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#$Date: 2023-04-07 11:08:30 +0300 (Fri, 07 Apr 2023) $
#$Revision: 282516 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/70/8107072.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_8107072
loop_
_publ_author_name
'Sun, Weixuan'
'Fang, Xuedong'
'Zang, Hu'
_publ_section_title
;
 Crystal structure of dimethyl 5-(benzylamino)isophthalate, C17H17NO4
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              987
_journal_page_last               988
_journal_paper_doi               10.1515/ncrs-2016-0039
_journal_volume                  231
_journal_year                    2016
_chemical_formula_moiety         'C17 H17 N O4'
_chemical_formula_sum            'C17 H17 N O4'
_chemical_formula_weight         299.32
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 110.016(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   24.367(3)
_cell_length_b                   6.2556(6)
_cell_length_c                   20.854(2)
_cell_measurement_reflns_used    2967
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.79
_cell_measurement_theta_min      1.69
_cell_volume                     2986.8(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008) [8]'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 9.00
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0534
_diffrn_reflns_av_sigmaI/netI    0.0704
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            7987
_diffrn_reflns_theta_full        26.11
_diffrn_reflns_theta_max         26.11
_diffrn_reflns_theta_min         1.78
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_T_max  0.923
_exptl_absorpt_correction_T_min  0.801
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.985
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         2967
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.985
_refine_ls_R_factor_all          0.1146
_refine_ls_R_factor_gt           0.0539
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0698P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1251
_refine_ls_wR_factor_ref         0.1578
_reflns_number_gt                1560
_reflns_number_total             2967
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            suppl_ncrs-2016-0039_suppl.cif
_cod_data_source_block           1
_cod_original_cell_volume        2986.9(5)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               8107072
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.34995(11) 0.5846(4) 0.09648(12) 0.0333(6) Uani 1 1 d . . .
C2 C 0.31264(11) 0.6926(4) 0.12233(12) 0.0350(6) Uani 1 1 d . . .
H2 H 0.3045 0.6389 0.1597 0.042 Uiso 1 1 calc R . .
C3 C 0.28745(11) 0.8829(4) 0.09159(13) 0.0329(6) Uani 1 1 d . . .
C4 C 0.29978(11) 0.9628(4) 0.03631(13) 0.0367(6) Uani 1 1 d . . .
H4 H 0.2827 1.0905 0.0165 0.044 Uiso 1 1 calc R . .
C5 C 0.33739(11) 0.8552(4) 0.00958(12) 0.0343(6) Uani 1 1 d . . .
C6 C 0.36203(11) 0.6620(4) 0.04058(13) 0.0349(6) Uani 1 1 d . . .
H6 H 0.3867 0.5855 0.0234 0.042 Uiso 1 1 calc R . .
C7 C 0.37853(11) 0.3877(4) 0.13251(13) 0.0364(6) Uani 1 1 d . . .
C8 C 0.24811(12) 1.0105(4) 0.11774(13) 0.0381(6) Uani 1 1 d . . .
C9 C 0.39338(13) 0.8644(4) -0.06946(15) 0.0467(7) Uani 1 1 d . . .
H9A H 0.3769 0.7476 -0.1007 0.056 Uiso 1 1 calc R . .
H9B H 0.4263 0.8090 -0.0322 0.056 Uiso 1 1 calc R . .
C10 C 0.41442(11) 1.0365(4) -0.10614(13) 0.0392(7) Uani 1 1 d . . .
C11 C 0.44597(12) 1.2083(4) -0.07008(14) 0.0448(7) Uani 1 1 d . . .
H11 H 0.4537 1.2170 -0.0233 0.054 Uiso 1 1 calc R . .
C12 C 0.46594(13) 1.3660(5) -0.10215(16) 0.0537(8) Uani 1 1 d . . .
H12 H 0.4871 1.4799 -0.0769 0.064 Uiso 1 1 calc R . .
C13 C 0.45491(15) 1.3568(5) -0.17120(18) 0.0600(9) Uani 1 1 d . . .
