#------------------------------------------------------------------------------
#$Date: 2025-08-21 22:04:39 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301851 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/21/7052114.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_7052114
loop_
_publ_author_name
'Lyudmila G. Kuz'mina'
'Artem I. Vedernikov'
'Natalia A. Lobova'
'Andrei V. Churakov'
'Judith A. K. Howard'
'Michael V. Alfimov'
'Sergey P. Gromov'
_publ_section_title
;
 4-Styrylquinolines: synthesis and study of [2 + 2]-photocycloaddition
 reactions in thin films and single crystals
;
_journal_issue                   6
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              980
_journal_paper_doi               10.1039/b615056j
_journal_volume                  31
_journal_year                    2007
_chemical_formula_moiety         '(C38 H36 N2)2+, 2(Cl O4 1-)'
_chemical_formula_sum            'C38 H36 Cl2 N2 O12'
_chemical_formula_weight         783.59
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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_creation_method           SHELXL-97
_cell_angle_alpha                93.589(2)
_cell_angle_beta                 110.545(2)
_cell_angle_gamma                92.542(2)
_cell_formula_units_Z            2
_cell_length_a                   11.4976(5)
_cell_length_b                   12.2916(6)
_cell_length_c                   13.5348(6)
_cell_measurement_reflns_used    1693
_cell_measurement_temperature    120.0(2)
_cell_measurement_theta_max      30.128
_cell_measurement_theta_min      3.109
_cell_volume                     1783.11(14)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120.0(2)
_diffrn_measured_fraction_theta_full 0.919
_diffrn_measured_fraction_theta_max 0.919
_diffrn_measurement_device_type  'Bruker SMART APEX'
_diffrn_measurement_method       ω
_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  0.0403
_diffrn_reflns_av_sigmaI/netI    0.1021
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            12884
_diffrn_reflns_theta_full        29.00
_diffrn_reflns_theta_max         29.00
_diffrn_reflns_theta_min         1.61
_exptl_absorpt_coefficient_mu    0.252
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellowish
_exptl_crystal_density_diffrn    1.459
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.670
_refine_diff_density_min         -0.464
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.938
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     631
_refine_ls_number_reflns         8721
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.938
_refine_ls_R_factor_all          0.1263
_refine_ls_R_factor_gt           0.0614
_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)+(0.0761P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1350
_refine_ls_wR_factor_ref         0.1547
_reflns_number_gt                5052
_reflns_number_total             8721
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b615056j.txt
_cod_data_source_block           6+HClO4
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7052114
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.15146(7) 0.10398(5) 0.21744(5) 0.02264(19) Uani 1 1 d . . .
O11 O 0.1888(2) 0.02710(17) 0.29746(17) 0.0312(5) Uani 1 1 d . . .
O12 O 0.2590(2) 0.14887(17) 0.19990(18) 0.0326(6) Uani 1 1 d . . .
O13 O 0.0923(2) 0.19152(17) 0.25488(18) 0.0344(6) Uani 1 1 d . . .
O14 O 0.0643(2) 0.05006(18) 0.12172(17) 0.0407(7) Uani 1 1 d . . .
Cl2 Cl 0.81529(8) 0.43340(6) 0.29651(6) 0.0284(2) Uani 1 1 d . . .
O21 O 0.8463(2) 0.50542(17) 0.22970(18) 0.0369(6) Uani 1 1 d . . .
O22 O 0.7378(3) 0.3435(2) 0.2314(2) 0.0646(10) Uani 1 1 d . . .
O23 O 0.7504(2) 0.49104(19) 0.35496(18) 0.0401(6) Uani 1 1 d . . .
O24 O 0.9248(4) 0.3956(3) 0.3676(3) 0.0880(12) Uani 1 1 d . . .
N1 N 0.2193(3) 0.6725(2) -0.0278(2) 0.0231(6) Uani 1 1 d . . .
N2 N -0.2260(3) 0.8339(2) 0.49046(19) 0.0206(6) Uani 1 1 d . . .
