#------------------------------------------------------------------------------
#$Date: 2016-03-21 18:46:36 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178823 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/77/4107769.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_4107769
loop_
_publ_author_name
'Ryan E. Cowley'
'Jérôme Elhaïk'
'Nathan A. Eckert'
'William W. Brennessel'
'Eckhard Bill'
'Patrick L. Holland'
_publ_section_title
;
 A Bridging Hexazene (RNNNNNNR) Ligand from Reductive Coupling of Azides
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6074
_journal_page_last               6075
_journal_paper_doi               10.1021/ja801375g
_journal_volume                  130
_journal_year                    2008
_chemical_formula_moiety         'C78 H112 Fe2 N10, 2(C H2 Cl2)'
_chemical_formula_sum            'C80 H116 Cl4 Fe2 N10'
_chemical_formula_weight         1471.33
_chemical_name_common            HOLRC04
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 90.204(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   14.2681(16)
_cell_length_b                   18.409(2)
_cell_length_c                   14.5166(16)
_cell_measurement_reflns_used    3909
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      32.85
_cell_measurement_theta_min      2.98
_cell_volume                     3812.9(7)
_computing_cell_refinement       'SAINT (Bruker, 2006)'
_computing_data_collection       'APEX2 (Bruker, 2006)'
_computing_data_reduction        'SAINT (Bruker, 2006)'
_computing_molecular_graphics    'SHELXTL (Bruker, 2000)'
_computing_publication_material  'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100.0(1)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker SMART APEX II CCD Platform'
_diffrn_measurement_method       'area detector, ω scans per φ'
_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  0.0403
_diffrn_reflns_av_sigmaI/netI    0.0329
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            67828
_diffrn_reflns_theta_full        32.58
_diffrn_reflns_theta_max         32.58
_diffrn_reflns_theta_min         1.79
_exptl_absorpt_coefficient_mu    0.571
_exptl_absorpt_correction_T_max  0.8752
_exptl_absorpt_correction_T_min  0.8565
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2007)'
_exptl_crystal_colour            'dark orange'
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_description       block
_exptl_crystal_F_000             1572
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.788
_refine_diff_density_min         -1.015
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     442
_refine_ls_number_reflns         13782
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0557
_refine_ls_R_factor_gt           0.0420
_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)+(0.0508P)²+2.6839P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1088
_refine_ls_wR_factor_ref         0.1160
_reflns_number_gt                11160
_reflns_number_total             13782
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja801375g-file002_2.cif
_cod_data_source_block           holrc04
_cod_original_cell_volume        3812.8(7)
_cod_database_code               4107769
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Fe1 Fe 0.611131(13) 0.095584(10) 0.026249(13) 0.01063(5) Uani 1 1 d .
N1 N 0.54335(8) 0.08794(6) -0.09886(8) 0.0120(2) Uani 1 1 d .
N2 N 0.48355(8) 0.03490(6) -0.10884(8) 0.0128(2) Uani 1 1 d .
N3 N 0.52756(8) 0.00875(6) 0.03888(8) 0.0125(2) Uani 1 1 d .
N11 N 0.62011(8) 0.18774(6) 0.10147(8) 0.0129(2) Uani 1 1 d .
N21 N 0.74706(8) 0.06613(6) 0.03351(8) 0.0123(2) Uani 1 1 d .
C11 C 0.71379(10) 0.29696(8) 0.13674(11) 0.0191(3) Uani 1 1 d .
H11A H 0.6529 0.3147 0.1581 0.029 Uiso 0.50 1 calc PR
H11B H 0.7390 0.3305 0.0906 0.029 Uiso 0.50 1 calc PR
H11C H 0.7572 0.2939 0.1891 0.029 Uiso 0.50 1 calc PR
H11J H 0.7798 0.3114 0.1338 0.029 Uiso 0.50 1 calc PR
H11K H 0.6937 0.2956 0.2012 0.029 Uiso 0.50 1 calc PR
H11L H 0.6755 0.3322 0.1028 0.029 Uiso 0.50 1 calc PR
C21 C 0.70200(9) 0.22241(7) 0.09422(10) 0.0140(2) Uani 1 1 d .
C31 C 0.78303(9) 0.19377(7) 0.05200(10) 0.0145(2) Uani 1 1 d .
