#------------------------------------------------------------------------------
#$Date: 2019-12-20 12:49:53 +0200 (Fri, 20 Dec 2019) $
#$Revision: 245433 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/66/1556698.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_1556698
loop_
_publ_author_name
'Messelberger, J.'
'Grunwald, A.'
'Stegner, P.'
'Senft, L.'
'Heinemann, F.W.'
'Munz, D.'
_publ_section_title
;
 Transmetalation from Magnesium-NHCs-Convenient Synthesis of Chelating
 pi-Acidic NHC Complexes
;
_journal_name_full               Inorganics
_journal_page_first              65
_journal_paper_doi               10.3390/inorganics7050065
_journal_volume                  7
_journal_year                    2019
_chemical_formula_moiety         'C40 H50 Br2 Mg N6, 2(C5 H5 N)'
_chemical_formula_sum            'C50 H60 Br2 Mg N8'
_chemical_formula_weight         957.19
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 111.6430(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.0860(8)
_cell_length_b                   12.8472(6)
_cell_length_c                   20.6882(8)
_cell_measurement_reflns_used    9354
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.18
_cell_measurement_theta_min      2.42
_cell_volume                     4715.1(3)
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS, 2016)'
_computing_data_collection       'Bruker APEX3 (Bruker AXS, 2015)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS, 2016)'
_computing_molecular_graphics    'SHELXTL 6.12 (Bruker AXS, 2002)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXTL 6.12 (Bruker AXS, 2002)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker Kappa ImuS Duo Photon II CPAD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'Quazar focussing montel optics'
_diffrn_radiation_source         'ImuS high brilliance micro-focus tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0639
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            186565
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.604
_diffrn_reflns_theta_min         1.826
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.776
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.6990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0626 before and 0.0561 after correction.
The Ratio of minimum to maximum transmission is 0.9371.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_description       prism
_exptl_crystal_F_000             1992
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.537
_refine_diff_density_min         -0.400
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     558
_refine_ls_number_reflns         13232
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0474
_refine_ls_R_factor_gt           0.0307
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0228P)²+3.3282P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0623
_refine_ls_wR_factor_ref         0.0680
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                10646
_reflns_number_total             13232
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            Inorganics-2019-7-65.cif
_cod_data_source_block           jm1901
_cod_database_code               1556698
_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.
;
_shelx_estimated_absorpt_t_max   0.871
_shelx_estimated_absorpt_t_min   0.777
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C18(H18), C21(H21), C30(H30), C33(H33)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C9(H9A,H9B), C10(H10A,H10B)
2.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C14(H14), C15(H15), C16(H16), C26(H26), C27(H27),
 C28(H28), C36(H36), C37(H37), C38(H38), C39(H39), C40(H40), C101(H101),
 C102(H102), C103(H103), C104(H104), C105(H105), C201(H201), C202(H202),
 C203(H203), C204(H204), C205(H205)
2.d Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C22(H22A,H22B,H22C), C23(H23A,H23B,
 H23C), C31(H31A,H31B,H31C), C32(H32A,H32B,H32C), C34(H34A,H34B,H34C), C35(H35A,
 H35B,H35C)
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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_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
Mg1 Mg 0.77758(3) 0.54832(4) 0.51198(3) 0.01426(10) Uani 1 1 d . . . . .
Br1 Br 0.89289(2) 0.59286(2) 0.62782(2) 0.01925(4) Uani 1 1 d . . . . .
Br2 Br 0.66789(2) 0.50186(2) 0.38836(2) 0.02185(4) Uani 1 1 d . . . . .
N1 N 0.73899(7) 0.80677(10) 0.46239(6) 0.0133(2) Uani 1 1 d . . . . .
N2 N 0.82349(7) 0.72468(10) 0.43629(7) 0.0144(2) Uani 1 1 d . . . . .
N3 N 0.85302(7) 0.55176(10) 0.45560(7) 0.0148(2) Uani 1 1 d . . . . .
N4 N 0.87129(7) 0.37777(10) 0.48003(7) 0.0159(3) Uani 1 1 d . . . . .
N5 N 0.82880(7) 0.28957(10) 0.54624(7) 0.0152(3) Uani 1 1 d . . . . .
N6 N 0.69884(7) 0.54378(10) 0.56546(7) 0.0158(3) Uani 1 1 d . . . . .
C1 C 0.77287(8) 0.71504(12) 0.46864(8) 0.0137(3) Uani 1 1 d . . . . .
C2 C 0.76951(10) 0.88845(12) 0.42920(9) 0.0214(3) Uani 1 1 d . . . . .
H2A H 0.797627 0.941981 0.463339 0.026 Uiso 1 1 calc R . . . .
H2B H 0.728789 0.922511 0.390386 0.026 Uiso 1 1 calc R . . . .
