#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:22:36 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180075 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/21/7052115.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_7052115
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         '(C42 H44 N2 O4), 2(Cl O4)1-, (C6 H6)'
_chemical_formula_sum            'C48 H50 Cl2 N2 O12'
_chemical_formula_weight         917.80
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 99.737(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.7053(9)
_cell_length_b                   20.304(2)
_cell_length_c                   14.3081(15)
_cell_measurement_reflns_used    2043
_cell_measurement_temperature    120.0(2)
_cell_measurement_theta_max      29.734
_cell_measurement_theta_min      2.472
_cell_volume                     2206.2(4)
_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 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Bruker SMART-1K'
_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  0.1426
_diffrn_reflns_av_sigmaI/netI    0.2346
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            11384
_diffrn_reflns_theta_full        28.00
_diffrn_reflns_theta_max         28.00
_diffrn_reflns_theta_min         1.76
_exptl_absorpt_coefficient_mu    0.215
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.382
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             964
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.36
_refine_diff_density_max         0.932
_refine_diff_density_min         -0.531
_refine_diff_density_rms         0.138
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     304
_refine_ls_number_reflns         5204
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.2886
_refine_ls_R_factor_gt           0.1495
_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)+(0.1332P)²+7.8505P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3078
_refine_ls_wR_factor_ref         0.3606
_reflns_number_gt                2180
_reflns_number_total             5204
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b615056j.txt
_cod_data_source_block           7
_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 
;
_cod_original_sg_symbol_H-M      'P 1 2(1)/n 1'
_cod_database_code               7052115
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
Cl1 Cl 0.4293(3) 0.59937(10) -0.20938(14) 0.0272(5) Uani 1 1 d . . .
O1' O 0.4644(7) 0.5982(3) -0.1093(4) 0.0292(15) Uani 0.90 1 d P . .
O2' O 0.2805(8) 0.5571(3) -0.2444(4) 0.0311(16) Uani 0.90 1 d P . .
O3' O 0.5815(10) 0.5750(4) -0.2430(5) 0.049(2) Uani 0.90 1 d P . .
O4' O 0.3918(12) 0.6650(3) -0.2433(6) 0.063(3) Uani 0.90 1 d P . .
O1 O 0.4859(7) 0.6429(2) -0.8166(4) 0.0222(12) Uani 1 1 d . . .
O2 O 0.4671(9) 0.7602(3) -0.7571(4) 0.0378(16) Uani 1 1 d . . .
N1 N 0.0048(8) 0.6078(3) -0.7154(4) 0.0217(15) Uani 1 1 d . . .
C1 C 0.4857(12) 0.5771(4) -0.8551(5) 0.0265(19) Uani 1 1 d . . .
H1A H 0.4697 0.5795 -0.9244 0.040 Uiso 1 1 calc R . .
H1B H 0.3893 0.5517 -0.8362 0.040 Uiso 1 1 calc R . .
H1C H 0.5982 0.5556 -0.8308 0.040 Uiso 1 1 calc R . .
C2 C 0.4340(19) 0.8253(5) -0.7287(7) 0.068(4) Uani 1 1 d . . .
H2A H 0.4125 0.8540 -0.7846 0.103 Uiso 1 1 calc R . .
H2B H 0.5364 0.8415 -0.6846 0.103 Uiso 1 1 calc R . .
H2C H 0.3304 0.8255 -0.6973 0.103 Uiso 1 1 calc R . .
C3 C 0.5006(10) 0.7132(4) -0.6868(6) 0.0214(17) Uani 1 1 d . . .
C4 C 0.5279(11) 0.7247(4) -0.5905(6) 0.0275(19) Uani 1 1 d . . .
H4A H 0.5298 0.7687 -0.5678 0.033 Uiso 1 1 calc R . .
C5 C 0.5531(11) 0.6723(4) -0.5251(5) 0.0222(18) Uani 1 1 d . . .
H5A H 0.5703 0.6810 -0.4590 0.027 Uiso 1 1 calc R . .
