#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:05:58 +0100 (Fri 25 de Mar de 2016) $
#$Revision: 179879 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/75/7017556.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_7017556
loop_
_publ_author_name
'Cowan, Matthew G.'
'Brooker, Sally'
_publ_section_title
;
 Nine non-symmetric pyrazine-pyridine imide-based complexes: reversible
 redox and isolation of [M(II/III)(pypzca)(2)](0/+) when M = Co, Fe.
;
_journal_issue                   5
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1465
_journal_page_last               1474
_journal_paper_doi               10.1039/c1dt11128k
_journal_volume                  41
_journal_year                    2012
_chemical_formula_moiety         'C6 H16 N, Mn Cl2 C11 H7 N4 O2'
_chemical_formula_sum            'C17 H23 Cl2 Mn N5 O2'
_chemical_formula_weight         455.24
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 99.695(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.9477(8)
_cell_length_b                   18.030(2)
_cell_length_c                   14.8985(18)
_cell_measurement_reflns_used    3426
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      21.79
_cell_measurement_theta_min      2.259
_cell_volume                     2104.4(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      90(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker Kappa Apex II area detector'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0934
_diffrn_reflns_av_sigmaI/netI    0.0532
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            35200
_diffrn_reflns_theta_full        24.71
_diffrn_reflns_theta_max         24.71
_diffrn_reflns_theta_min         3.00
_exptl_absorpt_coefficient_mu    0.903
_exptl_absorpt_correction_T_max  0.9648
_exptl_absorpt_correction_T_min  0.8401
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SCALE(Bruker, 2004)'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Needle
_exptl_crystal_F_000             940
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.548
_refine_diff_density_min         -0.441
_refine_diff_density_rms         0.098
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.278
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         3586
_refine_ls_number_restraints     45
_refine_ls_restrained_S_all      1.303
_refine_ls_R_factor_all          0.1156
_refine_ls_R_factor_gt           0.0972
_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)+(0.0000P)²+18.3188P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1974
_refine_ls_wR_factor_ref         0.2040
_reflns_number_gt                2904
_reflns_number_total             3586
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1dt11128k.txt
_cod_data_source_block           mgc444
_cod_original_cell_volume        2104.5(4)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7017556
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
Mn1 Mn 0.21141(15) 0.49087(7) 0.75350(9) 0.0356(4) Uani 1 1 d . . .
Cl2 Cl 0.2729(3) 0.48482(13) 0.60319(15) 0.0451(6) Uani 1 1 d . . .
Cl1 Cl 0.1248(3) 0.37465(12) 0.80277(16) 0.0455(6) Uani 1 1 d . . .
N1 N 0.4749(8) 0.5038(4) 0.8373(5) 0.0381(16) Uani 1 1 d . . .
C1 C 0.6089(10) 0.4593(5) 0.8322(6) 0.041(2) Uani 1 1 d . . .
H1 H 0.5973 0.4207 0.7882 0.049 Uiso 1 1 calc R . .
C2 C 0.7645(11) 0.4685(5) 0.8903(7) 0.048(2) Uani 1 1 d . . .
H2 H 0.8578 0.4367 0.8855 0.057 Uiso 1 1 calc R . .
C3 C 0.7821(11) 0.5237(5) 0.9543(6) 0.047(2) Uani 1 1 d . . .
H3 H 0.8873 0.5305 0.9944 0.057 Uiso 1 1 calc R . .
C4 C 0.6447(11) 0.5692(5) 0.9599(6) 0.045(2) Uani 1 1 d . . .
H4 H 0.6536 0.6074 1.0043 0.054 Uiso 1 1 calc R . .
C5 C 0.4921(11) 0.5583(5) 0.8993(6) 0.039(2) Uani 1 1 d . . .
C6 C 0.3406(11) 0.6071(5) 0.9033(6) 0.042(2) Uani 1 1 d . . .
O1 O 0.3566(9) 0.6607(4) 0.9549(5) 0.0557(18) Uani 1 1 d . . .
N2 N 0.1996(9) 0.5859(4) 0.8432(5) 0.0428(18) Uani 1 1 d . . .
C7 C 0.0508(12) 0.6233(5) 0.8408(7) 0.052(2) Uani 1 1 d . . .
O2 O 0.0142(9) 0.6733(4) 0.8900(6) 0.083(3) Uani 1 1 d . . .
C8 C -0.0850(11) 0.5999(5) 0.7623(6) 0.043(2) Uani 1 1 d . . .
C9 C -0.2432(11) 0.6356(5) 0.7454(7) 0.049(2) Uani 1 1 d . . .
H9 H -0.2652 0.6747 0.7846 0.059 Uiso 1 1 calc R . .