C3 C 0.82197(9) 0.82635(12) 0.40286(8) 0.0178(3) Uani 1 1 d . . . . .
H3A H 0.801191 0.820453 0.351526 0.021 Uiso 1 1 calc R . . . .
H3B H 0.872816 0.857925 0.418105 0.021 Uiso 1 1 calc R . . . .
C4 C 0.86476(8) 0.64005(12) 0.42719(8) 0.0147(3) Uani 1 1 d . . . . .
C5 C 0.91353(9) 0.64643(13) 0.39131(8) 0.0182(3) Uani 1 1 d . . . . .
H5 H 0.921656 0.710296 0.372004 0.022 Uiso 1 1 calc R . . . .
C6 C 0.94981(9) 0.55572(13) 0.38486(9) 0.0203(3) Uani 1 1 d . . . . .
H6 H 0.983449 0.557243 0.360590 0.024 Uiso 1 1 calc R . . . .
C7 C 0.93773(9) 0.46280(13) 0.41328(8) 0.0183(3) Uani 1 1 d . . . . .
H7 H 0.962241 0.400325 0.408901 0.022 Uiso 1 1 calc R . . . .
C8 C 0.88812(8) 0.46510(12) 0.44852(8) 0.0153(3) Uani 1 1 d . . . . .
C9 C 0.90496(9) 0.27485(12) 0.47981(9) 0.0183(3) Uani 1 1 d . . . . .
H9A H 0.960553 0.277074 0.502640 0.022 Uiso 1 1 calc R . . . .
H9B H 0.891169 0.247641 0.431940 0.022 Uiso 1 1 calc R . . . .
C10 C 0.86963(11) 0.21006(13) 0.52169(10) 0.0255(4) Uani 1 1 d . . . . .
H10A H 0.834569 0.157248 0.492132 0.031 Uiso 1 1 calc R . . . .
H10B H 0.908690 0.174815 0.561226 0.031 Uiso 1 1 calc R . . . .
C11 C 0.82723(8) 0.38358(12) 0.51931(8) 0.0144(3) Uani 1 1 d . . . . .
C12 C 0.68357(8) 0.83398(11) 0.49151(8) 0.0140(3) Uani 1 1 d . . . . .
C13 C 0.60716(9) 0.83476(12) 0.44786(8) 0.0159(3) Uani 1 1 d . . . . .
C14 C 0.55525(9) 0.86775(12) 0.47643(9) 0.0192(3) Uani 1 1 d . . . . .
H14 H 0.503240 0.869884 0.447876 0.023 Uiso 1 1 calc R . . . .
C15 C 0.57774(9) 0.89755(13) 0.54559(9) 0.0209(3) Uani 1 1 d . . . . .
H15 H 0.541356 0.919475 0.564036 0.025 Uiso 1 1 calc R . . . .
C16 C 0.65328(9) 0.89519(13) 0.58755(8) 0.0189(3) Uani 1 1 d . . . . .
H16 H 0.668331 0.915660 0.634864 0.023 Uiso 1 1 calc R . . . .
C17 C 0.70787(8) 0.86337(12) 0.56180(8) 0.0148(3) Uani 1 1 d . . . . .
C18 C 0.57928(9) 0.80251(13) 0.37172(8) 0.0199(3) Uani 1 1 d . . . . .
H18 H 0.621927 0.768734 0.362589 0.024 Uiso 1 1 calc R . . . .
C19 C 0.55392(13) 0.89828(15) 0.32452(10) 0.0365(5) Uani 1 1 d . . . . .
H19A H 0.512089 0.932409 0.332818 0.055 Uiso 1 1 calc GR . . . .
H19B H 0.537351 0.876569 0.275748 0.055 Uiso 1 1 calc GR . . . .
H19C H 0.596133 0.947060 0.334823 0.055 Uiso 1 1 calc GR . . . .
C20 C 0.51408(10) 0.72399(14) 0.35424(9) 0.0249(4) Uani 1 1 d . . . . .
H20A H 0.531282 0.661530 0.382932 0.037 Uiso 1 1 calc GR . . . .
H20B H 0.497354 0.704947 0.304976 0.037 Uiso 1 1 calc GR . . . .
H20C H 0.472046 0.755466 0.363660 0.037 Uiso 1 1 calc GR . . . .
C21 C 0.79027(8) 0.86331(12) 0.60968(8) 0.0164(3) Uani 1 1 d . . . . .
H21 H 0.819605 0.825678 0.585637 0.020 Uiso 1 1 calc R . . . .
C22 C 0.82068(10) 0.97470(13) 0.62452(10) 0.0246(4) Uani 1 1 d . . . . .
H22A H 0.815881 1.008834 0.580721 0.037 Uiso 1 1 calc GR . . . .
H22B H 0.873878 0.972902 0.655341 0.037 Uiso 1 1 calc GR . . . .
