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#$Date: 2022-05-05 23:49:55 +0300 (Thu, 05 May 2022) $
#$Revision: 275044 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/13/7061363.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_7061363
loop_
_publ_author_name
'Panja, Anangamohan'
'Jagličić, Zvonko'
'Herchel, Radovan'
'Brandão, Paula'
'Pramanik, Kuheli'
'Jana, Narayan Ch.'
_publ_section_title
;
 The first exploration of coordination chemistry using a methyl
 substituted o-vanillin based ligand: an example starting with Dy4/Zn2Dy2
 systems displaying slow relaxation of magnetization
;
_journal_issue                   12
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              5627
_journal_page_last               5637
_journal_paper_doi               10.1039/D1NJ05717K
_journal_volume                  46
_journal_year                    2022
_chemical_formula_sum            'C15 H15 N O3'
_chemical_formula_weight         257.28
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-01-31 deposited with the CCDC.	2022-02-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   14.2508(6)
_cell_length_b                   9.3792(4)
_cell_length_c                   19.5878(8)
_cell_measurement_reflns_used    430
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      2.98
_cell_volume                     2618.13(19)
_computing_cell_refinement       'Bruker Smart'
_computing_data_collection       'Bruker Smart'
_computing_data_reduction        'Bruker Saint'
_computing_molecular_graphics    'Mercury (Macrae et al 2008)'
_computing_publication_material  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0703
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            62816
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.184
_diffrn_reflns_theta_min         2.523
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.6180
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2014/5 (Bruker, 2014)'
_exptl_crystal_colour            Bronze
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_description       Block
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.252
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         3526
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0767
_refine_ls_R_factor_gt           0.0415
_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)+(0.0547P)²+0.8576P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1012
_refine_ls_wR_factor_ref         0.1229
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2420
_reflns_number_total             3526
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1nj05717k2.cif
_cod_data_source_block           shelx_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7061362--7061365.cif.'
_cod_database_code               7061363
_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   0.968
_shelx_estimated_absorpt_t_max   0.996
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, 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
O3 O 0.97611(7) 0.56603(11) 0.20213(5) 0.0310(2) Uani 1 1 d . . . . .
O1 O 0.88531(6) 0.25595(10) 0.29945(5) 0.0316(2) Uani 1 1 d . . . . .
O2 O 0.87043(7) 0.07516(11) 0.40270(5) 0.0371(3) Uani 1 1 d . . . . .
N1 N 0.80617(8) 0.44880(12) 0.22134(6) 0.0250(2) Uani 1 1 d . . . . .
C11 C 0.90581(9) 0.61581(14) 0.16268(7) 0.0261(3) Uani 1 1 d . . . . .
C12 C 0.91785(10) 0.72391(15) 0.11456(7) 0.0315(3) Uani 1 1 d . . . . .
H12 H 0.978313 0.764077 0.107670 0.038 Uiso 1 1 calc R U . . .
C13 C 0.84250(11) 0.77308(16) 0.07681(7) 0.0350(3) Uani 1 1 d . . . . .
H13 H 0.851458 0.847280 0.044441 0.042 Uiso 1 1 calc R U . . .
C14 C 0.75379(11) 0.71466(16) 0.08591(7) 0.0352(3) Uani 1 1 d . . . . .
H14 H 0.702139 0.749022 0.060042 0.042 Uiso 1 1 calc R U . . .
C15 C 0.74113(10) 0.60647(15) 0.13272(7) 0.0308(3) Uani 1 1 d . . . . .
H15 H 0.680684 0.565492 0.138484 0.037 Uiso 1 1 calc R U . . .
C10 C 0.81615(9) 0.55670(14) 0.17165(7) 0.0250(3) Uani 1 1 d . . . . .
C9 C 0.72678(9) 0.40275(14) 0.24706(7) 0.0263(3) Uani 1 1 d . . . . .
H9 H 0.670264 0.444977 0.231152 0.032 Uiso 1 1 calc R U . . .
C6 C 0.71996(9) 0.29502(14) 0.29662(7) 0.0254(3) Uani 1 1 d . . . . .
C1 C 0.80244(9) 0.22827(14) 0.32264(7) 0.0259(3) Uani 1 1 d . . . . .
C2 C 0.78834(10) 0.12774(14) 0.37708(7) 0.0284(3) Uani 1 1 d . . . . .
C3 C 0.69993(10) 0.09060(15) 0.39819(7) 0.0326(3) Uani 1 1 d . . . . .
