#------------------------------------------------------------------------------
#$Date: 2021-06-05 21:18:20 +0300 (Sat, 05 Jun 2021) $
#$Revision: 265983 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/25/7242555.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_7242555
loop_
_publ_author_name
'Zhu, Huihui'
'Hao, Pengfei'
'Shen, Qiu'
'Shen, Junju'
'Li, Gaopeng'
'Zhao, Guozheng'
'Xing, Haoyu'
'Fu, Yunlong'
_publ_section_title
;
 The modulation effect of electron-rich solvents on the supramolecular
 networks and photochromic properties of naphthalene diimide molecules
;
_journal_issue                   18
_journal_name_full               CrystEngComm
_journal_page_first              3356
_journal_page_last               3363
_journal_paper_doi               10.1039/D0CE01733G
_journal_volume                  23
_journal_year                    2021
_chemical_formula_sum            'C34 H30 N6 O6'
_chemical_formula_weight         618.64
_chemical_properties_physical    Light-sensitive,Photo-sensitive
_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'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2020-10-04 deposited with the CCDC.	2021-03-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.885(8)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   5.3112(14)
_cell_length_b                   23.855(7)
_cell_length_c                   11.619(3)
_cell_measurement_reflns_used    3430
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      23.67
_cell_measurement_theta_min      2.47
_cell_volume                     1450.3(7)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0852
_diffrn_reflns_av_unetI/netI     0.0910
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            21338
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.260
_diffrn_reflns_theta_min         3.119
_exptl_absorpt_coefficient_mu    0.100
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_description       rodlike
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.352
_exptl_crystal_size_mid          0.046
_exptl_crystal_size_min          0.021
_refine_diff_density_max         0.178
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         3562
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.007
_refine_ls_R_factor_all          0.1801
_refine_ls_R_factor_gt           0.0691
_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)+(0.0483P)²+0.5345P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1169
_refine_ls_wR_factor_ref         0.1478
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1633
_reflns_number_total             3562
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ce01733g2.cif
_cod_data_source_block           aa_CCDC3
_cod_depositor_comments
'Adding full bibliography for 7242552--7242555.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7242555
_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.
;
_shelx_estimated_absorpt_t_min   0.966
_shelx_estimated_absorpt_t_max   0.998
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2866(5) 0.62942(12) 0.3890(3) 0.0540(8) Uani 1 1 d . . . . .
H1 H 0.2534 0.6444 0.3140 0.065 Uiso 1 1 calc R U . . .
C2 C 0.4918(5) 0.59406(11) 0.4162(2) 0.0497(7) Uani 1 1 d . . . . .
H2 H 0.5955 0.5861 0.3614 0.060 Uiso 1 1 calc R U . . .
C3 C 0.5417(5) 0.57062(11) 0.5257(2) 0.0465(7) Uani 1 1 d . . . . .
H3 H 0.6791 0.5464 0.5469 0.056 Uiso 1 1 calc R U . . .
C4 C 0.3827(4) 0.58398(10) 0.6030(2) 0.0395(6) Uani 1 1 d . . . . .
C5 C 0.1830(5) 0.62035(12) 0.5687(2) 0.0508(7) Uani 1 1 d . . . . .
H5 H 0.0774 0.6293 0.6221 0.061 Uiso 1 1 calc R U . . .
C6 C 0.6261(5) 0.57861(11) 0.8013(2) 0.0416(6) Uani 1 1 d . . . . .
C7 C 0.6574(4) 0.55332(10) 0.9188(2) 0.0359(6) Uani 1 1 d . . . . .
C8 C 0.8550(4) 0.56991(10) 1.0041(2) 0.0411(6) Uani 1 1 d . . . . .
H8 H 0.9687 0.5972 0.9875 0.049 Uiso 1 1 calc R U . . .
C9 C 0.8872(4) 0.54635(10) 1.1152(2) 0.0416(6) Uani 1 1 d . . . . .
H9 H 1.0226 0.5579 1.1719 0.050 Uiso 1 1 calc R U . . .
C10 C 0.4840(4) 0.51202(10) 0.9434(2) 0.0339(6) Uani 1 1 d . . . . .
C11 C 0.2791(4) 0.49391(10) 0.8578(2) 0.0352(6) Uani 1 1 d . . . . .
C12 C 0.2422(5) 0.51865(11) 0.7394(2) 0.0403(6) Uani 1 1 d . . . . .
C13 C 0.4997(5) 0.67861(13) 0.0935(3) 0.0511(7) Uani 1 1 d . . . . .
C14 C 0.7148(6) 0.69554(13) 0.1853(3) 0.0706(9) Uani 1 1 d . . . . .
H14A H 0.8359 0.6650 0.2029 0.085 Uiso 1 1 calc R U . . .
H14B H 0.6529 0.7058 0.2562 0.085 Uiso 1 1 calc R U . . .
C15 C 0.8383(6) 0.74456(15) 0.1381(3) 0.0803(10) Uani 1 1 d . . . . .
H15A H 1.0195 0.7378 0.1413 0.096 Uiso 1 1 calc R U . . .
H15B H 0.8175 0.7781 0.1828 0.096 Uiso 1 1 calc R U . . .
C16 C 0.7062(6) 0.75126(15) 0.0135(3) 0.0800(11) Uani 1 1 d . . . . .
H16A H 0.6381 0.7889 -0.0003 0.096 Uiso 1 1 calc R U . . .
H16B H 0.8231 0.7439 -0.0403 0.096 Uiso 1 1 calc R U . . .
