#------------------------------------------------------------------------------
#$Date: 2025-08-22 14:50:14 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301863 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/34/7203482.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_7203482
loop_
_publ_author_name
'Barooah, Nilotpal'
'Sarma, Rupam J.'
'Baruah, Jubaraj B.'
_publ_section_title
;
 Solid-state hydrogen bonded assembly of
 N,N?-bis(glycinyl)-pyromellitic diimide with aromatic guests
;
_journal_issue                   8
_journal_name_full               CrystEngComm
_journal_page_first              608
_journal_paper_doi               10.1039/b607323a
_journal_volume                  8
_journal_year                    2006
_chemical_formula_sum            'C20 H12 N2 O8 S4'
_chemical_formula_weight         536.56
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                97.584(5)
_cell_angle_beta                 97.404(4)
_cell_angle_gamma                107.850(4)
_cell_formula_units_Z            2
_cell_length_a                   7.7829(5)
_cell_length_b                   9.8027(7)
_cell_length_c                   15.4096(10)
_cell_measurement_reflns_used    2813
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.33
_cell_measurement_theta_min      2.22
_cell_volume                     1091.26(13)
_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, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.912
_diffrn_measured_fraction_theta_max 0.912
_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  0.0305
_diffrn_reflns_av_sigmaI/netI    0.0447
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            12076
_diffrn_reflns_theta_full        28.37
_diffrn_reflns_theta_max         28.37
_diffrn_reflns_theta_min         1.36
_exptl_absorpt_coefficient_mu    0.488
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_diffrn    1.633
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plates
_exptl_crystal_F_000             548
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.243
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     355
_refine_ls_number_reflns         4976
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.0824
_refine_ls_R_factor_gt           0.0406
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0469P)²+0.1500P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0885
_refine_ls_wR_factor_ref         0.1038
_reflns_number_gt                3125
_reflns_number_total             4976
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b607323a.txt
_cod_data_source_block           adttf_1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7203482
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.90814(8) 0.50522(7) 0.88883(4) 0.04257(18) Uani 1 1 d . . .
S3 S 1.07607(8) 0.46809(7) 0.62838(4) 0.04048(17) Uani 1 1 d . . .
S2 S 0.84639(8) 0.25168(7) 0.74712(4) 0.04167(17) Uani 1 1 d . . .
S4 S 1.13733(9) 0.71982(7) 0.77110(5) 0.04568(18) Uani 1 1 d . . .
O1 O 0.5806(3) 0.9283(3) 0.05303(18) 0.0650(7) Uani 1 1 d . . .
O5 O 0.2950(2) 0.4413(2) 0.46643(12) 0.0536(5) Uani 1 1 d . . .
O3 O 0.6924(2) 0.5615(2) 0.04893(13) 0.0556(5) Uani 1 1 d . . .
O8 O 0.2402(3) -0.0431(2) 0.48327(15) 0.0635(6) Uani 1 1 d . . .
O6 O 0.2667(3) 0.0953(2) 0.23235(14) 0.0640(6) Uani 1 1 d . . .
O7 O 0.4751(2) 0.1275(2) 0.45260(15) 0.0659(6) Uani 1 1 d . . .
O4 O 0.7248(3) 0.9080(2) 0.28442(15) 0.0618(5) Uani 1 1 d . . .
O2 O 0.8348(3) 1.0106(3) 0.00199(17) 0.0891(8) Uani 1 1 d . . .
N1 N 0.7243(2) 0.7619(2) 0.15434(14) 0.0398(5) Uani 1 1 d . . .
N2 N 0.2536(3) 0.2423(2) 0.35868(14) 0.0400(5) Uani 1 1 d . . .
C17 C 0.9452(3) 0.4419(3) 0.78381(16) 0.0358(5) Uani 1 1 d . . .
C18 C 1.0384(3) 0.5307(2) 0.73394(15) 0.0346(5) Uani 1 1 d . . .
C16 C 0.7503(3) 0.2213(3) 0.84205(19) 0.0446(6) Uani 1 1 d . . .
C19 C 1.1958(4) 0.6404(3) 0.6113(2) 0.0476(7) Uani 1 1 d . . .
C20 C 1.2227(4) 0.7523(3) 0.6745(2) 0.0507(7) Uani 1 1 d . . .
C15 C 0.7769(3) 0.3346(3) 0.90452(19) 0.0451(6) Uani 1 1 d . . .
C5 C 0.4962(3) 0.6124(3) 0.32969(17) 0.0349(5) Uani 1 1 d . . .
C12 C 0.6638(3) 0.6131(3) 0.11856(17) 0.0385(6) Uani 1 1 d . . .