H3 H 0.693048 0.020845 0.432995 0.039 Uiso 1 1 calc R U . . .
C4 C 0.61858(10) 0.15336(16) 0.36952(8) 0.0348(3) Uani 1 1 d . . . . .
C5 C 0.62916(9) 0.25503(15) 0.32049(8) 0.0306(3) Uani 1 1 d . . . . .
H5 H 0.575192 0.300048 0.301894 0.037 Uiso 1 1 calc R U . . .
C7 C 0.86403(13) -0.02359(17) 0.45787(8) 0.0418(4) Uani 1 1 d . . . . .
H7A H 0.834136 0.022791 0.497074 0.063 Uiso 1 1 calc R U . . .
H7B H 0.927111 -0.055435 0.470684 0.063 Uiso 1 1 calc R U . . .
H7C H 0.826438 -0.105969 0.443760 0.063 Uiso 1 1 calc R U . . .
C8 C 0.52245(12) 0.1073(2) 0.39363(11) 0.0557(5) Uani 1 1 d . . . . .
H8A H 0.475011 0.172982 0.375663 0.084 Uiso 1 1 calc R U . . .
H8B H 0.520604 0.108462 0.443636 0.084 Uiso 1 1 calc R U . . .
H8C H 0.509440 0.010604 0.377203 0.084 Uiso 1 1 calc R U . . .
H1 H 0.8590(13) 0.4081(19) 0.2403(9) 0.048(5) Uiso 1 1 d . . . . .
H3O H 1.0300(15) 0.624(2) 0.1988(11) 0.073(7) Uiso 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'
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
C11 O3 H3O 111.4(13) . . ?
C2 O2 C7 117.28(12) . . ?
C9 N1 C10 126.01(11) . . ?
C9 N1 H1 114.4(11) . . ?
C10 N1 H1 119.5(11) . . ?
O3 C11 C12 123.18(12) . . ?
O3 C11 C10 117.88(12) . . ?
C12 C11 C10 118.93(12) . . ?
C13 C12 C11 120.54(13) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C12 C13 C14 120.42(13) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C15 C14 C13 119.63(14) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C14 C15 C10 120.64(14) . . ?
C14 C15 H15 119.7 . . ?
C10 C15 H15 119.7 . . ?
C15 C10 C11 119.83(12) . . ?
C15 C10 N1 122.70(12) . . ?
C11 C10 N1 117.47(11) . . ?
N1 C9 C6 124.20(12) . . ?
N1 C9 H9 117.9 . . ?
C6 C9 H9 117.9 . . ?
C9 C6 C1 120.39(12) . . ?
C9 C6 C5 118.59(12) . . ?
C1 C6 C5 121.02(12) . . ?
O1 C1 C6 122.66(12) . . ?
O1 C1 C2 121.37(12) . . ?
C6 C1 C2 115.97(12) . . ?
O2 C2 C3 125.79(13) . . ?
O2 C2 C1 112.95(11) . . ?
C3 C2 C1 121.25(13) . . ?
C2 C3 C4 121.80(13) . . ?
C2 C3 H3 119.1 . . ?
C4 C3 H3 119.1 . . ?
C5 C4 C3 118.69(13) . . ?
C5 C4 C8 121.37(15) . . ?
C3 C4 C8 119.94(14) . . ?
C4 C5 C6 121.05(13) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
O2 C7 H7A 109.5 . . ?
O2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
O2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 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 C11 1.3487(16) . ?
O3 H3O 0.94(2) . ?
O1 C1 1.2917(15) . ?
O2 C2 1.3652(17) . ?
O2 C7 1.4261(17) . ?
N1 C9 1.3116(17) . ?
N1 C10 1.4114(17) . ?
N1 H1 0.922(18) . ?
C11 C12 1.3949(19) . ?
C11 C10 1.4038(18) . ?
C12 C13 1.383(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.389(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.380(2) . ?
C14 H14 0.9500 . ?
C15 C10 1.3936(18) . ?
C15 H15 0.9500 . ?
C9 C6 1.4046(19) . ?
C9 H9 0.9500 . ?
C6 C1 1.4259(18) . ?
C6 C5 1.4260(18) . ?
C1 C2 1.4375(19) . ?
C2 C3 1.3710(19) . ?
C3 C4 1.416(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.362(2) . ?
C4 C8 1.512(2) . ?
C5 H5 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