H31A H 0.8278 0.2290 0.0334 0.017 Uiso 1 1 calc R
C41 C 0.80790(9) 0.12107(7) 0.03310(9) 0.0133(2) Uani 1 1 d .
C51 C 0.91110(10) 0.10736(8) 0.01556(11) 0.0194(3) Uani 1 1 d .
H51A H 0.9179 0.0673 -0.0283 0.029 Uiso 1 1 calc R
H51B H 0.9423 0.0946 0.0736 0.029 Uiso 1 1 calc R
H51C H 0.9398 0.1513 -0.0099 0.029 Uiso 1 1 calc R
C12 C 0.54976(9) 0.21980(7) 0.16058(10) 0.0145(2) Uani 1 1 d .
C22 C 0.48897(10) 0.27478(8) 0.12796(10) 0.0178(3) Uani 1 1 d .
C32 C 0.42778(11) 0.30780(9) 0.19021(11) 0.0224(3) Uani 1 1 d .
H32A H 0.3883 0.3460 0.1694 0.027 Uiso 1 1 calc R
C42 C 0.42336(11) 0.28614(9) 0.28155(11) 0.0234(3) Uani 1 1 d .
H42A H 0.3817 0.3096 0.3230 0.028 Uiso 1 1 calc R
C52 C 0.48030(11) 0.22998(9) 0.31177(11) 0.0215(3) Uani 1 1 d .
H52A H 0.4759 0.2143 0.3739 0.026 Uiso 1 1 calc R
C62 C 0.54400(10) 0.19588(8) 0.25300(10) 0.0166(2) Uani 1 1 d .
C72 C 0.48385(11) 0.29871(9) 0.02798(11) 0.0231(3) Uani 1 1 d .
H72A H 0.5283 0.2682 -0.0085 0.028 Uiso 1 1 calc R
C82 C 0.38456(12) 0.28658(11) -0.00978(12) 0.0288(4) Uani 1 1 d .
H82A H 0.3667 0.2356 -0.0011 0.043 Uiso 1 1 calc R
H82B H 0.3830 0.2984 -0.0756 0.043 Uiso 1 1 calc R
H82C H 0.3405 0.3180 0.0232 0.043 Uiso 1 1 calc R
C92 C 0.51045(15) 0.37897(12) 0.01482(15) 0.0361(4) Uani 1 1 d .
H92A H 0.5736 0.3874 0.0393 0.054 Uiso 1 1 calc R
H92B H 0.4656 0.4098 0.0477 0.054 Uiso 1 1 calc R
H92C H 0.5091 0.3910 -0.0509 0.054 Uiso 1 1 calc R
C102 C 0.60645(10) 0.13520(8) 0.28954(10) 0.0177(3) Uani 1 1 d .
H10A H 0.6201 0.1015 0.2372 0.021 Uiso 1 1 calc R
C112 C 0.55831(13) 0.09110(10) 0.36516(12) 0.0269(3) Uani 1 1 d .
H11D H 0.4963 0.0756 0.3437 0.040 Uiso 1 1 calc R
H11E H 0.5515 0.1212 0.4204 0.040 Uiso 1 1 calc R
H11F H 0.5963 0.0483 0.3798 0.040 Uiso 1 1 calc R
C122 C 0.70017(12) 0.16493(9) 0.32516(13) 0.0264(3) Uani 1 1 d .
H12A H 0.7353 0.1860 0.2738 0.040 Uiso 1 1 calc R
H12B H 0.7366 0.1254 0.3528 0.040 Uiso 1 1 calc R
H12C H 0.6885 0.2024 0.3716 0.040 Uiso 1 1 calc R
C13 C 0.78319(9) -0.00678(7) 0.03752(9) 0.0129(2) Uani 1 1 d .
C23 C 0.82374(10) -0.03237(8) 0.12036(10) 0.0161(2) Uani 1 1 d .
C33 C 0.86073(11) -0.10267(8) 0.12283(11) 0.0192(3) Uani 1 1 d .
H33A H 0.8896 -0.1198 0.1778 0.023 Uiso 1 1 calc R
C43 C 0.85604(11) -0.14787(8) 0.04665(11) 0.0201(3) Uani 1 1 d .
H43A H 0.8825 -0.1952 0.0490 0.024 Uiso 1 1 calc R
C53 C 0.81238(11) -0.12347(8) -0.03301(11) 0.0186(3) Uani 1 1 d .
