#------------------------------------------------------------------------------
#$Date: 2025-08-22 15:50:14 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301863 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/29/7202995.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_7202995
loop_
_publ_author_name
'Liu, Zijun'
'Chen, Tao'
'Liu, Bo'
'Huang, Zhen-Li'
'Huang, Ting'
'Li, Suyue'
'Xu, Yuxi'
'Qin, Jingui'
_publ_section_title
;
 Two-photon absorption of a series of V-shape molecules: the influence
 of acceptor's strength on two-photon absorption in a
 noncentrosymmetric D--π--A--π--D system
;
_journal_issue                   44
_journal_name_full               'Journal of Materials Chemistry'
_journal_page_first              4685
_journal_paper_doi               10.1039/b707909e
_journal_volume                  17
_journal_year                    2007
_chemical_formula_sum            'C38 H47 N5'
_chemical_formula_weight         573.81
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 119.369(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   22.745(3)
_cell_length_b                   13.9148(18)
_cell_length_c                   12.2573(16)
_cell_measurement_reflns_used    1716
_cell_measurement_temperature    292(2)
_cell_measurement_theta_max      20.57
_cell_measurement_theta_min      2.96
_cell_volume                     3380.8(8)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      292(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1009
_diffrn_reflns_av_sigmaI/netI    0.0919
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10013
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.79
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_T_max  0.9868
_exptl_absorpt_correction_T_min  0.9802
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.127
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1240
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.313
_refine_diff_density_min         -0.163
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       0.0005(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.977
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         2967
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.977
_refine_ls_R_factor_all          0.1235
_refine_ls_R_factor_gt           0.0694
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1033P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1725
_refine_ls_wR_factor_ref         0.2053
_reflns_number_gt                1521
_reflns_number_total             2967
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b707909e.txt
_cod_data_source_block           060630am
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_refine_ls_hydrogen_treatment' value 'constrl' was replaced with the
value 'constr' as specified in the replacement file
'src/cod-tools/trunk/data/replacement-values/replacement_values.lst'.

Automatic conversion script
Id: cif_fix_values 5376 2017-05-30 11:51:03Z andrius 
;
_cod_original_cell_volume        3380.7(8)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7202995
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.03148(9) 0.22234(17) 0.19571(16) 0.0788(6) Uani 1 1 d . . .
C2 C 0.03187(11) 0.1256(2) 0.1968(2) 0.0774(7) Uani 1 1 d . . .
C15 C 0.0000 0.2661(3) 0.2500 0.0713(9) Uani 1 2 d S . .
C16 C 0.0000 0.3722(3) 0.2500 0.0748(9) Uani 1 2 d S . .
C4 C 0.10652(12) 0.12098(19) 0.1058(2) 0.0839(7) Uani 1 1 d . . .
H4 H 0.1078 0.1875 0.1144 0.101 Uiso 1 1 calc R . .
C3 C 0.06848(12) 0.07663(19) 0.1426(2) 0.0827(7) Uani 1 1 d . . .
H3 H 0.0645 0.0102 0.1338 0.099 Uiso 1 1 calc R . .
C1 C 0.0000 0.0750(3) 0.2500 0.0846(10) Uani 1 2 d S . .
H1 H 0.0000 0.0082 0.2500 0.102 Uiso 1 2 calc SR . .
C18 C 0.02062(14) 0.5231(2) 0.1781(2) 0.0897(8) Uani 1 1 d . . .
H18 H 0.0346 0.5551 0.1283 0.108 Uiso 1 1 calc R . .
N3 N 0.0000 0.6760(2) 0.2500 0.1039(10) Uani 1 2 d S . .
C5 C 0.14715(12) 0.0828(2) 0.0535(2) 0.0818(7) Uani 1 1 d . . .
C19 C 0.0000 0.5766(3) 0.2500 0.0828(10) Uani 1 2 d S . .
C17 C 0.02069(13) 0.4252(2) 0.1793(2) 0.0850(8) Uani 1 1 d . . .
H17 H 0.0352 0.3927 0.1307 0.102 Uiso 1 1 calc R . .
C7 C 0.14664(12) -0.0121(2) 0.0195(2) 0.0880(8) Uani 1 1 d . . .
H7 H 0.1174 -0.0550 0.0268 0.106 Uiso 1 1 calc R . .
N2 N 0.27591(14) -0.0168(2) -0.0773(3) 0.1215(9) Uani 1 1 d . . .
C10 C 0.23384(14) 0.0153(2) -0.0356(2) 0.0951(9) Uani 1 1 d . . .
C9 C 0.18787(13) -0.0449(2) -0.0247(3) 0.0955(8) Uani 1 1 d . . .
H9 H 0.1852 -0.1090 -0.0481 0.115 Uiso 1 1 calc R . .
C8 C 0.23420(17) 0.1103(2) -0.0011(3) 0.1171(11) Uani 1 1 d . . .
H8 H 0.2634 0.1536 -0.0080 0.141 Uiso 1 1 calc R . .
C6 C 0.19269(17) 0.1420(2) 0.0426(3) 0.1130(10) Uani 1 1 d . . .