O1 O -0.56740(19) 0.82493(16) -0.04446(15) 0.0232(5) Uani 1 1 d . . .
O2 O -0.49756(19) 0.69996(16) 0.11075(15) 0.0225(5) Uani 1 1 d . . .
O3 O 0.57981(18) 0.71854(16) 0.53698(15) 0.0210(5) Uani 1 1 d . . .
O4 O 0.50226(19) 0.84387(16) 0.38130(16) 0.0238(5) Uani 1 1 d . . .
C1 C 0.1639(3) 0.7636(2) -0.0230(2) 0.0234(7) Uani 1 1 d . . .
C2 C 0.0953(3) 0.7779(2) 0.0423(2) 0.0186(6) Uani 1 1 d . . .
C3 C 0.0796(3) 0.6947(2) 0.1018(2) 0.0142(6) Uani 1 1 d . . .
C4 C 0.1361(3) 0.5949(2) 0.0928(2) 0.0148(6) Uani 1 1 d . . .
C5 C 0.1190(3) 0.5016(2) 0.1447(2) 0.0179(6) Uani 1 1 d . . .
C6 C 0.1741(3) 0.4079(2) 0.1321(2) 0.0213(7) Uani 1 1 d . . .
C7 C 0.2506(3) 0.4021(3) 0.0701(2) 0.0241(7) Uani 1 1 d . . .
C8 C 0.2677(3) 0.4898(2) 0.0181(2) 0.0222(7) Uani 1 1 d . . .
C9 C 0.2088(3) 0.5851(2) 0.0279(2) 0.0171(6) Uani 1 1 d . . .
C10 C 0.0028(3) 0.7046(2) 0.1704(2) 0.0125(5) Uani 1 1 d . . .
C11 C -0.0500(3) 0.8148(2) 0.1872(2) 0.0135(6) Uani 1 1 d . . .
C12 C -0.1871(3) 0.8221(2) 0.1315(2) 0.0140(6) Uani 1 1 d . . .
C13 C -0.2278(3) 0.8904(2) 0.0501(2) 0.0172(6) Uani 1 1 d . . .
C14 C -0.3525(3) 0.8922(2) -0.0104(2) 0.0186(6) Uani 1 1 d . . .
C15 C -0.4422(3) 0.8283(2) 0.0109(2) 0.0166(6) Uani 1 1 d . . .
C16 C -0.4028(3) 0.7597(2) 0.0947(2) 0.0152(6) Uani 1 1 d . . .
C17 C -0.2778(3) 0.7562(2) 0.1526(2) 0.0158(6) Uani 1 1 d . . .
C18 C -0.6040(3) 0.8790(3) -0.1406(3) 0.0262(7) Uani 1 1 d . . .
C19 C -0.4618(3) 0.6359(3) 0.2002(3) 0.0276(8) Uani 1 1 d . . .
C20 C -0.1750(3) 0.7407(2) 0.4838(2) 0.0197(6) Uani 1 1 d . . .
C21 C -0.0951(3) 0.7303(2) 0.4284(2) 0.0164(6) Uani 1 1 d . . .
C22 C -0.0687(2) 0.8163(2) 0.3769(2) 0.0136(6) Uani 1 1 d . . .
C23 C -0.1196(3) 0.9186(2) 0.3891(2) 0.0146(6) Uani 1 1 d . . .
C24 C -0.0904(3) 1.0148(2) 0.3478(2) 0.0170(6) Uani 1 1 d . . .
C25 C -0.1390(3) 1.1106(2) 0.3647(2) 0.0210(6) Uani 1 1 d . . .
C26 C -0.2201(3) 1.1158(3) 0.4216(2) 0.0229(7) Uani 1 1 d . . .
C27 C -0.2516(3) 1.0245(3) 0.4627(2) 0.0234(7) Uani 1 1 d . . .
C28 C -0.1998(3) 0.9264(2) 0.4477(2) 0.0168(6) Uani 1 1 d . . .
C29 C 0.0102(3) 0.8079(2) 0.3108(2) 0.0125(5) Uani 1 1 d . . .