H22C H 0.791742 1.013615 0.646982 0.037 Uiso 1 1 calc GR . . . .
C23 C 0.80124(10) 0.80609(14) 0.67737(8) 0.0231(3) Uani 1 1 d . . . . .
H23A H 0.774247 0.843049 0.702557 0.035 Uiso 1 1 calc GR . . . .
H23B H 0.855081 0.803343 0.706165 0.035 Uiso 1 1 calc GR . . . .
H23C H 0.781449 0.735133 0.666868 0.035 Uiso 1 1 calc GR . . . .
C24 C 0.79062(9) 0.26011(12) 0.59200(8) 0.0155(3) Uani 1 1 d . . . . .
C25 C 0.71521(9) 0.22862(12) 0.56308(8) 0.0171(3) Uani 1 1 d . . . . .
C26 C 0.68127(9) 0.19493(13) 0.60873(9) 0.0213(3) Uani 1 1 d . . . . .
H26 H 0.630213 0.172669 0.590530 0.026 Uiso 1 1 calc R . . . .
C27 C 0.72030(10) 0.19326(13) 0.67972(9) 0.0232(3) Uani 1 1 d . . . . .
H27 H 0.696185 0.169577 0.709793 0.028 Uiso 1 1 calc R . . . .
C28 C 0.79431(10) 0.22598(13) 0.70700(9) 0.0222(3) Uani 1 1 d . . . . .
H28 H 0.820519 0.225171 0.755955 0.027 Uiso 1 1 calc R . . . .
C29 C 0.83145(9) 0.26024(12) 0.66416(8) 0.0180(3) Uani 1 1 d . . . . .
C30 C 0.67054(9) 0.22817(13) 0.48537(8) 0.0193(3) Uani 1 1 d . . . . .
H30 H 0.701510 0.263134 0.461853 0.023 Uiso 1 1 calc R . . . .
C31 C 0.65480(11) 0.11656(14) 0.45804(10) 0.0299(4) Uani 1 1 d . . . . .
H31A H 0.702653 0.080125 0.467360 0.045 Uiso 1 1 calc GR . . . .
H31B H 0.626044 0.117806 0.407818 0.045 Uiso 1 1 calc GR . . . .
H31C H 0.625640 0.080258 0.481436 0.045 Uiso 1 1 calc GR . . . .
C32 C 0.59661(10) 0.28827(14) 0.46727(10) 0.0268(4) Uani 1 1 d . . . . .
H32A H 0.564226 0.253049 0.487783 0.040 Uiso 1 1 calc GR . . . .
H32B H 0.570924 0.291127 0.416635 0.040 Uiso 1 1 calc GR . . . .
H32C H 0.607307 0.359163 0.485807 0.040 Uiso 1 1 calc GR . . . .
C33 C 0.91356(10) 0.29329(14) 0.69599(9) 0.0234(3) Uani 1 1 d . . . . .
H33 H 0.926464 0.330171 0.659284 0.028 Uiso 1 1 calc R . . . .
C34 C 0.96520(11) 0.19840(18) 0.71933(13) 0.0428(5) Uani 1 1 d . . . . .
H34A H 0.954866 0.162194 0.756556 0.064 Uiso 1 1 calc GR . . . .
H34B H 1.017928 0.221099 0.736524 0.064 Uiso 1 1 calc GR . . . .
H34C H 0.955881 0.151112 0.679858 0.064 Uiso 1 1 calc GR . . . .
C35 C 0.92932(11) 0.36779(15) 0.75746(10) 0.0319(4) Uani 1 1 d . . . . .
H35A H 0.897090 0.429391 0.742426 0.048 Uiso 1 1 calc GR . . . .
H35B H 0.982363 0.389048 0.774478 0.048 Uiso 1 1 calc GR . . . .
H35C H 0.918616 0.332644 0.794845 0.048 Uiso 1 1 calc GR . . . .
C36 C 0.71575(11) 0.50014(14) 0.62801(9) 0.0260(4) Uani 1 1 d . . . . .
H36 H 0.765165 0.473585 0.651217 0.031 Uiso 1 1 calc R . . . .
C37 C 0.66398(14) 0.49207(17) 0.66039(11) 0.0401(5) Uani 1 1 d . . . . .
H37 H 0.677696 0.459896 0.704697 0.048 Uiso 1 1 calc R . . . .
C38 C 0.59244(13) 0.53131(17) 0.62748(13) 0.0430(6) Uani 1 1 d . . . . .
H38 H 0.555839 0.526241 0.648398 0.052 Uiso 1 1 calc R . . . .
C39 C 0.57518(11) 0.57795(17) 0.56371(12) 0.0367(5) Uani 1 1 d . . . . .
H39 H 0.526621 0.607015 0.540197 0.044 Uiso 1 1 calc R . . . .
