#------------------------------------------------------------------------------
#$Date: 2021-07-05 19:21:11 +0300 (Mon, 05 Jul 2021) $
#$Revision: 267037 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/83/7128303.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_7128303
loop_
_publ_author_name
'Luo, Yang-Hui'
'Zhang, Lan'
'Fang, Wen-Xia'
'Ma, Shu-Hua'
'Dong, Hui'
'Su, Shan'
'Zheng, Zi-Yue'
'Li, Di-Ning'
'Zhai, Li-Hai'
_publ_section_title
;
 2D hydrogen-bonded organic frameworks: in-site generation and subsequent
 exfoliation.
;
_journal_issue                   48
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              5901
_journal_page_last               5904
_journal_paper_doi               10.1039/d1cc01626a
_journal_volume                  57
_journal_year                    2021
_chemical_formula_sum            'C54 H52 N6 O12'
_chemical_formula_weight         977.01
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_Hall           '-C 2y'
_space_group_name_H-M_alt        'C 1 2/m 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2021-04-29 deposited with the CCDC.	2021-05-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.927(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   13.3968(4)
_cell_length_b                   18.0672(4)
_cell_length_c                   11.3731(3)
_cell_measurement_temperature    293(2)
_cell_volume                     2702.87(13)
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.984
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0604
_diffrn_reflns_av_unetI/netI     0.0206
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            24654
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         76.658
_diffrn_reflns_theta_min         3.958
_exptl_absorpt_coefficient_mu    0.708
_exptl_crystal_density_diffrn    1.200
_exptl_crystal_F_000             1028
_refine_diff_density_max         2.114
_refine_diff_density_min         -0.750
_refine_diff_density_rms         0.161
_refine_ls_extinction_coef       0.0026(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   2.495
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     178
_refine_ls_number_reflns         2890
_refine_ls_number_restraints     129
_refine_ls_restrained_S_all      2.444
_refine_ls_R_factor_all          0.1744
_refine_ls_R_factor_gt           0.1695
_refine_ls_shift/su_max          0.019
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4806
_refine_ls_wR_factor_ref         0.4960
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2531
_reflns_number_total             2890
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc01626a2.cif
_cod_data_source_block           SEU-2
_cod_depositor_comments
'Adding full bibliography for 7128302--7128303.cif.'
_cod_original_sg_symbol_H-M      'C 2/m'
_cod_database_code               7128303
_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.
;
_shelxl_version_number           2014-3
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.36226(15) 0.11826(12) 0.1300(2) 0.1107(6) Uani 1 1 d . U . . .
H1 H 0.3806 0.0845 0.0907 0.166 Uiso 1 1 calc R U . . .
O2 O 0.21924(15) 0.10539(11) -0.00198(18) 0.1011(5) Uani 1 1 d . U . . .
H2 H -0.0001 0.4347 0.4999 0.152 Uiso 1 2 d R U P . .
N1 N 0.0000 0.38715(10) 0.5000 0.0511(4) Uani 1 2 d S TU P . .
N2 N 0.08535(17) 0.5000 0.36653(17) 0.0551(5) Uani 1 2 d S TU P . .
H2A H 0.0486 0.5000 0.4209 0.066 Uiso 1 2 calc R U P . .
C1 C 0.26918(18) 0.13514(11) 0.0862(2) 0.0687(5) Uani 1 1 d . U . . .
C2 C 0.22792(16) 0.19593(10) 0.15101(19) 0.0616(5) Uani 1 1 d . U . . .
C3 C 0.1324(2) 0.22413(14) 0.1067(2) 0.0814(7) Uani 1 1 d . U . . .
H3 H 0.0957 0.2069 0.0342 0.098 Uiso 1 1 calc R U . . .
C4 C 0.09098(19) 0.27807(14) 0.1700(2) 0.0757(6) Uani 1 1 d . U . . .
H4 H 0.0257 0.2956 0.1407 0.091 Uiso 1 1 calc R U . . .
C5 C 0.14550(15) 0.30588(9) 0.27550(16) 0.0548(4) Uani 1 1 d . U . . .
C6 C 0.2410(2) 0.27945(16) 0.3176(3) 0.0920(7) Uani 1 1 d . U . . .
