#------------------------------------------------------------------------------
#$Date: 2016-03-21 16:57:49 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178762 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/16/4101683.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_4101683
loop_
_publ_author_name
'Russell, Sarah K.'
'Lobkovsky, Emil'
'Chirik, Paul J.'
_publ_section_title
;
 N-N bond cleavage in diazoalkanes by a bis(imino)pyridine iron complex.
;
_journal_issue                   1
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              36
_journal_page_last               37
_journal_paper_doi               10.1021/ja8075132
_journal_volume                  131
_journal_year                    2009
_chemical_formula_moiety         'C40 H50 Fe N4'
_chemical_formula_sum            'C40 H50 Fe N4'
_chemical_formula_weight         642.69
_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                 92.4940(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.8490(4)
_cell_length_b                   16.5426(6)
_cell_length_c                   18.2817(6)
_cell_measurement_reflns_used    6884
_cell_measurement_temperature    243(2)
_cell_measurement_theta_max      25.58
_cell_measurement_theta_min      2.36
_cell_volume                     3580.1(2)
_computing_cell_refinement       'Bruker SAINT+'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT+'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      243(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker X8 APEX II diffractometer'
_diffrn_measurement_method       'phi and omega 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  0.0437
_diffrn_reflns_av_sigmaI/netI    0.0503
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            33405
_diffrn_reflns_theta_full        28.32
_diffrn_reflns_theta_max         28.32
_diffrn_reflns_theta_min         1.66
_exptl_absorpt_coefficient_mu    0.454
_exptl_absorpt_correction_T_max  0.9777
_exptl_absorpt_correction_T_min  0.8394
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.192
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1376
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.563
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     427
_refine_ls_number_reflns         8888
_refine_ls_number_restraints     15
_refine_ls_restrained_S_all      0.997
_refine_ls_R_factor_all          0.0843
_refine_ls_R_factor_gt           0.0471
_refine_ls_shift/su_max          0.099
_refine_ls_shift/su_mean         0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0534P)²+1.5690P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1073
_refine_ls_wR_factor_ref         0.1244
_reflns_number_gt                5851
_reflns_number_total             8888
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja8075132_si_001.cif
_cod_data_source_block           sr1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1673 2011-04-08 12:14:43Z adriana 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4101683
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.541616(19) 0.841930(15) 0.177646(13) 0.02971(6) Uani 1 1 d . . .
N1 N 0.63535(11) 0.83163(8) 0.09634(7) 0.0315(3) Uani 1 1 d . A .
N2 N 0.44415(11) 0.78676(8) 0.11534(7) 0.0306(3) Uani 1 1 d . A .
N3 N 0.41738(11) 0.83218(8) 0.23901(8) 0.0318(3) Uani 1 1 d . A .
C1 C 0.65179(18) 0.77456(14) -0.03029(11) 0.0528(6) Uani 1 1 d . A .
H1A H 0.6362 0.8175 -0.0654 0.079 Uiso 1 1 calc R . .
H1B H 0.6269 0.7234 -0.0512 0.079 Uiso 1 1 calc R . .
H1C H 0.7323 0.7723 -0.0185 0.079 Uiso 1 1 calc R . .
C2 C 0.59013(15) 0.79074(11) 0.03783(9) 0.0362(4) Uani 1 1 d . . .
C3 C 0.47836(15) 0.76454(10) 0.04750(9) 0.0339(4) Uani 1 1 d . A .
C4 C 0.40429(17) 0.72184(11) -0.00022(10) 0.0438(5) Uani 1 1 d . . .
H4A H 0.4271 0.7057 -0.0466 0.053 Uiso 1 1 calc R A .
C5 C 0.29710(17) 0.70376(12) 0.02209(11) 0.0495(5) Uani 1 1 d . A .
H5A H 0.2470 0.6753 -0.0098 0.059 Uiso 1 1 calc R . .
C6 C 0.26219(16) 0.72653(12) 0.09009(11) 0.0455(5) Uani 1 1 d . . .