C6 C 0.5529(10) 0.6081(3) -0.5575(5) 0.0193(17) Uani 1 1 d . . .
C7 C 0.5320(10) 0.5969(4) -0.6557(5) 0.0224(17) Uani 1 1 d . . .
H7A H 0.5348 0.5529 -0.6783 0.027 Uiso 1 1 calc R . .
C8 C 0.5074(9) 0.6482(4) -0.7205(6) 0.0205(17) Uani 1 1 d . . .
C9 C 0.5468(10) 0.5524(4) -0.4883(5) 0.0212(17) Uani 1 1 d . . .
C10 C 0.3618(11) 0.5142(4) -0.4931(5) 0.0225(18) Uani 1 1 d . . .
C11 C 0.2186(11) 0.5411(4) -0.5677(5) 0.0238(18) Uani 1 1 d . . .
C12 C 0.1457(10) 0.6049(4) -0.5508(5) 0.0182(16) Uani 1 1 d . . .
C13 C 0.1770(11) 0.6354(4) -0.4623(5) 0.0262(19) Uani 1 1 d . . .
H13A H 0.2438 0.6129 -0.4100 0.031 Uiso 1 1 calc R . .
C14 C 0.1117(11) 0.6986(4) -0.4488(6) 0.0268(19) Uani 1 1 d . . .
H14A H 0.1308 0.7185 -0.3878 0.032 Uiso 1 1 calc R . .
C15 C 0.0177(12) 0.7317(4) -0.5274(6) 0.034(2) Uani 1 1 d . . .
H15A H -0.0225 0.7751 -0.5189 0.041 Uiso 1 1 calc R . .
C16 C -0.0182(11) 0.7043(4) -0.6148(6) 0.028(2) Uani 1 1 d . . .
H16A H -0.0828 0.7281 -0.6664 0.034 Uiso 1 1 calc R . .
C17 C 0.0431(10) 0.6384(4) -0.6285(5) 0.0195(17) Uani 1 1 d . . .
C18 C 0.0560(10) 0.5455(4) -0.7269(6) 0.0247(18) Uani 1 1 d . . .
H18A H 0.0190 0.5238 -0.7857 0.030 Uiso 1 1 calc R . .
C19 C 0.1614(10) 0.5126(4) -0.6543(5) 0.0186(16) Uani 1 1 d . . .
H19A H 0.1957 0.4686 -0.6646 0.022 Uiso 1 1 calc R . .
C20 C -0.0846(11) 0.6437(4) -0.8012(6) 0.0259(18) Uani 1 1 d . . .
H20A H -0.1841 0.6695 -0.7847 0.031 Uiso 1 1 calc R . .
H20B H -0.1329 0.6114 -0.8506 0.031 Uiso 1 1 calc R . .
C21 C 0.0416(12) 0.6898(4) -0.8403(6) 0.031(2) Uani 1 1 d . . .
H21A H -0.0210 0.7123 -0.8966 0.047 Uiso 1 1 calc R . .
H21B H 0.1394 0.6642 -0.8575 0.047 Uiso 1 1 calc R . .
H21C H 0.0876 0.7224 -0.7919 0.047 Uiso 1 1 calc R . .
C1S C 0.9126(14) 0.4482(5) 0.0357(7) 0.043(2) Uani 1 1 d . . .
C2S C 0.8211(12) 0.5049(5) 0.0058(6) 0.035(2) Uani 1 1 d . . .
C3S C 0.9097(13) 0.5570(5) -0.0299(6) 0.039(2) Uani 1 1 d . . .
H9A H 0.583(10) 0.561(4) -0.418(5) 0.022 Uiso 1 1 d . . .
H10A H 0.329(11) 0.519(4) -0.433(6) 0.030 Uiso 1 1 d . . .
H1SA H 0.843(16) 0.413(6) 0.067(9) 0.087 Uiso 1 1 d . . .
H2SA H 0.705(12) 0.497(4) 0.019(5) 0.028 Uiso 1 1 d . . .
H3SA H 0.835(13) 0.588(5) -0.056(7) 0.046 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
O1' Cl1 O3' 107.9(4) . . ?