H6 H 0.2783 0.2980 0.3889 0.110 Uiso 1 1 calc R U . . .
C7 C 0.2837(2) 0.22490(15) 0.2554(2) 0.0855(7) Uani 1 1 d . U . . .
H7 H 0.3494 0.2081 0.2843 0.103 Uiso 1 1 calc R U . . .
C8 C 0.17844(15) 0.46244(11) 0.23091(16) 0.0611(4) Uani 1 1 d . U . . .
H8 H 0.2110 0.4321 0.1839 0.073 Uiso 1 1 calc R U . . .
C9 C 0.11909(14) 0.43808(9) 0.31663(15) 0.0545(4) Uani 1 1 d . U . . .
C10 C 0.10181(14) 0.36456(9) 0.34350(15) 0.0506(4) Uani 1 1 d . U . . .
C11 C 0.04527(13) 0.34177(9) 0.42915(14) 0.0493(4) Uani 1 1 d . U . . .
C12 C 0.02779(15) 0.26478(9) 0.45618(17) 0.0556(4) Uani 1 1 d . U . . .
H12 H 0.0505 0.2235 0.4201 0.067 Uiso 1 1 calc R U . . .
O3 O 0.43936(14) 0.0000 0.05277(18) 0.0642(5) Uani 1 2 d S TU P . .
C30 C 0.5000 0.0305(3) 0.0000 0.1042(14) Uani 1 2 d S TU P . .
N5 N 0.1892(6) 0.0000 0.4151(7) 0.157(3) Uani 1 2 d S TU P . .
H5 H 0.2301 0.0000 0.3652 0.189 Uiso 1 2 calc R U P . .
C13 C 0.1573(13) 0.0702(6) 0.4541(13) 0.458(7) Uani 1 1 d . U . . .
H13A H 0.1400 0.0648 0.5318 0.687 Uiso 1 1 calc R U . . .
H13B H 0.0990 0.0873 0.3982 0.687 Uiso 1 1 calc R U . . .
H13C H 0.2116 0.1053 0.4584 0.687 Uiso 1 1 calc R U . . .
O6 O 0.0682(7) 0.0000 0.8802(12) 0.281(6) Uani 1 2 d DS TU P . .
H6A H 0.048(3) 0.0390(7) 0.8406(19) 0.23(3) Uiso 1 1 d D . . . .
H30 H 0.5000 0.084(2) 0.0000 0.078(11) Uiso 1 2 d S . P . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
C1 O1 H1 109.5 . . ?
C11 N1 C11 106.43(18) 2_556 . ?
C11 N1 H2 126.8 2_556 . ?
C11 N1 H2 126.8 . . ?
C9 N2 C9 109.6(2) 6_565 . ?
C9 N2 H2A 125.2 6_565 . ?
C9 N2 H2A 125.2 . . ?
O2 C1 O1 123.6(2) . . ?
O2 C1 C2 122.4(2) . . ?
O1 C1 C2 114.02(19) . . ?
C3 C2 C7 119.1(2) . . ?
C3 C2 C1 119.86(19) . . ?
C7 C2 C1 121.0(2) . . ?
C2 C3 C4 120.3(2) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 120.7(2) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C6 C5 C4 119.07(19) . . ?
C6 C5 C10 119.95(18) . . ?
C4 C5 C10 120.98(17) . . ?
C5 C6 C7 121.0(2) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 H6 119.5 . . ?
C2 C7 C6 119.8(2) . . ?
C2 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C8 C8 C9 107.81(10) 6_565 . ?
C8 C8 H8 126.1 6_565 . ?
C9 C8 H8 126.1 . . ?
N2 C9 C10 127.36(16) . . ?
N2 C9 C8 107.41(16) . . ?
C10 C9 C8 125.23(16) . . ?
C9 C10 C11 124.48(16) . . ?
C9 C10 C5 117.73(15) . . ?
C11 C10 C5 117.80(15) . . ?
N1 C11 C10 126.16(15) . . ?
N1 C11 C12 109.97(15) . . ?
C10 C11 C12 123.86(16) . . ?
C12 C12 C11 106.81(10) 2_556 . ?
C12 C12 H12 126.6 2_556 . ?
C11 C12 H12 126.6 . . ?
C30 O3 C30 53.3(4) 5_655 . ?