H6A H 0.1887 0.7145 0.1042 0.055 Uiso 1 1 calc R A .
C7 C 0.33748(14) 0.76775(10) 0.13775(10) 0.0342(4) Uani 1 1 d . A .
C8 C 0.32467(14) 0.79450(11) 0.21018(10) 0.0359(4) Uani 1 1 d . . .
C9 C 0.21914(15) 0.78243(14) 0.25089(12) 0.0510(6) Uani 1 1 d . A .
H9A H 0.2387 0.7648 0.3004 0.076 Uiso 1 1 calc R . .
H9B H 0.1725 0.7417 0.2262 0.076 Uiso 1 1 calc R . .
H9C H 0.1778 0.8330 0.2524 0.076 Uiso 1 1 calc R . .
C10 C 0.74710(14) 0.86508(11) 0.09386(9) 0.0334(4) Uani 1 1 d . . .
C11 C 0.83597(14) 0.82690(11) 0.13305(10) 0.0380(4) Uani 1 1 d . A .
C12 C 0.94207(15) 0.86222(13) 0.13326(11) 0.0473(5) Uani 1 1 d . . .
H12A H 1.0031 0.8366 0.1583 0.057 Uiso 1 1 calc R A .
C13 C 0.96003(16) 0.93381(13) 0.09764(11) 0.0481(5) Uani 1 1 d . A .
H13A H 1.0327 0.9566 0.0983 0.058 Uiso 1 1 calc R . .
C14 C 0.87150(15) 0.97216(12) 0.06098(10) 0.0415(5) Uani 1 1 d . . .
H14A H 0.8843 1.0216 0.0374 0.050 Uiso 1 1 calc R A .
C15 C 0.76355(15) 0.93921(11) 0.05811(10) 0.0365(4) Uani 1 1 d . A .
C16 C 0.81910(16) 0.74768(12) 0.17314(11) 0.0465(5) Uani 1 1 d . . .
H16A H 0.7370 0.7408 0.1791 0.056 Uiso 1 1 calc R A .
C17 C 0.8584(2) 0.67815(14) 0.12748(14) 0.0679(7) Uani 1 1 d . A .
H17A H 0.8207 0.6803 0.0793 0.102 Uiso 1 1 calc R . .
H17B H 0.8402 0.6275 0.1510 0.102 Uiso 1 1 calc R . .
H17C H 0.9394 0.6818 0.1227 0.102 Uiso 1 1 calc R . .
C18 C 0.87735(19) 0.74635(15) 0.25010(12) 0.0596(6) Uani 1 1 d . A .
H18A H 0.8641 0.6946 0.2731 0.089 Uiso 1 1 calc R . .
H18B H 0.8467 0.7892 0.2796 0.089 Uiso 1 1 calc R . .
H18C H 0.9579 0.7545 0.2461 0.089 Uiso 1 1 calc R . .
C19 C 0.66595(16) 0.98579(12) 0.02071(11) 0.0451(5) Uani 1 1 d . . .
H19A H 0.6019 0.9478 0.0132 0.054 Uiso 1 1 calc R A .
C20 C 0.6948(2) 1.01846(18) -0.05388(13) 0.0794(8) Uani 1 1 d . A .
H20A H 0.6304 1.0475 -0.0753 0.119 Uiso 1 1 calc R . .
H20B H 0.7138 0.9739 -0.0856 0.119 Uiso 1 1 calc R . .
H20C H 0.7588 1.0549 -0.0484 0.119 Uiso 1 1 calc R . .
C21 C 0.6270(2) 1.05393(15) 0.06884(14) 0.0682(7) Uani 1 1 d . A .
H21A H 0.5651 1.0826 0.0439 0.102 Uiso 1 1 calc R . .
H21B H 0.6892 1.0910 0.0790 0.102 Uiso 1 1 calc R . .
H21C H 0.6018 1.0319 0.1145 0.102 Uiso 1 1 calc R . .
