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#$Date: 2023-08-03 04:22:23 +0300 (Thu, 03 Aug 2023) $
#$Revision: 285435 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/71/7247144.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_7247144
loop_
_publ_author_name
'Easmin, Samina'
'Pedireddi, Venkateswara Rao'
_publ_section_title
;
 Supramolecular assemblies in the molecular complexes of
 4-cyanophenylboronic acid with different N-donor ligands
;
_journal_issue                   33
_journal_name_full               'RSC Advances'
_journal_page_first              23267
_journal_page_last               23284
_journal_paper_doi               10.1039/D3RA03936F
_journal_volume                  13
_journal_year                    2023
_chemical_formula_sum            'C19 H14 B N3 O2'
_chemical_formula_weight         327.14
_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_creation_method           SHELXL-2018/3
_audit_update_record
;
2023-05-02 deposited with the CCDC.	2023-07-17 downloaded from the CCDC.
;
_cell_angle_alpha                97.158(4)
_cell_angle_beta                 96.960(3)
_cell_angle_gamma                95.413(4)
_cell_formula_units_Z            2
_cell_length_a                   7.1497(3)
_cell_length_b                   8.7492(4)
_cell_length_c                   13.6709(6)
_cell_measurement_reflns_used    2294
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.22
_cell_measurement_theta_min      2.36
_cell_volume                     837.04(6)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0901
_diffrn_reflns_av_unetI/netI     0.0783
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            14761
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.582
_diffrn_reflns_theta_min         2.361
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5724
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_description       needle
_exptl_crystal_F_000             340
_exptl_crystal_size_max          0.390
_exptl_crystal_size_mid          0.310
_exptl_crystal_size_min          0.230
_refine_diff_density_max         0.174
_refine_diff_density_min         -0.146
_refine_diff_density_rms         0.035
_refine_ls_extinction_coef       0.029(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         3431
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.1235
_refine_ls_R_factor_gt           0.0559
_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)+(0.0656P)²+0.1412P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1385
_refine_ls_wR_factor_ref         0.1769
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1761
_reflns_number_total             3431
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ra03936f2.cif
_cod_data_source_block           4Cyanophenylboronicacid_17Phenanthroline
_cod_database_code               7247144
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.967
_shelx_estimated_absorpt_t_max   0.981
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.8320(2) 0.4691(2) 0.89776(12) 0.0690(6) Uani 1 1 d . . . . .
H1 H 0.770409 0.467982 0.842981 0.103 Uiso 1 1 calc R U . . .
O2 O 0.8188(3) 0.3553(2) 1.04152(13) 0.0789(6) Uani 1 1 d . . . . .
H2A H 0.917497 0.413848 1.056630 0.118 Uiso 1 1 calc R U . . .
N1 N 0.7506(3) 0.5225(3) 0.70617(15) 0.0647(6) Uani 1 1 d . . . . .
N2 N 0.7433(3) 0.4312(3) 0.35209(16) 0.0704(7) Uani 1 1 d . . . . .
N3 N -0.1975(4) 0.0396(3) 0.8193(2) 0.0871(8) Uani 1 1 d . . . . .
C1 C 0.5216(4) 0.3069(3) 0.92121(18) 0.0559(6) Uani 1 1 d . . . . .
C2 C 0.4115(4) 0.3334(3) 0.83625(19) 0.0625(7) Uani 1 1 d . . . . .
H2 H 0.464131 0.398046 0.795295 0.075 Uiso 1 1 calc R U . . .
C3 C 0.2255(4) 0.2676(3) 0.80954(19) 0.0649(7) Uani 1 1 d . . . . .
H3 H 0.155239 0.288483 0.751859 0.078 Uiso 1 1 calc R U . . .
C4 C 0.1452(4) 0.1709(3) 0.86892(19) 0.0584(7) Uani 1 1 d . . . . .
C5 C 0.2512(4) 0.1424(3) 0.9539(2) 0.0755(8) Uani 1 1 d . . . . .
H5 H 0.198361 0.076894 0.994307 0.091 Uiso 1 1 calc R U . . .
C6 C 0.4345(4) 0.2098(3) 0.9796(2) 0.0735(8) Uani 1 1 d . . . . .
H6 H 0.502981 0.189940 1.038086 0.088 Uiso 1 1 calc R U . . .
C7 C -0.0465(4) 0.0986(3) 0.8414(2) 0.0659(7) Uani 1 1 d . . . . .
C8 C 0.7263(5) 0.3296(5) 0.2713(2) 0.0864(10) Uani 1 1 d . . . . .
H8 H 0.735803 0.367297 0.211244 0.104 Uiso 1 1 calc R U . . .
C9 C 0.6957(5) 0.1731(4) 0.2692(3) 0.0895(10) Uani 1 1 d . . . . .
H9 H 0.681829 0.107865 0.209076 0.107 Uiso 1 1 calc R U . . .
C10 C 0.6856(4) 0.1134(4) 0.3552(3) 0.0824(9) Uani 1 1 d . . . . .
H10 H 0.665848 0.006801 0.355169 0.099 Uiso 1 1 calc R U . . .
