#------------------------------------------------------------------------------
#$Date: 2016-03-26 14:05:55 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180247 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/33/7113336.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_7113336
loop_
_publ_author_name
'Briceño, Alexander'
'Leal, Dayana'
'Atencio, Reinaldo'
'Díaz de Delgado, Graciela'
_publ_section_title
;
 Supramolecular isomerism in multivalent metal-templated assemblies with
 topochemical influence in the regioselective synthesis of
 tetrakis(2-pyridyl)cyclobutane isomers.
;
_journal_issue                   33
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              3534
_journal_page_last               3536
_journal_paper_doi               10.1039/b606673a
_journal_year                    2006
_chemical_compound_source        Synthesis
_chemical_formula_moiety         '4(C12 H10 N2), C2 H8 Mn N2 O4 S2'
_chemical_formula_sum            'C50 H48 Mn N10 O4 S2'
_chemical_formula_weight         972.04
_chemical_name_systematic
;
?
;
_space_group_IT_number           13
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yac'
_symmetry_space_group_name_H-M   'P 1 2/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                 110.314(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   13.3756(18)
_cell_length_b                   12.0960(14)
_cell_length_c                   16.498(2)
_cell_measurement_reflns_used    3419
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      28.01
_cell_measurement_theta_min      2.14
_cell_volume                     2503.2(5)
_computing_cell_refinement       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_molecular_graphics
;
SHELXLTL-NT V5.1 (Bruker AXS, 1998) and DIAMOND
(Brandenburg, 1998)
;
_computing_publication_material
;
SHELXLTL-NT V5.1 (Bruker AXS, 1998) and PLATON (Spek, 2003).
;
_computing_structure_refinement  'SHELXLTL-NT V5.1 (Bruker AXS, 1998)'
_computing_structure_solution    'SHELXLTL-NT V5.1 (Bruker AXS, 1998)'
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean 14.6306
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.844
_diffrn_measurement_device
;
Mercury (2x2 bin mode)
;
_diffrn_measurement_device_type  'Rigaku AFC7S Mercury'
_diffrn_measurement_method       'ω '
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0336
_diffrn_reflns_av_sigmaI/netI    0.0277
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            28180
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.01
_diffrn_reflns_theta_min         2.14
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.401
_exptl_absorpt_correction_T_max  0.912
_exptl_absorpt_correction_T_min  0.820
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.290
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1014
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.404
_refine_diff_density_min         -0.286
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         5108
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.098
_refine_ls_R_factor_all          0.0995
_refine_ls_R_factor_gt           0.0670
_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)+(0.0786P)²+1.2455P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1635
_refine_ls_wR_factor_ref         0.1817
_reflns_number_gt                3663
_reflns_number_total             5108
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b606673a.txt
_cod_data_source_block           shelxl_compound_1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'Multi-scan'
changed to 'multi-scan' according to
/usr/data/users/saulius/automatic-downloads/retrospective/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_cell_volume        2503.2(6)
_cod_original_sg_symbol_H-M      P2/n
_cod_database_code               7113336
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, 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
Mn1 Mn 0.2500 -0.25185(4) 0.7500 0.0453(2) Uani 1 2 d S . .
S1 S -0.05165(10) -0.24568(9) 0.85135(9) 0.0937(4) Uani 1 1 d . . .
N1 N 0.0923(2) -0.2556(2) 0.7650(2) 0.0666(8) Uani 1 1 d . . .
N2 N 0.0783(2) 0.4245(2) 0.73832(17) 0.0602(7) Uani 1 1 d . . .
N3 N 0.3101(2) 0.0702(2) 0.64550(19) 0.0683(8) Uani 1 1 d . . .
N4 N 0.1923(2) 0.5545(2) 0.51053(17) 0.0647(7) Uani 1 1 d . . .
O1W O 0.1785(2) -0.25445(17) 0.60699(14) 0.0672(6) Uani 1 1 d . . .