H13 H 0.4688 1.4631 -0.1928 0.072 Uiso 1 1 calc R . .
C14 C 0.42320(15) 1.1893(5) -0.20788(16) 0.0585(9) Uani 1 1 d . . .
H14 H 0.4151 1.1830 -0.2548 0.070 Uiso 1 1 calc R . .
C15 C 0.40305(12) 1.0285(5) -0.17555(14) 0.0473(8) Uani 1 1 d . . .
H15 H 0.3818 0.9150 -0.2009 0.057 Uiso 1 1 calc R . .
C16 C 0.20417(14) 1.0426(5) 0.20164(15) 0.0606(9) Uani 1 1 d . . .
H16A H 0.2019 0.9678 0.2409 0.091 Uiso 1 1 calc R . .
H16B H 0.1657 1.0557 0.1683 0.091 Uiso 1 1 calc R . .
H16C H 0.2203 1.1824 0.2150 0.091 Uiso 1 1 calc R . .
C17 C 0.44606(13) 0.1127(4) 0.13856(14) 0.0494(8) Uani 1 1 d . . .
H17A H 0.4709 0.0612 0.1148 0.074 Uiso 1 1 calc R . .
H17B H 0.4186 0.0034 0.1391 0.074 Uiso 1 1 calc R . .
H17C H 0.4694 0.1491 0.1846 0.074 Uiso 1 1 calc R . .
N1 N 0.35033(11) 0.9438(4) -0.04324(13) 0.0508(7) Uani 1 1 d . . .
O1 O 0.37096(9) 0.3148(3) 0.18229(10) 0.0532(6) Uani 1 1 d . . .
O2 O 0.41500(8) 0.2996(2) 0.10431(9) 0.0412(5) Uani 1 1 d . . .
O3 O 0.22432(9) 1.1732(3) 0.09224(10) 0.0591(6) Uani 1 1 d . . .
O4 O 0.24119(8) 0.9249(3) 0.17264(9) 0.0493(5) Uani 1 1 d . . .
H1 H 0.3316(13) 1.050(4) -0.0597(14) 0.050(9) 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
C2 C1 C6 121.1(2) . .
C2 C1 C7 117.7(2) . .
C6 C1 C7 121.2(2) . .
C1 C2 C3 118.9(2) . .
C1 C2 H2 120.5 . .
C3 C2 H2 120.5 . .
C4 C3 C2 120.4(2) . .
C4 C3 C8 117.7(2) . .
C2 C3 C8 121.9(2) . .
C3 C4 C5 121.3(2) . .
C3 C4 H4 119.4 . .
C5 C4 H4 119.4 . .
N1 C5 C4 119.4(2) . .
N1 C5 C6 122.8(2) . .
C4 C5 C6 117.8(2) . .
C1 C6 C5 120.5(2) . .
C1 C6 H6 119.7 . .
C5 C6 H6 119.7 . .
O1 C7 O2 122.9(2) . .
O1 C7 C1 124.5(2) . .
O2 C7 C1 112.7(2) . .
O3 C8 O4 122.6(2) . .
O3 C8 C3 124.5(3) . .
O4 C8 C3 112.9(2) . .
N1 C9 C10 111.6(2) . .
N1 C9 H9A 109.3 . .
C10 C9 H9A 109.3 . .
N1 C9 H9B 109.3 . .
C10 C9 H9B 109.3 . .
H9A C9 H9B 108.0 . .
C15 C10 C11 118.2(3) . .
C15 C10 C9 121.7(3) . .
C11 C10 C9 120.0(2) . .
C12 C11 C10 121.2(3) . .
C12 C11 H11 119.4 . .
C10 C11 H11 119.4 . .
C11 C12 C13 120.5(3) . .
C11 C12 H12 119.8 . .
C13 C12 H12 119.8 . .
C14 C13 C12 119.2(3) . .
C14 C13 H13 120.4 . .
C12 C13 H13 120.4 . .
C13 C14 C15 120.5(3) . .
C13 C14 H14 119.7 . .
C15 C14 H14 119.7 . .
