#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:32:33 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179584 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/49/4504941.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_4504941
loop_
_publ_author_name
'Gao, En-Qing'
'Cheng, Ai-Ling'
'Xu, Yan-Xia'
'Yan, Chun-Hua'
'He, Ming-Yuan'
_publ_section_title
;
 New Inorganic−Organic Hybrid Supramolecular Architectures
 Generated from 2,5-Bis(3-pyridyl)-3,4-diaza-2,4-hexadiene
;
_journal_issue                   3
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1005
_journal_paper_doi               10.1021/cg049659x
_journal_volume                  5
_journal_year                    2005
_chemical_formula_sum            'C42 H50 Cl2 Mn N12 O12'
_chemical_formula_weight         1040.78
_chemical_name_systematic
; 
 ? 
;
_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                101.4771(11)
_cell_angle_beta                 97.0069(9)
_cell_angle_gamma                98.7719(9)
_cell_formula_units_Z            1
_cell_length_a                   8.9231(2)
_cell_length_b                   11.2023(2)
_cell_length_c                   12.7643(2)
_cell_measurement_reflns_used    17834
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      3.395
_cell_volume                     1220.39(4)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor, 1997)'
_computing_data_collection       'KappaCCD (Nonius B. V., 1998)'
_computing_data_reduction
'HKL Denzo (Otwinowski & Minor, 1997) & maXus (Mackay et al., 1998)'
_computing_molecular_graphics    'Bruker SHELXTL V5.1 (Sheldrick, 1998)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 0.76
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type  'NONIUS KappaCCD Diffractometer'
_diffrn_measurement_method       CCD
_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  0.0386
_diffrn_reflns_av_sigmaI/netI    0.0347
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            25887
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         3.42
_exptl_absorpt_coefficient_mu    0.452
_exptl_absorpt_correction_T_max  0.937
_exptl_absorpt_correction_T_min  0.878
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   '(Blessing, 1995, 1997)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.416
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             541
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.600
_refine_diff_density_min         -0.469
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       0.019(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     333
_refine_ls_number_reflns         5444
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0693
_refine_ls_R_factor_gt           0.0474
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0739P)²+0.3988P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1241
_refine_ls_wR_factor_ref         0.1371
_reflns_number_gt                4070
_reflns_number_total             5444
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg049659xsi20050106_070011.cif
_cod_data_source_block           1
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4504941
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
Mn1 Mn 0.0000 0.0000 0.0000 0.03893(16) Uani 1 2 d S
C1 C 0.1984(2) -0.0243(2) 0.21975(16) 0.0426(5) Uani 1 1 d .
H1A H 0.2773 -0.0030 0.1818 0.051 Uiso 1 1 calc R
C2 C 0.2375(2) -0.0413(2) 0.32384(15) 0.0415(5) Uani 1 1 d .
C3 C 0.1185(3) -0.0738(3) 0.37837(18) 0.0581(6) Uani 1 1 d .
H3A H 0.1396 -0.0855 0.4484 0.070 Uiso 1 1 calc R
C4 C -0.0313(3) -0.0887(3) 0.3290(2) 0.0641(7) Uani 1 1 d .
H4A H -0.1122 -0.1116 0.3648 0.077 Uiso 1 1 calc R
C5 C -0.0592(3) -0.0692(2) 0.22570(18) 0.0498(5) Uani 1 1 d .
H5A H -0.1605 -0.0787 0.1928 0.060 Uiso 1 1 calc R
C6 C 0.4007(2) -0.0247(2) 0.37420(16) 0.0448(5) Uani 1 1 d .
C7 C 0.5215(3) -0.0330(4) 0.3058(2) 0.0825(10) Uani 1 1 d .
H7A H 0.6095 -0.0536 0.3447 0.124 Uiso 1 1 calc R
H7B H 0.5501 0.0453 0.2870 0.124 Uiso 1 1 calc R
H7C H 0.4838 -0.0960 0.2411 0.124 Uiso 1 1 calc R
C8 C 1.1940(3) 0.4074(2) 0.8816(2) 0.0617(7) Uani 1 1 d .
H8A H 1.2944 0.4106 0.9135 0.074 Uiso 1 1 calc R
C9 C 1.1706(3) 0.4519(3) 0.7896(2) 0.0723(8) Uani 1 1 d .
H9A H 1.2534 0.4867 0.7611 0.087 Uiso 1 1 calc R
C10 C 1.0226(3) 0.4443(2) 0.7401(2) 0.0614(7) Uani 1 1 d .
H10A H 1.0045 0.4718 0.6764 0.074 Uiso 1 1 calc R
C11 C 0.9005(3) 0.3954(2) 0.78560(18) 0.0497(5) Uani 1 1 d .