H1W1 H 0.1760 -0.3134 0.5788 0.081 Uiso 1 1 d R . .
H2W1 H 0.1814 -0.2023 0.5776 0.081 Uiso 1 1 d R . .
O2W O 0.2500 -0.4304(2) 0.7500 0.0590(8) Uani 1 2 d S . .
H1W2 H 0.1950 -0.4808 0.7485 0.071 Uiso 1 1 d R . .
O3W O 0.2500 -0.0745(2) 0.7500 0.0906(13) Uani 1 2 d S . .
H1W3 H 0.2354 -0.0370 0.7851 0.109 Uiso 1 1 d R . .
C1 C 0.0327(3) -0.2514(2) 0.8008(2) 0.0537(7) Uani 1 1 d . . .
C2 C 0.1470(3) 0.3010(3) 0.65917(19) 0.0569(8) Uani 1 1 d . . .
H2 H 0.1797 0.3595 0.6415 0.068 Uiso 1 1 calc R . .
C3 C 0.1769(3) 0.1991(3) 0.64849(19) 0.0564(8) Uani 1 1 d . . .
H3 H 0.1373 0.1409 0.6585 0.068 Uiso 1 1 calc R . .
C4 C 0.0659(2) 0.3272(2) 0.69702(19) 0.0524(7) Uani 1 1 d . . .
C5 C 0.0079(3) 0.4516(3) 0.7761(2) 0.0697(9) Uani 1 1 d . . .
H5 H 0.0170 0.5183 0.8057 0.084 Uiso 1 1 calc R . .
C6 C -0.0764(3) 0.3865(3) 0.7735(3) 0.0811(11) Uani 1 1 d . . .
H6 H -0.1241 0.4088 0.7999 0.097 Uiso 1 1 calc R . .
C7 C -0.0889(3) 0.2882(4) 0.7312(3) 0.0923(13) Uani 1 1 d . . .
H7 H -0.1458 0.2422 0.7283 0.111 Uiso 1 1 calc R . .
C8 C -0.0176(3) 0.2572(3) 0.6928(3) 0.0770(11) Uani 1 1 d . . .
H8 H -0.0251 0.1898 0.6642 0.092 Uiso 1 1 calc R . .
C9 C 0.2678(3) 0.1712(2) 0.62201(18) 0.0549(8) Uani 1 1 d . . .
C10 C 0.3937(3) 0.0419(3) 0.6238(3) 0.0819(11) Uani 1 1 d . . .
H10 H 0.4246 -0.0269 0.6413 0.098 Uiso 1 1 calc R . .
C11 C 0.4366(3) 0.1081(4) 0.5773(3) 0.0852(11) Uani 1 1 d . . .
H11 H 0.4937 0.0837 0.5621 0.102 Uiso 1 1 calc R . .
C12 C 0.3940(4) 0.2107(4) 0.5535(3) 0.0865(12) Uani 1 1 d . . .
H12 H 0.4218 0.2580 0.5223 0.104 Uiso 1 1 calc R . .
C13 C 0.3092(3) 0.2425(3) 0.5766(2) 0.0710(10) Uani 1 1 d . . .
H13 H 0.2795 0.3124 0.5616 0.085 Uiso 1 1 calc R . .
C14 C 0.0137(3) 0.4744(3) 0.4713(2) 0.0649(9) Uani 1 1 d . . .
H14 H -0.0367 0.4287 0.4328 0.078 Uiso 1 1 calc R . .
C15 C 0.1196(3) 0.4829(3) 0.4622(2) 0.0579(8) Uani 1 1 d . . .
C16 C 0.2875(3) 0.5560(3) 0.5005(3) 0.0779(10) Uani 1 1 d . . .
H16 H 0.3388 0.6050 0.5341 0.093 Uiso 1 1 calc R . .
C17 C 0.3137(3) 0.4893(4) 0.4433(3) 0.0827(12) Uani 1 1 d . . .
