data_3MP
_audit_creation_date               2019-12-13
_audit_creation_method
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_shelx_SHELXL_version_number       '2014/7'
_audit_contact_author_address      ?
_audit_contact_author_email        ?
_audit_contact_author_name         ''
_audit_contact_author_phone        ?
_publ_contact_author_id_orcid      ?
_publ_section_references
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122.

Sheldrick, G.M. (2015). Acta Cryst. A71, 3-8.
;
_chemical_name_common              ?
_chemical_name_systematic          ?
_chemical_formula_moiety           '2(Br2 Mn0.5), 2(C6 H14 N)'
_chemical_formula_sum              'C12 H28 Br4 Mn N2'
_chemical_formula_weight           574.94
_chemical_absolute_configuration   ?
_chemical_melting_point            ?
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'
 'Br' 'Br' -0.2901 2.4595
 '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'

_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system        'monoclinic'
_space_group_IT_number             5
_space_group_name_H-M_alt          'C 1 2 1'
_space_group_name_Hall             'C 2y'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-x, y, -z'
 'x+1/2, y+1/2, z'
 '-x+1/2, y+1/2, -z'

_cell_length_a                     7.942(9)
_cell_length_b                     13.820(16)
_cell_length_c                     19.45(2)
_cell_angle_alpha                  90
_cell_angle_beta                   101.59(3)
_cell_angle_gamma                  90
_cell_volume                       2091(4)
_cell_formula_units_Z              4
_cell_measurement_reflns_used      975
_cell_measurement_temperature      286.89
_cell_measurement_theta_max        22.52
_cell_measurement_theta_min        3.00
_shelx_estimated_absorpt_T_max     ?
_shelx_estimated_absorpt_T_min     ?
_exptl_absorpt_coefficient_mu      8.268
_exptl_absorpt_correction_T_max    ?
_exptl_absorpt_correction_T_min    ?
_exptl_absorpt_correction_type     'none'
_exptl_absorpt_process_details     ?
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              'pale yellow'
_exptl_crystal_density_diffrn      1.827
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      ?
_exptl_crystal_description         block
_exptl_crystal_F_000               1116
_exptl_crystal_size_max            ?
_exptl_crystal_size_mid            ?
_exptl_crystal_size_min            ?
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0349
_diffrn_reflns_av_unetI/netI       0.0724
_diffrn_reflns_Laue_measured_fraction_full  0.985
_diffrn_reflns_Laue_measured_fraction_max  0.975
_diffrn_reflns_limit_h_max         9
_diffrn_reflns_limit_h_min         -9
_diffrn_reflns_limit_k_max         8
_diffrn_reflns_limit_k_min         -16
_diffrn_reflns_limit_l_max         22
_diffrn_reflns_limit_l_min         -23
_diffrn_reflns_number              4437
_diffrn_reflns_point_group_measured_fraction_full  0.690
_diffrn_reflns_point_group_measured_fraction_max  0.678
_diffrn_reflns_theta_full          25.242
_diffrn_reflns_theta_max           26.091
_diffrn_reflns_theta_min           1.069
_diffrn_ambient_temperature        286.89
_diffrn_detector_area_resol_mean   ?
_diffrn_measured_fraction_theta_full  0.985
_diffrn_measured_fraction_theta_max  0.975
_diffrn_measurement_device_type    'Bruker APEX-II CCD'
_diffrn_measurement_method         'φ and ω scans'
_diffrn_radiation_type             MoK\a
_diffrn_radiation_wavelength       0.71073
_diffrn_source                     ?
_diffrn_standards_number           0
_reflns_Friedel_coverage           0.334
_reflns_Friedel_fraction_full      0.367
_reflns_Friedel_fraction_max       0.355
_reflns_number_gt                  1808
_reflns_number_total               2798
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression       'I > 2σ(I)'
_computing_cell_refinement         ?
_computing_data_collection         ?
_computing_data_reduction          ?