C30 C 0.0646(3) 0.6976(2) 0.2943(2) 0.0133(6) Uani 1 1 d . . .
C31 C 0.2013(3) 0.6951(2) 0.3506(2) 0.0141(6) Uani 1 1 d . . .
C32 C 0.2454(3) 0.6270(2) 0.4312(2) 0.0165(6) Uani 1 1 d . . .
C33 C 0.3711(3) 0.6330(2) 0.4952(2) 0.0183(6) Uani 1 1 d . . .
C34 C 0.4552(3) 0.7062(2) 0.4779(2) 0.0160(6) Uani 1 1 d . . .
C35 C 0.4123(3) 0.7742(2) 0.3942(2) 0.0166(6) Uani 1 1 d . . .
C36 C 0.2878(3) 0.7690(2) 0.3328(2) 0.0158(6) Uani 1 1 d . . .
C37 C 0.6225(3) 0.6531(3) 0.6250(2) 0.0251(7) Uani 1 1 d . . .
C38 C 0.4626(3) 0.9070(3) 0.2909(3) 0.0293(8) Uani 1 1 d . . .
H1N H 0.266(3) 0.665(3) -0.066(3) 0.033(10) Uiso 1 1 d . . .
H2N H -0.279(3) 0.838(3) 0.518(3) 0.028(10) Uiso 1 1 d . . .
H1A H 0.175(3) 0.817(2) -0.070(2) 0.028(8) Uiso 1 1 d . . .
H2A H 0.057(3) 0.840(3) 0.044(2) 0.028(9) Uiso 1 1 d . . .
H5A H 0.066(3) 0.501(2) 0.187(2) 0.018(8) Uiso 1 1 d . . .
H6A H 0.154(3) 0.349(3) 0.156(3) 0.032(9) Uiso 1 1 d . . .
H7A H 0.286(3) 0.340(3) 0.065(3) 0.037(10) Uiso 1 1 d . . .
H8A H 0.323(3) 0.487(2) -0.022(2) 0.024(8) Uiso 1 1 d . . .
H10A H -0.061(3) 0.647(2) 0.144(2) 0.014(7) Uiso 1 1 d . . .
H11A H -0.008(3) 0.873(3) 0.171(2) 0.029(9) Uiso 1 1 d . . .
H13A H -0.167(3) 0.937(2) 0.035(2) 0.025(8) Uiso 1 1 d . . .
H14A H -0.371(3) 0.935(3) -0.061(3) 0.034(9) Uiso 1 1 d . . .
H17A H -0.249(2) 0.708(2) 0.208(2) 0.008(7) Uiso 1 1 d . . .
H18A H -0.583(3) 0.962(2) -0.125(2) 0.020(8) Uiso 1 1 d . . .
H18B H -0.567(3) 0.849(2) -0.194(2) 0.020(8) Uiso 1 1 d . . .
H18C H -0.688(3) 0.866(3) -0.172(3) 0.035(10) Uiso 1 1 d . . .
H19A H -0.540(3) 0.604(3) 0.202(2) 0.028(9) Uiso 1 1 d . . .
H19B H -0.409(3) 0.571(3) 0.183(2) 0.031(9) Uiso 1 1 d . . .
H19C H -0.420(3) 0.677(3) 0.257(3) 0.024(9) Uiso 1 1 d . . .
H20A H -0.196(3) 0.683(3) 0.513(3) 0.038(10) Uiso 1 1 d . . .
H21A H -0.059(3) 0.666(3) 0.427(2) 0.024(9) Uiso 1 1 d . . .
H24A H -0.039(3) 1.010(2) 0.309(2) 0.012(7) Uiso 1 1 d . . .
H25A H -0.116(2) 1.173(2) 0.3439(19) 0.003(6) Uiso 1 1 d . . .
H26A H -0.257(3) 1.179(3) 0.430(3) 0.038(10) Uiso 1 1 d . . .
H27A H -0.306(3) 1.029(3) 0.502(3) 0.037(10) Uiso 1 1 d . . .