C12 C 0.9363(3) 0.3558(2) 0.88062(19) 0.0527(6) Uani 1 1 d .
H12A H 0.8560 0.3249 0.9135 0.063 Uiso 1 1 calc R
C13 C 0.7382(3) 0.3842(2) 0.73610(18) 0.0507(5) Uani 1 1 d .
C14 C 0.6198(4) 0.3938(4) 0.8074(2) 0.0862(10) Uani 1 1 d .
H14A H 0.5293 0.4113 0.7689 0.129 Uiso 1 1 calc R
H14B H 0.6583 0.4594 0.8702 0.129 Uiso 1 1 calc R
H14C H 0.5949 0.3170 0.8294 0.129 Uiso 1 1 calc R
C15 C 0.6458(4) 0.3397(4) 0.4168(2) 0.0948(12) Uani 1 1 d .
H15A H 0.7422 0.3844 0.4581 0.142 Uiso 1 1 calc R
H15B H 0.6161 0.3798 0.3597 0.142 Uiso 1 1 calc R
H15C H 0.6561 0.2564 0.3862 0.142 Uiso 1 1 calc R
C16 C 0.5276(3) 0.3375(2) 0.48807(18) 0.0518(6) Uani 1 1 d .
C17 C 0.3622(3) 0.3164(2) 0.44154(17) 0.0488(5) Uani 1 1 d .
C18 C 0.3135(3) 0.3035(2) 0.33167(18) 0.0568(6) Uani 1 1 d .
H18A H 0.3880 0.3107 0.2872 0.068 Uiso 1 1 calc R
C19 C 0.0606(3) 0.2746(3) 0.3495(2) 0.0643(7) Uani 1 1 d .
H19A H -0.0422 0.2606 0.3185 0.077 Uiso 1 1 calc R
C20 C 0.0961(3) 0.2873(3) 0.4598(2) 0.0774(9) Uani 1 1 d .
H20A H 0.0191 0.2824 0.5026 0.093 Uiso 1 1 calc R
C21 C 0.2480(3) 0.3072(3) 0.5051(2) 0.0699(8) Uani 1 1 d .
H21A H 0.2743 0.3146 0.5792 0.084 Uiso 1 1 calc R
N1 N 0.0530(2) -0.03711(17) 0.17094(13) 0.0429(4) Uani 1 1 d .
N2 N 0.4227(2) -0.0066(2) 0.47731(15) 0.0662(6) Uani 1 1 d .
N3 N 1.0798(3) 0.3597(2) 0.92722(16) 0.0567(5) Uani 1 1 d .
N4 N 0.7132(2) 0.3660(2) 0.63265(16) 0.0674(6) Uani 1 1 d .
N5 N 0.5569(3) 0.3527(2) 0.59123(17) 0.0673(6) Uani 1 1 d .
N6 N 0.1665(3) 0.2816(2) 0.28605(16) 0.0624(6) Uani 1 1 d .
O1 O 0.0832(2) 0.19407(15) 0.06299(12) 0.0546(4) Uani 1 1 d D
O2 O 0.22458(18) -0.02842(19) -0.03436(16) 0.0587(4) Uani 1 1 d D
O3 O 0.4882(3) 0.3551(2) 0.0955(3) 0.1208(11) Uani 1 1 d .
O4 O 0.4873(3) 0.1587(3) 0.1235(2) 0.1062(8) Uani 1 1 d .
O5 O 0.4425(4) 0.1851(3) -0.0469(2) 0.1393(13) Uani 1 1 d .
O6 O 0.6862(3) 0.2581(2) 0.0508(3) 0.1184(11) Uani 1 1 d .
Cl1 Cl 0.52798(7) 0.24206(6) 0.05785(5) 0.0609(2) Uani 1 1 d .
H22 H 0.309(3) 0.035(2) -0.021(4) 0.135(16) Uiso 1 1 d D
H12 H 0.110(4) 0.224(3) 0.1341(13) 0.081(9) Uiso 1 1 d D
H11 H 0.086(4) 0.258(2) 0.025(2) 0.083(9) Uiso 1 1 d D
H21 H 0.254(4) -0.1055(18) -0.048(3) 0.101(12) Uiso 1 1 d 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'
Mn Mn 0.3368 0.7283 '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
O1 Mn1 O1 180.0 . 2
O1 Mn1 O2 88.75(7) . 2
O1 Mn1 O2 91.25(7) 2 2
O1 Mn1 O2 91.25(7) . .
O1 Mn1 O2 88.75(7) 2 .
O2 Mn1 O2 180.0 2 .
O1 Mn1 N1 90.34(6) . .
O1 Mn1 N1 89.66(6) 2 .
O2 Mn1 N1 88.46(7) 2 .
O2 Mn1 N1 91.54(7) . .
