#------------------------------------------------------------------------------
#$Date: 2016-02-19 23:18:51 +0100 (vie 19 de feb de 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/94/2019407.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_2019407
loop_
_publ_author_name
'Zhang, Qi-Long'
'Pan, Lu-Tai'
_publ_section_title
;
 A one-dimensional coordination polymer formed from the reaction of
 1,1-diphenyl-3,3'-[(1R,2R)-cyclohexane-1,2-diylbis(azanediyl)]dibut-2-en-1-one
 with MnCl₂·4H₂O
;
_journal_coeditor_code           EM3065
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              16
_journal_page_last               18
_journal_paper_doi               10.1107/S2053229613032531
_journal_volume                  70
_journal_year                    2014
_chemical_formula_iupac          '[Mn Cl2 (C26 H30 N2)]'
_chemical_formula_sum            'C26 H30 Cl2 Mn N2 O2'
_chemical_formula_weight         528.36
_chemical_name_systematic
catena-Poly[[dichloridomanganese(II)]-μ-1,1-diphenyl-3,3'-[(1R,2R)-cyclohexane-1,2-diylbis(azaniumylylidene)]dibut-1-en-1-olate-κ²O:O']
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 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                 98.668(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.014(2)
_cell_length_b                   9.758(2)
_cell_length_c                   13.667(3)
_cell_measurement_temperature    293(2)
_cell_volume                     1320.2(5)
_computing_cell_refinement       'APEX2 (Bruker, 2003)'
_computing_data_collection       'APEX2 (Bruker, 2003)'
_computing_data_reduction        'SAINT (Bruker, 2003)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'WinGX (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_diffrn_measurement_method       'φ and ω scan'
_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  0.0391
_diffrn_reflns_av_sigmaI/netI    0.0439
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14051
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.51
_exptl_absorpt_coefficient_mu    0.727
_exptl_absorpt_correction_T_max  0.8743
_exptl_absorpt_correction_T_min  0.8449
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2008)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             550
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.165
_refine_diff_density_min         -0.176
_refine_ls_abs_structure_details 'Flack (1983), 1857 Friedel pairs'
_refine_ls_abs_structure_Flack   0.034(17)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         4561
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0485
_refine_ls_R_factor_gt           0.0353
_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)+(0.0278P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0653
_refine_ls_wR_factor_ref         0.0703
_reflns_number_gt                3732
_reflns_number_total             4561
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            em3065sup1.cf
_cod_data_source_block           I
_cod_original_cell_volume        1320.3(5)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2019407
_cod_database_fobs_code          2019407
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
C C1 0.8888(4) 1.2027(4) 0.1018(3) 0.0704(10) Uani d . 1 1
H H1 0.9092 1.1100 0.1092 0.084 Uiso calc R 1 1
C C2 0.9884(4) 1.2944(5) 0.0864(3) 0.0849(13) Uani d . 1 1
H H2 1.0757 1.2629 0.0846 0.102 Uiso calc R 1 1
