#------------------------------------------------------------------------------
#$Date: 2021-11-14 00:55:19 +0200 (Sun, 14 Nov 2021) $
#$Revision: 270635 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/92/7129230.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_7129230
loop_
_publ_author_name
'Kawaguchi, Kaede'
'Moro, Ayana'
'Kojima, Soya'
'Kubo, Yuji'
_publ_section_title
;
 Chiral recognition coupled with chemometrics using boronate ensembles
 containing D-π-A cyanostilbenes
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D1CC05492A
_journal_year                    2021
_chemical_formula_sum            'C27 H21 B N2 O2'
_chemical_formula_weight         416.27
_chemical_properties_physical    Light-sensitive,Photo-sensitive
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_update_record
;
2021-09-11 deposited with the CCDC.	2021-11-12 downloaded from the CCDC.
;
_cell_angle_alpha                94.283(2)
_cell_angle_beta                 100.6460(10)
_cell_angle_gamma                108.9560(10)
_cell_formula_units_Z            2
_cell_length_a                   7.6398(2)
_cell_length_b                   9.7054(3)
_cell_length_c                   15.9804(5)
_cell_measurement_reflns_used    7918
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      72.4062
_cell_measurement_theta_min      2.8440
_cell_volume                     1089.73(6)
_computing_cell_refinement       'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 958)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 7.3910
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_device_type  'Bruker D8 venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            10082
_diffrn_reflns_theta_full        72.39
_diffrn_reflns_theta_max         72.39
_diffrn_reflns_theta_min         2.84
_exptl_absorpt_coefficient_mu    0.631
_exptl_absorpt_correction_T_max  0.88
_exptl_absorpt_correction_T_min  0.79
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             436
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: acetonitrile, water, hexane, dichloromethane'
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.302
_refine_diff_density_min         -0.312
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         4160
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0455
_refine_ls_R_factor_gt           0.0414
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0535P)²+0.4189P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1075
_refine_ls_wR_factor_ref         0.1110
_reflns_number_gt                3747
_reflns_number_total             4160
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc05492a2.cif
_cod_data_source_block           bNCSBA
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_database_code               7129230
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 -0.2996(2) 0.90972(16) 0.05063(9) 0.0255(3) Uani d . . . 1 . .
O O1 -0.28197(14) 1.05480(10) 0.06217(7) 0.0314(2) Uani d . . . 1 . .
H H1 -0.168(3) 1.1063(13) 0.0785(13) 0.047 Uiso calc U . R 1 . .
C C1 -0.13259(19) 0.85057(14) 0.08205(8) 0.0256(3) Uani d . . . 1 . .
N N1 0.04402(17) 0.30474(13) 0.11094(8) 0.0333(3) Uani d . . . 1 . .
O O2 -0.46979(14) 0.80993(10) 0.01017(7) 0.0325(2) Uani d . . . 1 . .
H H2A -0.547(2) 0.8543(12) -0.0063(12) 0.049 Uiso calc U . R 1 . .
C C2 0.0573(2) 0.94121(14) 0.10933(9) 0.0294(3) Uani d . . . 1 . .
H H2 0.089585 1.044546 0.110281 0.035 Uiso calc U . R 1 . .
N N2 0.98641(16) 0.44726(12) 0.34489(8) 0.0309(3) Uani d . . . 1 . .
C C5 -0.0321(2) 0.64111(15) 0.10824(9) 0.0296(3) Uani d . . . 1 . .
H H5 -0.064851 0.537894 0.108024 0.036 Uiso calc U . R 1 . .
C C4 0.15816(19) 0.73287(14) 0.13488(8) 0.0256(3) Uani d . . . 1 . .
C C3 0.1995(2) 0.88432(15) 0.13502(9) 0.0302(3) Uani d . . . 1 . .
H H3 0.327365 0.949125 0.153046 0.036 Uiso calc U . R 1 . .
C C6 -0.1729(2) 0.69939(15) 0.08222(9) 0.0291(3) Uani d . . . 1 . .
H H6 -0.300813 0.634751 0.06393 0.035 Uiso calc U . R 1 . .
C C7 0.31702(19) 0.68323(14) 0.16647(8) 0.0258(3) Uani d . . . 1 . .
H H7 0.435349 0.760468 0.187642 0.031 Uiso calc U . R 1 . .
C C8 0.32407(18) 0.54680(14) 0.17064(8) 0.0247(3) Uani d . . . 1 . .
C C9 0.16413(19) 0.41523(14) 0.13547(9) 0.0264(3) Uani d . . . 1 . .
C C10 0.49548(18) 0.51920(14) 0.21557(9) 0.0247(3) Uani d . . . 1 . .
C C11 0.61180(18) 0.61152(13) 0.29022(9) 0.0243(3) Uani d . . . 1 . .
H H11 0.580574 0.692247 0.311929 0.029 Uiso calc U . R 1 . .
