0.4892 0.2867 0.3714 0.023 Uiso 1 1 calc R
C7 C 0.57512(15) 0.38976(9) 0.44301(4) 0.0213(3) Uani 1 1 d .
H7A H 0.5807 0.4330 0.4658 0.026 Uiso 1 1 calc R
H7B H 0.5080 0.4107 0.4200 0.026 Uiso 1 1 calc R
C8 C 0.71028(16) 0.38300(12) 0.42771(5) 0.0304(4) Uani 1 1 d .
H8A H 0.7791 0.3697 0.4512 0.046 Uiso 1 1 calc R
H8B H 0.7314 0.4384 0.4151 0.046 Uiso 1 1 calc R
H8C H 0.7075 0.3366 0.4069 0.046 Uiso 1 1 calc R
C9 C 0.43651(13) 0.13036(9) 0.52787(4) 0.0179(3) Uani 1 1 d .
H9A H 0.4830 0.1495 0.5553 0.021 Uiso 1 1 calc R
H9B H 0.4710 0.0720 0.5220 0.021 Uiso 1 1 calc R
C10 C 0.28683(14) 0.12355(10) 0.53026(5) 0.0230(3) Uani 1 1 d .
H10A H 0.2533 0.1800 0.5383 0.035 Uiso 1 1 calc R
H10B H 0.2715 0.0797 0.5510 0.035 Uiso 1 1 calc R
H10C H 0.2397 0.1066 0.5030 0.035 Uiso 1 1 calc R
C11 C 0.56454(13) 0.32792(9) 0.54134(4) 0.0163(3) Uani 1 1 d .
C12 C 0.69367(13) 0.36067(9) 0.55331(4) 0.0175(3) Uani 1 1 d .
H12 H 0.7589 0.3538 0.5351 0.021 Uiso 1 1 calc R
C13 C 0.72891(13) 0.40310(9) 0.59133(4) 0.0176(3) Uani 1 1 d .
H13 H 0.8175 0.4239 0.5990 0.021 Uiso 1 1 calc R
C14 C 0.63293(13) 0.41484(9) 0.61816(4) 0.0161(2) Uani 1 1 d .
C15 C 0.50284(13) 0.38435(9) 0.60630(4) 0.0180(3) Uani 1 1 d .
H15 H 0.4365 0.3934 0.6240 0.022 Uiso 1 1 calc R
C16 C 0.47042(13) 0.34099(9) 0.56885(4) 0.0179(3) Uani 1 1 d .
H16 H 0.3821 0.3195 0.5615 0.021 Uiso 1 1 calc R
C17 C 0.81918(14) 0.53081(9) 0.66829(4) 0.0194(3) Uani 1 1 d .
C18 C 0.80724(17) 0.60599(10) 0.64381(5) 0.0268(3) Uani 1 1 d .
H18 H 0.7243 0.6198 0.6275 0.032 Uiso 1 1 calc R
C19 C 0.9164(2) 0.66037(12) 0.64334(5) 0.0361(4) Uani 1 1 d .
H19 H 0.9085 0.7111 0.6265 0.043 Uiso 1 1 calc R
C20 C 1.0370(2) 0.64100(13) 0.66735(6) 0.0428(5) Uani 1 1 d .
H20 H 1.1116 0.6785 0.6669 0.051 Uiso 1 1 calc R
C21 C 1.04937(19) 0.56739(14) 0.69198(6) 0.0408(4) Uani 1 1 d .
H21 H 1.1321 0.5547 0.7086 0.049 Uiso 1 1 calc R
C22 C 0.94049(16) 0.51160(12) 0.69248(5) 0.0289(3) Uani 1 1 d .
H22 H 0.9492 0.4607 0.7093 0.035 Uiso 1 1 calc R
C23 C 0.71692(13) 0.37623(9) 0.70497(4) 0.0170(3) Uani 1 1 d .
C24 C 0.79956(14) 0.30925(9) 0.69443(5) 0.0212(3) Uani 1 1 d .
H24 H 0.8323 0.3101 0.6683 0.025 Uiso 1 1 calc R
C25 C 0.83377(16) 0.24131(10) 0.72218(5) 0.0269(3) Uani 1 1 d .
H25 H 0.8919 0.1966 0.7154 0.032 Uiso 1 1 calc R
C26 C 0.78279(16) 0.23887(11) 0.75987(5) 0.0302(4) Uani 1 1 d .
H26 H 0.8040 0.1916 0.7785 0.036 Uiso 1 1 calc R
C27 C 0.70119(16) 0.30522(12) 0.77029(5) 0.0301(4) Uani 1 1 d .
H27 H 0.6667 0.3034 0.7961 0.036 Uiso 1 1 calc R
C28 C 0.66917(15) 0.37458(10) 0.74327(4) 0.0224(3) Uani 1 1 d .
