#------------------------------------------------------------------------------
#$Date: 2023-10-06 03:19:06 +0300 (Fri, 06 Oct 2023) $
#$Revision: 286752 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/72/7247212.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_7247212
loop_
_publ_author_name
'Pathak, Debabrat'
'Kalita, Bikash Kumar'
'Sarmah, Ashish'
'Sharma, Himanshu'
'Bora, Bidisha'
'Goswami, Tridib K.'
'Sarma, Bipul'
_publ_section_title
;
 Metal-free reusable hollow-spherical triazine microporous organic polymer
 supported quinolines synthesis via hydrogen evolution
;
_journal_issue                   19
_journal_name_full               'Green Chemistry'
_journal_page_first              7642
_journal_page_last               7652
_journal_paper_doi               10.1039/D3GC02172F
_journal_volume                  25
_journal_year                    2023
_chemical_formula_sum            'C23 H19 N O2'
_chemical_formula_weight         341.39
_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-2014/7
_audit_update_record
;
2022-11-16 deposited with the CCDC.	2023-08-11 downloaded from the CCDC.
;
_cell_angle_alpha                100.605(13)
_cell_angle_beta                 102.623(13)
_cell_angle_gamma                94.906(13)
_cell_formula_units_Z            2
_cell_length_a                   7.804(11)
_cell_length_b                   10.261(14)
_cell_length_c                   11.611(16)
_cell_measurement_reflns_used    1154
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      22.44
_cell_measurement_theta_min      2.70
_cell_volume                     884(2)
_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-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.982
_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  0.0552
_diffrn_reflns_av_unetI/netI     0.0782
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8427
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_min         3.677
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_correction_T_min  0.978
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_description       block
_exptl_crystal_F_000             360
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.130
_refine_diff_density_max         0.202
_refine_diff_density_min         -0.295
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.982
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         3418
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.982
_refine_ls_R_factor_all          0.1034
_refine_ls_R_factor_gt           0.0569
_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)+(0.0711P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1359
_refine_ls_wR_factor_ref         0.1647
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1894
_reflns_number_total             3418
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3gc02172f2.cif
_cod_data_source_block           BS_AS26
_cod_depositor_comments
'Adding full bibliography for 7247212--7247214.cif.'
_cod_database_code               7247212
_shelx_shelxl_version_number     2014/7
_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   0.975
_shelx_estimated_absorpt_t_max   0.989
_exptl_absorpt_special_details   SADABS
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
O2 O 0.9092(2) 0.83699(15) 0.47859(15) 0.0577(5) Uani 1 1 d . . . . .
O3 O 1.0392(2) 0.77237(17) 0.68123(15) 0.0646(5) Uani 1 1 d . . . . .
N1 N 0.4756(2) 0.44235(16) 0.22008(16) 0.0433(5) Uani 1 1 d . . . . .
C1 C 0.3803(3) 0.0266(2) 0.23417(19) 0.0419(6) Uani 1 1 d . . . . .
C2 C 0.3045(3) -0.0121(2) 0.3214(2) 0.0496(6) Uani 1 1 d . . . . .
H2 H 0.2700 0.0523 0.3762 0.059 Uiso 1 1 calc R U . . .
C3 C 0.2792(3) -0.1451(2) 0.3284(2) 0.0582(7) Uani 1 1 d . . . . .
H3 H 0.2278 -0.1696 0.3877 0.070 Uiso 1 1 calc R U . . .
C4 C 0.3297(3) -0.2412(2) 0.2481(2) 0.0569(7) Uani 1 1 d . . . . .
H4 H 0.3124 -0.3307 0.2525 0.068 Uiso 1 1 calc R U . . .
C5 C 0.4057(3) -0.2041(2) 0.1613(2) 0.0578(7) Uani 1 1 d . . . . .
H5 H 0.4412 -0.2688 0.1073 0.069 Uiso 1 1 calc R U . . .
C6 C 0.4302(3) -0.0718(2) 0.1534(2) 0.0513(6) Uani 1 1 d . . . . .
H6 H 0.4807 -0.0481 0.0934 0.062 Uiso 1 1 calc R U . . .
C7 C 0.4089(3) 0.1706(2) 0.22756(19) 0.0380(5) Uani 1 1 d . . . . .
C8 C 0.3237(3) 0.21709(19) 0.12515(19) 0.0380(5) Uani 1 1 d . . . . .
C9 C 0.3602(3) 0.3545(2) 0.12606(19) 0.0422(6) Uani 1 1 d . . . . .
C10 C 0.5496(3) 0.39644(19) 0.31601(19) 0.0381(5) Uani 1 1 d . . . . .
C11 C 0.5172(3) 0.2604(2) 0.3220(2) 0.0416(6) Uani 1 1 d . . . . .
H11 H 0.5704 0.2319 0.3913 0.050 Uiso 1 1 calc R U . . .
C12 C 0.1978(3) 0.1371(2) 0.0248(2) 0.0467(6) Uani 1 1 d . . . . .
H12 H 0.1726 0.0463 0.0224 0.056 Uiso 1 1 calc R U . . .
C13 C 0.2733(3) 0.4060(2) 0.0277(2) 0.0564(7) Uani 1 1 d . . . . .
H13 H 0.2986 0.4960 0.0268 0.068 Uiso 1 1 calc R U . . .
C14 C 0.1519(4) 0.3241(3) -0.0666(2) 0.0630(7) Uani 1 1 d . . . . .
H14 H 0.0944 0.3591 -0.1307 0.076 Uiso 1 1 calc R U . . .
C15 C 0.1137(3) 0.1884(2) -0.0673(2) 0.0556(7) Uani 1 1 d . . . . .