_computing_molecular_graphics      'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement    'XL n/a (Sheldrick, 2008)'
_computing_structure_solution      'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max           0.591
_refine_diff_density_min           -0.464
_refine_diff_density_rms           0.105
_refine_ls_abs_structure_details
;
 Flack x determined using 383 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack     0.37(2)
_refine_ls_extinction_coef         .
_refine_ls_extinction_method       none
_refine_ls_goodness_of_fit_ref     0.843
_refine_ls_hydrogen_treatment      constr
_refine_ls_matrix_type             full
_refine_ls_number_parameters       175
_refine_ls_number_reflns           2798
_refine_ls_number_restraints       1
_refine_ls_R_factor_all            0.0905
_refine_ls_R_factor_gt             0.0494
_refine_ls_restrained_S_all        0.843
_refine_ls_shift/su_max            0.000
_refine_ls_shift/su_mean           0.000
_refine_ls_structure_factor_coef   Fsqd
_refine_ls_weighting_details      
 'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.1221
_refine_ls_wR_factor_ref           0.1454
_refine_special_details            ?
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8), C9(H9)
2.b Secondary CH2 refined with riding coordinates:
 N1(H1A,H1B), C4(H4A,H4B), C3(H3A,H3B), N4(H4C,H4D), C5(H5A,H5B), C1(H1C,H1D),
 C7(H7A,H7B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B)
2.c Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C2(H2A,H2B,H2C)
;
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary       dual
_atom_sites_solution_secondary     ?
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_site_symmetry_order
  _atom_site_calc_flag
  _atom_site_refinement_flags_posn
  _atom_site_refinement_flags_adp
  _atom_site_refinement_flags_occupancy
  _atom_site_disorder_assembly
  _atom_site_disorder_group
 Br2 Br 0.6962(2) 0.56077(13) 0.58090(10) 0.0583(5) Uani 1 1 d . . . . .
 Br3 Br 0.3428(2) 0.77711(14) 0.57051(10) 0.0630(5) Uani 1 1 d . . . . .
 Br Br 0.6148(2) 0.31068(14) 0.91888(10) 0.0609(5) Uani 1 1 d . . . . .
 Br1 Br 0.2722(2) 0.52715(15) 0.92975(10) 0.0653(6) Uani 1 1 d . . . . .
 Mn1 Mn 0.5000 0.6713(2) 0.5000 0.0462(9) Uani 1 2 d S T P . .
 Mn Mn 0.5000 0.4216(3) 1.0000 0.0490(9) Uani 1 2 d S T P . .
 N1 N 0.332(2) 0.4163(13) 0.5733(8) 0.080(5) Uani 1 1 d . . . . .
 H1A H 0.4248 0.4500 0.5688 0.096 Uiso 1 1 calc R U . . .
 H1B H 0.2822 0.3953 0.5308 0.096 Uiso 1 1 calc R U . . .
 C4 C 0.622(2) 0.6800(17) 0.7798(9) 0.063(5) Uani 1 1 d . . . . .
 H4A H 0.6421 0.7090 0.7367 0.076 Uiso 1 1 calc R U . . .
 H4B H 0.5177 0.6419 0.7682 0.076 Uiso 1 1 calc R U . . .
 C3 C 0.338(3) 0.4305(16) 0.7206(9) 0.070(6) Uani 1 1 d . . . . .
 H3A H 0.2369 0.3955 0.7280 0.084 Uiso 1 1 calc R U . . .
 H3B H 0.3952 0.4559 0.7657 0.084 Uiso 1 1 calc R U . . .
 N4 N 0.754(2) 0.6680(17) 0.9267(9) 0.089(6) Uani 1 1 d . . . . .
 H4C H 0.8497 0.7031 0.9334 0.107 Uiso 1 1 calc R U . . .
 H4D H 0.7433 0.6445 0.9683 0.107 Uiso 1 1 calc R U . . .