C4 C 0.5741(3) 0.6454(2) 0.25640(16) 0.0330(5) Uani 1 1 d . . .
C6 C 0.4085(3) 0.4652(2) 0.32720(15) 0.0327(5) Uani 1 1 d . . .
C10 C 0.4775(3) 0.3927(3) 0.18196(17) 0.0360(5) Uani 1 1 d . . .
C8 C 0.3015(3) 0.2155(3) 0.27621(18) 0.0406(6) Uani 1 1 d . . .
C7 C 0.3158(3) 0.3909(3) 0.39475(16) 0.0371(6) Uani 1 1 d . . .
C9 C 0.4000(3) 0.3597(2) 0.25571(16) 0.0333(5) Uani 1 1 d . . .
C3 C 0.6798(3) 0.7897(3) 0.23785(18) 0.0402(6) Uani 1 1 d . . .
C2 C 0.8417(4) 0.8698(4) 0.1135(2) 0.0509(7) Uani 1 1 d . . .
C1 C 0.7453(3) 0.9397(3) 0.05196(19) 0.0464(7) Uani 1 1 d . . .
C14 C 0.3130(4) 0.0716(3) 0.44916(17) 0.0445(6) Uani 1 1 d . . .
C13 C 0.1714(4) 0.1296(4) 0.4064(2) 0.0511(7) Uani 1 1 d . . .
C11 C 0.5648(3) 0.5389(2) 0.18507(15) 0.0331(5) Uani 1 1 d . . .
H15 H 0.732(3) 0.332(3) 0.9623(17) 0.041(7) Uiso 1 1 d . . .
H16 H 0.688(3) 0.122(3) 0.8434(17) 0.052(8) Uiso 1 1 d . . .
H19 H 1.237(4) 0.650(3) 0.557(2) 0.072(9) Uiso 1 1 d . . .
H20 H 1.281(4) 0.851(3) 0.6696(19) 0.063(9) Uiso 1 1 d . . .
H13B H 0.114(4) 0.167(3) 0.453(2) 0.079(10) Uiso 1 1 d . . .
H13A H 0.084(4) 0.056(3) 0.369(2) 0.069(10) Uiso 1 1 d . . .
H5 H 0.506(3) 0.683(2) 0.3777(15) 0.030(6) Uiso 1 1 d . . .
H10 H 0.470(3) 0.321(3) 0.1335(17) 0.044(7) Uiso 1 1 d . . .
H2A H 0.921(4) 0.948(3) 0.161(2) 0.076(10) Uiso 1 1 d . . .
H2B H 0.914(4) 0.826(3) 0.079(2) 0.072(10) Uiso 1 1 d . . .
H8O H 0.323(5) -0.070(4) 0.501(3) 0.108(15) Uiso 1 1 d . . .
H1O H 0.563(12) 0.946(10) 0.015(6) 0.29(4) 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'
S S 0.1246 0.1234 '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
C15 S1 C17 94.80(13) . . ?
C19 S3 C18 94.46(13) . . ?
C16 S2 C17 94.35(13) . . ?
C20 S4 C18 94.43(13) . . ?
C1 O1 H1O 97(7) . . ?
C14 O8 H8O 106(3) . . ?
C3 N1 C12 112.4(2) . . ?
C3 N1 C2 124.6(2) . . ?
C12 N1 C2 122.5(2) . . ?
C8 N2 C7 111.9(2) . . ?
C8 N2 C13 123.7(2) . . ?
C7 N2 C13 123.9(2) . . ?
C18 C17 S1 122.93(19) . . ?
C18 C17 S2 122.44(19) . . ?
S1 C17 S2 114.62(13) . . ?
C17 C18 S3 123.24(19) . . ?
C17 C18 S4 122.20(19) . . ?
S3 C18 S4 114.55(13) . . ?
C15 C16 S2 117.9(2) . . ?
C15 C16 H16 127.3(17) . . ?
S2 C16 H16 114.8(16) . . ?
C20 C19 S3 118.4(2) . . ?
C20 C19 H19 122.7(19) . . ?
S3 C19 H19 119.0(19) . . ?
C19 C20 S4 118.2(2) . . ?
C19 C20 H20 124.1(18) . . ?
S4 C20 H20 117.7(18) . . ?
C16 C15 S1 118.3(2) . . ?
C16 C15 H15 125.9(14) . . ?
S1 C15 H15 115.8(14) . . ?
C4 C5 C6 115.1(2) . . ?
C4 C5 H5 122.4(14) . . ?
C6 C5 H5 122.5(14) . . ?