C17 C 0.3275(6) 0.70478(15) -0.1083(3) 0.0797(10) Uani 1 1 d . . . . .
H17A H 0.2166 0.6735 -0.1031 0.120 Uiso 1 1 calc R U . . .
H17B H 0.4211 0.6987 -0.1709 0.120 Uiso 1 1 calc R U . . .
H17C H 0.2274 0.7383 -0.1230 0.120 Uiso 1 1 calc R U . . .
N1 N 0.1327(4) 0.64355(10) 0.4627(2) 0.0589(7) Uani 1 1 d . . . . .
N2 N 0.4183(4) 0.55993(8) 0.71883(17) 0.0400(5) Uani 1 1 d . . . . .
N3 N 0.5038(4) 0.71056(10) 0.0000(2) 0.0553(6) Uani 1 1 d . . . . .
O1 O 0.7692(3) 0.61422(8) 0.77462(16) 0.0582(6) Uani 1 1 d . . . . .
O2 O 0.0709(3) 0.50478(8) 0.66231(16) 0.0561(5) Uani 1 1 d . . . . .
O3 O 0.3448(4) 0.64121(10) 0.10107(19) 0.0809(7) Uani 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'
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
N1 C1 C2 124.1(3) . . ?
N1 C1 H1 117.9 . . ?
C2 C1 H1 117.9 . . ?
C1 C2 C3 118.9(3) . . ?
C1 C2 H2 120.6 . . ?
C3 C2 H2 120.6 . . ?
C4 C3 C2 118.0(2) . . ?
C4 C3 H3 121.0 . . ?
C2 C3 H3 121.0 . . ?
C3 C4 C5 119.2(2) . . ?
C3 C4 N2 121.4(2) . . ?
C5 C4 N2 119.4(2) . . ?
N1 C5 C4 123.4(2) . . ?
N1 C5 H5 118.3 . . ?
C4 C5 H5 118.3 . . ?
O1 C6 N2 120.0(2) . . ?
O1 C6 C7 123.1(2) . . ?
N2 C6 C7 116.9(2) . . ?
C8 C7 C10 120.0(2) . . ?
C8 C7 C6 120.1(2) . . ?
C10 C7 C6 119.9(2) . . ?
C7 C8 C9 120.7(2) . . ?
C7 C8 H8 119.7 . . ?
C9 C8 H8 119.7 . . ?
C11 C9 C8 120.8(2) 3_667 . ?
C11 C9 H9 119.6 3_667 . ?
C8 C9 H9 119.6 . . ?
C11 C10 C7 121.5(2) . . ?
C11 C10 C10 119.0(3) . 3_667 ?
C7 C10 C10 119.5(3) . 3_667 ?
C9 C11 C10 120.0(2) 3_667 . ?
C9 C11 C12 120.2(2) 3_667 . ?
C10 C11 C12 119.8(2) . . ?
O2 C12 N2 120.2(2) . . ?
O2 C12 C11 122.9(2) . . ?
N2 C12 C11 116.9(2) . . ?
O3 C13 N3 125.5(3) . . ?
O3 C13 C14 126.3(3) . . ?
N3 C13 C14 108.3(3) . . ?
C13 C14 C15 106.5(3) . . ?
C13 C14 H14A 110.4 . . ?
C15 C14 H14A 110.4 . . ?
C13 C14 H14B 110.4 . . ?
C15 C14 H14B 110.4 . . ?
H14A C14 H14B 108.6 . . ?
C14 C15 C16 106.0(2) . . ?
C14 C15 H15A 110.5 . . ?
C16 C15 H15A 110.5 . . ?
C14 C15 H15B 110.5 . . ?
C16 C15 H15B 110.5 . . ?
H15A C15 H15B 108.7 . . ?
N3 C16 C15 104.5(2) . . ?
N3 C16 H16A 110.9 . . ?
C15 C16 H16A 110.9 . . ?
N3 C16 H16B 110.9 . . ?
C15 C16 H16B 110.9 . . ?
H16A C16 H16B 108.9 . . ?
N3 C17 H17A 109.5 . . ?
N3 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N3 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C1 N1 C5 116.3(2) . . ?
C6 N2 C12 125.0(2) . . ?
C6 N2 C4 118.1(2) . . ?
C12 N2 C4 116.84(19) . . ?
C13 N3 C16 114.5(2) . . ?
C13 N3 C17 124.0(3) . . ?
C16 N3 C17 121.5(3) . . ?
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
C1 N1 1.325(4) . ?
C1 C2 1.372(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.374(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.371(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.375(3) . ?
C4 N2 1.445(3) . ?
C5 N1 1.335(3) . ?
C5 H5 0.9300 . ?
C6 O1 1.215(3) . ?
C6 N2 1.404(3) . ?
C6 C7 1.476(3) . ?
C7 C8 1.372(3) . ?
C7 C10 1.411(3) . ?
C8 C9 1.391(3) . ?
C8 H8 0.9300 . ?
C9 C11 1.377(3) 3_667 ?
C9 H9 0.9300 . ?
C10 C11 1.411(3) . ?
C10 C10 1.417(5) 3_667 ?
C11 C9 1.377(3) 3_667 ?
C11 C12 1.479(3) . ?
C12 O2 1.208(3) . ?
C12 N2 1.407(3) . ?
C13 O3 1.227(3) . ?
C13 N3 1.331(3) . ?
C13 C14 1.479(4) . ?
C14 C15 1.491(4) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.505(4) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 N3 1.437(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 N3 1.440(3) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