H53A H 0.8071 -0.1552 -0.0844 0.022 Uiso 1 1 calc R
C63 C 0.77590(10) -0.05317(7) -0.03934(10) 0.0148(2) Uani 1 1 d .
C73 C 0.82103(11) 0.01145(8) 0.20923(10) 0.0196(3) Uani 1 1 d .
H73A H 0.8013 0.0622 0.1938 0.024 Uiso 1 1 calc R
C83 C 0.91547(14) 0.01497(13) 0.25906(14) 0.0368(4) Uani 1 1 d .
H83A H 0.9626 0.0358 0.2178 0.055 Uiso 1 1 calc R
H83B H 0.9347 -0.0341 0.2772 0.055 Uiso 1 1 calc R
H83C H 0.9097 0.0454 0.3141 0.055 Uiso 1 1 calc R
C93 C 0.74595(14) -0.02226(9) 0.27146(12) 0.0262(3) Uani 1 1 d .
H93A H 0.6853 -0.0215 0.2396 0.039 Uiso 1 1 calc R
H93B H 0.7415 0.0058 0.3287 0.039 Uiso 1 1 calc R
H93C H 0.7631 -0.0726 0.2859 0.039 Uiso 1 1 calc R
C103 C 0.73204(10) -0.02913(8) -0.12981(10) 0.0171(3) Uani 1 1 d .
H10B H 0.6970 0.0170 -0.1182 0.021 Uiso 1 1 calc R
C113 C 0.66196(12) -0.08544(9) -0.16610(12) 0.0231(3) Uani 1 1 d .
H11G H 0.6167 -0.0971 -0.1177 0.035 Uiso 1 1 calc R
H11H H 0.6956 -0.1296 -0.1841 0.035 Uiso 1 1 calc R
H11I H 0.6288 -0.0656 -0.2197 0.035 Uiso 1 1 calc R
C123 C 0.80866(12) -0.01302(10) -0.20075(12) 0.0266(3) Uani 1 1 d .
H12D H 0.8513 0.0240 -0.1762 0.040 Uiso 1 1 calc R
H12E H 0.7798 0.0048 -0.2578 0.040 Uiso 1 1 calc R
H12F H 0.8439 -0.0576 -0.2136 0.040 Uiso 1 1 calc R
C14 C 0.55050(9) 0.13227(7) -0.18412(9) 0.0122(2) Uani 1 1 d .
C24 C 0.63467(10) 0.18346(8) -0.17211(10) 0.0159(2) Uani 1 1 d .
H24A H 0.6926 0.1546 -0.1639 0.019 Uiso 1 1 calc R
H24B H 0.6259 0.2137 -0.1164 0.019 Uiso 1 1 calc R
C34 C 0.46077(10) 0.17693(8) -0.19811(10) 0.0153(2) Uani 1 1 d .
H34A H 0.4491 0.2070 -0.1428 0.018 Uiso 1 1 calc R
H34B H 0.4068 0.1438 -0.2065 0.018 Uiso 1 1 calc R
C44 C 0.56603(10) 0.08527(7) -0.27023(9) 0.0152(2) Uani 1 1 d .
H44A H 0.5124 0.0518 -0.2786 0.018 Uiso 1 1 calc R
H44B H 0.6235 0.0557 -0.2623 0.018 Uiso 1 1 calc R
C54 C 0.64424(11) 0.23272(8) -0.25744(10) 0.0187(3) Uani 1 1 d .
H54A H 0.6989 0.2661 -0.2491 0.022 Uiso 1 1 calc R
C64 C 0.47009(10) 0.22633(8) -0.28298(10) 0.0177(3) Uani 1 1 d .
H64A H 0.4115 0.2555 -0.2911 0.021 Uiso 1 1 calc R
C74 C 0.57580(10) 0.13400(8) -0.35573(10) 0.0174(3) Uani 1 1 d .
H74A H 0.5859 0.1030 -0.4114 0.021 Uiso 1 1 calc R
C84 C 0.65966(11) 0.18502(9) -0.34298(11) 0.0203(3) Uani 1 1 d .
H84A H 0.6667 0.2161 -0.3982 0.024 Uiso 1 1 calc R
H84B H 0.7178 0.1562 -0.3354 0.024 Uiso 1 1 calc R
C94 C 0.55405(11) 0.27756(8) -0.26956(11) 0.0207(3) Uani 1 1 d .