 C5 C 0.208(2) 0.4831(19) 0.6004(10) 0.074(7) Uani 1 1 d . . . . .
 H5A H 0.1868 0.5400 0.5707 0.089 Uiso 1 1 calc R U . . .
 H5B H 0.0996 0.4501 0.5985 0.089 Uiso 1 1 calc R U . . .
 C1 C 0.603(2) 0.7337(15) 0.9002(9) 0.066(6) Uani 1 1 d . . . . .
 H1C H 0.4974 0.7028 0.9059 0.079 Uiso 1 1 calc R U . . .
 H1D H 0.6161 0.7937 0.9267 0.079 Uiso 1 1 calc R U . . .
 C7 C 0.389(3) 0.3290(16) 0.6202(13) 0.083(6) Uani 1 1 d . . . . .
 H7A H 0.2912 0.2866 0.6193 0.099 Uiso 1 1 calc R U . . .
 H7B H 0.4748 0.2931 0.6015 0.099 Uiso 1 1 calc R U . . .
 C8 C 0.598(3) 0.754(2) 0.8261(10) 0.104(10) Uani 1 1 d . . . . .
 H8 H 0.6990 0.7948 0.8274 0.125 Uiso 1 1 calc R U . . .
 C9 C 0.279(3) 0.5131(16) 0.6737(9) 0.072(5) Uani 1 1 d . . . . .
 H9 H 0.3795 0.5544 0.6731 0.086 Uiso 1 1 calc R U . . .
 C10 C 0.772(3) 0.588(2) 0.8812(14) 0.097(8) Uani 1 1 d . . . . .
 H10A H 0.6805 0.5421 0.8824 0.117 Uiso 1 1 calc R U . . .
 H10B H 0.8802 0.5558 0.8995 0.117 Uiso 1 1 calc R U . . .
 C11 C 0.462(3) 0.356(2) 0.6946(13) 0.115(11) Uani 1 1 d . . . . .
 H11A H 0.5748 0.3852 0.6978 0.138 Uiso 1 1 calc R U . . .
 H11B H 0.4751 0.2990 0.7241 0.138 Uiso 1 1 calc R U . . .
 C12 C 0.768(3) 0.6148(18) 0.8084(12) 0.089(7) Uani 1 1 d . . . . .
 H12A H 0.7589 0.5565 0.7801 0.106 Uiso 1 1 calc R U . . .
 H12B H 0.8749 0.6467 0.8052 0.106 Uiso 1 1 calc R U . . .
 C13 C 0.153(3) 0.571(2) 0.7021(12) 0.101(8) Uani 1 1 d . . . . .
 H13A H 0.0457 0.5363 0.6957 0.151 Uiso 1 1 calc R U . . .
 H13B H 0.1347 0.6317 0.6778 0.151 Uiso 1 1 calc R U . . .
 H13C H 0.1947 0.5825 0.7512 0.151 Uiso 1 1 calc R U . . .
 C2 C 0.443(3) 0.824(2) 0.7967(16) 0.135(12) Uani 1 1 d . . . . .
 H2A H 0.4361 0.8344 0.7474 0.202 Uiso 1 1 calc R U . . .
 H2B H 0.4611 0.8852 0.8208 0.202 Uiso 1 1 calc R U . . .
 H2C H 0.3374 0.7961 0.8041 0.202 Uiso 1 1 calc R U . . .


_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
 Br2 Mn1 2.500(3) . ?
 Br3 Mn1 2.503(3) . ?
 Br Mn 2.499(3) . ?
 Br1 Mn 2.505(3) . ?
 Mn1 Br2 2.500(3) 2_656 ?
 Mn1 Br3 2.503(3) 2_656 ?
 Mn Br 2.499(3) 2_657 ?
 Mn Br1 2.505(3) 2_657 ?
 N1 H1A 0.8900 . ?
 N1 H1B 0.8900 . ?
 N1 C5 1.52(3) . ?
 N1 C7 1.53(3) . ?