C22 C 0.41777(14) 0.85763(10) 0.31390(9) 0.0331(4) Uani 1 1 d . . .
C23 C 0.46180(15) 0.80589(11) 0.36852(10) 0.0386(4) Uani 1 1 d . A .
C24 C 0.46959(18) 0.83433(13) 0.44005(11) 0.0502(5) Uani 1 1 d . . .
H24A H 0.4992 0.8005 0.4775 0.060 Uiso 1 1 calc R A .
C25 C 0.4348(2) 0.91097(14) 0.45689(12) 0.0592(6) Uani 1 1 d . A .
H25A H 0.4408 0.9293 0.5056 0.071 Uiso 1 1 calc R . .
C26 C 0.3910(2) 0.96098(13) 0.40266(12) 0.0576(6) Uani 1 1 d . . .
H26A H 0.3678 1.0135 0.4148 0.069 Uiso 1 1 calc R A .
C27 C 0.38049(16) 0.93550(11) 0.33034(11) 0.0431(5) Uani 1 1 d . A .
C28 C 0.49847(17) 0.71987(12) 0.35078(11) 0.0464(5) Uani 1 1 d . . .
H28A H 0.4891 0.7130 0.2971 0.056 Uiso 1 1 calc R A .
C29 C 0.4257(2) 0.65775(15) 0.38525(19) 0.0875(10) Uani 1 1 d . A .
H29A H 0.4518 0.6041 0.3728 0.131 Uiso 1 1 calc R . .
H29B H 0.3480 0.6645 0.3673 0.131 Uiso 1 1 calc R . .
H29C H 0.4301 0.6644 0.4380 0.131 Uiso 1 1 calc R . .
C30 C 0.6201(2) 0.70441(16) 0.37150(19) 0.0876(10) Uani 1 1 d . A .
H30A H 0.6391 0.6491 0.3593 0.131 Uiso 1 1 calc R . .
H30B H 0.6331 0.7128 0.4237 0.131 Uiso 1 1 calc R . .
H30C H 0.6671 0.7413 0.3449 0.131 Uiso 1 1 calc R . .
C31 C 0.33109(19) 0.99103(13) 0.27097(12) 0.0555(6) Uani 1 1 d . . .
H31A H 0.3216 0.9590 0.2254 0.067 Uiso 1 1 calc R A .
C32 C 0.2149(2) 1.02344(18) 0.28954(17) 0.0871(9) Uani 1 1 d . A .
H32A H 0.1648 0.9785 0.2988 0.131 Uiso 1 1 calc R . .
H32B H 0.1839 1.0551 0.2488 0.131 Uiso 1 1 calc R . .
H32C H 0.2223 1.0573 0.3328 0.131 Uiso 1 1 calc R . .
C33 C 0.4113(2) 1.06073(15) 0.25623(16) 0.0784(8) Uani 1 1 d . A .
H33A H 0.4846 1.0393 0.2445 0.118 Uiso 1 1 calc R . .
H33B H 0.4194 1.0946 0.2994 0.118 Uiso 1 1 calc R . .
H33C H 0.3810 1.0926 0.2154 0.118 Uiso 1 1 calc R . .
N4 N 0.6457(2) 0.89044(16) 0.24960(14) 0.0312(7) Uani 0.667(3) 1 d P A 1
H4B H 0.6429 0.8682 0.2926 0.037 Uiso 0.667(3) 1 calc PR A 1
C34 C 0.7177(2) 0.94794(17) 0.24785(15) 0.0370(7) Uani 0.667(3) 1 d P A 1
H34A H 0.7337 0.9705 0.2023 0.044 Uiso 0.667(3) 1 calc PR A 1
N4' N 0.6359(5) 0.9145(3) 0.2318(3) 0.0345(14) Uani 0.333(3) 1 d P A 2
H4'A H 0.6616 0.9528 0.2045 0.041 Uiso 0.333(3) 1 calc PR A 2
C34' C 0.6716(5) 0.9214(4) 0.2993(3) 0.0423(15) Uani 0.333(3) 1 d P A 2
H34B H 0.6376 0.8932 0.3372 0.051 Uiso 0.333(3) 1 calc PR A 2
C35 C 0.77725(17) 0.98076(13) 0.31489(12) 0.0521(6) Uani 1 1 d D . .