H17 H 0.3814 0.4922 0.4395 0.099 Uiso 1 1 calc R . .
C18 C 0.2385(3) 0.4190(4) 0.3924(3) 0.0823(12) Uani 1 1 d . . .
H18 H 0.2531 0.3745 0.3519 0.099 Uiso 1 1 calc R . .
C19 C 0.1405(3) 0.4150(3) 0.4020(2) 0.0685(9) Uani 1 1 d . . .
H19 H 0.0883 0.3670 0.3682 0.082 Uiso 1 1 calc R . .
C20 C -0.0115(6) -0.0269(6) 0.5305(4) 0.0620(15) Uiso 0.55 1 d P . 1
H20 H 0.0338 -0.0845 0.5577 0.074 Uiso 0.55 1 calc PR . 1
C21 C -0.0984(4) -0.0055(6) 0.5584(4) 0.072(2) Uiso 0.55 1 d PG A 1
N5 N -0.1661(5) 0.0822(5) 0.5218(3) 0.0664(19) Uiso 0.55 1 d PG A 1
C22 C -0.2481(5) 0.1093(5) 0.5519(4) 0.074(2) Uiso 0.55 1 d PG A 1
H22 H -0.2934 0.1680 0.5274 0.088 Uiso 0.55 1 calc PR A 1
C23 C -0.2623(5) 0.0486(7) 0.6186(5) 0.100(4) Uiso 0.55 1 d PG A 1
H23 H -0.3171 0.0667 0.6388 0.120 Uiso 0.55 1 calc PR A 1
C24 C -0.1945(6) -0.0391(6) 0.6553(4) 0.094(3) Uiso 0.55 1 d PG A 1
H24 H -0.2040 -0.0797 0.6999 0.113 Uiso 0.55 1 calc PR A 1
C25 C -0.1126(5) -0.0662(5) 0.6252(5) 0.087(3) Uiso 0.55 1 d PG A 1
H25 H -0.0673 -0.1249 0.6497 0.105 Uiso 0.55 1 calc PR A 1
C20A C -0.0413(6) 0.0293(7) 0.4931(6) 0.066(2) Uiso 0.45 1 d P . 2
H20A H -0.0582 0.0788 0.4472 0.079 Uiso 0.45 1 calc PR . 2
C21A C -0.1118(6) 0.0257(7) 0.5428(5) 0.066(2) Uiso 0.45 1 d PG B 2
N5A N -0.1955(7) 0.1010(6) 0.5202(4) 0.073(3) Uiso 0.45 1 d PG B 2
C22A C -0.2692(6) 0.0991(7) 0.5624(6) 0.108(5) Uiso 0.45 1 d PG B 2
H22A H -0.3252 0.1494 0.5473 0.129 Uiso 0.45 1 calc PR B 2
C23A C -0.2592(7) 0.0219(9) 0.6272(6) 0.090(4) Uiso 0.45 1 d PG B 2
H23A H -0.3085 0.0206 0.6554 0.109 Uiso 0.45 1 calc PR B 2
C24A C -0.1754(8) -0.0534(8) 0.6498(6) 0.111(5) Uiso 0.45 1 d PG B 2
H24A H -0.1687 -0.1050 0.6931 0.134 Uiso 0.45 1 calc PR B 2
C25A C -0.1017(6) -0.0515(7) 0.6076(6) 0.097(4) Uiso 0.45 1 d PG B 2
H25A H -0.0457 -0.1018 0.6227 0.117 Uiso 0.45 1 calc PR B 2
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'
Mn Mn 0.3368 0.7283 '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'
S S 0.1246 0.1234 '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
O3W Mn1 O2W 180.000(1) . .
O3W Mn1 N1 91.17(7) . .
O2W Mn1 N1 88.83(7) . .