 C4 H4A 0.9700 . ?
 C4 H4B 0.9700 . ?
 C4 C8 1.40(3) . ?
 C4 C12 1.48(3) . ?
 C3 H3A 0.9700 . ?
 C3 H3B 0.9700 . ?
 C3 C9 1.48(3) . ?
 C3 C11 1.58(3) . ?
 N4 H4C 0.8900 . ?
 N4 H4D 0.8900 . ?
 N4 C1 1.51(3) . ?
 N4 C10 1.44(3) . ?
 C5 H5A 0.9700 . ?
 C5 H5B 0.9700 . ?
 C5 C9 1.48(2) . ?
 C1 H1C 0.9700 . ?
 C1 H1D 0.9700 . ?
 C1 C8 1.46(2) . ?
 C7 H7A 0.9700 . ?
 C7 H7B 0.9700 . ?
 C7 C11 1.50(3) . ?
 C8 H8 0.9800 . ?
 C8 C2 1.59(3) . ?
 C9 H9 0.9800 . ?
 C9 C13 1.48(3) . ?
 C10 H10A 0.9700 . ?
 C10 H10B 0.9700 . ?
 C10 C12 1.46(3) . ?
 C11 H11A 0.9700 . ?
 C11 H11B 0.9700 . ?
 C12 H12A 0.9700 . ?
 C12 H12B 0.9700 . ?
 C13 H13A 0.9600 . ?
 C13 H13B 0.9600 . ?
 C13 H13C 0.9600 . ?
 C2 H2A 0.9600 . ?
 C2 H2B 0.9600 . ?
 C2 H2C 0.9600 . ?

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
 Br2 Mn1 Br2 104.69(18) . 2_656 ?
 Br2 Mn1 Br3 109.18(10) 2_656 2_656 ?
 Br2 Mn1 Br3 109.18(10) . . ?
 Br2 Mn1 Br3 112.66(10) . 2_656 ?
 Br2 Mn1 Br3 112.66(10) 2_656 . ?
 Br3 Mn1 Br3 108.49(17) 2_656 . ?
 Br Mn Br 104.37(19) . 2_657 ?
 Br Mn Br1 109.15(10) 2_657 2_657 ?
 Br Mn Br1 112.73(9) 2_657 . ?
 Br Mn Br1 109.15(10) . . ?
 Br Mn Br1 112.73(9) . 2_657 ?
 Br1 Mn Br1 108.74(19) . 2_657 ?
 H1A N1 H1B 107.6 . . ?
 C5 N1 H1A 108.7 . . ?
 C5 N1 H1B 108.7 . . ?
 C5 N1 C7 114.0(15) . . ?
 C7 N1 H1A 108.7 . . ?
 C7 N1 H1B 108.7 . . ?
 H4A C4 H4B 107.7 . . ?
 C8 C4 H4A 108.9 . . ?
 C8 C4 H4B 108.9 . . ?
 C8 C4 C12 113.4(17) . . ?
 C12 C4 H4A 108.9 . . ?
 C12 C4 H4B 108.9 . . ?
 H3A C3 H3B 107.3 . . ?
 C9 C3 H3A 108.2 . . ?
 C9 C3 H3B 108.2 . . ?
 C9 C3 C11 116.4(16) . . ?
 C11 C3 H3A 108.2 . . ?
 C11 C3 H3B 108.2 . . ?
 H4C N4 H4D 107.5 . . ?
 C1 N4 H4C 108.5 . . ?
 C1 N4 H4D 108.5 . . ?
 C10 N4 H4C 108.5 . . ?
 C10 N4 H4D 108.5 . . ?
 C10 N4 C1 115.0(18) . . ?
 N1 C5 H5A 109.5 . . ?
 N1 C5 H5B 109.5 . . ?
 H5A C5 H5B 108.1 . . ?
 C9 C5 N1 110.8(15) . . ?
 C9 C5 H5A 109.5 . . ?
 C9 C5 H5B 109.5 . . ?
