#------------------------------------------------------------------------------
#$Date: 2025-08-22 10:56:18 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301860 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/11/7121104.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_7121104
loop_
_publ_author_name
'Roy, Arundhati'
'Gautam, Amitosh'
'Malla, Javid Ahmad'
'Sarkar, Sohini'
'Mukherjee, Arnab'
'Talukdar, Pinaki'
_publ_section_title
;
 Self-assembly of small-molecule fumaramides allows transmembrane chloride
 channel formation.
;
_journal_issue                   16
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              2024
_journal_page_last               2027
_journal_paper_doi               10.1039/c7cc08693h
_journal_volume                  54
_journal_year                    2018
_chemical_formula_moiety         'C16 H26 N2 O2'
_chemical_formula_sum            'C16 H26 N2 O2'
_chemical_formula_weight         278.39
_chemical_name_common            Compound3b
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-02-24 deposited with the CCDC.
2018-01-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.417(11)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.621(5)
_cell_length_b                   6.553(3)
_cell_length_c                   9.876(4)
_cell_measurement_reflns_used    4240
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25.37
_cell_measurement_theta_min      3.42
_cell_volume                     770.3(6)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0944
_diffrn_reflns_av_unetI/netI     0.0544
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_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       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            17792
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.326
_diffrn_reflns_theta_min         3.423
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_correction_T_min  0.986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'multi-scan absorption correction'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.200
_exptl_crystal_density_meas      ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             304
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.215
_refine_diff_density_min         -0.213
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.212
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     91
_refine_ls_number_reflns         1914
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.212
_refine_ls_R_factor_all          0.1049
_refine_ls_R_factor_gt           0.0558
_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)+(0.0635P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1277
_refine_ls_wR_factor_ref         0.1438
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1203
_reflns_number_total             1914
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7cc08693h2.cif
_cod_data_source_block           Compound3b
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 

 Adding full bibliography for 7121103--7121105.cif.
;
_cod_original_cell_volume        770.3(5)
_cod_database_code               7121104
_shelx_shelxl_version_number     2014/7
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
O1 O 0.39073(10) -0.22514(17) 0.82758(10) 0.0468(4) Uani 1 1 d . .
N1 N 0.36365(11) -0.14744(19) 1.03668(12) 0.0342(4) Uani 1 1 d . .
H4 H 0.3829 -0.1750 1.1289 0.041 Uiso 1 1 calc R U
C1 C 0.09055(15) 0.2695(3) 0.96819(17) 0.0487(5) Uani 1 1 d . .
H1 H 0.0653 0.2077 1.0437 0.058 Uiso 1 1 calc R U
H2 H 0.0398 0.3849 0.9255 0.058 Uiso 1 1 calc R U
C2 C 0.08333(15) 0.1126(3) 0.85373(16) 0.0497(5) Uani 1 1 d . .
H12 H 0.0992 0.1788 0.7724 0.060 Uiso 1 1 calc R U
H11 H 0.0061 0.0566 0.8174 0.060 Uiso 1 1 calc R U
C3 C 0.16618(13) -0.0603(3) 0.91134(17) 0.0432(5) Uani 1 1 d . .
H6 H 0.1632 -0.1549 0.8320 0.052 Uiso 1 1 calc R U
H3 H 0.1444 -0.1375 0.9842 0.052 Uiso 1 1 calc R U
C4 C 0.28533(13) 0.0191(2) 0.97850(14) 0.0335(4) Uani 1 1 d . .
H13 H 0.3078 0.0885 0.9020 0.040 Uiso 1 1 calc R U
C5 C 0.40753(12) -0.2601(2) 0.95583(14) 0.0312(4) Uani 1 1 d . .
C6 C 0.47777(12) -0.4335(2) 1.03304(14) 0.0333(4) Uani 1 1 d . .
H5 H 0.4911 -0.4492 1.1330 0.040 Uiso 1 1 calc R U
C7 C 0.20956(15) 0.3483(3) 1.03495(17) 0.0488(5) Uani 1 1 d . .