C C12 0.77165(18) 0.58784(14) 0.33322(9) 0.0253(3) Uani d . . . 1 . .
H H12 0.848267 0.65179 0.384139 0.03 Uiso calc U . R 1 . .
C C13 0.82127(18) 0.47005(14) 0.30212(9) 0.0272(3) Uani d . . . 1 . .
C C14 0.70313(19) 0.37538(14) 0.22847(10) 0.0315(3) Uani d . . . 1 . .
H H14 0.733474 0.294015 0.207033 0.038 Uiso calc U . R 1 . .
C C15 0.54238(19) 0.39903(14) 0.18645(10) 0.0300(3) Uani d . . . 1 . .
H H15 0.462513 0.332588 0.137016 0.036 Uiso calc U . R 1 . .
C C16 0.9907(2) 0.30110(15) 0.34384(11) 0.0332(3) Uani d . . . 1 . .
C C17 0.8459(3) 0.1911(2) 0.3651(2) 0.0772(8) Uani d . . . 1 . .
H H17 0.743043 0.212253 0.381545 0.093 Uiso calc U . R 1 . .
C C18 0.8515(3) 0.0493(2) 0.3624(3) 0.1024(12) Uani d . . . 1 . .
H H18 0.750908 -0.026521 0.376296 0.123 Uiso calc U . R 1 . .
C C19 1.0006(3) 0.01711(18) 0.33979(18) 0.0670(7) Uani d . . . 1 . .
H H19 1.002583 -0.080455 0.33757 0.08 Uiso calc U . R 1 . .
C C20 1.1467(2) 0.12738(16) 0.32048(10) 0.0340(3) Uani d . . . 1 . .
H H20 1.25141 0.106452 0.305981 0.041 Uiso calc U . R 1 . .
C C21 1.14187(18) 0.26868(14) 0.32204(8) 0.0248(3) Uani d . . . 1 . .
H H21 1.24288 0.344126 0.308066 0.03 Uiso calc U . R 1 . .
C C22 1.14908(19) 0.56617(14) 0.38919(9) 0.0261(3) Uani d . . . 1 . .
C C23 1.20121(18) 0.70181(14) 0.35903(8) 0.0240(3) Uani d . . . 1 . .
H H23 1.125968 0.715587 0.308163 0.029 Uiso calc U . R 1 . .
C C24 1.36227(19) 0.81639(15) 0.40300(9) 0.0282(3) Uani d . . . 1 . .
H H24 1.394801 0.908978 0.382716 0.034 Uiso calc U . R 1 . .
C C25 1.4769(2) 0.79764(17) 0.47643(10) 0.0388(4) Uani d . . . 1 . .
H H25 1.588518 0.875835 0.505861 0.047 Uiso calc U . R 1 . .
C C26 1.4250(3) 0.66268(18) 0.50576(10) 0.0477(5) Uani d . . . 1 . .
H H26 1.502159 0.648372 0.555827 0.057 Uiso calc U . R 1 . .
C C27 1.2630(3) 0.54858(17) 0.46347(9) 0.0391(4) Uani d . . . 1 . .
H H27 1.228809 0.457303 0.485177 0.047 Uiso calc U . R 1 . .
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 B1 O1 . . 118.48(12) ?
O2 B1 C1 . . 117.58(12) ?
O1 B1 C1 . . 123.94(12) ?
B1 O1 H1 . . 109.5 ?
C2 C1 C6 . . 116.98(12) ?
C2 C1 B1 . . 123.59(12) ?
C6 C1 B1 . . 119.42(12) ?
B1 O2 H2A . . 109.5 ?
C3 C2 C1 . . 121.64(12) ?
C3 C2 H2 . . 119.2 ?
C1 C2 H2 . . 119.2 ?
C13 N2 C22 . . 121.53(10) ?
C13 N2 C16 . . 119.71(12) ?
C22 N2 C16 . . 118.76(11) ?
C6 C5 C4 . . 120.62(12) ?
C6 C5 H5 . . 119.7 ?
C4 C5 H5 . . 119.7 ?
C3 C4 C5 . . 117.71(12) ?
C3 C4 C7 . . 117.24(12) ?
C5 C4 C7 . . 124.99(12) ?
C2 C3 C4 . . 121.07(13) ?
C2 C3 H3 . . 119.5 ?
C4 C3 H3 . . 119.5 ?
C5 C6 C1 . . 121.97(13) ?
C5 C6 H6 . . 119.0 ?
C1 C6 H6 . . 119.0 ?
C8 C7 C4 . . 131.10(12) ?
C8 C7 H7 . . 114.5 ?
C4 C7 H7 . . 114.5 ?
C7 C8 C9 . . 123.01(12) ?
C7 C8 C10 . . 122.93(12) ?
C9 C8 C10 . . 114.01(11) ?
N1 C9 C8 . . 174.85(14) ?
C11 C10 C15 . . 118.01(12) ?
C11 C10 C8 . . 120.26(11) ?