C40 C 0.62922(9) 0.58203(14) 0.53429(10) 0.0249(4) Uani 1 1 d . . . . .
H40 H 0.616459 0.613433 0.489836 0.030 Uiso 1 1 calc R . . . .
N100 N 0.83247(14) 0.64357(19) 0.20563(11) 0.0606(6) Uani 1 1 d . . . . .
C101 C 0.79245(17) 0.5925(2) 0.23549(13) 0.0608(8) Uani 1 1 d . . . . .
H101 H 0.806190 0.522606 0.249322 0.073 Uiso 1 1 calc R . . . .
C102 C 0.73279(15) 0.6336(3) 0.24775(12) 0.0628(9) Uani 1 1 d . . . . .
H102 H 0.706865 0.593493 0.270464 0.075 Uiso 1 1 calc R . . . .
C103 C 0.71015(14) 0.7355(3) 0.22650(13) 0.0618(8) Uani 1 1 d . . . . .
H103 H 0.668237 0.765797 0.233724 0.074 Uiso 1 1 calc R . . . .
C104 C 0.75090(13) 0.7911(2) 0.19442(10) 0.0438(6) Uani 1 1 d . . . . .
H104 H 0.737869 0.860663 0.179097 0.053 Uiso 1 1 calc R . . . .
C105 C 0.81039(14) 0.7419(2) 0.18580(11) 0.0453(6) Uani 1 1 d . . . . .
H105 H 0.838345 0.780102 0.164132 0.054 Uiso 1 1 calc R . . . .
N200 N 0.53224(10) 0.49246(13) 0.10172(8) 0.0322(4) Uani 1 1 d . . . . .
C201 C 0.55819(10) 0.50073(14) 0.17096(9) 0.0258(4) Uani 1 1 d . . . . .
H201 H 0.588308 0.445624 0.197656 0.031 Uiso 1 1 calc R . . . .
C202 C 0.54396(10) 0.58422(15) 0.20598(9) 0.0253(4) Uani 1 1 d . . . . .
H202 H 0.563005 0.585782 0.255369 0.030 Uiso 1 1 calc R . . . .
C203 C 0.50120(9) 0.66598(14) 0.16758(9) 0.0232(3) Uani 1 1 d . . . . .
H203 H 0.490770 0.725077 0.190144 0.028 Uiso 1 1 calc R . . . .
C204 C 0.47407(9) 0.65983(14) 0.09591(9) 0.0214(3) Uani 1 1 d . . . . .
H204 H 0.444715 0.714610 0.068095 0.026 Uiso 1 1 calc R . . . .
C205 C 0.49059(11) 0.57236(15) 0.06569(10) 0.0298(4) Uani 1 1 d . . . . .
H205 H 0.471345 0.568311 0.016365 0.036 Uiso 1 1 calc R . . . .
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'
Mg Mg 0.0486 0.0363 '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'
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
Br1 Mg1 Br2 175.34(2) . .
N3 Mg1 Br1 89.27(4) . .
N3 Mg1 Br2 86.08(4) . .
N3 Mg1 N6 178.15(6) . .
N3 Mg1 C1 73.15(5) . .
N3 Mg1 C11 73.40(5) . .
N6 Mg1 Br1 92.58(4) . .
N6 Mg1 Br2 92.06(4) . .
N6 Mg1 C1 106.71(5) . .
N6 Mg1 C11 106.70(5) . .
C1 Mg1 Br1 92.94(4) . .
C1 Mg1 Br2 86.10(4) . .
C11 Mg1 Br1 87.40(4) . .
C11 Mg1 Br2 90.90(4) . .
C11 Mg1 C1 146.54(6) . .
C1 N1 C2 114.33(12) . .
C1 N1 C12 125.55(12) . .
C12 N1 C2 119.71(12) . .
C1 N2 C3 114.49(12) . .
C1 N2 C4 122.06(13) . .
C4 N2 C3 122.80(12) . .
C4 N3 Mg1 120.57(10) . .
C4 N3 C8 119.22(13) . .
C8 N3 Mg1 120.21(10) . .
C8 N4 C9 123.10(12) . .
C11 N4 C8 122.10(13) . .
C11 N4 C9 114.53(12) . .
C11 N5 C10 114.63(13) . .
C11 N5 C24 125.20(13) . .
C24 N5 C10 120.04(12) . .
C36 N6 Mg1 122.66(11) . .
C36 N6 C40 117.59(14) . .
C40 N6 Mg1 119.70(11) . .
N1 C1 Mg1 143.95(11) . .
N1 C1 N2 106.17(13) . .
N2 C1 Mg1 109.88(10) . .
N1 C2 H2A 111.3 . .
N1 C2 H2B 111.3 . .
N1 C2 C3 102.48(12) . .
H2A C2 H2B 109.2 . .