H6 H 0.1952 0.2061 0.0659 0.136 Uiso 1 1 calc R . .
C20 C -0.00968(18) 0.7309(2) 0.3406(3) 0.1190(11) Uani 1 1 d . . .
H20A H 0.0159 0.7902 0.3583 0.143 Uiso 1 1 calc R . .
H20B H 0.0086 0.6946 0.4180 0.143 Uiso 1 1 calc R . .
C13 C 0.27646(17) -0.1172(3) -0.1134(3) 0.1226(11) Uani 1 1 d . . .
H13A H 0.2314 -0.1439 -0.1473 0.147 Uiso 1 1 calc R . .
H13B H 0.2889 -0.1196 -0.1786 0.147 Uiso 1 1 calc R . .
C11 C 0.33175(19) 0.0489(3) -0.0742(4) 0.1357(13) Uani 1 1 d . . .
H11A H 0.3468 0.0947 -0.0060 0.163 Uiso 1 1 calc R . .
H11B H 0.3702 0.0107 -0.0620 0.163 Uiso 1 1 calc R . .
C14 C 0.3231(2) -0.1748(3) -0.0086(4) 0.1557(15) Uani 1 1 d . . .
H14A H 0.3671 -0.1459 0.0292 0.233 Uiso 1 1 calc R . .
H14B H 0.3253 -0.2383 -0.0372 0.233 Uiso 1 1 calc R . .
H14C H 0.3080 -0.1787 0.0519 0.233 Uiso 1 1 calc R . .
C12 C 0.3033(2) 0.0986(4) -0.1921(4) 0.1780(17) Uani 1 1 d . . .
H12A H 0.2919 0.0530 -0.2582 0.267 Uiso 1 1 calc R . .
H12B H 0.3356 0.1436 -0.1908 0.267 Uiso 1 1 calc R . .
H12C H 0.2634 0.1323 -0.2059 0.267 Uiso 1 1 calc R . .
C21 C -0.0811(2) 0.7550(3) 0.3001(4) 0.1741(17) Uani 1 1 d . . .
H21A H -0.0985 0.7963 0.2282 0.261 Uiso 1 1 calc R . .
H21B H -0.0836 0.7872 0.3669 0.261 Uiso 1 1 calc R . .
H21C H -0.1073 0.6970 0.2790 0.261 Uiso 1 1 calc R . .
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'
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
C15 N1 C2 116.9(2) . . ?
N1 C2 C1 120.8(2) . . ?
N1 C2 C3 117.7(2) . . ?
C1 C2 C3 121.5(3) . . ?
N1 C15 N1 126.0(3) . 2 ?
N1 C15 C16 117.02(17) . . ?
N1 C15 C16 117.02(17) 2 . ?
C17 C16 C17 115.6(4) . 2 ?
C17 C16 C15 122.21(18) . . ?
C17 C16 C15 122.20(18) 2 . ?
C3 C4 C5 130.3(3) . . ?
C3 C4 H4 114.8 . . ?
C5 C4 H4 114.8 . . ?
C4 C3 C2 123.7(3) . . ?
C4 C3 H3 118.1 . . ?
C2 C3 H3 118.1 . . ?
C2 C1 C2 118.7(4) . 2 ?
C2 C1 H1 120.6 . . ?
C2 C1 H1 120.6 2 . ?
C17 C18 C19 121.6(2) . . ?
C17 C18 H18 119.2 . . ?
C19 C18 H18 119.2 . . ?
C19 N3 C20 121.79(17) . 2 ?
C19 N3 C20 121.79(17) . . ?
C20 N3 C20 116.4(3) 2 . ?
C6 C5 C7 115.9(2) . . ?
C6 C5 C4 119.5(3) . . ?
C7 C5 C4 124.5(2) . . ?
N3 C19 C18 122.17(18) . . ?
N3 C19 C18 122.17(18) . 2 ?
C18 C19 C18 115.7(4) . 2 ?
C18 C17 C16 122.7(2) . . ?
C18 C17 H17 118.6 . . ?
C16 C17 H17 118.6 . . ?
C9 C7 C5 122.0(3) . . ?
C9 C7 H7 119.0 . . ?
C5 C7 H7 119.0 . . ?
C10 N2 C13 122.5(3) . . ?
C10 N2 C11 121.0(3) . . ?
C13 N2 C11 116.2(2) . . ?
N2 C10 C8 121.8(3) . . ?
N2 C10 C9 122.4(3) . . ?
C8 C10 C9 115.9(2) . . ?
C7 C9 C10 121.9(3) . . ?
C7 C9 H9 119.1 . . ?
C10 C9 H9 119.1 . . ?
C6 C8 C10 121.6(3) . . ?
C6 C8 H8 119.2 . . ?
C10 C8 H8 119.2 . . ?
C8 C6 C5 122.7(3) . . ?
C8 C6 H6 118.6 . . ?
C5 C6 H6 118.6 . . ?
N3 C20 C21 114.5(3) . . ?
N3 C20 H20A 108.6 . . ?
C21 C20 H20A 108.6 . . ?
