#------------------------------------------------------------------------------
#$Date: 2023-03-04 20:17:00 +0200 (Sat, 04 Mar 2023) $
#$Revision: 281441 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/58/7245871.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_7245871
loop_
_publ_author_name
'Singh, Priyanka'
'Ahmad, Musheer'
'Siddiqui, Kafeel Ahmad'
_publ_section_title
;
 Bifunctional bis(2-carboxyethyl)isocyanurate crystal for high-performance
 photocatalytic degradation of rose bengal dye and luminescence sensing of
 PO43−, NO3−, Cl−, Cr2O72− and F− ions
;
_journal_issue                   2
_journal_name_full               CrystEngComm
_journal_page_first              245
_journal_page_last               266
_journal_paper_doi               10.1039/D2CE01387H
_journal_volume                  25
_journal_year                    2023
_chemical_formula_sum            'C9 H11 N3 O7'
_chemical_formula_weight         273.21
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2022-10-07 deposited with the CCDC.	2022-11-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.394(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.1320(4)
_cell_length_b                   6.6872(2)
_cell_length_c                   13.2034(4)
_cell_measurement_reflns_used    9816
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      22.45
_cell_measurement_theta_min      2.15
_cell_volume                     1136.62(6)
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8622
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.195
_diffrn_reflns_theta_min         3.148
_exptl_absorpt_coefficient_mu    0.140
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   Sadabs
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.597
_exptl_crystal_description       Block
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.470
_exptl_crystal_size_mid          0.270
_exptl_crystal_size_min          0.190
_exptl_transmission_factor_max   0.974
_exptl_transmission_factor_min   0.956
_refine_diff_density_max         0.464
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     88
_refine_ls_number_reflns         1235
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0635
_refine_ls_R_factor_gt           0.0506
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0866P)²+0.8063P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1455
_refine_ls_wR_factor_ref         0.1620
_reflns_Friedel_coverage         0.000
_reflns_number_gt                945
_reflns_number_total             1235
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce01387h2.cif
_cod_data_source_block           shelx
_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 

 Adding full bibliography for 7245871.cif.
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7245871
_shelx_shelxl_version_number     2016/6
_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   0.937
_shelx_estimated_absorpt_t_max   0.974
loop_
_space_group_symop_operation_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_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
O4 O 0.32669(12) -0.0401(3) 0.51582(11) 0.0549(5) Uani 1 1 d . . . . .
N1 N 0.45940(12) 0.3301(2) 0.32145(12) 0.0346(4) Uani 1 1 d . . . . .
O3 O 0.20241(12) -0.1293(3) 0.38402(13) 0.0603(6) Uani 1 1 d . . . . .
H3 H 0.191676 -0.212324 0.426399 0.090 Uiso 1 1 calc R U . . .
O2 O 0.41207(14) 0.6278(3) 0.38057(14) 0.0617(5) Uani 1 1 d . . . . .
O1 O 0.500000 0.0418(3) 0.250000 0.0638(7) Uani 1 2 d S T P . .
N2 N 0.500000 0.6271(3) 0.250000 0.0416(6) Uani 1 2 d S T P . .
H2 H 0.500000 0.755667 0.249999 0.050 Uiso 1 2 calc R U P . .
C1 C 0.500000 0.2242(4) 0.250000 0.0369(6) Uani 1 2 d S T P . .
C2 C 0.45353(14) 0.5359(3) 0.32148(15) 0.0375(5) Uani 1 1 d . . . . .
C3 C 0.41820(16) 0.2158(4) 0.39944(16) 0.0460(6) Uani 1 1 d . . . . .
H3A H 0.418638 0.299685 0.459453 0.055 Uiso 1 1 calc R U . . .
H3B H 0.463099 0.102103 0.421130 0.055 Uiso 1 1 calc R U . . .
C5 C 0.27773(15) -0.0184(3) 0.42452(16) 0.0423(5) Uani 1 1 d . . . . .
C4 C 0.30853(17) 0.1419(4) 0.35898(18) 0.0491(6) Uani 1 1 d . . . . .
H4A H 0.260597 0.253077 0.356030 0.059 Uiso 1 1 calc R U . . .
H4B H 0.303606 0.091546 0.289283 0.059 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
C1 N1 C2 123.09(16) . . ?
C1 N1 C3 117.49(18) . . ?
C2 N1 C3 119.40(17) . . ?
C5 O3 H3 109.5 . . ?
C2 N2 C2 126.9(2) 2_655 . ?
C2 N2 H2 116.5 2_655 . ?
C2 N2 H2 116.5 . . ?
O1 C1 N1 121.14(11) . . ?
O1 C1 N1 121.14(11) . 2_655 ?
N1 C1 N1 117.7(2) . 2_655 ?
O2 C2 N2 122.8(2) . . ?
O2 C2 N1 122.82(19) . . ?
N2 C2 N1 114.41(17) . . ?
N1 C3 C4 112.23(17) . . ?
N1 C3 H3A 109.2 . . ?
C4 C3 H3A 109.2 . . ?
N1 C3 H3B 109.2 . . ?
C4 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?
O4 C5 O3 123.08(19) . . ?
O4 C5 C4 119.73(18) . . ?
O3 C5 C4 117.19(18) . . ?
C5 C4 C3 112.30(17) . . ?
C5 C4 H4A 109.1 . . ?
C3 C4 H4A 109.1 . . ?
C5 C4 H4B 109.1 . . ?
C3 C4 H4B 109.1 . . ?
H4A C4 H4B 107.9 . . ?
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
O4 C5 1.257(3) . ?
N1 C1 1.369(2) . ?
N1 C2 1.378(3) . ?
N1 C3 1.469(2) . ?
O3 C5 1.267(2) . ?
O3 H3 0.8200 . ?
O2 C2 1.204(2) . ?
O1 C1 1.219(3) . ?
N2 C2 1.365(2) 2_655 ?
N2 C2 1.365(2) . ?
N2 H2 0.8600 . ?
C3 C4 1.516(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C5 C4 1.483(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N1 C1 O1 -176.99(12) . . . . ?
C3 N1 C1 O1 1.42(16) . . . . ?
C2 N1 C1 N1 3.01(12) . . . 2_655 ?
C3 N1 C1 N1 -178.58(16) . . . 2_655 ?
C2 N2 C2 O2 -178.3(2) 2_655 . . . ?
C2 N2 C2 N1 2.66(11) 2_655 . . . ?
C1 N1 C2 O2 175.34(17) . . . . ?
C3 N1 C2 O2 -3.0(3) . . . . ?
C1 N1 C2 N2 -5.6(2) . . . . ?
C3 N1 C2 N2 176.03(14) . . . . ?
C1 N1 C3 C4 -82.0(2) . . . . ?
C2 N1 C3 C4 96.4(2) . . . . ?
O4 C5 C4 C3 19.3(3) . . . . ?
O3 C5 C4 C3 -160.1(2) . . . . ?
N1 C3 C4 C5 163.75(19) . . . . ?