O3 C12 N1 124.8(2) . . ?
O3 C12 C11 129.6(2) . . ?
N1 C12 C11 105.6(2) . . ?
C5 C4 C11 122.4(2) . . ?
C5 C4 C3 129.3(2) . . ?
C11 C4 C3 108.3(2) . . ?
C5 C6 C9 122.1(2) . . ?
C5 C6 C7 129.6(2) . . ?
C9 C6 C7 108.3(2) . . ?
C11 C10 C9 114.7(2) . . ?
C11 C10 H10 122.7(16) . . ?
C9 C10 H10 122.6(16) . . ?
O6 C8 N2 124.4(2) . . ?
O6 C8 C9 129.1(3) . . ?
N2 C8 C9 106.5(2) . . ?
O5 C7 N2 124.5(2) . . ?
O5 C7 C6 129.8(2) . . ?
N2 C7 C6 105.7(2) . . ?
C10 C9 C6 122.9(2) . . ?
C10 C9 C8 129.4(2) . . ?
C6 C9 C8 107.6(2) . . ?
O4 C3 N1 125.2(2) . . ?
O4 C3 C4 128.9(3) . . ?
N1 C3 C4 105.9(2) . . ?
N1 C2 C1 115.5(2) . . ?
N1 C2 H2A 107.3(19) . . ?
C1 C2 H2A 106.6(18) . . ?
N1 C2 H2B 110.1(18) . . ?
C1 C2 H2B 106.8(18) . . ?
H2A C2 H2B 111(3) . . ?
O2 C1 O1 122.0(2) . . ?
O2 C1 C2 117.7(2) . . ?
O1 C1 C2 120.2(2) . . ?
O2 C1 H1O 98(3) . . ?
C2 C1 H1O 144(3) . . ?
O7 C14 O8 124.3(2) . . ?
O7 C14 C13 123.1(2) . . ?
O8 C14 C13 112.5(2) . . ?
N2 C13 C14 110.8(2) . . ?
N2 C13 H13B 110.9(19) . . ?
C14 C13 H13B 108.6(18) . . ?
N2 C13 H13A 110(2) . . ?
C14 C13 H13A 108.5(19) . . ?
H13B C13 H13A 108(3) . . ?
C10 C11 C4 122.8(2) . . ?
C10 C11 C12 129.3(2) . . ?
C4 C11 C12 107.9(2) . . ?
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
S1 C15 1.739(3) . ?
S1 C17 1.747(2) . ?
S3 C19 1.734(3) . ?
S3 C18 1.754(2) . ?
S2 C16 1.746(3) . ?
S2 C17 1.766(2) . ?
S4 C20 1.735(3) . ?
S4 C18 1.758(2) . ?
O1 C1 1.255(3) . ?
O1 H1O 0.65(8) . ?
O5 C7 1.201(3) . ?
O3 C12 1.201(3) . ?
O8 C14 1.305(3) . ?
O8 H8O 0.80(4) . ?
O6 C8 1.210(3) . ?
O7 C14 1.202(3) . ?
O4 C3 1.204(3) . ?
O2 C1 1.243(3) . ?
N1 C3 1.389(3) . ?
N1 C12 1.398(3) . ?
N1 C2 1.443(3) . ?
N2 C8 1.384(3) . ?
N2 C7 1.396(3) . ?
N2 C13 1.440(3) . ?
C17 C18 1.344(3) . ?
C16 C15 1.315(4) . ?
C16 H16 0.95(3) . ?
C19 C20 1.312(4) . ?
C19 H19 0.95(3) . ?
C20 H20 0.95(3) . ?
C15 H15 1.00(2) . ?
C5 C4 1.378(3) . ?
C5 C6 1.388(3) . ?
C5 H5 0.92(2) . ?
C12 C11 1.493(3) . ?
C4 C11 1.391(3) . ?
C4 C3 1.488(3) . ?
C6 C9 1.388(3) . ?
C6 C7 1.485(3) . ?
C10 C11 1.377(3) . ?
C10 C9 1.383(3) . ?
C10 H10 0.93(3) . ?
C8 C9 1.484(3) . ?
C2 C1 1.494(3) . ?
C2 H2A 0.98(3) . ?
C2 H2B 0.97(3) . ?
C1 H1O 1.48(7) . ?
C14 C13 1.506(4) . ?
C13 H13B 0.98(3) . ?
C13 H13A 0.90(3) . ?
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
C15 S1 C17 C18 177.5(2) . . . . ?
C15 S1 C17 S2 -1.39(14) . . . . ?
C16 S2 C17 C18 -177.87(19) . . . . ?