C C3 0.9608(4) 1.4302(5) 0.0737(3) 0.0786(12) Uani d . 1 1
H H3 1.0287 1.4913 0.0638 0.094 Uiso calc R 1 1
C C4 0.8312(4) 1.4764(4) 0.0757(3) 0.0720(10) Uani d . 1 1
H H4 0.8110 1.5688 0.0655 0.086 Uiso calc R 1 1
C C5 0.7311(3) 1.3859(3) 0.0927(2) 0.0597(9) Uani d . 1 1
H H5 0.6443 1.4183 0.0949 0.072 Uiso calc R 1 1
C C6 0.7586(3) 1.2477(3) 0.1064(2) 0.0511(8) Uani d . 1 1
C C7 0.6508(3) 1.1524(3) 0.1296(2) 0.0515(8) Uani d . 1 1
C C8 0.6513(3) 1.0157(3) 0.1034(2) 0.0542(8) Uani d . 1 1
H H8 0.7187 0.9854 0.0686 0.065 Uiso calc R 1 1
C C9 0.5554(3) 0.9189(3) 0.1262(2) 0.0521(8) Uani d . 1 1
C C10 0.5695(4) 0.7738(3) 0.0927(3) 0.0683(10) Uani d . 1 1
H H10A 0.6286 0.7245 0.1423 0.103 Uiso calc R 1 1
H H10B 0.6066 0.7735 0.0318 0.103 Uiso calc R 1 1
H H10C 0.4824 0.7306 0.0824 0.103 Uiso calc R 1 1
C C11 0.3570(3) 0.8693(3) 0.2154(2) 0.0492(7) Uani d . 1 1
H H11 0.3432 0.7842 0.1771 0.059 Uiso calc R 1 1
C C12 0.2248(3) 0.9485(4) 0.2039(2) 0.0629(9) Uani d . 1 1
H H12A 0.1928 0.9627 0.1341 0.075 Uiso calc R 1 1
H H12B 0.2408 1.0378 0.2347 0.075 Uiso calc R 1 1
C C13 0.1163(3) 0.8742(4) 0.2505(2) 0.0702(10) Uani d . 1 1
H H13A 0.0356 0.9305 0.2447 0.084 Uiso calc R 1 1
H H13B 0.0931 0.7890 0.2155 0.084 Uiso calc R 1 1
C C14 0.1655(3) 0.8440(5) 0.3590(2) 0.0647(8) Uani d . 1 1
H H14A 0.0964 0.7942 0.3870 0.078 Uiso calc R 1 1
H H14B 0.1824 0.9294 0.3951 0.078 Uiso calc R 1 1
C C15 0.2953(3) 0.7590(3) 0.3697(2) 0.0586(8) Uani d . 1 1
H H15A 0.3266 0.7415 0.4392 0.070 Uiso calc R 1 1
H H15B 0.2768 0.6715 0.3368 0.070 Uiso calc R 1 1
C C16 0.4051(3) 0.8337(4) 0.32469(19) 0.0468(7) Uani d . 1 1
H H16 0.4278 0.9188 0.3616 0.056 Uiso calc R 1 1
C C17 0.7555(3) 0.6792(3) 0.3695(2) 0.0513(8) Uani d . 1 1
H H17 0.8440 0.7085 0.3884 0.062 Uiso calc R 1 1
C C18 0.6532(3) 0.7782(3) 0.3664(2) 0.0506(8) Uani d . 1 1
C C19 0.6890(4) 0.9213(3) 0.4002(3) 0.0693(10) Uani d . 1 1
H H19A 0.6739 0.9824 0.3445 0.104 Uiso calc R 1 1
H H19B 0.7823 0.9248 0.4293 0.104 Uiso calc R 1 1
H H19C 0.6336 0.9486 0.4483 0.104 Uiso calc R 1 1
N N1 0.4593(3) 0.9523(3) 0.17681(19) 0.0501(7) Uani d . 1 1
N N2 0.5258(2) 0.7472(3) 0.33332(18) 0.0476(6) Uani d . 1 1
O O1 0.5573(2) 1.2033(2) 0.17388(16) 0.0616(6) Uani d . 1 1
Mn Mn1 0.48719(4) 1.34711(5) 0.26078(3) 0.04734(13) Uani d . 1 1
Cl Cl1 0.32663(8) 1.47949(9) 0.16176(6) 0.0657(2) Uani d . 1 1
Cl Cl2 0.43128(8) 1.21293(9) 0.38966(6) 0.0611(2) Uani d . 1 1
C C21 0.8511(3) 0.4439(3) 0.3574(2) 0.0451(7) Uani d . 1 1
C C20 0.7362(3) 0.5426(3) 0.3471(2) 0.0475(7) Uani d . 1 1
O O2 0.61624(19) 0.4957(2) 0.31783(17) 0.0607(6) Uani d . 1 1
C C24 1.0636(3) 0.2581(4) 0.3785(3) 0.0636(10) Uani d . 1 1
H H24 1.1347 0.1958 0.3868 0.076 Uiso calc R 1 1
C C25 0.9374(3) 0.2175(4) 0.3932(3) 0.0652(9) Uani d . 1 1
H H25 0.9233 0.1273 0.4112 0.078 Uiso calc R 1 1
C C23 1.0850(3) 0.3901(4) 0.3517(3) 0.0686(10) Uani d . 1 1
H H23 1.1702 0.4171 0.3398 0.082 Uiso calc R 1 1
C C22 0.9800(3) 0.4836(3) 0.3422(2) 0.0577(8) Uani d . 1 1
H H22 0.9957 0.5740 0.3255 0.069 Uiso calc R 1 1
C C26 0.8308(3) 0.3084(3) 0.3817(2) 0.0563(9) Uani d . 1 1
H H26 0.7450 0.2788 0.3902 0.068 Uiso calc R 1 1
H H1A 0.458(3) 1.035(3) 0.1906(19) 0.038(8) Uiso d . 1 1
H H2A 0.503(3) 0.654(4) 0.316(2) 0.079(11) Uiso d . 1 1
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'
Mn Mn 0.3368 0.7283 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 C6 . . 120.6(4) ?