N3 N -0.3658(9) 0.6165(5) 0.6751(6) 0.055(2) Uani 1 1 d . . .
C10 C -0.3232(11) 0.5613(5) 0.6209(6) 0.043(2) Uani 1 1 d . . .
H10 H -0.4043 0.5456 0.5702 0.052 Uiso 1 1 calc R . .
C11 C -0.1661(10) 0.5279(5) 0.6377(6) 0.039(2) Uani 1 1 d . . .
H11 H -0.1412 0.4905 0.5969 0.047 Uiso 1 1 calc R . .
N4 N -0.0475(9) 0.5453(4) 0.7079(5) 0.0401(17) Uani 1 1 d . . .
N21 N 0.1487(10) 0.7842(4) 1.0041(5) 0.051(2) Uani 1 1 d D . .
H21 H 0.1483 0.7395 0.9790 0.061 Uiso 1 1 d . . .
C21 C 0.3119(13) 0.8270(6) 0.9888(7) 0.037(3) Uani 0.75 1 d PD A 1
H21A H 0.3106 0.8770 1.0159 0.044 Uiso 0.75 1 calc PR A 1
H21B H 0.4138 0.8006 1.0209 0.044 Uiso 0.75 1 calc PR A 1
C22 C 0.3269(19) 0.8346(8) 0.8891(8) 0.042(3) Uani 0.75 1 d PD A 1
H22A H 0.3450 0.7856 0.8640 0.063 Uiso 0.75 1 calc PR A 1
H22B H 0.4236 0.8669 0.8833 0.063 Uiso 0.75 1 calc PR A 1
H22C H 0.2216 0.8563 0.8557 0.063 Uiso 0.75 1 calc PR A 1
C23 C -0.0043(14) 0.8288(6) 0.9760(9) 0.046(3) Uani 0.75 1 d PD A 1
H23A H -0.0164 0.8397 0.9101 0.055 Uiso 0.75 1 calc PR A 1
H23B H 0.0079 0.8766 1.0092 0.055 Uiso 0.75 1 calc PR A 1
C24 C -0.161(3) 0.7902(16) 0.994(2) 0.086(10) Uani 0.75 1 d PD A 1
H24A H -0.1698 0.7415 0.9646 0.130 Uiso 0.75 1 calc PR A 1
H24B H -0.2618 0.8199 0.9703 0.130 Uiso 0.75 1 calc PR A 1
H24C H -0.1545 0.7837 1.0601 0.130 Uiso 0.75 1 calc PR A 1
C25 C 0.181(2) 0.7483(10) 1.0946(10) 0.089(6) Uani 0.75 1 d PD A 1
H25A H 0.0883 0.7125 1.0983 0.106 Uiso 0.75 1 calc PR A 1
H25B H 0.2891 0.7197 1.0999 0.106 Uiso 0.75 1 calc PR A 1
C26 C 0.194(3) 0.7964(10) 1.1683(14) 0.113(7) Uani 0.75 1 d PD A 1
H26A H 0.3136 0.8103 1.1881 0.170 Uiso 0.75 1 calc PR A 1
H26B H 0.1505 0.7719 1.2185 0.170 Uiso 0.75 1 calc PR A 1
H26C H 0.1262 0.8411 1.1502 0.170 Uiso 0.75 1 calc PR A 1
C31 C 0.275(5) 0.803(2) 1.085(2) 0.073(13) Uiso 0.25 1 d PD A 2
H31A H 0.2349 0.8475 1.1148 0.088 Uiso 0.25 1 calc PR A 2
H31B H 0.3845 0.8167 1.0654 0.088 Uiso 0.25 1 calc PR A 2
C32 C 0.307(3) 0.7408(14) 1.1533(18) 0.017(5) Uiso 0.25 1 d PD A 2
H32A H 0.2235 0.7438 1.1949 0.025 Uiso 0.25 1 calc PR A 2
H32B H 0.4223 0.7448 1.1881 0.025 Uiso 0.25 1 calc PR A 2
H32C H 0.2939 0.6932 1.1212 0.025 Uiso 0.25 1 calc PR A 2
C33 C 0.099(4) 0.8410(18) 0.9328(19) 0.050(10) Uiso 0.25 1 d PD A 2
H33A H 0.0789 0.8897 0.9597 0.060 Uiso 0.25 1 calc PR A 2
H33B H -0.0041 0.8260 0.8899 0.060 Uiso 0.25 1 calc PR A 2