H29A H 0.078(3) 0.864(2) 0.341(2) 0.014(7) Uiso 1 1 d . . .
H30A H 0.018(3) 0.635(2) 0.311(2) 0.014(7) Uiso 1 1 d . . .
H32A H 0.188(3) 0.579(2) 0.447(2) 0.021(8) Uiso 1 1 d . . .
H33A H 0.400(3) 0.589(3) 0.548(3) 0.032(9) Uiso 1 1 d . . .
H36A H 0.257(3) 0.814(2) 0.283(2) 0.011(7) Uiso 1 1 d . . .
H37A H 0.611(3) 0.574(3) 0.601(2) 0.020(8) Uiso 1 1 d . . .
H37B H 0.584(3) 0.668(2) 0.677(2) 0.018(8) Uiso 1 1 d . . .
H37C H 0.715(3) 0.669(3) 0.659(3) 0.032(9) Uiso 1 1 d . . .
H38A H 0.428(3) 0.858(3) 0.230(3) 0.027(9) Uiso 1 1 d . . .
H38B H 0.537(3) 0.938(3) 0.288(3) 0.033(9) Uiso 1 1 d . . .
H38C H 0.404(3) 0.963(3) 0.306(3) 0.030(9) 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 0.0033 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'
Cl Cl 0.1484 0.1585 '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
O14 Cl1 O12 110.68(14) . . ?
O14 Cl1 O11 109.57(13) . . ?
O12 Cl1 O11 109.54(14) . . ?
O14 Cl1 O13 109.15(16) . . ?
O12 Cl1 O13 109.29(13) . . ?
O11 Cl1 O13 108.57(13) . . ?
O24 Cl2 O21 109.6(2) . . ?
O24 Cl2 O22 109.9(2) . . ?
O21 Cl2 O22 108.19(14) . . ?
O24 Cl2 O23 109.59(18) . . ?
O21 Cl2 O23 109.23(14) . . ?
O22 Cl2 O23 110.30(17) . . ?
C1 N1 C9 122.5(3) . . ?
C20 N2 C28 123.2(3) . . ?
C15 O1 C18 115.8(2) . . ?
C16 O2 C19 116.1(2) . . ?
C34 O3 C37 116.5(2) . . ?
C35 O4 C38 116.3(2) . . ?
N1 C1 C2 121.4(3) . . ?
C1 C2 C3 120.3(3) . . ?
C2 C3 C4 117.8(3) . . ?
C2 C3 C10 122.3(3) . . ?
C4 C3 C10 119.9(2) . . ?
C9 C4 C5 117.4(3) . . ?
C9 C4 C3 120.0(2) . . ?
C5 C4 C3 122.5(3) . . ?
C6 C5 C4 119.9(3) . . ?
C5 C6 C7 121.3(3) . . ?
C8 C7 C6 120.3(3) . . ?
C7 C8 C9 118.8(3) . . ?
N1 C9 C8 120.0(3) . . ?
N1 C9 C4 117.9(3) . . ?
C8 C9 C4 122.1(3) . . ?
C3 C10 C11 120.1(2) . . ?
C3 C10 C30 120.3(2) . . ?
C11 C10 C30 91.23(19) . . ?
C12 C11 C10 116.5(2) . . ?
C12 C11 C29 122.5(2) . . ?
C10 C11 C29 89.10(19) . . ?
C13 C12 C17 117.8(3) . . ?
C13 C12 C11 119.2(2) . . ?
C17 C12 C11 122.8(2) . . ?
C14 C13 C12 121.5(2) . . ?
C13 C14 C15 120.9(3) . . ?
O1 C15 C14 125.0(2) . . ?
O1 C15 C16 116.6(2) . . ?
C14 C15 C16 118.5(3) . . ?
O2 C16 C17 125.2(2) . . ?
O2 C16 C15 114.7(2) . . ?
C17 C16 C15 120.1(2) . . ?
C16 C17 C12 121.2(2) . . ?
N2 C20 C21 120.7(3) . . ?