H94A H 0.5440 0.3083 -0.2145 0.025 Uiso 1 1 calc R
H94B H 0.5601 0.3098 -0.3238 0.025 Uiso 1 1 calc R
C104 C 0.48625(11) 0.17908(9) -0.36868(10) 0.0194(3) Uani 1 1 d .
H10C H 0.4320 0.1464 -0.3782 0.023 Uiso 1 1 calc R
H10D H 0.4924 0.2104 -0.4238 0.023 Uiso 1 1 calc R
Cl15 Cl 0.73165(5) -0.13304(3) 0.58698(4) 0.04868(15) Uani 1 1 d .
C15 C 0.69226(17) -0.04859(12) 0.5486(2) 0.0469(5) Uani 1 1 d .
H15A H 0.6466 -0.0293 0.5936 0.056 Uiso 1 1 calc R
H15B H 0.6590 -0.0552 0.4892 0.056 Uiso 1 1 calc R
Cl25 Cl 0.78163(4) 0.01530(3) 0.53365(3) 0.03616(11) Uani 1 1 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 '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
N3 Fe1 N21 110.69(5) . .
N3 Fe1 N11 131.07(5) . .
N21 Fe1 N11 97.95(5) . .
N3 Fe1 N1 75.43(4) . .
N21 Fe1 N1 118.45(5) . .
N11 Fe1 N1 124.22(5) . .
N2 N1 C14 111.43(10) . .
N2 N1 Fe1 117.00(8) . .
C14 N1 Fe1 131.56(8) . .
N1 N2 N3 117.10(11) . 3_655
N2 N3 N3 114.41(13) 3_655 3_655
N2 N3 Fe1 129.53(9) 3_655 .
N3 N3 Fe1 116.06(11) 3_655 .
C21 N11 C12 117.39(11) . .
C21 N11 Fe1 114.35(9) . .
C12 N11 Fe1 128.26(9) . .
C41 N21 C13 118.34(11) . .
C41 N21 Fe1 114.96(9) . .
C13 N21 Fe1 126.68(9) . .
C21 C11 H11A 109.5 . .
C21 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C21 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C21 C11 H11J 109.5 . .
H11A C11 H11J 141.1 . .
H11B C11 H11J 56.3 . .
H11C C11 H11J 56.3 . .
C21 C11 H11K 109.5 . .
H11A C11 H11K 56.3 . .
H11B C11 H11K 141.1 . .
H11C C11 H11K 56.3 . .
H11J C11 H11K 109.5 . .
C21 C11 H11L 109.5 . .
H11A C11 H11L 56.3 . .
H11B C11 H11L 56.3 . .
H11C C11 H11L 141.1 . .
H11J C11 H11L 109.5 . .
H11K C11 H11L 109.5 . .
N11 C21 C31 124.97(12) . .
N11 C21 C11 119.81(12) . .
C31 C21 C11 115.17(12) . .
C41 C31 C21 130.16(12) . .
C41 C31 H31A 114.9 . .
C21 C31 H31A 114.9 . .
N21 C41 C31 123.66(12) . .
N21 C41 C51 120.48(12) . .
C31 C41 C51 115.81(12) . .
C41 C51 H51A 109.5 . .
C41 C51 H51B 109.5 . .
H51A C51 H51B 109.5 . .
C41 C51 H51C 109.5 . .
H51A C51 H51C 109.5 . .
H51B C51 H51C 109.5 . .
C22 C12 C62 120.20(13) . .
C22 C12 N11 121.26(13) . .
C62 C12 N11 118.54(12) . .
C32 C22 C12 118.60(14) . .
C32 C22 C72 117.63(13) . .
C12 C22 C72 123.74(13) . .
C42 C32 C22 121.59(15) . .
C42 C32 H32A 119.2 . .
C22 C32 H32A 119.2 . .
C52 C42 C32 119.28(14) . .
C52 C42 H42A 120.4 . .
C32 C42 H42A 120.4 . .
C42 C52 C62 121.58(15) . .
C42 C52 H52A 119.2 . .
C62 C52 H52A 119.2 . .
C52 C62 C12 118.63(14) . .
C52 C62 C102 119.85(13) . .
C12 C62 C102 121.51(13) . .
C22 C72 C82 109.92(14) . .
C22 C72 C92 112.74(15) . .