O3W Mn1 N1 91.17(7) . 2_556
O2W Mn1 N1 88.83(7) . 2_556
N1 Mn1 N1 177.67(14) . 2_556
O3W Mn1 O1W 90.81(5) . 2_556
O2W Mn1 O1W 89.19(5) . 2_556
N1 Mn1 O1W 87.51(11) . 2_556
N1 Mn1 O1W 92.46(11) 2_556 2_556
O3W Mn1 O1W 90.81(5) . .
O2W Mn1 O1W 89.19(5) . .
N1 Mn1 O1W 92.46(11) . .
N1 Mn1 O1W 87.51(11) 2_556 .
O1W Mn1 O1W 178.38(11) 2_556 .
C1 N1 Mn1 156.8(3) . .
C5 N2 C4 117.9(3) . .
C10 N3 C9 117.7(3) . .
C15 N4 C16 117.4(3) . .
Mn1 O1W H1W1 121.2 . .
Mn1 O1W H2W1 122.4 . .
H1W1 O1W H2W1 109.3 . .
Mn1 O2W H1W2 130.0 . .
Mn1 O3W H1W3 124.1 . .
N1 C1 S1 179.9(3) . .
C3 C2 C4 124.1(3) . .
C3 C2 H2 118.0 . .
C4 C2 H2 118.0 . .
C2 C3 C9 124.9(3) . .
C2 C3 H3 117.5 . .
C9 C3 H3 117.5 . .
N2 C4 C8 121.2(3) . .
N2 C4 C2 115.3(3) . .
C8 C4 C2 123.5(3) . .
N2 C5 C6 123.5(3) . .
N2 C5 H5 118.2 . .
C6 C5 H5 118.2 . .
C7 C6 C5 118.3(4) . .
C7 C6 H6 120.8 . .
C5 C6 H6 120.8 . .
C6 C7 C8 119.7(4) . .
C6 C7 H7 120.1 . .
C8 C7 H7 120.1 . .
C7 C8 C4 119.3(3) . .
C7 C8 H8 120.4 . .
C4 C8 H8 120.4 . .
N3 C9 C13 121.2(3) . .
N3 C9 C3 115.6(3) . .
C13 C9 C3 123.3(3) . .
N3 C10 C11 123.8(4) . .
N3 C10 H10 118.1 . .
C11 C10 H10 118.1 . .
C12 C11 C10 118.6(4) . .
C12 C11 H11 120.7 . .
C10 C11 H11 120.7 . .
C11 C12 C13 118.6(4) . .
C11 C12 H12 120.7 . .
C13 C12 H12 120.7 . .
C12 C13 C9 120.1(3) . .
C12 C13 H13 119.9 . .
C9 C13 H13 119.9 . .
C14 C14 C15 124.7(5) 3_566 .
C14 C14 H14 117.7 3_566 .
C15 C14 H14 117.7 . .
N4 C15 C19 121.6(3) . .
N4 C15 C14 120.5(3) . .
C19 C15 C14 118.0(3) . .
N4 C16 C17 123.7(4) . .
N4 C16 H16 118.1 . .
C17 C16 H16 118.1 . .
C18 C17 C16 118.7(4) . .
C18 C17 H17 120.7 . .
C16 C17 H17 120.7 . .
C17 C18 C19 118.8(4) . .
C17 C18 H18 120.6 . .
C19 C18 H18 120.6 . .
C18 C19 C15 119.8(4) . .
C18 C19 H19 120.1 . .
C15 C19 H19 120.1 . .
C20 C20 C21 126.3(10) 3_556 .
C20 C20 H20 116.8 3_556 .
C21 C20 H20 116.8 . .
N5 C21 C25 120.0 . .
N5 C21 C20 118.9(6) . .
C25 C21 C20 121.0(6) . .
C21 N5 C22 120.0 . .
C23 C22 N5 120.0 . .
C23 C22 H22 120.0 . .
N5 C22 H22 120.0 . .