C20 C21 C22 120.7(3) . . ?
C21 C22 C23 118.1(3) . . ?
C21 C22 C29 123.1(2) . . ?
C23 C22 C29 118.8(2) . . ?
C24 C23 C28 117.5(3) . . ?
C24 C23 C22 123.1(3) . . ?
C28 C23 C22 119.4(2) . . ?
C25 C24 C23 120.3(3) . . ?
C24 C25 C26 121.1(3) . . ?
C27 C26 C25 120.6(3) . . ?
C26 C27 C28 118.6(3) . . ?
N2 C28 C27 120.4(3) . . ?
N2 C28 C23 117.7(3) . . ?
C27 C28 C23 121.8(3) . . ?
C22 C29 C30 120.1(2) . . ?
C22 C29 C11 119.7(2) . . ?
C30 C29 C11 91.08(19) . . ?
C31 C30 C29 114.8(2) . . ?
C31 C30 C10 123.3(2) . . ?
C29 C30 C10 88.58(19) . . ?
C32 C31 C36 118.1(3) . . ?
C32 C31 C30 119.6(2) . . ?
C36 C31 C30 122.0(2) . . ?
C31 C32 C33 121.2(2) . . ?
C34 C33 C32 120.5(3) . . ?
O3 C34 C33 124.6(2) . . ?
O3 C34 C35 116.5(2) . . ?
C33 C34 C35 119.0(3) . . ?
C36 C35 O4 124.5(2) . . ?
C36 C35 C34 120.1(2) . . ?
O4 C35 C34 115.4(2) . . ?
C35 C36 C31 121.2(2) . . ?
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
Cl1 O14 1.430(2) . ?
Cl1 O12 1.432(2) . ?
Cl1 O11 1.445(2) . ?
Cl1 O13 1.455(2) . ?
Cl2 O24 1.409(3) . ?
Cl2 O21 1.424(2) . ?
Cl2 O22 1.425(2) . ?
Cl2 O23 1.441(3) . ?
N1 C1 1.322(4) . ?
N1 C9 1.375(3) . ?
N2 C20 1.322(4) . ?
N2 C28 1.376(3) . ?
O1 C15 1.367(3) . ?
O1 C18 1.435(3) . ?
O2 C16 1.374(3) . ?
O2 C19 1.434(3) . ?
O3 C34 1.370(3) . ?
O3 C37 1.432(3) . ?
O4 C35 1.379(3) . ?
O4 C38 1.438(3) . ?
C1 C2 1.384(4) . ?
C2 C3 1.385(3) . ?
C3 C4 1.431(4) . ?
C3 C10 1.493(4) . ?
C4 C9 1.413(4) . ?
C4 C5 1.422(4) . ?
C5 C6 1.368(4) . ?
C6 C7 1.414(4) . ?
C7 C8 1.367(4) . ?
C8 C9 1.402(4) . ?
C10 C11 1.544(4) . ?
C10 C30 1.584(4) . ?
C11 C12 1.499(4) . ?
C11 C29 1.579(4) . ?
C12 C13 1.388(4) . ?
C12 C17 1.410(4) . ?
C13 C14 1.381(4) . ?
C14 C15 1.389(4) . ?
C15 C16 1.412(4) . ?
C16 C17 1.379(4) . ?
C20 C21 1.380(4) . ?
C21 C22 1.381(4) . ?
C22 C23 1.434(4) . ?
C22 C29 1.485(4) . ?
C23 C24 1.414(4) . ?
C23 C28 1.416(4) . ?
C24 C25 1.367(4) . ?
C25 C26 1.404(5) . ?
C26 C27 1.372(4) . ?
C27 C28 1.403(4) . ?
C29 C30 1.554(4) . ?
C30 C31 1.490(4) . ?
C31 C32 1.383(4) . ?
C31 C36 1.410(4) . ?
C32 C33 1.396(4) . ?
C33 C34 1.382(4) . ?
C34 C35 1.410(4) . ?
C35 C36 1.376(4) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139175777