C3 C2 H2A 111.3 . .
C3 C2 H2B 111.3 . .
N2 C3 C2 101.38(12) . .
N2 C3 H3A 111.5 . .
N2 C3 H3B 111.5 . .
C2 C3 H3A 111.5 . .
C2 C3 H3B 111.5 . .
H3A C3 H3B 109.3 . .
N3 C4 N2 114.09(13) . .
N3 C4 C5 122.65(14) . .
C5 C4 N2 123.26(14) . .
C4 C5 H5 121.4 . .
C6 C5 C4 117.26(15) . .
C6 C5 H5 121.4 . .
C5 C6 H6 119.5 . .
C5 C6 C7 121.03(14) . .
C7 C6 H6 119.5 . .
C6 C7 H7 121.5 . .
C6 C7 C8 117.08(15) . .
C8 C7 H7 121.5 . .
N3 C8 N4 114.12(13) . .
N3 C8 C7 122.74(14) . .
C7 C8 N4 123.13(14) . .
N4 C9 H9A 111.4 . .
N4 C9 H9B 111.4 . .
N4 C9 C10 101.75(12) . .
H9A C9 H9B 109.3 . .
C10 C9 H9A 111.4 . .
C10 C9 H9B 111.4 . .
N5 C10 C9 102.51(12) . .
N5 C10 H10A 111.3 . .
N5 C10 H10B 111.3 . .
C9 C10 H10A 111.3 . .
C9 C10 H10B 111.3 . .
H10A C10 H10B 109.2 . .
N4 C11 Mg1 109.81(10) . .
N5 C11 Mg1 144.15(11) . .
N5 C11 N4 106.02(13) . .
C13 C12 N1 118.80(13) . .
C13 C12 C17 122.12(14) . .
C17 C12 N1 119.01(13) . .
C12 C13 C18 123.18(14) . .
C14 C13 C12 117.50(14) . .
C14 C13 C18 119.32(14) . .
C13 C14 H14 119.2 . .
C15 C14 C13 121.55(15) . .
C15 C14 H14 119.2 . .
C14 C15 H15 120.1 . .
C16 C15 C14 119.73(15) . .
C16 C15 H15 120.1 . .
C15 C16 H16 119.3 . .
C15 C16 C17 121.32(15) . .
C17 C16 H16 119.3 . .
C12 C17 C21 122.83(13) . .
C16 C17 C12 117.77(14) . .
C16 C17 C21 119.40(14) . .
C13 C18 H18 108.4 . .
C13 C18 C19 110.38(14) . .
C13 C18 C20 111.44(14) . .
C19 C18 H18 108.4 . .
C19 C18 C20 109.78(14) . .
C20 C18 H18 108.4 . .
C18 C19 H19A 109.5 . .
C18 C19 H19B 109.5 . .
C18 C19 H19C 109.5 . .
H19A C19 H19B 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
C18 C20 H20A 109.5 . .
C18 C20 H20B 109.5 . .
C18 C20 H20C 109.5 . .
H20A C20 H20B 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
C17 C21 H21 108.1 . .
C17 C21 C22 110.79(13) . .
C17 C21 C23 110.94(13) . .
C22 C21 H21 108.1 . .
C23 C21 H21 108.1 . .
C23 C21 C22 110.63(14) . .
C21 C22 H22A 109.5 . .
C21 C22 H22B 109.5 . .
C21 C22 H22C 109.5 . .
H22A C22 H22B 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
C21 C23 H23A 109.5 . .
C21 C23 H23B 109.5 . .
C21 C23 H23C 109.5 . .
H23A C23 H23B 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
C25 C24 N5 118.97(14) . .
C25 C24 C29 122.29(14) . .
C29 C24 N5 118.70(14) . .
C24 C25 C30 122.81(14) . .
C26 C25 C24 117.45(15) . .
C26 C25 C30 119.73(14) . .
C25 C26 H26 119.3 . .
C27 C26 C25 121.43(15) . .
C27 C26 H26 119.3 . .
C26 C27 H27 120.0 . .
C28 C27 C26 119.99(15) . .
C28 C27 H27 120.0 . .
C27 C28 H28 119.3 . .
C27 C28 C29 121.34(16) . .
C29 C28 H28 119.3 . .
C24 C29 C33 122.66(14) . .
C28 C29 C24 117.49(15) . .
C28 C29 C33 119.83(15) . .
C25 C30 H30 108.2 . .
C25 C30 C31 110.62(14) . .
C25 C30 C32 111.40(14) . .
C31 C30 H30 108.2 . .
C32 C30 H30 108.2 . .
C32 C30 C31 110.20(14) . .
C30 C31 H31A 109.5 . .
C30 C31 H31B 109.5 . .
C30 C31 H31C 109.5 . .
H31A C31 H31B 109.5 . .
H31A C31 H31C 109.5 . .