C34 C 0.255(4) 0.843(3) 0.886(3) 0.035(12) Uiso 0.25 1 d PD A 2
H34A H 0.3551 0.8582 0.9302 0.053 Uiso 0.25 1 calc PR A 2
H34B H 0.2359 0.8790 0.8360 0.053 Uiso 0.25 1 calc PR A 2
H34C H 0.2744 0.7939 0.8622 0.053 Uiso 0.25 1 calc PR A 2
C35 C -0.026(4) 0.775(4) 1.048(3) 0.12(2) Uiso 0.25 1 d PD A 2
H35A H -0.0237 0.7238 1.0732 0.148 Uiso 0.25 1 calc PR A 2
H35B H -0.0169 0.8092 1.0998 0.148 Uiso 0.25 1 calc PR A 2
C36 C -0.198(7) 0.785(5) 0.993(5) 0.049(17) Uiso 0.25 1 d PD A 2
H36A H -0.2048 0.8342 0.9643 0.073 Uiso 0.25 1 calc PR A 2
H36B H -0.2842 0.7818 1.0331 0.073 Uiso 0.25 1 calc PR A 2
H36C H -0.2198 0.7468 0.9462 0.073 Uiso 0.25 1 calc PR A 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'
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
N2 Mn1 N1 73.3(3)
N2 Mn1 N4 73.4(3)
N1 Mn1 N4 145.7(3)
N2 Mn1 Cl1 117.5(2)
N1 Mn1 Cl1 102.19(19)
N4 Mn1 Cl1 100.32(19)
N2 Mn1 Cl2 130.5(2)
N1 Mn1 Cl2 101.94(19)
N4 Mn1 Cl2 93.3(2)
Cl1 Mn1 Cl2 111.70(10)
C5 N1 C1 119.1(7)
C5 N1 Mn1 115.7(5)
C1 N1 Mn1 125.1(6)
N1 C1 C2 121.4(8)
C3 C2 C1 119.7(9)
C2 C3 C4 119.0(8)
C3 C4 C5 119.2(9)
N1 C5 C4 121.6(8)
N1 C5 C6 117.9(7)
C4 C5 C6 120.4(8)
O1 C6 N2 128.2(9)
O1 C6 C5 119.2(8)
N2 C6 C5 112.6(8)
C7 N2 C6 119.5(8)
C7 N2 Mn1 120.1(6)
C6 N2 Mn1 120.4(6)
O2 C7 N2 130.0(9)
O2 C7 C8 117.1(9)
N2 C7 C8 112.8(8)
N4 C8 C9 121.0(8)
N4 C8 C7 118.1(8)
C9 C8 C7 121.0(8)
N3 C9 C8 122.2(9)
C9 N3 C10 115.4(8)
N3 C10 C11 121.5(8)
N4 C11 C10 123.1(9)
C11 N4 C8 116.8(8)
C11 N4 Mn1 128.4(6)
C8 N4 Mn1 114.7(6)
C23 N21 C31 121.7(19)
C23 N21 C33 46.0(12)
C31 N21 C33 119.1(18)
C23 N21 C25 120.8(10)
C31 N21 C25 50.7(15)
C33 N21 C25 160.4(17)
C23 N21 C21 111.1(8)
C31 N21 C21 62.2(15)
C33 N21 C21 71.3(13)
C25 N21 C21 109.1(9)
C23 N21 C35 56.7(19)
C31 N21 C35 102.1(19)
C33 N21 C35 102.6(18)
C25 N21 C35 67.9(17)
C21 N21 C35 153(3)
C22 C21 N21 113.1(9)
N21 C23 C24 111.8(13)
C26 C25 N21 115.1(16)
N21 C31 C32 113(2)
N21 C33 C34 102(3)
C36 C35 N21 122(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Mn1 N2 2.184(7)
Mn1 N1 2.262(7)
Mn1 N4 2.278(7)
Mn1 Cl1 2.361(3)
Mn1 Cl2 2.374(3)
N1 C5 1.339(10)
N1 C1 1.347(11)
C1 C2 1.394(12)
C2 C3 1.369(13)
C3 C4 1.379(13)
C4 C5 1.398(11)
C5 C6 1.501(12)
C6 O1 1.227(10)
C6 N2 1.367(11)
N2 C7 1.356(11)
C7 O2 1.227(11)
C7 C8 1.512(13)
C8 N4 1.340(11)
C8 C9 1.398(12)
C9 N3 1.349(12)
N3 C10 1.360(12)