H28 H 0.6149 0.4207 0.7509 0.027 Uiso 1 1 calc R
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 '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
C23 P1 C17 106.68(7)
C23 P1 C14 105.14(6)
C17 P1 C14 106.83(6)
C23 P1 Se1 113.53(5)
C17 P1 Se1 112.56(5)
C14 P1 Se1 111.57(5)
C1 N1 B1 108.31(11)
C1 N1 C7 121.05(11)
B1 N1 C7 130.59(12)
C2 N2 B1 108.14(11)
C2 N2 C9 121.42(11)
B1 N2 C9 130.43(12)
N1 B1 N2 106.55(12)
N1 B1 C11 127.53(13)
N2 B1 C11 125.91(12)
C6 C1 N1 130.75(13)
C6 C1 C2 120.68(12)
N1 C1 C2 108.56(11)
C3 C2 N2 130.54(13)
C3 C2 C1 121.02(12)
N2 C2 C1 108.43(11)
C2 C3 C4 118.12(13)
C2 C3 H3 120.9
C4 C3 H3 120.9
C5 C4 C3 120.90(13)
C5 C4 H4 119.5
C3 C4 H4 119.5
C4 C5 C6 121.17(13)
C4 C5 H5 119.4
C6 C5 H5 119.4
C1 C6 C5 118.09(13)
C1 C6 H6 121.0
C5 C6 H6 121.0
N1 C7 C8 112.20(12)
N1 C7 H7A 109.2
C8 C7 H7A 109.2
N1 C7 H7B 109.2
C8 C7 H7B 109.2
H7A C7 H7B 107.9
C7 C8 H8A 109.5
C7 C8 H8B 109.5
H8A C8 H8B 109.5
C7 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
N2 C9 C10 113.24(11)
N2 C9 H9A 108.9
C10 C9 H9A 108.9
N2 C9 H9B 108.9
C10 C9 H9B 108.9
H9A C9 H9B 107.7
C9 C10 H10A 109.5
C9 C10 H10B 109.5
H10A C10 H10B 109.5
C9 C10 H10C 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
C16 C11 C12 117.27(12)
C16 C11 B1 119.92(12)
C12 C11 B1 122.80(12)
C13 C12 C11 121.75(12)
C13 C12 H12 119.1
C11 C12 H12 119.1
C12 C13 C14 119.62(12)
C12 C13 H13 120.2
C14 C13 H13 120.2
C15 C14 C13 119.39(12)
C15 C14 P1 117.50(10)
C13 C14 P1 123.07(10)
C16 C15 C14 120.16(12)
C16 C15 H15 119.9
C14 C15 H15 119.9
C15 C16 C11 121.78(13)
C15 C16 H16 119.1
C11 C16 H16 119.1
C22 C17 C18 119.70(14)
C22 C17 P1 122.68(12)
C18 C17 P1 117.52(12)
C19 C18 C17 119.94(16)
C19 C18 H18 120.0
C17 C18 H18 120.0
C20 C19 C18 120.23(17)
C20 C19 H19 119.9
C18 C19 H19 119.9
C19 C20 C21 120.23(16)
C19 C20 H20 119.9
C21 C20 H20 119.9
C20 C21 C22 120.15(18)
C20 C21 H21 119.9
C22 C21 H21 119.9
C17 C22 C21 119.74(17)
C17 C22 H22 120.1
C21 C22 H22 120.1
C28 C23 C24 119.76(13)
C28 C23 P1 119.43(11)
C24 C23 P1 120.81(11)
C25 C24 C23 119.94(14)
C25 C24 H24 120.0
C23 C24 H24 120.0
C26 C25 C24 119.96(15)
C26 C25 H25 120.0
C24 C25 H25 120.0
C27 C26 C25 120.02(14)
C27 C26 H26 120.0
C25 C26 H26 120.0
C26 C27 C28 120.49(15)
C26 C27 H27 119.8
C28 C27 H27 119.8
C27 C28 C23 119.77(14)
C27 C28 H28 120.1
C23 C28 H28 120.1
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Se1 P1 2.1145(4)
P1 C23 1.8139(14)
P1 C17 1.8142(14)
P1 C14 1.8197(13)
N1 C1 1.3953(17)
N1 B1 1.4312(19)
N1 C7 1.4607(17)
N2 C2 1.3989(17)
N2 B1 1.4339(19)
N2 C9 1.4633(17)
B1 C11 1.570(2)
C1 C6 1.3885(19)
C1 C2 1.4100(18)
C2 C3 1.3869(19)
C3 C4 1.3954(19)
C3 H3 0.9500
C4 C5 1.394(2)
C4 H4 0.9500
C5 C6 1.396(2)
C5 H5 0.9500
C6 H6 0.9500
C7 C8 1.519(2)
C7 H7A 0.9900
C7 H7B 0.9900
C8 H8A 0.9800
C8 H8B 0.9800
C8 H8C 0.9800
C9 C10 1.5275(19)
C9 H9A 0.9900
C9 H9B 0.9900
C10 H10A 0.9800
C10 H10B 0.9800
C10 H10C 0.9800
C11 C16 1.4043(19)
C11 C12 1.4016(19)
C12 C13 1.3961(19)
C12 H12 0.9500
C13 C14 1.4001(18)
C13 H13 0.9500
C14 C15 1.3977(19)
C15 C16 1.3836(19)
C15 H15 0.9500
C16 H16 0.9500
C17 C22 1.392(2)
C17 C18 1.398(2)
C18 C19 1.386(2)
C18 H18 0.9500
C19 C20 1.384(3)
C19 H19 0.9500
C20 C21 1.381(3)
C20 H20 0.9500
C21 C22 1.396(2)
C21 H21 0.9500
C22 H22 0.9500
C23 C28 1.3923(19)
C23 C24 1.398(2)
C24 C25 1.391(2)
C24 H24 0.9500
C25 C26 1.390(2)
C25 H25 0.9500
C26 C27 1.382(2)
C26 H26 0.9500
C27 C28 1.390(2)
C27 H27 0.9500
C28 H28 0.9500