C15 C10 C8 . . 121.70(12) ?
C12 C11 C10 . . 121.30(12) ?
C12 C11 H11 . . 119.3 ?
C10 C11 H11 . . 119.3 ?
C11 C12 C13 . . 120.38(13) ?
C11 C12 H12 . . 119.8 ?
C13 C12 H12 . . 119.8 ?
C14 C13 C12 . . 118.56(12) ?
C14 C13 N2 . . 120.89(12) ?
C12 C13 N2 . . 120.54(13) ?
C15 C14 C13 . . 120.60(12) ?
C15 C14 H14 . . 119.7 ?
C13 C14 H14 . . 119.7 ?
C14 C15 C10 . . 121.08(13) ?
C14 C15 H15 . . 119.5 ?
C10 C15 H15 . . 119.5 ?
C17 C16 C21 . . 119.28(13) ?
C17 C16 N2 . . 120.59(13) ?
C21 C16 N2 . . 120.13(12) ?
C16 C17 C18 . . 119.64(16) ?
C16 C17 H17 . . 120.2 ?
C18 C17 H17 . . 120.2 ?
C19 C18 C17 . . 120.96(17) ?
C19 C18 H18 . . 119.5 ?
C17 C18 H18 . . 119.5 ?
C20 C19 C18 . . 119.34(15) ?
C20 C19 H19 . . 120.3 ?
C18 C19 H19 . . 120.3 ?
C19 C20 C21 . . 120.29(14) ?
C19 C20 H20 . . 119.9 ?
C21 C20 H20 . . 119.9 ?
C20 C21 C16 . . 120.48(13) ?
C20 C21 H21 . . 119.8 ?
C16 C21 H21 . . 119.8 ?
C27 C22 C23 . . 118.67(13) ?
C27 C22 N2 . . 120.10(12) ?
C23 C22 N2 . . 121.21(12) ?
C24 C23 C22 . . 120.24(12) ?
C24 C23 H23 . . 119.9 ?
C22 C23 H23 . . 119.9 ?
C23 C24 C25 . . 120.86(13) ?
C23 C24 H24 . . 119.6 ?
C25 C24 H24 . . 119.6 ?
C26 C25 C24 . . 118.62(14) ?
C26 C25 H25 . . 120.7 ?
C24 C25 H25 . . 120.7 ?
C27 C26 C25 . . 121.07(14) ?
C27 C26 H26 . . 119.5 ?
C25 C26 H26 . . 119.5 ?
C26 C27 C22 . . 120.53(14) ?
C26 C27 H27 . . 119.7 ?
C22 C27 H27 . . 119.7 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 O2 . 1.3506(18) ?
B1 O1 . 1.3652(17) ?
B1 C1 . 1.579(2) ?
O1 H1 . 0.83(2) ?
C1 C2 . 1.3956(19) ?
C1 C6 . 1.3982(18) ?
N1 C9 . 1.1449(18) ?
O2 H2A . 0.85(2) ?
C2 C3 . 1.383(2) ?
C2 H2 . 0.95 ?
N2 C13 . 1.4117(17) ?
N2 C22 . 1.4137(18) ?
N2 C16 . 1.4286(16) ?
C5 C6 . 1.3839(19) ?
C5 C4 . 1.4004(19) ?
C5 H5 . 0.95 ?
C4 C3 . 1.3993(18) ?
C4 C7 . 1.4661(18) ?
C3 H3 . 0.95 ?
C6 H6 . 0.95 ?
C7 C8 . 1.3487(18) ?
C7 H7 . 0.95 ?
C8 C9 . 1.4369(18) ?
C8 C10 . 1.4871(18) ?
C10 C11 . 1.3954(19) ?
C10 C15 . 1.3989(18) ?
C11 C12 . 1.3828(18) ?
C11 H11 . 0.95 ?
C12 C13 . 1.4014(18) ?
C12 H12 . 0.95 ?
C13 C14 . 1.397(2) ?
C14 C15 . 1.383(2) ?
C14 H14 . 0.95 ?
C15 H15 . 0.95 ?
C16 C17 . 1.380(2) ?
C16 C21 . 1.3863(18) ?
C17 C18 . 1.388(2) ?
C17 H17 . 0.95 ?
C18 C19 . 1.376(3) ?
C18 H18 . 0.95 ?
C19 C20 . 1.373(2) ?
C19 H19 . 0.95 ?
C20 C21 . 1.3821(19) ?
C20 H20 . 0.95 ?
C21 H21 . 0.95 ?
C22 C27 . 1.393(2) ?
C22 C23 . 1.3961(18) ?
C23 C24 . 1.3854(19) ?
C23 H23 . 0.95 ?
C24 C25 . 1.390(2) ?
C24 H24 . 0.95 ?
C25 C26 . 1.384(3) ?
C25 H25 . 0.95 ?
C26 C27 . 1.380(2) ?
C26 H26 . 0.95 ?
C27 H27 . 0.95 ?
