#------------------------------------------------------------------------------
#$Date: 2025-08-22 10:56:18 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301860 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/18/7121875.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_7121875
loop_
_publ_author_name
'Donoshita, Masaki'
'Hayashi, Mikihiro'
'Ikeda, Ryuichi'
'Yoshida, Yukihiro'
'Morikawa, Shota'
'Sugimoto, Kunihisa'
'Kitagawa, Hiroshi'
_publ_section_title
;
 Drastic rearrangement of self-assembled hydrogen-bonded tapes in a
 molecular crystal.
;
_journal_issue                   62
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              8571
_journal_page_last               8574
_journal_paper_doi               10.1039/c8cc04376k
_journal_volume                  54
_journal_year                    2018
_chemical_formula_moiety         'C14 H16 Cl2 N2 O6'
_chemical_formula_sum            'C14 H16 Cl2 N2 O6'
_chemical_formula_weight         379.20
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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_block_doi                 10.5517/ccdc.csd.cc1zq3zs
_audit_update_record
;
2018-04-20 deposited with the CCDC.
2018-06-15 downloaded from the CCDC.
;
_cell_angle_alpha                73.270(5)
_cell_angle_beta                 89.528(6)
_cell_angle_gamma                69.737(5)
_cell_formula_units_Z            1
_cell_length_a                   4.9143(16)
_cell_length_b                   7.458(2)
_cell_length_c                   11.698(4)
_cell_measurement_reflns_used    2502
_cell_measurement_temperature    100
_cell_measurement_theta_max      27.40
_cell_measurement_theta_min      1.80
_cell_volume                     383.2(2)
_computing_cell_refinement       'RAPID AUTO'
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_data_reduction        'RAPID AUTO'
_computing_molecular_graphics    'CrystalStructure 4.2.5'
_computing_publication_material  'CrystalStructure 4.2.5 (Rigaku, 2017)'
_computing_structure_refinement  'SHELXL Version 2014/3 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 14.706
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Rigaku R-AXIS IV'
_diffrn_measurement_method       ω
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.703010
_diffrn_reflns_av_R_equivalents  0.0613
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4220
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        24.948
_diffrn_reflns_theta_max         25.045
_diffrn_reflns_theta_min         1.807
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.440
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.544
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.643
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             196.00
_exptl_crystal_size_max          0.014
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.38
_refine_diff_density_min         -0.38
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_number_parameters     141
_refine_ls_number_reflns         1393
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0541
_refine_ls_R_factor_gt           0.0434
_refine_ls_shift/su_max          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          0.1071
_refine_ls_wR_factor_ref         0.1120
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1155
_reflns_number_total             1393
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            c8cc04376k5.cif
_cod_data_source_block           HighB_100K
_cod_depositor_comments
'Adding full bibliography for 7121875--7121878.cif.'
_cod_database_code               7121875
_shelxl_version_number           2014-3
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -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_site_symmetry_order
_atom_site_calc_flag
Cl1 Cl 0.17920(14) 0.23288(9) 0.94281(5) 0.0215(2) Uani 1 1 d
O1 O 0.4366(4) 0.2073(3) 1.17539(16) 0.0263(5) Uani 1 1 d
O2 O 0.2910(4) 0.5694(3) 0.76907(15) 0.0215(5) Uani 1 1 d
O3 O 0.3792(4) 0.8250(3) 0.58782(15) 0.0216(5) Uani 1 1 d
N1 N 0.3232(5) 0.9143(3) 0.38415(19) 0.0179(5) Uani 1 1 d
C1 C 0.4615(5) 0.3404(4) 1.0927(2) 0.0178(6) Uani 1 1 d
C2 C 0.3536(6) 0.3820(4) 0.9698(2) 0.0179(6) Uani 1 1 d
C3 C 0.3873(5) 0.5300(4) 0.8808(2) 0.0175(6) Uani 1 1 d
C4 C 0.2868(6) 0.8138(4) 0.4924(2) 0.0171(6) Uani 1 1 d
C5 C 0.1174(6) 0.6865(4) 0.4823(2) 0.0189(6) Uani 1 1 d
C6 C 0.0932(7) 0.7053(4) 0.3494(2) 0.0229(6) Uani 1 1 d
C7 C 0.1818(6) 0.8831(4) 0.2869(2) 0.0219(6) Uani 1 1 d
H1 H 0.397(6) 1.000(4) 0.373(2) 0.014(7) Uiso 1 1 d
H2 H 0.318(7) 0.671(5) 0.719(3) 0.036(9) Uiso 1 1 d
H3 H 0.208(6) 0.546(4) 0.537(3) 0.021(7) Uiso 1 1 d
H4 H -0.069(7) 0.740(4) 0.513(2) 0.026(8) Uiso 1 1 d
H5 H -0.108(7) 0.732(5) 0.315(3) 0.039(9) Uiso 1 1 d
H6 H 0.224(6) 0.589(4) 0.339(2) 0.018(7) Uiso 1 1 d
H7 H 0.313(6) 0.854(4) 0.222(2) 0.022(7) Uiso 1 1 d
H8 H 0.006(6) 1.001(4) 0.251(2) 0.024(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 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
Cl Cl 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0000 0.0000
;
International Tables for Crystallography
(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_3
C3 O2 H2 115(2) .