O1 Mn1 N1 89.66(6) . 2
O1 Mn1 N1 90.34(6) 2 2
O2 Mn1 N1 91.54(7) 2 2
O2 Mn1 N1 88.46(7) . 2
N1 Mn1 N1 180.0 . 2
N1 C1 C2 123.6(2) . .
N1 C1 H1A 118.2 . .
C2 C1 H1A 118.2 . .
C3 C2 C1 117.20(19) . .
C3 C2 C6 121.56(18) . .
C1 C2 C6 121.2(2) . .
C4 C3 C2 120.0(2) . .
C4 C3 H3A 120.0 . .
C2 C3 H3A 120.0 . .
C3 C4 C5 118.8(2) . .
C3 C4 H4A 120.6 . .
C5 C4 H4A 120.6 . .
N1 C5 C4 122.8(2) . .
N1 C5 H5A 118.6 . .
C4 C5 H5A 118.6 . .
N2 C6 C7 125.1(2) . .
N2 C6 C2 114.8(2) . .
C7 C6 C2 120.10(18) . .
C6 C7 H7A 109.5 . .
C6 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C6 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
N3 C8 C9 123.0(2) . .
N3 C8 H8A 118.5 . .
C9 C8 H8A 118.5 . .
C8 C9 C10 118.9(3) . .
C8 C9 H9A 120.5 . .
C10 C9 H9A 120.5 . .
C9 C10 C11 119.7(2) . .
C9 C10 H10A 120.2 . .
C11 C10 H10A 120.2 . .
C10 C11 C12 117.0(2) . .
C10 C11 C13 122.4(2) . .
C12 C11 C13 120.7(2) . .
N3 C12 C11 123.5(2) . .
N3 C12 H12A 118.2 . .
C11 C12 H12A 118.2 . .
N4 C13 C14 125.4(2) . .
N4 C13 C11 115.7(2) . .
C14 C13 C11 118.9(2) . .
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 . .
C16 C15 H15A 109.5 . .
C16 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C16 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
N5 C16 C15 124.2(2) . .
N5 C16 C17 115.5(2) . .
C15 C16 C17 120.3(2) . .
C21 C17 C18 116.2(2) . .
C21 C17 C16 121.9(2) . .
C18 C17 C16 122.0(2) . .
N6 C18 C17 124.0(2) . .
N6 C18 H18A 118.0 . .
C17 C18 H18A 118.0 . .
N6 C19 C20 122.7(3) . .
N6 C19 H19A 118.7 . .
C20 C19 H19A 118.7 . .
C21 C20 C19 118.4(3) . .
C21 C20 H20A 120.8 . .
C19 C20 H20A 120.8 . .
C20 C21 C17 120.6(2) . .
C20 C21 H21A 119.7 . .
C17 C21 H21A 119.7 . .
C5 N1 C1 117.67(17) . .
C5 N1 Mn1 121.38(13) . .
C1 N1 Mn1 120.93(14) . .
C6 N2 N2 113.6(2) . 2_656
C8 N3 C12 117.9(2) . .
C13 N4 N5 112.6(2) . .
C16 N5 N4 114.4(2) . .
C19 N6 C18 118.1(2) . .
Mn1 O1 H12 120.2(18) . .
Mn1 O1 H11 127.7(17) . .
H12 O1 H11 112(2) . .
Mn1 O2 H22 123(2) . .
Mn1 O2 H21 124(2) . .
H22 O2 H21 111(2) . .
O3 Cl1 O4 111.0(2) . .
O3 Cl1 O6 109.86(17) . .
O4 Cl1 O6 111.80(17) . .
O3 Cl1 O5 110.3(2) . .
O4 Cl1 O5 104.81(19) . .
O6 Cl1 O5 108.9(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 O1 2.1426(16) .
Mn1 O1 2.1427(16) 2
Mn1 O2 2.1594(16) 2
Mn1 O2 2.1594(16) .
Mn1 N1 2.3079(16) .
Mn1 N1 2.3079(16) 2
C1 N1 1.343(2) .
C1 C2 1.389(3) .
C1 H1A 0.9300 .
C2 C3 1.381(3) .
C2 C6 1.487(3) .
C3 C4 1.377(3) .
C3 H3A 0.9300 .
C4 C5 1.379(3) .
C4 H4A 0.9300 .
C5 N1 1.334(3) .
C5 H5A 0.9300 .
C6 N2 1.277(3) .
C6 C7 1.470(4) .
C7 H7A 0.9600 .
C7 H7B 0.9600 .
C7 H7C 0.9600 .
C8 N3 1.329(3) .
C8 C9 1.370(4) .
C8 H8A 0.9300 .
C9 C10 1.375(4) .
C9 H9A 0.9300 .
C10 C11 1.387(4) .