H31B C31 H31C 109.5 . .
C30 C32 H32A 109.5 . .
C30 C32 H32B 109.5 . .
C30 C32 H32C 109.5 . .
H32A C32 H32B 109.5 . .
H32A C32 H32C 109.5 . .
H32B C32 H32C 109.5 . .
C29 C33 H33 107.9 . .
C29 C33 C34 110.83(15) . .
C29 C33 C35 112.97(15) . .
C34 C33 H33 107.9 . .
C34 C33 C35 109.26(15) . .
C35 C33 H33 107.9 . .
C33 C34 H34A 109.5 . .
C33 C34 H34B 109.5 . .
C33 C34 H34C 109.5 . .
H34A C34 H34B 109.5 . .
H34A C34 H34C 109.5 . .
H34B C34 H34C 109.5 . .
C33 C35 H35A 109.5 . .
C33 C35 H35B 109.5 . .
C33 C35 H35C 109.5 . .
H35A C35 H35B 109.5 . .
H35A C35 H35C 109.5 . .
H35B C35 H35C 109.5 . .
N6 C36 H36 118.7 . .
N6 C36 C37 122.59(18) . .
C37 C36 H36 118.7 . .
C36 C37 H37 120.4 . .
C38 C37 C36 119.13(19) . .
C38 C37 H37 120.4 . .
C37 C38 H38 120.7 . .
C39 C38 C37 118.51(18) . .
C39 C38 H38 120.7 . .
C38 C39 H39 120.4 . .
C38 C39 C40 119.16(19) . .
C40 C39 H39 120.4 . .
N6 C40 C39 123.01(18) . .
N6 C40 H40 118.5 . .
C39 C40 H40 118.5 . .
C101 N100 C105 116.0(3) . .
N100 C101 H101 117.9 . .
N100 C101 C102 124.3(3) . .
C102 C101 H101 117.9 . .
C101 C102 H102 120.4 . .
C101 C102 C103 119.2(2) . .
C103 C102 H102 120.4 . .
C102 C103 H103 121.0 . .
C104 C103 C102 118.0(3) . .
C104 C103 H103 121.0 . .
C103 C104 H104 121.3 . .
C105 C104 C103 117.5(3) . .
C105 C104 H104 121.3 . .
N100 C105 C104 125.1(2) . .
N100 C105 H105 117.4 . .
C104 C105 H105 117.4 . .
C201 N200 C205 116.33(16) . .
N200 C201 H201 118.0 . .
N200 C201 C202 124.01(17) . .
C202 C201 H201 118.0 . .
C201 C202 H202 120.7 . .
C201 C202 C203 118.52(16) . .
C203 C202 H202 120.7 . .
C202 C203 H203 120.6 . .
C204 C203 C202 118.71(16) . .
C204 C203 H203 120.6 . .
C203 C204 H204 120.8 . .
C205 C204 C203 118.42(16) . .
C205 C204 H204 120.8 . .
N200 C205 C204 124.00(17) . .
N200 C205 H205 118.0 . .
C204 C205 H205 118.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mg1 Br1 2.6502(6) .
Mg1 Br2 2.7074(6) .
Mg1 N3 2.1620(13) .
Mg1 N6 2.1709(13) .
Mg1 C1 2.3109(16) .
Mg1 C11 2.3010(16) .
N1 C1 1.3274(19) .
N1 C2 1.4856(19) .
N1 C12 1.4400(18) .
N2 C1 1.3687(18) .
N2 C3 1.4733(19) .
N2 C4 1.3955(19) .
N3 C4 1.334(2) .
N3 C8 1.3349(19) .
N4 C8 1.393(2) .
N4 C9 1.4708(19) .
N4 C11 1.3702(18) .
N5 C10 1.483(2) .
N5 C11 1.3257(19) .
N5 C24 1.4419(19) .
N6 C36 1.336(2) .
N6 C40 1.338(2) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C2 C3 1.529(2) .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C4 C5 1.391(2) .
C5 H5 0.9500 .
C5 C6 1.387(2) .
C6 H6 0.9500 .
C6 C7 1.387(2) .
C7 H7 0.9500 .
C7 C8 1.392(2) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C9 C10 1.526(2) .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C12 C13 1.404(2) .
C12 C17 1.405(2) .
C13 C14 1.394(2) .
C13 C18 1.522(2) .
C14 H14 0.9500 .
C14 C15 1.387(2) .
C15 H15 0.9500 .
C15 C16 1.382(2) .
C16 H16 0.9500 .
C16 C17 1.395(2) .
C17 C21 1.518(2) .
C18 H18 1.0000 .
C18 C19 1.534(2) .
C18 C20 1.538(2) .
C19 H19A 0.9800 .
C19 H19B 0.9800 .
C19 H19C 0.9800 .
C20 H20A 0.9800 .