C30 C30 O3 63.33(19) 5_655 5_655 ?
C30 C30 O3 63.33(19) 5_655 . ?
O3 C30 O3 126.7(4) 5_655 . ?
C30 C30 H30 180.0 5_655 . ?
O3 C30 H30 116.67(19) 5_655 . ?
O3 C30 H30 116.67(19) . . ?
C13 N5 C13 124.1(16) 6 . ?
C13 N5 H5 117.9 6 . ?
C13 N5 H5 117.9 . . ?
N5 C13 H13A 109.5 . . ?
N5 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N5 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
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
O1 C1 1.289(3) . ?
O1 H1 0.8200 . ?
O2 C1 1.220(3) . ?
N1 C11 1.369(2) 2_556 ?
N1 C11 1.369(2) . ?
N1 H2 0.8591 . ?
N2 C9 1.369(2) 6_565 ?
N2 C9 1.369(2) . ?
N2 H2A 0.8600 . ?
C1 C2 1.486(3) . ?
C2 C3 1.381(3) . ?
C2 C7 1.380(3) . ?
C3 C4 1.388(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.376(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.365(3) . ?
C5 C10 1.495(2) . ?
C6 C7 1.397(3) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C8 1.357(4) 6_565 ?
C8 C9 1.439(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.392(2) . ?
C10 C11 1.404(2) . ?
C11 C12 1.453(2) . ?
C12 C12 1.353(4) 2_556 ?
C12 H12 0.9300 . ?
O3 C30 1.228(3) 5_655 ?
O3 C30 1.229(3) . ?
C30 C30 1.103(9) 5_655 ?
C30 O3 1.228(3) 5_655 ?
C30 H30 0.96(4) . ?
N5 C13 1.435(14) 6 ?
N5 C13 1.435(14) . ?
N5 H5 0.8600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
O6 H6A 0.854(10) . ?
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
O2 C1 C2 C3 -4.6(4) . . . . ?
O1 C1 C2 C3 173.9(2) . . . . ?
O2 C1 C2 C7 175.3(3) . . . . ?
O1 C1 C2 C7 -6.1(3) . . . . ?
C7 C2 C3 C4 -3.5(4) . . . . ?
C1 C2 C3 C4 176.5(2) . . . . ?
C2 C3 C4 C5 2.1(4) . . . . ?
C3 C4 C5 C6 -0.3(4) . . . . ?
C3 C4 C5 C10 179.4(2) . . . . ?
C4 C5 C6 C7 -0.1(4) . . . . ?
C10 C5 C6 C7 -179.7(2) . . . . ?
C3 C2 C7 C6 3.1(4) . . . . ?
C1 C2 C7 C6 -176.8(3) . . . . ?
C5 C6 C7 C2 -1.4(5) . . . . ?
C9 N2 C9 C10 179.57(12) 6_565 . . . ?
C9 N2 C9 C8 0.6(3) 6_565 . . . ?
C8 C8 C9 N2 -0.34(17) 6_565 . . . ?
C8 C8 C9 C10 -179.37(15) 6_565 . . . ?
N2 C9 C10 C11 -0.1(3) . . . . ?
C8 C9 C10 C11 178.70(18) . . . . ?
N2 C9 C10 C5 179.15(19) . . . . ?
C8 C9 C10 C5 -2.0(3) . . . . ?
C6 C5 C10 C9 89.6(3) . . . . ?
C4 C5 C10 C9 -90.0(2) . . . . ?
C6 C5 C10 C11 -91.1(3) . . . . ?
C4 C5 C10 C11 89.3(2) . . . . ?
C11 N1 C11 C10 -179.1(2) 2_556 . . . ?
C11 N1 C11 C12 0.08(9) 2_556 . . . ?
C9 C10 C11 N1 -1.0(3) . . . . ?
C5 C10 C11 N1 179.75(14) . . . . ?
C9 C10 C11 C12 179.95(17) . . . . ?
C5 C10 C11 C12 0.6(3) . . . . ?
N1 C11 C12 C12 -0.2(3) . . . 2_556 ?
C10 C11 C12 C12 179.0(2) . . . 2_556 ?
C30 O3 C30 O3 -0.002(0) 5_655 . . 5_655 ?