C82 C72 C92 108.88(14) . .
C22 C72 H72A 108.4 . .
C82 C72 H72A 108.4 . .
C92 C72 H72A 108.4 . .
C72 C82 H82A 109.5 . .
C72 C82 H82B 109.5 . .
H82A C82 H82B 109.5 . .
C72 C82 H82C 109.5 . .
H82A C82 H82C 109.5 . .
H82B C82 H82C 109.5 . .
C72 C92 H92A 109.5 . .
C72 C92 H92B 109.5 . .
H92A C92 H92B 109.5 . .
C72 C92 H92C 109.5 . .
H92A C92 H92C 109.5 . .
H92B C92 H92C 109.5 . .
C62 C102 C112 112.05(13) . .
C62 C102 C122 111.36(12) . .
C112 C102 C122 109.91(13) . .
C62 C102 H10A 107.8 . .
C112 C102 H10A 107.8 . .
C122 C102 H10A 107.8 . .
C102 C112 H11D 109.5 . .
C102 C112 H11E 109.5 . .
H11D C112 H11E 109.5 . .
C102 C112 H11F 109.5 . .
H11D C112 H11F 109.5 . .
H11E C112 H11F 109.5 . .
C102 C122 H12A 109.5 . .
C102 C122 H12B 109.5 . .
H12A C122 H12B 109.5 . .
C102 C122 H12C 109.5 . .
H12A C122 H12C 109.5 . .
H12B C122 H12C 109.5 . .
C63 C13 C23 120.04(12) . .
C63 C13 N21 120.53(12) . .
C23 C13 N21 119.40(12) . .
C33 C23 C13 118.92(13) . .
C33 C23 C73 118.66(13) . .
C13 C23 C73 122.20(12) . .
C43 C33 C23 121.23(14) . .
C43 C33 H33A 119.4 . .
C23 C33 H33A 119.4 . .
C33 C43 C53 119.44(13) . .
C33 C43 H43A 120.3 . .
C53 C43 H43A 120.3 . .
C43 C53 C63 121.39(14) . .
C43 C53 H53A 119.3 . .
C63 C53 H53A 119.3 . .
C53 C63 C13 118.87(13) . .
C53 C63 C103 118.60(12) . .
C13 C63 C103 122.51(12) . .
C23 C73 C83 113.49(14) . .
C23 C73 C93 107.72(13) . .
C83 C73 C93 110.77(14) . .
C23 C73 H73A 108.2 . .
C83 C73 H73A 108.2 . .
C93 C73 H73A 108.2 . .
C73 C83 H83A 109.5 . .
C73 C83 H83B 109.5 . .
H83A C83 H83B 109.5 . .
C73 C83 H83C 109.5 . .
H83A C83 H83C 109.5 . .
H83B C83 H83C 109.5 . .
C73 C93 H93A 109.5 . .
C73 C93 H93B 109.5 . .
H93A C93 H93B 109.5 . .
C73 C93 H93C 109.5 . .
H93A C93 H93C 109.5 . .
H93B C93 H93C 109.5 . .
C63 C103 C113 111.50(12) . .
C63 C103 C123 110.15(12) . .
C113 C103 C123 111.46(13) . .
C63 C103 H10B 107.9 . .
C113 C103 H10B 107.9 . .
C123 C103 H10B 107.9 . .
C103 C113 H11G 109.5 . .
C103 C113 H11H 109.5 . .
H11G C113 H11H 109.5 . .
C103 C113 H11I 109.5 . .
H11G C113 H11I 109.5 . .
H11H C113 H11I 109.5 . .
C103 C123 H12D 109.5 . .
C103 C123 H12E 109.5 . .
H12D C123 H12E 109.5 . .
C103 C123 H12F 109.5 . .
H12D C123 H12F 109.5 . .
H12E C123 H12F 109.5 . .
N1 C14 C34 110.16(11) . .
N1 C14 C24 107.36(10) . .
C34 C14 C24 109.75(11) . .
N1 C14 C44 112.26(11) . .
C34 C14 C44 108.46(11) . .
C24 C14 C44 108.83(11) . .
C14 C24 C54 109.95(11) . .
C14 C24 H24A 109.7 . .
C54 C24 H24A 109.7 . .
C14 C24 H24B 109.7 . .
C54 C24 H24B 109.7 . .