C11 C 0.7056(4) 0.2154(3) 0.4444(2) 0.0616(7) Uani 1 1 d . . . . .
C12 C 0.7320(3) 0.3740(3) 0.43822(18) 0.0534(6) Uani 1 1 d . . . . .
C13 C 0.7484(3) 0.4827(3) 0.52807(18) 0.0506(6) Uani 1 1 d . . . . .
C14 C 0.7760(4) 0.6421(3) 0.5296(2) 0.0655(7) Uani 1 1 d . . . . .
H14 H 0.784493 0.683742 0.470745 0.079 Uiso 1 1 calc R U . . .
C15 C 0.7905(4) 0.7371(3) 0.6173(2) 0.0718(8) Uani 1 1 d . . . . .
H15 H 0.809840 0.844124 0.619298 0.086 Uiso 1 1 calc R U . . .
C16 C 0.7761(4) 0.6725(4) 0.7027(2) 0.0724(8) Uani 1 1 d . . . . .
H16 H 0.785015 0.738990 0.762149 0.087 Uiso 1 1 calc R U . . .
C17 C 0.7374(3) 0.4259(3) 0.61879(18) 0.0548(6) Uani 1 1 d . . . . .
C18 C 0.7111(4) 0.2652(3) 0.6214(2) 0.0718(8) Uani 1 1 d . . . . .
H18 H 0.703827 0.228034 0.681786 0.086 Uiso 1 1 calc R U . . .
C19 C 0.6963(4) 0.1656(3) 0.5377(2) 0.0773(8) Uani 1 1 d . . . . .
H19 H 0.679359 0.059818 0.541347 0.093 Uiso 1 1 calc R U . . .
B1 B 0.7317(4) 0.3812(4) 0.9531(2) 0.0585(8) 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 0.0033 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
B1 O1 H1 109.5 . . ?
B1 O2 H2A 109.5 . . ?
C16 N1 C17 117.5(2) . . ?
C8 N2 C12 116.6(3) . . ?
C2 C1 C6 116.0(2) . . ?
C2 C1 B1 123.4(2) . . ?
C6 C1 B1 120.6(2) . . ?
C1 C2 C3 122.6(2) . . ?
C1 C2 H2 118.7 . . ?
C3 C2 H2 118.7 . . ?
C4 C3 C2 119.6(2) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C5 C4 C3 119.2(3) . . ?
C5 C4 C7 120.4(2) . . ?
C3 C4 C7 120.4(2) . . ?
C4 C5 C6 120.4(3) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C1 122.3(3) . . ?
C5 C6 H6 118.9 . . ?
C1 C6 H6 118.9 . . ?
N3 C7 C4 179.1(3) . . ?
N2 C8 C9 124.7(3) . . ?
N2 C8 H8 117.6 . . ?
C9 C8 H8 117.6 . . ?
C10 C9 C8 119.5(3) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C9 C10 C11 118.6(3) . . ?
C9 C10 H10 120.7 . . ?
C11 C10 H10 120.7 . . ?
C12 C11 C10 117.4(3) . . ?
C12 C11 C19 119.4(3) . . ?
C10 C11 C19 123.3(3) . . ?
N2 C12 C11 123.1(2) . . ?
N2 C12 C13 117.9(2) . . ?
C11 C12 C13 119.0(2) . . ?
C14 C13 C17 117.8(2) . . ?
C14 C13 C12 123.2(2) . . ?
C17 C13 C12 118.9(2) . . ?
C15 C14 C13 119.8(3) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?
C14 C15 C16 118.8(3) . . ?
C14 C15 H15 120.6 . . ?
C16 C15 H15 120.6 . . ?
N1 C16 C15 124.2(3) . . ?
N1 C16 H16 117.9 . . ?
C15 C16 H16 117.9 . . ?
N1 C17 C13 121.8(2) . . ?
N1 C17 C18 118.1(2) . . ?
C13 C17 C18 120.0(2) . . ?
C19 C18 C17 120.5(3) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C11 122.1(3) . . ?
C18 C19 H19 118.9 . . ?
C11 C19 H19 118.9 . . ?
O2 B1 O1 117.9(2) . . ?
O2 B1 C1 117.4(2) . . ?
O1 B1 C1 124.7(2) . . ?
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
O1 B1 1.360(3) . ?
O1 H1 0.8200 . ?
O2 B1 1.346(3) . ?
O2 H2A 0.8200 . ?
N1 C16 1.315(3) . ?
N1 C17 1.362(3) . ?
N2 C8 1.314(4) . ?
N2 C12 1.344(3) . ?
N3 C7 1.140(3) . ?
C1 C2 1.379(3) . ?
C1 C6 1.392(4) . ?
C1 B1 1.567(4) . ?
C2 C3 1.385(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.377(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.371(4) . ?
C4 C7 1.440(4) . ?
C5 C6 1.371(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C8 C9 1.362(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.351(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.402(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.397(4) . ?
C11 C19 1.406(4) . ?
C12 C13 1.442(3) . ?
C13 C14 1.387(4) . ?
C13 C17 1.400(3) . ?
C14 C15 1.358(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.370(4) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C18 1.406(4) . ?
C18 C19 1.336(4) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