C10 C15 C14 120.4(3) . .
C10 C15 H15 119.8 . .
C14 C15 H15 119.8 . .
O4 C16 H16A 109.5 . .
O4 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
O4 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
O2 C17 H17A 109.5 . .
O2 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
O2 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C5 N1 C9 124.8(2) . .
C5 N1 H1 115(2) . .
C9 N1 H1 120(2) . .
C7 O2 C17 115.5(2) . .
C8 O4 C16 115.9(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.382(3) .
C1 C6 1.384(3) .
C1 C7 1.486(3) .
C2 C3 1.392(3) .
C2 H2 0.9300 .
C3 C4 1.381(3) .
C3 C8 1.487(3) .
C4 C5 1.398(3) .
C4 H4 0.9300 .
C5 N1 1.363(3) .
C5 C6 1.405(3) .
C6 H6 0.9300 .
C7 O1 1.205(3) .
C7 O2 1.340(3) .
C8 O3 1.202(3) .
C8 O4 1.326(3) .
C9 N1 1.428(3) .
C9 C10 1.509(3) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C10 C15 1.378(4) .
C10 C11 1.384(4) .
C11 C12 1.371(4) .
C11 H11 0.9300 .
C12 C13 1.373(4) .
C12 H12 0.9300 .
C13 C14 1.369(4) .
C13 H13 0.9300 .
C14 C15 1.391(4) .
C14 H14 0.9300 .
C15 H15 0.9300 .
C16 O4 1.448(3) .
C16 H16A 0.9600 .
C16 H16B 0.9600 .
C16 H16C 0.9600 .
C17 O2 1.442(3) .
C17 H17A 0.9600 .
C17 H17B 0.9600 .
C17 H17C 0.9600 .
N1 H1 0.81(3) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O3 0.81(3) 2.17(3) 2.970(3) 172(3) 7_575
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
C6 C1 C2 C3 -0.5(4) . . . .
C7 C1 C2 C3 177.0(2) . . . .
C1 C2 C3 C4 -0.3(4) . . . .
C1 C2 C3 C8 -178.4(2) . . . .
C2 C3 C4 C5 0.3(4) . . . .
C8 C3 C4 C5 178.5(2) . . . .
C3 C4 C5 N1 -177.3(2) . . . .
C3 C4 C5 C6 0.4(4) . . . .
C2 C1 C6 C5 1.3(4) . . . .
C7 C1 C6 C5 -176.1(2) . . . .
N1 C5 C6 C1 176.4(3) . . . .
C4 C5 C6 C1 -1.2(4) . . . .
C2 C1 C7 O1 0.8(4) . . . .
C6 C1 C7 O1 178.2(3) . . . .
C2 C1 C7 O2 -178.2(2) . . . .
C6 C1 C7 O2 -0.7(3) . . . .
C4 C3 C8 O3 3.4(4) . . . .
C2 C3 C8 O3 -178.4(3) . . . .
C4 C3 C8 O4 -177.1(2) . . . .
C2 C3 C8 O4 1.1(4) . . . .
N1 C9 C10 C15 -113.2(3) . . . .
N1 C9 C10 C11 66.7(3) . . . .
C15 C10 C11 C12 -0.6(4) . . . .
C9 C10 C11 C12 179.5(2) . . . .
C10 C11 C12 C13 0.1(4) . . . .
C11 C12 C13 C14 0.6(4) . . . .
C12 C13 C14 C15 -0.9(4) . . . .
C11 C10 C15 C14 0.3(4) . . . .
C9 C10 C15 C14 -179.8(2) . . . .
C13 C14 C15 C10 0.4(4) . . . .
C4 C5 N1 C9 171.9(3) . . . .
C6 C5 N1 C9 -5.7(4) . . . .
C10 C9 N1 C5 -157.1(3) . . . .
O1 C7 O2 C17 -1.4(4) . . . .
C1 C7 O2 C17 177.5(2) . . . .
O3 C8 O4 C16 -1.6(4) . . . .
C3 C8 O4 C16 179.0(2) . . . .