C36 C 0.7646(2) 0.96915(16) 0.38683(15) 0.0733(8) Uani 1 1 d D A .
H36A H 0.7071 0.9343 0.4014 0.088 Uiso 1 1 calc R . .
C37 C 0.8290(3) 1.0043(2) 0.43751(16) 0.1005(11) Uani 1 1 d D . .
H37A H 0.8184 0.9928 0.4871 0.121 Uiso 1 1 calc R A .
C38 C 0.9073(3) 1.05484(17) 0.42033(18) 0.0956(10) Uani 1 1 d D A .
H38A H 0.9509 1.0797 0.4582 0.115 Uiso 1 1 calc R . .
C39 C 0.9285(2) 1.07309(17) 0.3505(2) 0.0990(11) Uani 1 1 d D . .
H39A H 0.9852 1.1101 0.3391 0.119 Uiso 1 1 calc R A .
C40 C 0.8609(2) 1.03363(18) 0.29429(15) 0.0830(9) Uani 1 1 d D A .
H40A H 0.8729 1.0434 0.2446 0.100 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'
N N 0.0061 0.0033 '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
_geom_angle_publ_flag
N2 Fe1 N3 80.83(6) . . ?
N2 Fe1 N1 80.97(6) . . ?
N3 Fe1 N1 161.77(6) . . ?
N2 Fe1 N4' 170.12(17) . . ?
N3 Fe1 N4' 101.56(17) . . ?
N1 Fe1 N4' 96.57(17) . . ?
N2 Fe1 N4 174.17(9) . . ?
N3 Fe1 N4 96.97(8) . . ?
N1 Fe1 N4 101.04(8) . . ?
N4' Fe1 N4 15.68(16) . . ?
C2 N1 C10 119.99(14) . . ?
C2 N1 Fe1 115.92(11) . . ?
C10 N1 Fe1 124.08(11) . . ?
C3 N2 C7 121.15(14) . . ?
C3 N2 Fe1 119.54(11) . . ?
C7 N2 Fe1 119.31(11) . . ?
C8 N3 C22 118.53(14) . . ?
C8 N3 Fe1 116.60(12) . . ?
C22 N3 Fe1 124.77(11) . . ?
N1 C2 C3 113.26(15) . . ?
N1 C2 C1 123.75(16) . . ?
C3 C2 C1 122.98(16) . . ?
N2 C3 C4 119.75(16) . . ?
N2 C3 C2 110.29(15) . . ?
C4 C3 C2 129.96(17) . . ?
C5 C4 C3 118.92(18) . . ?
C6 C5 C4 121.45(18) . . ?
C5 C6 C7 119.13(18) . . ?
N2 C7 C6 119.58(16) . . ?
N2 C7 C8 110.13(14) . . ?
C6 C7 C8 130.28(17) . . ?
N3 C8 C7 113.10(15) . . ?
N3 C8 C9 123.43(16) . . ?
C7 C8 C9 123.47(16) . . ?
C11 C10 C15 121.01(16) . . ?
C11 C10 N1 118.95(15) . . ?
C15 C10 N1 119.77(15) . . ?
C12 C11 C10 118.27(17) . . ?
C12 C11 C16 120.05(16) . . ?
C10 C11 C16 121.66(16) . . ?
C13 C12 C11 121.45(18) . . ?
C12 C13 C14 119.90(18) . . ?
C13 C14 C15 121.26(18) . . ?
C14 C15 C10 118.05(16) . . ?
C14 C15 C19 119.81(16) . . ?
C10 C15 C19 122.04(16) . . ?
C17 C16 C11 109.93(17) . . ?
C17 C16 C18 111.01(18) . . ?
C11 C16 C18 112.95(17) . . ?