C2 C1 H1 . . 119.7 ?
C6 C1 H1 . . 119.7 ?
C3 C2 C1 . . 120.9(4) ?
C3 C2 H2 . . 119.6 ?
C1 C2 H2 . . 119.6 ?
C2 C3 C4 . . 119.4(4) ?
C2 C3 H3 . . 120.3 ?
C4 C3 H3 . . 120.3 ?
C3 C4 C5 . . 120.2(4) ?
C3 C4 H4 . . 119.9 ?
C5 C4 H4 . . 119.9 ?
C4 C5 C6 . . 120.7(4) ?
C4 C5 H5 . . 119.6 ?
C6 C5 H5 . . 119.6 ?
C5 C6 C1 . . 118.2(3) ?
C5 C6 C7 . . 120.0(3) ?
C1 C6 C7 . . 121.8(3) ?
O1 C7 C8 . . 121.6(3) ?
O1 C7 C6 . . 117.3(3) ?
C8 C7 C6 . . 121.0(3) ?
C7 C8 C9 . . 124.0(3) ?
C7 C8 H8 . . 118.0 ?
C9 C8 H8 . . 118.0 ?
N1 C9 C8 . . 121.9(3) ?
N1 C9 C10 . . 120.5(3) ?
C8 C9 C10 . . 117.6(3) ?
C9 C10 H10A . . 109.5 ?
C9 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
C9 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
N1 C11 C12 . . 109.1(3) ?
N1 C11 C16 . . 109.9(2) ?
C12 C11 C16 . . 110.8(2) ?
N1 C11 H11 . . 109.0 ?
C12 C11 H11 . . 109.0 ?
C16 C11 H11 . . 109.0 ?
C11 C12 C13 . . 112.3(3) ?
C11 C12 H12A . . 109.1 ?
C13 C12 H12A . . 109.1 ?
C11 C12 H12B . . 109.1 ?
C13 C12 H12B . . 109.1 ?
H12A C12 H12B . . 107.9 ?
C14 C13 C12 . . 110.7(3) ?
C14 C13 H13A . . 109.5 ?
C12 C13 H13A . . 109.5 ?
C14 C13 H13B . . 109.5 ?
C12 C13 H13B . . 109.5 ?
H13A C13 H13B . . 108.1 ?
C13 C14 C15 . . 110.1(3) ?
C13 C14 H14A . . 109.6 ?
C15 C14 H14A . . 109.6 ?
C13 C14 H14B . . 109.6 ?
C15 C14 H14B . . 109.6 ?
H14A C14 H14B . . 108.2 ?
C16 C15 C14 . . 110.9(3) ?
C16 C15 H15A . . 109.5 ?
C14 C15 H15A . . 109.5 ?
C16 C15 H15B . . 109.5 ?
C14 C15 H15B . . 109.5 ?
H15A C15 H15B . . 108.1 ?
N2 C16 C15 . . 109.2(3) ?
N2 C16 C11 . . 110.0(2) ?
C15 C16 C11 . . 111.1(2) ?
N2 C16 H16 . . 108.8 ?
C15 C16 H16 . . 108.8 ?
C11 C16 H16 . . 108.8 ?
C20 C17 C18 . . 125.7(3) ?
C20 C17 H17 . . 117.2 ?
C18 C17 H17 . . 117.2 ?
N2 C18 C17 . . 120.9(3) ?
N2 C18 C19 . . 119.5(3) ?
C17 C18 C19 . . 119.6(3) ?
C18 C19 H19A . . 109.5 ?
C18 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C18 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C9 N1 C11 . . 131.5(3) ?
C9 N1 H1A . . 113.7(19) ?
C11 N1 H1A . . 114.8(19) ?
C18 N2 C16 . . 129.6(3) ?
C18 N2 H2A . . 119(2) ?
C16 N2 H2A . . 111(2) ?