H24A C24 H24B 108.2 . .
C14 C34 C64 110.39(11) . .
C14 C34 H34A 109.6 . .
C64 C34 H34A 109.6 . .
C14 C34 H34B 109.6 . .
C64 C34 H34B 109.6 . .
H34A C34 H34B 108.1 . .
C14 C44 C74 109.99(11) . .
C14 C44 H44A 109.7 . .
C74 C44 H44A 109.7 . .
C14 C44 H44B 109.7 . .
C74 C44 H44B 109.7 . .
H44A C44 H44B 108.2 . .
C84 C54 C94 109.64(12) . .
C84 C54 C24 109.05(12) . .
C94 C54 C24 109.33(12) . .
C84 C54 H54A 109.6 . .
C94 C54 H54A 109.6 . .
C24 C54 H54A 109.6 . .
C104 C64 C94 109.33(12) . .
C104 C64 C34 109.13(12) . .
C94 C64 C34 109.34(12) . .
C104 C64 H64A 109.7 . .
C94 C64 H64A 109.7 . .
C34 C64 H64A 109.7 . .
C84 C74 C104 109.44(12) . .
C84 C74 C44 109.46(12) . .
C104 C74 C44 109.66(12) . .
C84 C74 H74A 109.4 . .
C104 C74 H74A 109.4 . .
C44 C74 H74A 109.4 . .
C74 C84 C54 109.50(12) . .
C74 C84 H84A 109.8 . .
C54 C84 H84A 109.8 . .
C74 C84 H84B 109.8 . .
C54 C84 H84B 109.8 . .
H84A C84 H84B 108.2 . .
C64 C94 C54 109.67(12) . .
C64 C94 H94A 109.7 . .
C54 C94 H94A 109.7 . .
C64 C94 H94B 109.7 . .
C54 C94 H94B 109.7 . .
H94A C94 H94B 108.2 . .
C74 C104 C64 109.54(12) . .
C74 C104 H10C 109.8 . .
C64 C104 H10C 109.8 . .
C74 C104 H10D 109.8 . .
C64 C104 H10D 109.8 . .
H10C C104 H10D 108.2 . .
Cl15 C15 Cl25 113.88(14) . .
Cl15 C15 H15A 108.8 . .
Cl25 C15 H15A 108.8 . .
Cl15 C15 H15B 108.8 . .
Cl25 C15 H15B 108.8 . .
H15A C15 H15B 107.7 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 N3 2.0031(11) .
Fe1 N21 2.0163(12) .
Fe1 N11 2.0212(11) .
Fe1 N1 2.0594(11) .
N1 N2 1.3045(15) .
N1 C14 1.4863(17) .
N2 N3 1.3051(15) 3_655
N3 N2 1.3051(15) 3_655
N3 N3 1.411(2) 3_655
N11 C21 1.3359(17) .
N11 C12 1.4486(17) .
N21 C41 1.3329(17) .
N21 C13 1.4388(17) .
C11 C21 1.5138(19) .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C11 H11J 0.9800 .
C11 H11K 0.9800 .
C11 H11L 0.9800 .
C21 C31 1.4126(19) .
C31 C41 1.4117(19) .
C31 H31A 0.9500 .
C41 C51 1.516(2) .
C51 H51A 0.9800 .
C51 H51B 0.9800 .
C51 H51C 0.9800 .
C12 C22 1.413(2) .
C12 C62 1.415(2) .
C22 C32 1.398(2) .
C22 C72 1.518(2) .
C32 C42 1.386(2) .
C32 H32A 0.9500 .
C42 C52 1.385(2) .
C42 H42A 0.9500 .
C52 C62 1.398(2) .
C52 H52A 0.9500 .
C62 C102 1.523(2) .
C72 C82 1.534(2) .
C72 C92 1.538(3) .
C72 H72A 1.0000 .
C82 H82A 0.9800 .
C82 H82B 0.9800 .
C82 H82C 0.9800 .
C92 H92A 0.9800 .
C92 H92B 0.9800 .
C92 H92C 0.9800 .
C102 C112 1.530(2) .
C102 C122 1.533(2) .
C102 H10A 1.0000 .
C112 H11D 0.9800 .
C112 H11E 0.9800 .
C112 H11F 0.9800 .
C122 H12A 0.9800 .
C122 H12B 0.9800 .
C122 H12C 0.9800 .
