#------------------------------------------------------------------------------
#$Date: 2019-11-17 06:42:24 +0200 (Sun, 17 Nov 2019) $
#$Revision: 228475 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/18/7121876.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_7121876
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.cc1zq41w
_audit_update_record
;
2018-04-20 deposited with the CCDC.
2018-06-15 downloaded from the CCDC.
;
_cell_angle_alpha                72.926(6)
_cell_angle_beta                 89.449(6)
_cell_angle_gamma                71.157(6)
_cell_formula_units_Z            1
_cell_length_a                   4.987(3)
_cell_length_b                   7.592(4)
_cell_length_c                   11.718(6)
_cell_measurement_reflns_used    1685
_cell_measurement_temperature    298
_cell_measurement_theta_max      27.38
_cell_measurement_theta_min      1.80
_cell_volume                     399.6(4)
_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      298
_diffrn_detector_area_resol_mean 14.706
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.990
_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  0.0658
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5228
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        24.948
_diffrn_reflns_theta_max         27.160
_diffrn_reflns_theta_min         1.806
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.422
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.552
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.576
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             196.00
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.31
_refine_diff_density_min         -0.23
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.944
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_number_parameters     141
_refine_ls_number_reflns         1821
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1135
_refine_ls_R_factor_gt           0.0520
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0595P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1077
_refine_ls_wR_factor_ref         0.1302
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1000
_reflns_number_total             1821
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            c8cc04376k5.cif
_cod_data_source_block           HighB
_cod_depositor_comments
'Adding full bibliography for 7121875--7121878.cif.'
_cod_database_code               7121876
_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 0.81739(19) 0.76494(12) 0.05574(7) 0.0574(3) Uani 1 1 d
O1 O 0.5591(6) 0.7907(3) -0.17451(19) 0.0715(8) Uani 1 1 d
O2 O 0.7055(5) 0.4322(4) 0.22970(19) 0.0566(7) Uani 1 1 d
O3 O 0.6210(5) 0.1769(3) 0.41253(18) 0.0557(7) Uani 1 1 d
N1 N 0.6803(6) 0.0836(4) 0.6155(2) 0.0471(7) Uani 1 1 d
C1 C 0.5370(7) 0.6583(5) -0.0920(3) 0.0458(8) Uani 1 1 d
C2 C 0.6454(6) 0.6175(4) 0.0301(3) 0.0422(8) Uani 1 1 d
C3 C 0.6108(7) 0.4708(4) 0.1180(3) 0.0421(7) Uani 1 1 d
C4 C 0.7141(7) 0.1854(4) 0.5075(3) 0.0397(7) Uani 1 1 d
C5 C 0.8778(9) 0.3120(6) 0.5180(3) 0.0486(9) Uani 1 1 d
C6 C 0.9089(10) 0.2862(7) 0.6509(3) 0.0616(11) Uani 1 1 d
C7 C 0.8135(10) 0.1164(6) 0.7118(3) 0.0561(10) Uani 1 1 d
H1 H 0.619(6) -0.009(4) 0.625(2) 0.037(8) Uiso 1 1 d
H2 H 0.681(9) 0.331(6) 0.283(4) 0.097(15) Uiso 1 1 d
H3 H 1.050(7) 0.268(4) 0.489(3) 0.052(10) Uiso 1 1 d
H4 H 0.809(7) 0.447(5) 0.469(3) 0.054(9) Uiso 1 1 d
H5 H 0.823(10) 0.397(6) 0.673(4) 0.104(16) Uiso 1 1 d
H6 H 1.109(10) 0.253(6) 0.682(4) 0.112(16) Uiso 1 1 d
H7 H 0.990(9) 0.005(5) 0.745(3) 0.081(13) Uiso 1 1 d
H8 H 0.681(8) 0.148(5) 0.772(3) 0.077(12) 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)
;
O O 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)
;
Cl Cl 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 117(3) .
C4 N1 C7 114.6(3) .
C4 N1 H1 121.0(19) .
C7 N1 H1 123.1(19) .
O1 C1 C2 123.6(3) .
O1 C1 C3 118.1(3) 2_665
C2 C1 C3 118.3(3) 2_665
C3 C2 C1 121.0(3) .
C3 C2 Cl1 122.1(2) .
C1 C2 Cl1 116.9(2) .
O2 C3 C2 122.0(3) .
O2 C3 C1 117.3(3) 2_665
C2 C3 C1 120.7(3) 2_665
O3 C4 N1 125.1(3) .
O3 C4 C5 125.7(3) .
N1 C4 C5 109.3(3) .
C4 C5 C6 104.8(3) .
C4 C5 H3 107.1(19) .
C6 C5 H3 112.3(19) .
C4 C5 H4 117.7(19) .
C6 C5 H4 113.8(18) .
H3 C5 H4 101(3) .
C7 C6 C5 105.8(3) .
C7 C6 H5 115(3) .
C5 C6 H5 116(3) .
C7 C6 H6 108(3) .
C5 C6 H6 112(3) .
H5 C6 H6 100(4) .
N1 C7 C6 104.0(3) .
N1 C7 H7 109(2) .
C6 C7 H7 105(2) .
N1 C7 H8 113(2) .
C6 C7 H8 110(2) .
H7 C7 H8 115(3) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cl1 C2 1.704(3) .
O1 C1 1.207(3) .
O2 C3 1.311(3) .
O2 H2 0.88(4) .
O3 C4 1.237(3) .
N1 C4 1.317(4) .
N1 C7 1.437(4) .
N1 H1 0.83(3) .
C1 C2 1.444(4) .
C1 C3 1.498(4) 2_665
C2 C3 1.333(4) .
C3 C1 1.498(4) 2_665
C4 C5 1.478(4) .
C5 C6 1.514(5) .
C5 H3 0.92(3) .
C5 H4 0.96(3) .
C6 C7 1.499(5) .
C6 H5 0.93(4) .
C6 H6 0.99(5) .
C7 H7 0.99(4) .
C7 H8 0.99(4) .
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 178.9(3) . .
C3 C1 C2 C3 -1.2(5) 2_665 .
O1 C1 C2 Cl1 -1.0(5) . .
C3 C1 C2 Cl1 178.9(2) 2_665 .
C1 C2 C3 O2 -179.5(3) . .
Cl1 C2 C3 O2 0.4(5) . .
C1 C2 C3 C1 1.2(6) . 2_665
Cl1 C2 C3 C1 -178.9(2) . 2_665
C7 N1 C4 O3 178.8(4) . .
C7 N1 C4 C5 -1.7(4) . .
O3 C4 C5 C6 173.3(4) . .
N1 C4 C5 C6 -6.2(4) . .
C4 C5 C6 C7 11.2(5) . .
C4 N1 C7 C6 8.9(5) . .
C5 C6 C7 N1 -11.9(5) . .