C21 C19 C20 110.05(19) . . ?
C21 C19 C15 111.07(16) . . ?
C20 C19 C15 112.68(17) . . ?
C23 C22 C27 121.44(17) . . ?
C23 C22 N3 119.22(15) . . ?
C27 C22 N3 119.23(16) . . ?
C24 C23 C22 118.18(17) . . ?
C24 C23 C28 120.51(17) . . ?
C22 C23 C28 121.29(16) . . ?
C25 C24 C23 121.04(19) . . ?
C24 C25 C26 120.1(2) . . ?
C25 C26 C27 121.3(2) . . ?
C26 C27 C22 117.91(18) . . ?
C26 C27 C31 120.83(18) . . ?
C22 C27 C31 121.25(17) . . ?
C30 C28 C29 110.0(2) . . ?
C30 C28 C23 112.67(18) . . ?
C29 C28 C23 112.06(18) . . ?
C27 C31 C33 111.06(19) . . ?
C27 C31 C32 112.1(2) . . ?
C33 C31 C32 110.4(2) . . ?
C34 N4 Fe1 134.1(2) . . ?
N4 C34 C35 122.9(3) . . ?
C34' N4' Fe1 135.9(5) . . ?
N4' C34' C35 116.3(5) . . ?
C36 C35 C40 117.9(2) . . ?
C36 C35 C34 133.1(2) . . ?
C40 C35 C34 109.0(2) . . ?
C36 C35 C34' 88.1(3) . . ?
C40 C35 C34' 153.9(3) . . ?
C34 C35 C34' 45.1(2) . . ?
C37 C36 C35 122.8(3) . . ?
C38 C37 C36 121.0(3) . . ?
C37 C38 C39 122.6(3) . . ?
C38 C39 C40 117.2(2) . . ?
C35 C40 C39 118.5(2) . . ?
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
Fe1 N2 1.8302(13) . ?
Fe1 N3 1.8961(14) . ?
Fe1 N1 1.9015(14) . ?
Fe1 N4' 1.890(6) . ?
Fe1 N4 1.938(2) . ?
N1 C2 1.356(2) . ?
N1 C10 1.438(2) . ?
N2 C3 1.372(2) . ?
N2 C7 1.382(2) . ?
N3 C8 1.350(2) . ?
N3 C22 1.432(2) . ?
C1 C2 1.495(3) . ?
C2 C3 1.412(2) . ?
C3 C4 1.401(2) . ?
C4 C5 1.384(3) . ?
C5 C6 1.380(3) . ?
C6 C7 1.397(2) . ?
C7 C8 1.411(3) . ?
C8 C9 1.496(3) . ?
C10 C11 1.398(2) . ?
C10 C15 1.407(2) . ?
C11 C12 1.386(3) . ?
C11 C16 1.519(3) . ?
C12 C13 1.373(3) . ?
C13 C14 1.375(3) . ?
C14 C15 1.389(2) . ?
C15 C19 1.526(3) . ?
C16 C17 1.507(3) . ?
C16 C18 1.540(3) . ?
C19 C21 1.514(3) . ?
C19 C20 1.520(3) . ?
C22 C23 1.399(3) . ?
C22 C27 1.399(2) . ?
C23 C24 1.389(3) . ?
C23 C28 1.527(3) . ?
C24 C25 1.372(3) . ?
C25 C26 1.375(3) . ?
C26 C27 1.388(3) . ?
C27 C31 1.520(3) . ?
C28 C30 1.497(3) . ?
C28 C29 1.498(3) . ?
C31 C33 1.526(3) . ?
C31 C32 1.529(3) . ?
N4 C34 1.278(4) . ?
C34 C35 1.490(3) . ?
N4' C34' 1.292(8) . ?
C34' C35 1.607(6) . ?
C35 C36 1.344(3) . ?
C35 C40 1.386(3) . ?
C36 C37 1.311(4) . ?
C37 C38 1.297(4) . ?
C38 C39 1.347(4) . ?
C39 C40 1.432(4) . ?