C13 C63 1.4086(19) .
C13 C23 1.4134(19) .
C23 C33 1.398(2) .
C23 C73 1.522(2) .
C33 C43 1.385(2) .
C33 H33A 0.9500 .
C43 C53 1.386(2) .
C43 H43A 0.9500 .
C53 C63 1.3979(19) .
C53 H53A 0.9500 .
C63 C103 1.519(2) .
C73 C83 1.528(2) .
C73 C93 1.535(2) .
C73 H73A 1.0000 .
C83 H83A 0.9800 .
C83 H83B 0.9800 .
C83 H83C 0.9800 .
C93 H93A 0.9800 .
C93 H93B 0.9800 .
C93 H93C 0.9800 .
C103 C113 1.532(2) .
C103 C123 1.534(2) .
C103 H10B 1.0000 .
C113 H11G 0.9800 .
C113 H11H 0.9800 .
C113 H11I 0.9800 .
C123 H12D 0.9800 .
C123 H12E 0.9800 .
C123 H12F 0.9800 .
C14 C34 1.5345(19) .
C14 C24 1.5359(19) .
C14 C44 1.5370(19) .
C24 C54 1.542(2) .
C24 H24A 0.9900 .
C24 H24B 0.9900 .
C34 C64 1.537(2) .
C34 H34A 0.9900 .
C34 H34B 0.9900 .
C44 C74 1.5381(19) .
C44 H44A 0.9900 .
C44 H44B 0.9900 .
C54 C84 1.537(2) .
C54 C94 1.538(2) .
C54 H54A 1.0000 .
C64 C104 1.536(2) .
C64 C94 1.536(2) .
C64 H64A 1.0000 .
C74 C84 1.532(2) .
C74 C104 1.534(2) .
C74 H74A 1.0000 .
C84 H84A 0.9900 .
C84 H84B 0.9900 .
C94 H94A 0.9900 .
C94 H94B 0.9900 .
C104 H10C 0.9900 .
C104 H10D 0.9900 .
Cl15 C15 1.744(2) .
C15 Cl25 1.749(2) .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
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_4
N3 Fe1 N1 N2 0.14(9) .
N21 Fe1 N1 N2 106.07(10) .
N11 Fe1 N1 N2 -129.95(9) .
N3 Fe1 N1 C14 -178.79(12) .
N21 Fe1 N1 C14 -72.87(12) .
N11 Fe1 N1 C14 51.11(13) .
C14 N1 N2 N3 178.79(11) 3_655
Fe1 N1 N2 N3 -0.35(15) 3_655
N21 Fe1 N3 N2 64.41(13) 3_655
N11 Fe1 N3 N2 -57.29(14) 3_655
N1 Fe1 N3 N2 179.75(13) 3_655
N21 Fe1 N3 N3 -115.27(12) 3_655
N11 Fe1 N3 N3 123.04(12) 3_655
N1 Fe1 N3 N3 0.07(12) 3_655
N3 Fe1 N11 C21 158.43(9) .
N21 Fe1 N11 C21 31.92(10) .
N1 Fe1 N11 C21 -100.67(10) .
N3 Fe1 N11 C12 -21.74(14) .
N21 Fe1 N11 C12 -148.26(11) .
N1 Fe1 N11 C12 79.15(12) .
N3 Fe1 N21 C41 -174.92(9) .
N11 Fe1 N21 C41 -35.29(10) .
N1 Fe1 N21 C41 100.90(10) .
N3 Fe1 N21 C13 6.10(12) .
N11 Fe1 N21 C13 145.73(11) .
N1 Fe1 N21 C13 -78.09(11) .
C12 N11 C21 C31 169.49(13) .
Fe1 N11 C21 C31 -10.67(18) .
C12 N11 C21 C11 -7.83(19) .
Fe1 N11 C21 C11 172.01(10) .
N11 C21 C31 C41 -20.4(2) .
C11 C21 C31 C41 156.99(15) .
C13 N21 C41 C31 -163.82(13) .
Fe1 N21 C41 C31 17.10(17) .
C13 N21 C41 C51 13.59(19) .
Fe1 N21 C41 C51 -165.49(10) .
C21 C31 C41 N21 16.4(2) .
C21 C31 C41 C51 -161.11(14) .
C21 N11 C12 C22 84.60(16) .
Fe1 N11 C12 C22 -95.22(15) .