C20 H20B 0.9800 .
C20 H20C 0.9800 .
C21 H21 1.0000 .
C21 C22 1.532(2) .
C21 C23 1.526(2) .
C22 H22A 0.9800 .
C22 H22B 0.9800 .
C22 H22C 0.9800 .
C23 H23A 0.9800 .
C23 H23B 0.9800 .
C23 H23C 0.9800 .
C24 C25 1.399(2) .
C24 C29 1.406(2) .
C25 C26 1.397(2) .
C25 C30 1.517(2) .
C26 H26 0.9500 .
C26 C27 1.380(2) .
C27 H27 0.9500 .
C27 C28 1.379(2) .
C28 H28 0.9500 .
C28 C29 1.395(2) .
C29 C33 1.519(2) .
C30 H30 1.0000 .
C30 C31 1.530(2) .
C30 C32 1.529(2) .
C31 H31A 0.9800 .
C31 H31B 0.9800 .
C31 H31C 0.9800 .
C32 H32A 0.9800 .
C32 H32B 0.9800 .
C32 H32C 0.9800 .
C33 H33 1.0000 .
C33 C34 1.530(3) .
C33 C35 1.530(2) .
C34 H34A 0.9800 .
C34 H34B 0.9800 .
C34 H34C 0.9800 .
C35 H35A 0.9800 .
C35 H35B 0.9800 .
C35 H35C 0.9800 .
C36 H36 0.9500 .
C36 C37 1.387(3) .
C37 H37 0.9500 .
C37 C38 1.377(3) .
C38 H38 0.9500 .
C38 C39 1.374(3) .
C39 H39 0.9500 .
C39 C40 1.379(2) .
C40 H40 0.9500 .
N100 C101 1.320(3) .
N100 C105 1.347(3) .
C101 H101 0.9500 .
C101 C102 1.361(4) .
C102 H102 0.9500 .
C102 C103 1.397(4) .
C103 H103 0.9500 .
C103 C104 1.392(3) .
C104 H104 0.9500 .
C104 C105 1.367(3) .
C105 H105 0.9500 .
N200 C201 1.336(2) .
N200 C205 1.343(2) .
C201 H201 0.9500 .
C201 C202 1.376(3) .
C202 H202 0.9500 .
C202 C203 1.386(2) .
C203 H203 0.9500 .
C203 C204 1.381(2) .
C204 H204 0.9500 .
C204 C205 1.378(2) .
C205 H205 0.9500 .
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
Mg1 N3 C4 N2 -1.35(18) . . . .
Mg1 N3 C4 C5 179.08(12) . . . .
Mg1 N3 C8 N4 -0.08(18) . . . .
Mg1 N3 C8 C7 -179.48(12) . . . .
Mg1 N6 C36 C37 -176.27(15) . . . .
Mg1 N6 C40 C39 177.20(15) . . . .
N1 C2 C3 N2 -9.98(16) . . . .
N1 C12 C13 C14 -176.02(13) . . . .
N1 C12 C13 C18 3.4(2) . . . .
N1 C12 C17 C16 176.31(13) . . . .
N1 C12 C17 C21 -2.7(2) . . . .
N2 C4 C5 C6 -178.63(15) . . . .
N3 C4 C5 C6 0.9(2) . . . .
N4 C9 C10 N5 -6.62(17) . . . .
N5 C24 C25 C26 176.40(14) . . . .
N5 C24 C25 C30 -2.5(2) . . . .
N5 C24 C29 C28 -176.57(14) . . . .
N5 C24 C29 C33 1.9(2) . . . .
N6 C36 C37 C38 -0.7(3) . . . .
C1 N1 C2 C3 9.65(18) . . . .
C1 N1 C12 C13 -101.49(18) . . . .
C1 N1 C12 C17 81.33(19) . . . .
C1 N2 C3 C2 8.72(17) . . . .
C1 N2 C4 N3 -3.1(2) . . . .
C1 N2 C4 C5 176.46(14) . . . .
C2 N1 C1 Mg1 176.24(14) . . . .
C2 N1 C1 N2 -4.48(17) . . . .
C2 N1 C12 C13 86.26(18) . . . .
C2 N1 C12 C17 -90.92(17) . . . .
C3 N2 C1 Mg1 176.43(10) . . . .
C3 N2 C1 N1 -3.12(17) . . . .
C3 N2 C4 N3 -173.37(14) . . . .
C3 N2 C4 C5 6.2(2) . . . .
C4 N2 C1 Mg1 5.42(17) . . . .
C4 N2 C1 N1 -174.13(13) . . . .
C4 N2 C3 C2 179.66(14) . . . .
C4 N3 C8 N4 -179.71(14) . . . .
C4 N3 C8 C7 0.9(2) . . . .
C4 C5 C6 C7 -0.1(2) . . . .