C10 H10A 0.9300 .
C11 C12 1.390(3) .
C11 C13 1.484(3) .
C12 N3 1.335(3) .
C12 H12A 0.9300 .
C13 N4 1.281(3) .
C13 C14 1.479(4) .
C14 H14A 0.9600 .
C14 H14B 0.9600 .
C14 H14C 0.9600 .
C15 C16 1.475(4) .
C15 H15A 0.9600 .
C15 H15B 0.9600 .
C15 H15C 0.9600 .
C16 N5 1.282(3) .
C16 C17 1.487(3) .
C17 C21 1.381(4) .
C17 C18 1.389(3) .
C18 N6 1.334(3) .
C18 H18A 0.9300 .
C19 N6 1.320(4) .
C19 C20 1.380(4) .
C19 H19A 0.9300 .
C20 C21 1.373(4) .
C20 H20A 0.9300 .
C21 H21A 0.9300 .
N2 N2 1.403(4) 2_656
N4 N5 1.405(3) .
O1 H12 0.891(16) .
O1 H11 0.943(17) .
O2 H22 0.928(18) .
O2 H21 0.931(17) .
O3 Cl1 1.378(2) .
O4 Cl1 1.411(2) .
O5 Cl1 1.428(3) .
O6 Cl1 1.411(2) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H12 N6 0.891(16) 1.897(17) 2.788(2) 178(3) .
O1 H11 N3 0.943(17) 1.848(16) 2.781(2) 169(3) 1_454
O2 H22 O5 0.928(18) 2.01(2) 2.887(4) 157(4) .
O2 H21 O6 0.931(17) 1.860(19) 2.784(3) 171(3) 2_655
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_4
N1 C1 C2 C3 0.4(4) . .
N1 C1 C2 C6 -179.4(2) . .
C1 C2 C3 C4 0.4(4) . .
C6 C2 C3 C4 -179.8(2) . .
C2 C3 C4 C5 -0.8(4) . .
C3 C4 C5 N1 0.5(4) . .
C3 C2 C6 N2 -19.7(3) . .
C1 C2 C6 N2 160.2(2) . .
C3 C2 C6 C7 158.9(3) . .
C1 C2 C6 C7 -21.3(4) . .
N3 C8 C9 C10 -1.8(5) . .
C8 C9 C10 C11 1.9(5) . .
C9 C10 C11 C12 -0.2(4) . .
C9 C10 C11 C13 -179.8(3) . .
C10 C11 C12 N3 -1.8(4) . .
C13 C11 C12 N3 177.8(2) . .
C10 C11 C13 N4 31.1(4) . .
C12 C11 C13 N4 -148.4(3) . .
C10 C11 C13 C14 -149.2(3) . .
C12 C11 C13 C14 31.2(4) . .
N5 C16 C17 C21 -3.4(4) . .
C15 C16 C17 C21 176.5(3) . .
N5 C16 C17 C18 177.3(2) . .
C15 C16 C17 C18 -2.8(4) . .
C21 C17 C18 N6 -1.0(4) . .
C16 C17 C18 N6 178.3(2) . .
N6 C19 C20 C21 -0.4(5) . .
C19 C20 C21 C17 1.1(5) . .
C18 C17 C21 C20 -0.4(4) . .
C16 C17 C21 C20 -179.7(3) . .
C4 C5 N1 C1 0.3(4) . .
C4 C5 N1 Mn1 -178.2(2) . .
C2 C1 N1 C5 -0.8(3) . .
C2 C1 N1 Mn1 177.76(17) . .
O1 Mn1 N1 C5 108.91(18) . .
O1 Mn1 N1 C5 -71.09(18) 2 .
O2 Mn1 N1 C5 20.17(18) 2 .
O2 Mn1 N1 C5 -159.83(18) . .
N1 Mn1 N1 C5 117(8) 2 .
O1 Mn1 N1 C1 -69.55(17) . .
O1 Mn1 N1 C1 110.45(17) 2 .
O2 Mn1 N1 C1 -158.29(17) 2 .
O2 Mn1 N1 C1 21.71(17) . .
N1 Mn1 N1 C1 -61(8) 2 .
C7 C6 N2 N2 0.5(5) . 2_656
C2 C6 N2 N2 178.9(3) . 2_656
C9 C8 N3 C12 -0.1(4) . .
C11 C12 N3 C8 2.0(4) . .
C14 C13 N4 N5 -1.4(4) . .
C11 C13 N4 N5 178.3(2) . .
C15 C16 N5 N4 -3.1(4) . .
C17 C16 N5 N4 176.9(2) . .
C13 N4 N5 C16 178.3(2) . .
C20 C19 N6 C18 -1.0(4) . .
C17 C18 N6 C19 1.7(4) . .