H10 H 0.2126 0.4450 1.1131 0.059 Uiso 1 1 calc R U
H9 H 0.2320 0.4227 0.9616 0.059 Uiso 1 1 calc R U
C8 C 0.29128(14) 0.1739(2) 1.09483(16) 0.0395(4) Uani 1 1 d . .
H8 H 0.3686 0.2285 1.1343 0.047 Uiso 1 1 calc R U
H7 H 0.2728 0.1065 1.1739 0.047 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
C5 N1 C4 122.71(12) .
C5 N1 H4 118.6 .
C4 N1 H4 118.6 .
C2 C1 C7 111.24(14) .
C2 C1 H1 109.4 .
C7 C1 H1 109.4 .
C2 C1 H2 109.4 .
C7 C1 H2 109.4 .
H1 C1 H2 108.0 .
C1 C2 C3 111.42(12) .
C1 C2 H12 109.3 .
C3 C2 H12 109.3 .
C1 C2 H11 109.3 .
C3 C2 H11 109.3 .
H12 C2 H11 108.0 .
C2 C3 C4 111.50(14) .
C2 C3 H6 109.3 .
C4 C3 H6 109.3 .
C2 C3 H3 109.3 .
C4 C3 H3 109.3 .
H6 C3 H3 108.0 .
N1 C4 C8 110.27(12) .
N1 C4 C3 111.05(13) .
C8 C4 C3 110.63(13) .
N1 C4 H13 108.3 .
C8 C4 H13 108.3 .
C3 C4 H13 108.3 .
O1 C5 N1 123.18(14) .
O1 C5 C6 122.55(13) .
N1 C5 C6 114.27(12) .
C6 C6 C5 121.99(16) 3_647
C6 C6 H5 119.0 3_647
C5 C6 H5 119.0 .
C1 C7 C8 111.05(14) .
C1 C7 H10 109.4 .
C8 C7 H10 109.4 .
C1 C7 H9 109.4 .
C8 C7 H9 109.4 .
H10 C7 H9 108.0 .
C4 C8 C7 110.59(12) .
C4 C8 H8 109.5 .
C7 C8 H8 109.5 .
C4 C8 H7 109.5 .
C7 C8 H7 109.5 .
H8 C8 H7 108.1 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C5 1.2342(17) .
N1 C5 1.3353(18) .
N1 C4 1.4561(19) .
N1 H4 0.8800 .
C1 C2 1.508(2) .
C1 C7 1.516(2) .
C1 H1 0.9900 .
C1 H2 0.9900 .
C2 C3 1.518(2) .
C2 H12 0.9900 .
C2 H11 0.9900 .
C3 C4 1.519(2) .
C3 H6 0.9900 .
C3 H3 0.9900 .
C4 C8 1.516(2) .
C4 H13 1.0000 .
C5 C6 1.486(2) .
C6 C6 1.320(3) 3_647
C6 H5 0.9500 .
C7 C8 1.521(2) .
C7 H10 0.9900 .
C7 H9 0.9900 .
C8 H8 0.9900 .
C8 H7 0.9900 .
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 H4 O1 0.88 2.04 2.9010(18) 166.0 4_556
N1 H4 O1 0.88 2.04 2.9010(18) 166.0 4_556
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_4
C7 C1 C2 C3 54.8(2) .
C1 C2 C3 C4 -54.84(19) .
C5 N1 C4 C8 -154.12(14) .
C5 N1 C4 C3 82.88(17) .
C2 C3 C4 N1 178.53(12) .
C2 C3 C4 C8 55.75(17) .
C4 N1 C5 O1 4.4(2) .
C4 N1 C5 C6 -174.98(13) .
O1 C5 C6 C6 -3.2(3) 3_647
N1 C5 C6 C6 176.18(18) 3_647
C2 C1 C7 C8 -55.99(18) .
N1 C4 C8 C7 -179.91(13) .
C3 C4 C8 C7 -56.66(18) .
C1 C7 C8 C4 56.98(18) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 11708919