C24 C23 C22 120.0 . .
C24 C23 H23 120.0 . .
C22 C23 H23 120.0 . .
C23 C24 C25 120.0 . .
C23 C24 H24 120.0 . .
C25 C24 H24 120.0 . .
C24 C25 C21 120.0 . .
C24 C25 H25 120.0 . .
C21 C25 H25 120.0 . .
C20A C20A C21A 125.6(12) 3_556 .
C20A C20A H20A 117.2 3_556 .
C21A C20A H20A 117.2 . .
N5A C21A C25A 120.0 . .
N5A C21A C20A 116.8(7) . .
C25A C21A C20A 123.1(8) . .
C21A N5A C22A 120.0 . .
C23A C22A N5A 120.0 . .
C23A C22A H22A 120.0 . .
N5A C22A H22A 120.0 . .
C22A C23A C24A 120.0 . .
C22A C23A H23A 120.0 . .
C24A C23A H23A 120.0 . .
C25A C24A C23A 120.0 . .
C25A C24A H24A 120.0 . .
C23A C24A H24A 120.0 . .
C24A C25A C21A 120.0 . .
C24A C25A H25A 120.0 . .
C21A C25A H25A 120.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 O3W 2.145(3) .
Mn1 O2W 2.160(3) .
Mn1 N1 2.207(3) .
Mn1 N1 2.207(3) 2_556
Mn1 O1W 2.217(2) 2_556
Mn1 O1W 2.217(2) .
S1 C1 1.621(3) .
N1 C1 1.147(4) .
N2 C5 1.337(4) .
N2 C4 1.342(4) .
N3 C10 1.332(4) .
N3 C9 1.345(4) .
N4 C15 1.339(4) .
N4 C16 1.341(5) .
O1W H1W1 0.8456 .
O1W H2W1 0.8045 .
O2W H1W2 0.9492 .
O3W H1W3 0.8114 .
C2 C3 1.327(4) .
C2 C4 1.463(4) .
C2 H2 0.9300 .
C3 C9 1.466(5) .
C3 H3 0.9300 .
C4 C8 1.383(5) .
C5 C6 1.363(5) .
C5 H5 0.9300 .
C6 C7 1.359(6) .
C6 H6 0.9300 .
C7 C8 1.368(6) .
C7 H7 0.9300 .
C8 H8 0.9300 .
C9 C13 1.379(5) .
C10 C11 1.366(5) .
C10 H10 0.9300 .
C11 C12 1.365(6) .
C11 H11 0.9300 .
C12 C13 1.371(6) .
C12 H12 0.9300 .
C13 H13 0.9300 .
C14 C14 1.287(6) 3_566
C14 C15 1.479(5) .
C14 H14 0.9300 .
C15 C19 1.390(4) .
C16 C17 1.376(6) .
C16 H16 0.9300 .
C17 C18 1.362(6) .
C17 H17 0.9300 .
C18 C19 1.374(5) .
C18 H18 0.9300 .
C19 H19 0.9300 .
C20 C20 1.321(13) 3_556
C20 C21 1.415(8) .
C20 H20 0.9300 .
C21 N5 1.3900 .
C21 C25 1.3900 .
N5 C22 1.3900 .
C22 C23 1.3900 .
C22 H22 0.9300 .
C23 C24 1.3900 .
C23 H23 0.9300 .
C24 C25 1.3900 .
C24 H24 0.9300 .
C25 H25 0.9300 .
C20A C20A 1.264(16) 3_556
C20A C21A 1.449(10) .
C20A H20A 0.9300 .
C21A N5A 1.3900 .
C21A C25A 1.3900 .
N5A C22A 1.3900 .
C22A C23A 1.3900 .
C22A H22A 0.9300 .
C23A C24A 1.3900 .
C23A H23A 0.9300 .
C24A C25A 1.3900 .
C24A H24A 0.9300 .
C25A H25A 0.9300 .