N3 C20 H20B 108.6 . . ?
C21 C20 H20B 108.6 . . ?
H20A C20 H20B 107.6 . . ?
C14 C13 N2 111.8(3) . . ?
C14 C13 H13A 109.3 . . ?
N2 C13 H13A 109.3 . . ?
C14 C13 H13B 109.3 . . ?
N2 C13 H13B 109.3 . . ?
H13A C13 H13B 107.9 . . ?
C12 C11 N2 107.4(4) . . ?
C12 C11 H11A 110.2 . . ?
N2 C11 H11A 110.2 . . ?
C12 C11 H11B 110.2 . . ?
N2 C11 H11B 110.2 . . ?
H11A C11 H11B 108.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 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
N1 C15 1.339(2) . ?
N1 C2 1.346(3) . ?
C2 C1 1.383(3) . ?
C2 C3 1.463(3) . ?
C15 N1 1.339(2) 2 ?
C15 C16 1.478(5) . ?
C16 C17 1.384(3) . ?
C16 C17 1.384(3) 2 ?
C4 C3 1.310(3) . ?
C4 C5 1.459(3) . ?
C4 H4 0.9300 . ?
C3 H3 0.9300 . ?
C1 C2 1.383(3) 2 ?
C1 H1 0.9300 . ?
C18 C17 1.362(3) . ?
C18 C19 1.398(3) . ?
C18 H18 0.9300 . ?
N3 C19 1.383(4) . ?
N3 C20 1.452(3) 2 ?
N3 C20 1.452(3) . ?
C5 C6 1.381(4) . ?
C5 C7 1.383(3) . ?
C19 C18 1.398(3) 2 ?
C17 H17 0.9300 . ?
C7 C9 1.371(3) . ?
C7 H7 0.9300 . ?
N2 C10 1.363(3) . ?
N2 C13 1.468(4) . ?
N2 C11 1.550(4) . ?
C10 C8 1.387(4) . ?
C10 C9 1.396(4) . ?
C9 H9 0.9300 . ?
C8 C6 1.367(4) . ?
C8 H8 0.9300 . ?
C6 H6 0.9300 . ?
C20 C21 1.485(5) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C13 C14 1.443(5) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C11 C12 1.438(5) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
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
C15 N1 C2 C1 1.1(3) . . . . ?
C15 N1 C2 C3 -177.45(16) . . . . ?
C2 N1 C15 N1 -0.53(14) . . . 2 ?
C2 N1 C15 C16 179.47(14) . . . . ?
N1 C15 C16 C17 11.04(15) . . . . ?
N1 C15 C16 C17 -168.96(15) 2 . . . ?
N1 C15 C16 C17 -168.96(15) . . . 2 ?
N1 C15 C16 C17 11.04(15) 2 . . 2 ?
C5 C4 C3 C2 178.3(2) . . . . ?
N1 C2 C3 C4 7.6(3) . . . . ?
C1 C2 C3 C4 -170.9(2) . . . . ?
N1 C2 C1 C2 -0.55(14) . . . 2 ?
C3 C2 C1 C2 177.9(2) . . . 2 ?
C3 C4 C5 C6 -168.3(3) . . . . ?
C3 C4 C5 C7 7.7(4) . . . . ?
C20 N3 C19 C18 11.3(2) 2 . . . ?
C20 N3 C19 C18 -168.7(2) . . . . ?
C20 N3 C19 C18 -168.7(2) 2 . . 2 ?
C20 N3 C19 C18 11.3(2) . . . 2 ?
C17 C18 C19 N3 179.70(18) . . . . ?
C17 C18 C19 C18 -0.30(18) . . . 2 ?
C19 C18 C17 C16 0.6(4) . . . . ?
C17 C16 C17 C18 -0.31(18) 2 . . . ?
C15 C16 C17 C18 179.69(18) . . . . ?
C6 C5 C7 C9 -1.2(4) . . . . ?
C4 C5 C7 C9 -177.4(2) . . . . ?
C13 N2 C10 C8 179.7(3) . . . . ?
C11 N2 C10 C8 6.9(5) . . . . ?
C13 N2 C10 C9 -0.3(5) . . . . ?
C11 N2 C10 C9 -173.1(3) . . . . ?
C5 C7 C9 C10 1.3(4) . . . . ?
N2 C10 C9 C7 178.8(3) . . . . ?
C8 C10 C9 C7 -1.2(4) . . . . ?
N2 C10 C8 C6 -178.9(3) . . . . ?
C9 C10 C8 C6 1.0(4) . . . . ?
C10 C8 C6 C5 -1.1(5) . . . . ?
C7 C5 C6 C8 1.1(4) . . . . ?
C4 C5 C6 C8 177.5(3) . . . . ?
C19 N3 C20 C21 -90.6(3) . . . . ?
C20 N3 C20 C21 89.4(3) 2 . . . ?
C10 N2 C13 C14 -89.5(4) . . . . ?
C11 N2 C13 C14 83.5(4) . . . . ?
C10 N2 C11 C12 -90.9(4) . . . . ?
C13 N2 C11 C12 95.9(3) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 101457241