H15 H 0.0302 0.1336 -0.1313 0.067 Uiso 1 1 calc R U . . .
C16 C 0.6767(3) 0.4942(2) 0.41555(19) 0.0393(5) Uani 1 1 d . . . . .
C17 C 0.7288(3) 0.6214(2) 0.3986(2) 0.0425(6) Uani 1 1 d . . . . .
H17 H 0.6819 0.6457 0.3260 0.051 Uiso 1 1 calc R U . . .
C18 C 0.8494(3) 0.7112(2) 0.4889(2) 0.0435(6) Uani 1 1 d . . . . .
C19 C 0.9198(3) 0.6770(2) 0.5984(2) 0.0481(6) Uani 1 1 d . . . . .
C20 C 0.8671(3) 0.5532(2) 0.6159(2) 0.0536(7) Uani 1 1 d . . . . .
H20 H 0.9125 0.5301 0.6893 0.064 Uiso 1 1 calc R U . . .
C21 C 0.7459(3) 0.4611(2) 0.5250(2) 0.0506(6) Uani 1 1 d . . . . .
H21 H 0.7116 0.3770 0.5380 0.061 Uiso 1 1 calc R U . . .
C22 C 0.8171(4) 0.8879(2) 0.3799(2) 0.0672(8) Uani 1 1 d . . . . .
H22A H 0.8673 0.9784 0.3864 0.101 Uiso 1 1 calc R U . . .
H22B H 0.6944 0.8856 0.3813 0.101 Uiso 1 1 calc R U . . .
H22C H 0.8275 0.8340 0.3055 0.101 Uiso 1 1 calc R U . . .
C23 C 1.1086(3) 0.7442(3) 0.7965(2) 0.0718(8) Uani 1 1 d . . . . .
H23A H 1.1880 0.8201 0.8464 0.108 Uiso 1 1 calc R U . . .
H23B H 1.1715 0.6680 0.7874 0.108 Uiso 1 1 calc R U . . .
H23C H 1.0132 0.7254 0.8334 0.108 Uiso 1 1 calc R 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'
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
C18 O2 C22 118.00(18) . . ?
C19 O3 C23 118.0(2) . . ?
C10 N1 C9 118.1(2) . . ?
C2 C1 C6 118.2(2) . . ?
C2 C1 C7 120.75(18) . . ?
C6 C1 C7 121.0(2) . . ?
C1 C2 C3 120.9(2) . . ?
C1 C2 H2 119.5 . . ?
C3 C2 H2 119.5 . . ?
C4 C3 C2 120.2(2) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C5 C4 C3 119.5(2) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C4 C5 C6 120.6(2) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C5 C6 C1 120.6(2) . . ?
C5 C6 H6 119.7 . . ?
C1 C6 H6 119.7 . . ?
C11 C7 C8 118.6(2) . . ?
C11 C7 C1 120.0(2) . . ?
C8 C7 C1 121.37(19) . . ?
C9 C8 C7 117.51(19) . . ?
C9 C8 C12 117.8(2) . . ?
C7 C8 C12 124.6(2) . . ?
N1 C9 C8 122.9(2) . . ?
N1 C9 C13 117.7(2) . . ?
C8 C9 C13 119.4(2) . . ?
N1 C10 C11 122.0(2) . . ?
N1 C10 C16 116.6(2) . . ?
C11 C10 C16 121.3(2) . . ?
C7 C11 C10 120.7(2) . . ?
C7 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C15 C12 C8 122.1(2) . . ?
C15 C12 H12 119.0 . . ?
C8 C12 H12 119.0 . . ?
C14 C13 C9 120.3(2) . . ?
C14 C13 H13 119.8 . . ?
C9 C13 H13 119.8 . . ?
C13 C14 C15 120.6(2) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C12 C15 C14 119.9(2) . . ?
C12 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C21 C16 C17 118.8(2) . . ?
C21 C16 C10 121.3(2) . . ?
C17 C16 C10 119.9(2) . . ?
C18 C17 C16 120.3(2) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
O2 C18 C17 123.9(2) . . ?
O2 C18 C19 115.5(2) . . ?
C17 C18 C19 120.6(2) . . ?
C20 C19 O3 124.8(2) . . ?
C20 C19 C18 119.2(2) . . ?
O3 C19 C18 116.1(2) . . ?
C19 C20 C21 120.8(2) . . ?
C19 C20 H20 119.6 . . ?
C21 C20 H20 119.6 . . ?
C16 C21 C20 120.3(2) . . ?
C16 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
O2 C22 H22A 109.5 . . ?
O2 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O2 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O3 C23 H23A 109.5 . . ?
O3 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O3 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
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
O2 C18 1.370(3) . ?
O2 C22 1.423(3) . ?
O3 C19 1.363(3) . ?
O3 C23 1.421(4) . ?
N1 C10 1.325(3) . ?
N1 C9 1.373(3) . ?
C1 C2 1.379(3) . ?
C1 C6 1.389(3) . ?
C1 C7 1.494(3) . ?
C2 C3 1.382(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.373(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.369(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.377(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C11 1.363(3) . ?
C7 C8 1.415(3) . ?
C8 C9 1.412(3) . ?
C8 C12 1.416(3) . ?
C9 C13 1.410(3) . ?
C10 C11 1.415(3) . ?
C10 C16 1.493(3) . ?
C11 H11 0.9300 . ?
C12 C15 1.345(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.369(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.397(4) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C21 1.383(3) . ?
C16 C17 1.395(3) . ?
C17 C18 1.378(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.391(4) . ?
C19 C20 1.366(4) . ?
C20 C21 1.395(3) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