C5 C6 C7 C8 -0.3(2) . . . .
C6 C7 C8 N3 -0.1(2) . . . .
C6 C7 C8 N4 -179.48(15) . . . .
C8 N3 C4 N2 178.28(13) . . . .
C8 N3 C4 C5 -1.3(2) . . . .
C8 N4 C9 C10 178.74(15) . . . .
C8 N4 C11 Mg1 6.85(18) . . . .
C8 N4 C11 N5 -174.28(14) . . . .
C9 N4 C8 N3 -178.68(14) . . . .
C9 N4 C8 C7 0.7(2) . . . .
C9 N4 C11 Mg1 -178.90(10) . . . .
C9 N4 C11 N5 -0.03(18) . . . .
C10 N5 C11 Mg1 173.18(15) . . . .
C10 N5 C11 N4 -5.00(18) . . . .
C10 N5 C24 C25 -89.96(18) . . . .
C10 N5 C24 C29 87.62(19) . . . .
C11 N4 C8 N3 -4.9(2) . . . .
C11 N4 C8 C7 174.46(15) . . . .
C11 N4 C9 C10 4.56(18) . . . .
C11 N5 C10 C9 7.67(19) . . . .
C11 N5 C24 C25 85.53(19) . . . .
C11 N5 C24 C29 -96.89(19) . . . .
C12 N1 C1 Mg1 3.6(3) . . . .
C12 N1 C1 N2 -177.09(13) . . . .
C12 N1 C2 C3 -177.27(13) . . . .
C12 C13 C14 C15 -0.8(2) . . . .
C12 C13 C18 C19 -107.32(18) . . . .
C12 C13 C18 C20 130.42(16) . . . .
C12 C17 C21 C22 106.40(17) . . . .
C12 C17 C21 C23 -130.30(15) . . . .
C13 C12 C17 C16 -0.8(2) . . . .
C13 C12 C17 C21 -179.81(14) . . . .
C13 C14 C15 C16 0.3(3) . . . .
C14 C13 C18 C19 72.1(2) . . . .
C14 C13 C18 C20 -50.2(2) . . . .
C14 C15 C16 C17 0.0(3) . . . .
C15 C16 C17 C12 0.2(2) . . . .
C15 C16 C17 C21 179.28(15) . . . .
C16 C17 C21 C22 -72.61(18) . . . .
C16 C17 C21 C23 50.68(19) . . . .
C17 C12 C13 C14 1.1(2) . . . .
C17 C12 C13 C18 -179.51(14) . . . .
C18 C13 C14 C15 179.74(15) . . . .
C24 N5 C10 C9 -176.38(13) . . . .
C24 N5 C11 Mg1 -2.5(3) . . . .
C24 N5 C11 N4 179.29(14) . . . .
C24 C25 C26 C27 0.4(2) . . . .
C24 C25 C30 C31 109.99(18) . . . .
C24 C25 C30 C32 -127.08(16) . . . .
C24 C29 C33 C34 -103.41(19) . . . .
C24 C29 C33 C35 133.59(17) . . . .
C25 C24 C29 C28 0.9(2) . . . .
C25 C24 C29 C33 179.39(15) . . . .
C25 C26 C27 C28 0.4(3) . . . .
C26 C25 C30 C31 -68.94(19) . . . .
C26 C25 C30 C32 54.0(2) . . . .
C26 C27 C28 C29 -0.6(3) . . . .
C27 C28 C29 C24 -0.1(2) . . . .
C27 C28 C29 C33 -178.56(16) . . . .
C28 C29 C33 C34 75.0(2) . . . .
C28 C29 C33 C35 -48.0(2) . . . .
C29 C24 C25 C26 -1.1(2) . . . .
C29 C24 C25 C30 179.96(14) . . . .
C30 C25 C26 C27 179.38(15) . . . .
C36 N6 C40 C39 -0.1(3) . . . .
C36 C37 C38 C39 -0.5(3) . . . .
C37 C38 C39 C40 1.3(3) . . . .
C38 C39 C40 N6 -1.0(3) . . . .
C40 N6 C36 C37 1.0(3) . . . .
N100 C101 C102 C103 1.5(4) . . . .
C101 N100 C105 C104 0.1(4) . . . .
C101 C102 C103 C104 -1.0(4) . . . .
C102 C103 C104 C105 0.1(3) . . . .
C103 C104 C105 N100 0.3(4) . . . .
C105 N100 C101 C102 -1.0(4) . . . .
N200 C201 C202 C203 -1.1(3) . . . .
C201 N200 C205 C204 0.2(3) . . . .
C201 C202 C203 C204 0.6(3) . . . .
C202 C203 C204 C205 0.2(3) . . . .
C203 C204 C205 N200 -0.6(3) . . . .
C205 N200 C201 C202 0.7(3) . . . .