 N4 C1 H1C 110.0 . . ?
 N4 C1 H1D 110.0 . . ?
 H1C C1 H1D 108.4 . . ?
 C8 C1 N4 108.4(17) . . ?
 C8 C1 H1C 110.0 . . ?
 C8 C1 H1D 110.0 . . ?
 N1 C7 H7A 109.0 . . ?
 N1 C7 H7B 109.0 . . ?
 H7A C7 H7B 107.8 . . ?
 C11 C7 N1 113.0(19) . . ?
 C11 C7 H7A 109.0 . . ?
 C11 C7 H7B 109.0 . . ?
 C4 C8 C1 121(2) . . ?
 C4 C8 H8 102.9 . . ?
 C4 C8 C2 114(2) . . ?
 C1 C8 H8 102.9 . . ?
 C1 C8 C2 110(2) . . ?
 C2 C8 H8 102.9 . . ?
 C3 C9 C5 112.9(19) . . ?
 C3 C9 H9 107.7 . . ?
 C3 C9 C13 109.9(18) . . ?
 C5 C9 H9 107.7 . . ?
 C13 C9 C5 110.7(18) . . ?
 C13 C9 H9 107.7 . . ?
 N4 C10 H10A 108.6 . . ?
 N4 C10 H10B 108.6 . . ?
 N4 C10 C12 115(2) . . ?
 H10A C10 H10B 107.6 . . ?
 C12 C10 H10A 108.6 . . ?
 C12 C10 H10B 108.6 . . ?
 C3 C11 H11A 109.9 . . ?
 C3 C11 H11B 109.9 . . ?
 C7 C11 C3 109.0(18) . . ?
 C7 C11 H11A 109.9 . . ?
 C7 C11 H11B 109.9 . . ?
 H11A C11 H11B 108.3 . . ?
 C4 C12 H12A 109.1 . . ?
 C4 C12 H12B 109.1 . . ?
 C10 C12 C4 112.4(19) . . ?
 C10 C12 H12A 109.1 . . ?
 C10 C12 H12B 109.1 . . ?
 H12A C12 H12B 107.9 . . ?
 C9 C13 H13A 109.5 . . ?
 C9 C13 H13B 109.5 . . ?
 C9 C13 H13C 109.5 . . ?
 H13A C13 H13B 109.5 . . ?
 H13A C13 H13C 109.5 . . ?
 H13B C13 H13C 109.5 . . ?
 C8 C2 H2A 109.5 . . ?
 C8 C2 H2B 109.5 . . ?
 C8 C2 H2C 109.5 . . ?
 H2A C2 H2B 109.5 . . ?
 H2A C2 H2C 109.5 . . ?
 H2B C2 H2C 109.5 . . ?

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_2
  _geom_torsion_site_symmetry_3
  _geom_torsion_site_symmetry_4
  _geom_torsion_publ_flag
 N1 C5 C9 C3 -51(2) . . . . ?
 N1 C5 C9 C13 -175.0(18) . . . . ?
 N1 C7 C11 C3 48(3) . . . . ?
 N4 C1 C8 C4 44(3) . . . . ?
 N4 C1 C8 C2 -179(2) . . . . ?
 N4 C10 C12 C4 -48(3) . . . . ?
 C5 N1 C7 C11 -54(2) . . . . ?
 C1 N4 C10 C12 51(2) . . . . ?
 C7 N1 C5 C9 53(2) . . . . ?
 C8 C4 C12 C10 44(3) . . . . ?
 C9 C3 C11 C7 -49(3) . . . . ?
 C10 N4 C1 C8 -45(2) . . . . ?
 C11 C3 C9 C5 51(3) . . . . ?
 C11 C3 C9 C13 175(2) . . . . ?
 C12 C4 C8 C1 -45(3) . . . . ?
 C12 C4 C8 C2 180(2) . . . . ?

_olex2_submission_special_instructions  'No special instructions were received'