C21 N11 C12 C62 -94.21(15) .
Fe1 N11 C12 C62 85.97(14) .
C62 C12 C22 C32 4.0(2) .
N11 C12 C22 C32 -174.80(13) .
C62 C12 C22 C72 -173.98(14) .
N11 C12 C22 C72 7.2(2) .
C12 C22 C32 C42 -2.3(2) .
C72 C22 C32 C42 175.83(15) .
C22 C32 C42 C52 -0.6(3) .
C32 C42 C52 C62 1.8(2) .
C42 C52 C62 C12 0.0(2) .
C42 C52 C62 C102 178.96(14) .
C22 C12 C62 C52 -2.9(2) .
N11 C12 C62 C52 175.94(13) .
C22 C12 C62 C102 178.15(13) .
N11 C12 C62 C102 -3.02(19) .
C32 C22 C72 C82 -57.96(19) .
C12 C22 C72 C82 120.03(16) .
C32 C22 C72 C92 63.71(19) .
C12 C22 C72 C92 -118.30(17) .
C52 C62 C102 C112 32.09(19) .
C12 C62 C102 C112 -148.96(14) .
C52 C62 C102 C122 -91.48(17) .
C12 C62 C102 C122 87.47(17) .
C41 N21 C13 C63 -110.19(15) .
Fe1 N21 C13 C63 68.77(16) .
C41 N21 C13 C23 71.68(17) .
Fe1 N21 C13 C23 -109.36(13) .
C63 C13 C23 C33 3.4(2) .
N21 C13 C23 C33 -178.43(12) .
C63 C13 C23 C73 -171.17(13) .
N21 C13 C23 C73 7.0(2) .
C13 C23 C33 C43 -1.7(2) .
C73 C23 C33 C43 173.09(14) .
C23 C33 C43 C53 -1.2(2) .
C33 C43 C53 C63 2.4(2) .
C43 C53 C63 C13 -0.6(2) .
C43 C53 C63 C103 177.87(14) .
C23 C13 C63 C53 -2.3(2) .
N21 C13 C63 C53 179.58(12) .
C23 C13 C63 C103 179.27(13) .
N21 C13 C63 C103 1.2(2) .
C33 C23 C73 C83 51.9(2) .
C13 C23 C73 C83 -133.44(16) .
C33 C23 C73 C93 -71.06(17) .
C13 C23 C73 C93 103.55(16) .
C53 C63 C103 C113 48.91(18) .
C13 C63 C103 C113 -132.66(14) .
C53 C63 C103 C123 -75.39(17) .
C13 C63 C103 C123 103.05(16) .
N2 N1 C14 C34 70.99(14) .
Fe1 N1 C14 C34 -110.03(12) .
N2 N1 C14 C24 -169.54(11) .
Fe1 N1 C14 C24 9.44(16) .
N2 N1 C14 C44 -49.98(15) .
Fe1 N1 C14 C44 129.00(11) .
N1 C14 C24 C54 -178.36(11) .
C34 C14 C24 C54 -58.63(15) .
C44 C14 C24 C54 59.91(14) .
N1 C14 C34 C64 176.61(11) .
C24 C14 C34 C64 58.60(15) .
C44 C14 C34 C64 -60.17(14) .
N1 C14 C44 C74 -178.33(11) .
C34 C14 C44 C74 59.72(14) .
C24 C14 C44 C74 -59.63(14) .
C14 C24 C54 C84 -60.36(15) .
C14 C24 C54 C94 59.51(15) .
C14 C34 C64 C104 60.36(15) .
C14 C34 C64 C94 -59.19(15) .
C14 C44 C74 C84 60.04(15) .
C14 C44 C74 C104 -60.03(15) .
C104 C74 C84 C54 60.14(15) .
C44 C74 C84 C54 -60.06(15) .
C94 C54 C84 C74 -59.56(15) .
C24 C54 C84 C74 60.11(15) .
C104 C64 C94 C54 -59.52(15) .
C34 C64 C94 C54 59.89(15) .
C84 C54 C94 C64 59.33(15) .
C24 C54 C94 C64 -60.18(16) .
C84 C74 C104 C64 -60.55(15) .
C44 C74 C104 C64 59.53(16) .
C94 C64 C104 C74 60.14(15) .
C34 C64 C104 C74 -59.41(15) .