C10 C11 1.372(12)
C11 N4 1.323(10)
N21 C23 1.459(12)
N21 C31 1.48(2)
N21 C33 1.48(2)
N21 C25 1.480(14)
N21 C21 1.558(12)
N21 C35 1.64(3)
C21 C22 1.515(15)
C23 C24 1.49(2)
C25 C26 1.39(2)
C31 C32 1.51(3)
C33 C34 1.52(3)
C35 C36 1.48(3)
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
N2 Mn1 N1 C5 2.2(6)
N4 Mn1 N1 C5 16.8(8)
Cl1 Mn1 N1 C5 -113.1(6)
Cl2 Mn1 N1 C5 131.3(6)
N2 Mn1 N1 C1 178.7(7)
N4 Mn1 N1 C1 -166.8(6)
Cl1 Mn1 N1 C1 63.3(7)
Cl2 Mn1 N1 C1 -52.3(7)
C5 N1 C1 C2 0.2(13)
Mn1 N1 C1 C2 -176.1(6)
N1 C1 C2 C3 0.4(14)
C1 C2 C3 C4 -0.1(14)
C2 C3 C4 C5 -0.8(13)
C1 N1 C5 C4 -1.1(12)
Mn1 N1 C5 C4 175.6(6)
C1 N1 C5 C6 179.9(8)
Mn1 N1 C5 C6 -3.4(10)
C3 C4 C5 N1 1.4(13)
C3 C4 C5 C6 -179.7(8)
N1 C5 C6 O1 -174.8(8)
C4 C5 C6 O1 6.3(13)
N1 C5 C6 N2 2.8(11)
C4 C5 C6 N2 -176.2(8)
O1 C6 N2 C7 -4.8(15)
C5 C6 N2 C7 177.9(8)
O1 C6 N2 Mn1 176.5(7)
C5 C6 N2 Mn1 -0.7(10)
N1 Mn1 N2 C7 -179.3(8)
N4 Mn1 N2 C7 9.2(7)
Cl1 Mn1 N2 C7 -84.0(7)
Cl2 Mn1 N2 C7 89.1(8)
N1 Mn1 N2 C6 -0.7(6)
N4 Mn1 N2 C6 -172.2(7)
Cl1 Mn1 N2 C6 94.6(7)
Cl2 Mn1 N2 C6 -92.3(7)
C6 N2 C7 O2 -5.4(17)
Mn1 N2 C7 O2 173.2(10)
C6 N2 C7 C8 172.0(8)
Mn1 N2 C7 C8 -9.4(11)
O2 C7 C8 N4 -179.9(9)
N2 C7 C8 N4 2.3(13)
O2 C7 C8 C9 1.9(15)
N2 C7 C8 C9 -175.9(9)
N4 C8 C9 N3 1.0(15)
C7 C8 C9 N3 179.1(9)
C8 C9 N3 C10 -1.4(13)
C9 N3 C10 C11 0.2(13)
N3 C10 C11 N4 1.6(14)
C10 C11 N4 C8 -2.0(13)
C10 C11 N4 Mn1 174.9(6)
C9 C8 N4 C11 0.7(13)
C7 C8 N4 C11 -177.4(8)
C9 C8 N4 Mn1 -176.6(7)
C7 C8 N4 Mn1 5.2(11)
N2 Mn1 N4 C11 175.7(8)
N1 Mn1 N4 C11 161.1(6)
Cl1 Mn1 N4 C11 -68.6(7)
Cl2 Mn1 N4 C11 44.2(7)
N2 Mn1 N4 C8 -7.3(6)
N1 Mn1 N4 C8 -21.9(9)
Cl1 Mn1 N4 C8 108.5(6)
Cl2 Mn1 N4 C8 -138.8(6)
C23 N21 C21 C22 -71.4(12)
C31 N21 C21 C22 173(2)
C33 N21 C21 C22 -47.8(17)
C25 N21 C21 C22 152.9(12)
C35 N21 C21 C22 -129(4)
C31 N21 C23 C24 -108(2)
C33 N21 C23 C24 151(3)
C25 N21 C23 C24 -47.6(19)
C21 N21 C23 C24 -177.3(15)
C35 N21 C23 C24 -24(3)
C23 N21 C25 C26 -60(2)
C31 N21 C25 C26 48(3)
C33 N21 C25 C26 -17(5)
C21 N21 C25 C26 70.7(18)
C35 N21 C25 C26 -81(3)
C23 N21 C31 C32 124(3)
C33 N21 C31 C32 177(3)
C25 N21 C31 C32 18(2)
C21 N21 C31 C32 -138(4)
C35 N21 C31 C32 66(4)
C23 N21 C33 C34 -178(4)
C31 N21 C33 C34 74(4)
C25 N21 C33 C34 128(4)
C21 N21 C33 C34 33(2)
C35 N21 C33 C34 -174(3)
C23 N21 C35 C36 34(5)
C31 N21 C35 C36 154(6)
C33 N21 C35 C36 31(7)
C25 N21 C35 C36 -167(7)
C21 N21 C35 C36 104(7)
