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#$Date: 2024-04-05 02:06:27 +0300 (Fri, 05 Apr 2024) $
#$Revision: 290885 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/82/7248281.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_7248281
loop_
_publ_author_name
'Thirumalaisamy, Anitha'
'Karuppannan, Srinivasan'
_publ_section_title
;
 Nucleation control and separation of ethyl maltol polymorphs under
 different growth conditions through solution crystallization process in
 selected solvent environments
;
_journal_issue                   13
_journal_name_full               CrystEngComm
_journal_page_first              1902
_journal_page_last               1911
_journal_paper_doi               10.1039/D3CE01154B
_journal_volume                  26
_journal_year                    2024
_chemical_formula_moiety         'C7 H8 O3'
_chemical_formula_sum            'C7 H8 O3'
_chemical_formula_weight         140.13
_chemical_name_common            'ETHYL MALTOL'
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_Hall           '-R 3'
_space_group_name_H-M_alt        'R -3 :H'
_atom_sites_solution_hydrogens   geom
_audit_block_doi                 10.5517/ccdc.csd.cc2bk3np
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2022-03-23 deposited with the CCDC.	2024-02-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            18
_cell_length_a                   20.9615(11)
_cell_length_b                   20.9615(11)
_cell_length_c                   7.8858(5)
_cell_measurement_reflns_used    9651
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.30
_cell_measurement_theta_min      2.82
_cell_volume                     3000.7(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-III  Photon Cmos Detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_unetI/netI     0.0056
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            57071
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.334
_diffrn_reflns_theta_min         2.816
_exptl_absorpt_coefficient_mu    0.110
_exptl_absorpt_correction_T_max  0.9780
_exptl_absorpt_correction_T_min  0.9680
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.396
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             1332
_exptl_crystal_recrystallization_method 'Solution Growth Method'
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.246
_refine_diff_density_min         -0.183
_refine_diff_density_rms         0.030
_refine_ls_extinction_coef       0.0174(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     94
_refine_ls_number_reflns         1496
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0328
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0426P)²+1.9829P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0893
_refine_ls_wR_factor_ref         0.0911
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1389
_reflns_number_total             1496
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce01154b2.cif
_cod_data_source_block           Id1176r_a
_cod_depositor_comments
'Adding full bibliography for 7248281--7248283.cif.'
_cod_original_cell_volume        3000.7(4)
_cod_database_code               7248281
_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   0.968
_shelx_estimated_absorpt_t_max   0.978
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
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
O3 O 0.54633(4) 0.68699(4) 0.39718(12) 0.0470(3) Uani 1 1 d . . . . .
H3 H 0.573416 0.669893 0.380084 0.070 Uiso 1 1 calc R U . . .
O1 O 0.59834(5) 0.87239(4) 0.51082(11) 0.0453(2) Uani 1 1 d . . . . .
O2 O 0.67413(4) 0.73064(4) 0.58150(12) 0.0479(3) Uani 1 1 d . . . . .
C2 C 0.58598(5) 0.75526(5) 0.46398(13) 0.0323(2) Uani 1 1 d . . . . .
C1 C 0.65185(5) 0.77502(5) 0.56092(13) 0.0334(2) Uani 1 1 d . . . . .
C3 C 0.56209(6) 0.80376(6) 0.44108(13) 0.0352(3) Uani 1 1 d . . . . .
C5 C 0.68730(6) 0.84860(6) 0.62813(14) 0.0395(3) Uani 1 1 d . . . . .
H5 H 0.730385 0.865718 0.690859 0.047 Uiso 1 1 calc R U . . .
C6 C 0.49551(7) 0.79072(7) 0.34614(16) 0.0454(3) Uani 1 1 d . . . . .
H6A H 0.477134 0.745745 0.280633 0.054 Uiso 1 1 calc R U . . .
H6B H 0.508850 0.831006 0.267384 0.054 Uiso 1 1 calc R U . . .
C4 C 0.65956(7) 0.89260(6) 0.60217(16) 0.0450(3) Uani 1 1 d . . . . .
H4 H 0.683672 0.939525 0.649460 0.054 Uiso 1 1 calc R U . . .
C7 C 0.43492(8) 0.78433(9) 0.4622(2) 0.0607(4) Uani 1 1 d . . . . .
H7A H 0.418403 0.741825 0.533567 0.091 Uiso 1 1 calc R U . . .
H7B H 0.394460 0.779409 0.395253 0.091 Uiso 1 1 calc R U . . .
H7C H 0.453548 0.827707 0.531390 0.091 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'
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
C2 O3 H3 109.5 . . ?
C4 O1 C3 119.36(9) . . ?
C3 C2 O3 118.78(9) . . ?
C3 C2 C1 121.01(9) . . ?
O3 C2 C1 120.19(9) . . ?
O2 C1 C5 124.68(10) . . ?
O2 C1 C2 121.14(9) . . ?
C5 C1 C2 114.18(9) . . ?
C2 C3 O1 121.31(10) . . ?
C2 C3 C6 126.67(10) . . ?
O1 C3 C6 112.01(9) . . ?
C4 C5 C1 121.13(10) . . ?
C4 C5 H5 119.4 . . ?
C1 C5 H5 119.4 . . ?
C3 C6 C7 112.38(11) . . ?
C3 C6 H6A 109.1 . . ?
C7 C6 H6A 109.1 . . ?
C3 C6 H6B 109.1 . . ?
C7 C6 H6B 109.1 . . ?
H6A C6 H6B 107.9 . . ?
C5 C4 O1 122.99(10) . . ?
C5 C4 H4 118.5 . . ?
O1 C4 H4 118.5 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 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
O3 C2 1.3515(12) . ?
O3 H3 0.8200 . ?
O1 C4 1.3423(15) . ?
O1 C3 1.3624(13) . ?
O2 C1 1.2427(13) . ?
C2 C3 1.3512(14) . ?
C2 C1 1.4459(14) . ?
C1 C5 1.4373(14) . ?
C3 C6 1.4837(15) . ?
C5 C4 1.3293(17) . ?
C5 H5 0.9300 . ?
C6 C7 1.5162(19) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C4 H4 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
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
C3 C2 C1 O2 -179.66(10) . . . . ?
O3 C2 C1 O2 1.62(15) . . . . ?
C3 C2 C1 C5 0.33(14) . . . . ?
O3 C2 C1 C5 -178.38(9) . . . . ?
O3 C2 C3 O1 177.55(9) . . . . ?
C1 C2 C3 O1 -1.18(15) . . . . ?
O3 C2 C3 C6 -0.78(17) . . . . ?
C1 C2 C3 C6 -179.52(10) . . . . ?
C4 O1 C3 C2 0.91(16) . . . . ?
C4 O1 C3 C6 179.47(10) . . . . ?
O2 C1 C5 C4 -179.22(11) . . . . ?
C2 C1 C5 C4 0.78(15) . . . . ?
C2 C3 C6 C7 108.44(14) . . . . ?
O1 C3 C6 C7 -70.03(13) . . . . ?
C1 C5 C4 O1 -1.11(18) . . . . ?
C3 O1 C4 C5 0.25(17) . . . . ?