C4 N1 C7 114.4(2) .
C4 N1 H1 122.0(18) .
C7 N1 H1 122.9(18) .
O1 C1 C2 123.7(2) .
O1 C1 C3 118.3(2) 2_667
C2 C1 C3 118.0(2) 2_667
C3 C2 C1 121.8(2) .
C3 C2 Cl1 121.3(2) .
C1 C2 Cl1 116.9(2) .
O2 C3 C2 122.5(2) .
O2 C3 C1 117.3(2) 2_667
C2 C3 C1 120.2(2) 2_667
O3 C4 N1 124.9(2) .
O3 C4 C5 125.6(2) .
N1 C4 C5 109.5(2) .
C4 C5 C6 104.8(2) .
C4 C5 H3 112.2(16) .
C6 C5 H3 114.7(15) .
C4 C5 H4 106.8(17) .
C6 C5 H4 113.9(16) .
H3 C5 H4 104(2) .
C5 C6 C7 105.2(2) .
C5 C6 H5 114.3(18) .
C7 C6 H5 108.4(19) .
C5 C6 H6 108.2(17) .
C7 C6 H6 110.2(17) .
H5 C6 H6 110(2) .
N1 C7 C6 103.6(2) .
N1 C7 H7 113.6(16) .
C6 C7 H7 111.2(15) .
N1 C7 H8 109.6(16) .
C6 C7 H8 109.3(17) .
H7 C7 H8 109(2) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cl1 C2 1.714(3) .
O1 C1 1.211(3) .
O2 C3 1.309(3) .
O2 H2 0.87(3) .
O3 C4 1.244(3) .
N1 C4 1.319(3) .
N1 C7 1.452(3) .
N1 H1 0.82(3) .
C1 C2 1.444(4) .
C1 C3 1.502(4) 2_667
C2 C3 1.338(4) .
C3 C1 1.502(4) 2_667
C4 C5 1.490(4) .
C5 C6 1.523(4) .
C5 H3 1.00(3) .
C5 H4 0.97(3) .
C6 C7 1.523(4) .
C6 H5 1.00(3) .
C6 H6 0.93(3) .
C7 H7 1.02(3) .
C7 H8 0.98(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_4
O1 C1 C2 C3 -179.6(3) . .
C3 C1 C2 C3 0.5(4) 2_667 .
O1 C1 C2 Cl1 0.5(4) . .
C3 C1 C2 Cl1 -179.42(18) 2_667 .
C1 C2 C3 O2 179.9(2) . .
Cl1 C2 C3 O2 -0.1(4) . .
C1 C2 C3 C1 -0.5(4) . 2_667
Cl1 C2 C3 C1 179.40(18) . 2_667
C7 N1 C4 O3 -177.0(3) . .
C7 N1 C4 C5 2.7(3) . .
O3 C4 C5 C6 -172.7(3) . .
N1 C4 C5 C6 7.6(3) . .
C4 C5 C6 C7 -14.1(3) . .
C4 N1 C7 C6 -11.7(3) . .
C5 C6 C7 N1 15.3(3) . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139061223