C7 O1 Mn1 . . 151.7(2) ?
O2 Mn1 O1 1_565 . 117.68(9) y
O2 Mn1 Cl2 1_565 . 108.93(7) ?
O1 Mn1 Cl2 . . 101.38(7) ?
O2 Mn1 Cl1 1_565 . 99.88(7) ?
O1 Mn1 Cl1 . . 108.22(7) ?
Cl2 Mn1 Cl1 . . 121.82(4) y
C26 C21 C22 . . 118.3(3) ?
C26 C21 C20 . . 120.0(3) ?
C22 C21 C20 . . 121.7(3) ?
O2 C20 C17 . . 120.4(3) ?
O2 C20 C21 . . 117.9(3) ?
C17 C20 C21 . . 121.6(3) ?
C20 O2 Mn1 . 1_545 152.3(2) ?
C23 C24 C25 . . 119.9(4) ?
C23 C24 H24 . . 120.0 ?
C25 C24 H24 . . 120.0 ?
C24 C25 C26 . . 120.9(3) ?
C24 C25 H25 . . 119.6 ?
C26 C25 H25 . . 119.6 ?
C24 C23 C22 . . 120.0(3) ?
C24 C23 H23 . . 120.0 ?
C22 C23 H23 . . 120.0 ?
C23 C22 C21 . . 120.7(3) ?
C23 C22 H22 . . 119.6 ?
C21 C22 H22 . . 119.6 ?
C25 C26 C21 . . 120.2(3) ?
C25 C26 H26 . . 119.9 ?
C21 C26 H26 . . 119.9 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.380(5) ?
C1 C6 . 1.386(5) ?
C1 H1 . 0.9300 ?
C2 C3 . 1.359(5) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.378(5) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.381(5) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.384(4) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.494(4) ?
C7 O1 . 1.289(3) ?
C7 C8 . 1.382(4) ?
C8 C9 . 1.415(4) ?
C8 H8 . 0.9300 ?
C9 N1 . 1.308(4) ?
C9 C10 . 1.502(4) ?
C10 H10A . 0.9600 ?
C10 H10B . 0.9600 ?
C10 H10C . 0.9600 ?
C11 N1 . 1.465(4) ?
C11 C12 . 1.520(4) ?
C11 C16 . 1.538(4) ?
C11 H11 . 0.9800 ?
C12 C13 . 1.524(4) ?
C12 H12A . 0.9700 ?
C12 H12B . 0.9700 ?
C13 C14 . 1.519(4) ?
C13 H13A . 0.9700 ?
C13 H13B . 0.9700 ?
C14 C15 . 1.531(4) ?
C14 H14A . 0.9700 ?
C14 H14B . 0.9700 ?
C15 C16 . 1.524(4) ?
C15 H15A . 0.9700 ?
C15 H15B . 0.9700 ?
C16 N2 . 1.465(3) ?
C16 H16 . 0.9800 ?
C17 C20 . 1.374(4) ?
C17 C18 . 1.404(4) ?
C17 H17 . 0.9300 ?
C18 N2 . 1.323(4) ?
C18 C19 . 1.497(4) ?
C19 H19A . 0.9600 ?
C19 H19B . 0.9600 ?
C19 H19C . 0.9600 ?
N1 H1A . 0.83(3) ?
N2 H2A . 0.95(4) ?
O1 Mn1 . 2.031(2) y
Mn1 O2 1_565 2.0192(19) y
Mn1 Cl2 . 2.3298(10) y
Mn1 Cl1 . 2.3301(10) y
C21 C26 . 1.385(4) ?
C21 C22 . 1.394(4) ?
C21 C20 . 1.490(4) ?
C20 O2 . 1.291(3) ?
O2 Mn1 1_545 2.0192(19) ?
C24 C23 . 1.365(5) ?
C24 C25 . 1.368(5) ?
C24 H24 . 0.9300 ?
C25 C26 . 1.379(4) ?
C25 H25 . 0.9300 ?
C23 C22 . 1.384(5) ?
C23 H23 . 0.9300 ?
C22 H22 . 0.9300 ?
C26 H26 . 0.9300 ?
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
N2 H2A O2 0.95(4) 1.92(3) 2.635(3) 130(3)
N1 H1A O1 0.83(3) 1.95(3) 2.641(4) 140(2)