C16 S2 C17 S1 1.00(14) . . . . ?
S1 C17 C18 S3 -179.93(11) . . . . ?
S2 C17 C18 S3 -1.2(3) . . . . ?
S1 C17 C18 S4 1.5(3) . . . . ?
S2 C17 C18 S4 -179.69(11) . . . . ?
C19 S3 C18 C17 179.4(2) . . . . ?
C19 S3 C18 S4 -2.01(14) . . . . ?
C20 S4 C18 C17 -179.2(2) . . . . ?
C20 S4 C18 S3 2.13(14) . . . . ?
C17 S2 C16 C15 0.0(2) . . . . ?
C18 S3 C19 C20 1.1(2) . . . . ?
S3 C19 C20 S4 0.3(3) . . . . ?
C18 S4 C20 C19 -1.5(2) . . . . ?
S2 C16 C15 S1 -1.0(3) . . . . ?
C17 S1 C15 C16 1.4(2) . . . . ?
C3 N1 C12 O3 -176.8(2) . . . . ?
C2 N1 C12 O3 -5.0(3) . . . . ?
C3 N1 C12 C11 2.1(2) . . . . ?
C2 N1 C12 C11 173.92(19) . . . . ?
C6 C5 C4 C11 0.2(3) . . . . ?
C6 C5 C4 C3 -178.9(2) . . . . ?
C4 C5 C6 C9 -0.2(3) . . . . ?
C4 C5 C6 C7 178.0(2) . . . . ?
C7 N2 C8 O6 178.4(2) . . . . ?
C13 N2 C8 O6 6.1(4) . . . . ?
C7 N2 C8 C9 -1.4(2) . . . . ?
C13 N2 C8 C9 -173.6(2) . . . . ?
C8 N2 C7 O5 -178.3(2) . . . . ?
C13 N2 C7 O5 -6.0(3) . . . . ?
C8 N2 C7 C6 1.4(2) . . . . ?
C13 N2 C7 C6 173.6(2) . . . . ?
C5 C6 C7 O5 0.4(4) . . . . ?
C9 C6 C7 O5 178.8(2) . . . . ?
C5 C6 C7 N2 -179.2(2) . . . . ?
C9 C6 C7 N2 -0.8(2) . . . . ?
C11 C10 C9 C6 0.3(3) . . . . ?
C11 C10 C9 C8 -178.0(2) . . . . ?
C5 C6 C9 C10 -0.1(3) . . . . ?
C7 C6 C9 C10 -178.63(19) . . . . ?
C5 C6 C9 C8 178.56(19) . . . . ?
C7 C6 C9 C8 0.0(2) . . . . ?
O6 C8 C9 C10 -0.4(4) . . . . ?
N2 C8 C9 C10 179.3(2) . . . . ?
O6 C8 C9 C6 -178.9(2) . . . . ?
N2 C8 C9 C6 0.8(2) . . . . ?
C12 N1 C3 O4 175.9(2) . . . . ?
C2 N1 C3 O4 4.3(4) . . . . ?
C12 N1 C3 C4 -2.3(2) . . . . ?
C2 N1 C3 C4 -173.94(19) . . . . ?
C5 C4 C3 O4 2.7(4) . . . . ?
C11 C4 C3 O4 -176.5(2) . . . . ?
C5 C4 C3 N1 -179.2(2) . . . . ?
C11 C4 C3 N1 1.6(2) . . . . ?
C3 N1 C2 C1 -94.8(3) . . . . ?
C12 N1 C2 C1 94.4(3) . . . . ?
N1 C2 C1 O2 -165.9(3) . . . . ?
N1 C2 C1 O1 15.5(5) . . . . ?
C8 N2 C13 C14 77.0(3) . . . . ?
C7 N2 C13 C14 -94.4(3) . . . . ?
O7 C14 C13 N2 9.6(5) . . . . ?
O8 C14 C13 N2 -171.7(3) . . . . ?
C9 C10 C11 C4 -0.3(3) . . . . ?
C9 C10 C11 C12 179.3(2) . . . . ?
C5 C4 C11 C10 0.0(3) . . . . ?
C3 C4 C11 C10 179.29(19) . . . . ?
C5 C4 C11 C12 -179.66(19) . . . . ?
C3 C4 C11 C12 -0.4(2) . . . . ?
O3 C12 C11 C10 -1.8(4) . . . . ?
N1 C12 C11 C10 179.4(2) . . . . ?
O3 C12 C11 C4 177.8(2) . . . . ?
N1 C12 C11 C4 -1.0(2) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21149330
2 PubChem 139195154