O1' Cl1 O4' 110.7(5) . . ?
O3' Cl1 O4' 109.8(5) . . ?
O1' Cl1 O2' 110.2(4) . . ?
O3' Cl1 O2' 108.9(4) . . ?
O4' Cl1 O2' 109.3(4) . . ?
C8 O1 C1 116.8(6) . . ?
C3 O2 C2 117.2(7) . . ?
C18 N1 C17 120.8(6) . . ?
C18 N1 C20 117.6(6) . . ?
C17 N1 C20 121.5(6) . . ?
C4 C3 O2 126.2(7) . . ?
C4 C3 C8 119.4(7) . . ?
O2 C3 C8 114.3(7) . . ?
C3 C4 C5 121.2(7) . . ?
C6 C5 C4 119.8(7) . . ?
C5 C6 C7 118.7(7) . . ?
C5 C6 C9 119.0(7) . . ?
C7 C6 C9 121.6(7) . . ?
C8 C7 C6 121.8(7) . . ?
O1 C8 C7 126.5(7) . . ?
O1 C8 C3 114.5(7) . . ?
C7 C8 C3 119.0(7) . . ?
C6 C9 C10 118.0(6) . 3_664 ?
C6 C9 C10 117.2(6) . . ?
C10 C9 C10 89.8(6) 3_664 . ?
C11 C10 C9 119.3(6) . 3_664 ?
C11 C10 C9 113.1(6) . . ?
C9 C10 C9 90.2(6) 3_664 . ?
C19 C11 C12 117.0(7) . . ?
C19 C11 C10 125.0(7) . . ?
C12 C11 C10 117.7(6) . . ?
C13 C12 C17 119.1(7) . . ?
C13 C12 C11 122.4(6) . . ?
C17 C12 C11 118.5(7) . . ?
C12 C13 C14 121.3(7) . . ?
C15 C14 C13 118.4(8) . . ?
C16 C15 C14 122.8(8) . . ?
C15 C16 C17 119.0(7) . . ?
N1 C17 C12 119.7(7) . . ?
N1 C17 C16 121.0(7) . . ?
C12 C17 C16 119.3(7) . . ?
N1 C18 C19 120.8(7) . . ?
C11 C19 C18 122.3(7) . . ?
N1 C20 C21 111.6(6) . . ?
C2S C1S C3S 120.2(10) . 3_765 ?
C1S C2S C3S 119.2(9) . . ?
C1S C3S C2S 120.6(9) 3_765 . ?
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 O1' 1.412(6) . ?
Cl1 O3' 1.430(7) . ?
Cl1 O4' 1.431(7) . ?
Cl1 O2' 1.451(6) . ?
O1 C8 1.361(9) . ?
O1 C1 1.444(9) . ?
O2 C3 1.378(9) . ?
O2 C2 1.419(10) . ?
N1 C18 1.345(10) . ?
N1 C17 1.377(9) . ?
N1 C20 1.491(9) . ?
C3 C4 1.378(11) . ?
C3 C8 1.409(11) . ?
C4 C5 1.408(11) . ?
C5 C6 1.384(10) . ?
C6 C7 1.406(10) . ?
C6 C9 1.508(10) . ?
C7 C8 1.387(11) . ?
C9 C10 1.568(10) 3_664 ?
C9 C10 1.615(12) . ?
C10 C11 1.503(10) . ?
C10 C9 1.568(10) 3_664 ?
C11 C19 1.370(10) . ?
C11 C12 1.450(10) . ?
C12 C13 1.394(10) . ?
C12 C17 1.423(10) . ?
C13 C14 1.404(11) . ?
C14 C15 1.401(11) . ?
C15 C16 1.355(12) . ?
C16 C17 1.443(11) . ?
C18 C19 1.379(10) . ?
C20 C21 1.522(12) . ?
C1S C2S 1.380(14) . ?
C1S C3S 1.389(14) 3_765 ?
C2S C3S 1.401(14) . ?
C3S C1S 1.389(14) 3_765 ?
