Supplementary Material (ESI) for Dalton Transactions
This journal is © The Royal Society of Chemistry 2003

data_global

_journal_coden_Cambridge         222

loop_
_publ_author_name
'Vernon Gibson'
'Stefan K. Spitzmesser'
'Andrew J.P. White'
'David J. Williams'

_publ_contact_author_name        'Prof Vernon Gibson'
_publ_contact_author_address     
;
Department of Chemistry 
Imperial College London 
Exhibition Road 
South Kensington 
London 
SW7 2AZ 
UNITED KINGDOM 
;

_publ_contact_author_email       V.GIBSON@IMPERIAL.AC.UK

_publ_requested_journal          'Dalton Transactions'

_publ_section_title              
;
Synthesis and Reactivity of
1,8-Bis(imino)carbazolide Complexes of Iron, Cobalt and Manganese 
;

data_Compound_7a
_database_code_CSD               204103

_audit_creation_method           SHELXL
_chemical_name_systematic        
; 
? 
;
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_sum            'C34 H35 N3'
_chemical_formula_weight         485.65
_chemical_melting_point          ?
_chemical_compound_source        ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.5380(5)
_cell_length_b                   11.0962(6)
_cell_length_c                   15.0415(9)
_cell_angle_alpha                86.815(5)
_cell_angle_beta                 75.434(5)
_cell_angle_gamma                81.568(6)
_cell_volume                     1364.05(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    22
_cell_measurement_theta_min      11.79
_cell_measurement_theta_max      22.49

_exptl_crystal_description       prisms
_exptl_crystal_colour            'Pale yellow'
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.182
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             520
_exptl_absorpt_coefficient_mu    0.528
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?

_exptl_special_details           
; 
? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'Siemens P4'
_diffrn_measurement_method       '\w scans'
_diffrn_standards_number         3
_diffrn_standards_interval_count 97
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4375
_diffrn_reflns_av_R_equivalents  0.0244
_diffrn_reflns_av_sigmaI/netI    0.0374
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.04
_diffrn_reflns_theta_max         59.98
_reflns_number_total             4056
_reflns_number_observed          3197
_reflns_observed_criterion       >2sigma(I)

_computing_data_collection       'Siemens XSCANS'
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_reduction        'Siemens SHELXTL'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'

_refine_special_details          
; 
Refinement on F^2^ for ALL reflections except for 244 with very negative F^2^ 
or flagged by the user for potential systematic errors.  Weighted R-factors 
wR and all goodnesses of fit S are based on F^2^, conventional R-factors R 
are based on F, with F set to zero for negative F^2^. The observed criterion 
of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is 
not relevant to the choice of reflections for refinement.  R-factors based 
on F^2^ are statistically about twice as large as those based on F, and R- 
factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      
'calc w=1/[\s^2^(Fo^2^)+(0.1015P)^2^+0.1403P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    ?
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0031(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         3812
_refine_ls_number_parameters     339
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0713
_refine_ls_R_factor_obs          0.0554
_refine_ls_wR_factor_all         0.1642
_refine_ls_wR_factor_obs         0.1435
_refine_ls_goodness_of_fit_all   1.020
_refine_ls_goodness_of_fit_obs   1.058
_refine_ls_restrained_S_all      1.066
_refine_ls_restrained_S_obs      1.058
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000

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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
N1 N 0.4493(2) 0.4615(2) 0.68455(12) 0.0409(4) Uani 1 d D .
H1 H 0.5077(29) 0.4403(26) 0.7265(14) 0.062(8) Uiso 1 d D .
C2 C 0.4153(2) 0.3829(2) 0.62650(14) 0.0396(5) Uani 1 d . .
C3 C 0.4628(3) 0.2572(2) 0.6162(2) 0.0433(5) Uani 1 d . .
C4 C 0.4109(3) 0.2022(2) 0.5496(2) 0.0490(5) Uani 1 d . .
H4A H 0.4410(3) 0.1188(2) 0.5414(2) 0.059 Uiso 1 calc R .
C5 C 0.3159(3) 0.2660(2) 0.4945(2) 0.0485(6) Uani 1 d . .
C6 C 0.2711(3) 0.3900(2) 0.5059(2) 0.0466(5) Uani 1 d . .
H6A H 0.2084(3) 0.4339(2) 0.4695(2) 0.056 Uiso 1 calc R .
C7 C 0.3192(2) 0.4498(2) 0.57155(14) 0.0401(5) Uani 1 d . .
C8 C 0.2946(2) 0.5746(2) 0.59879(14) 0.0402(5) Uani 1 d . .
C9 C 0.2147(3) 0.6823(2) 0.5695(2) 0.0452(5) Uani 1 d . .
H9A H 0.1619(3) 0.6807(2) 0.5226(2) 0.054 Uiso 1 calc R .
C10 C 0.2134(3) 0.7916(2) 0.6097(2) 0.0478(5) Uani 1 d . .
C11 C 0.2927(3) 0.7912(2) 0.6803(2) 0.0491(6) Uani 1 d . .
H11A H 0.2898(3) 0.8647(2) 0.7079(2) 0.059 Uiso 1 calc R .
C12 C 0.3762(3) 0.6866(2) 0.71164(15) 0.0428(5) Uani 1 d . .
C13 C 0.3769(2) 0.5780(2) 0.66923(14) 0.0391(5) Uani 1 d . .
C14 C 0.5681(3) 0.1837(2) 0.6671(2) 0.0462(5) Uani 1 d . .
H14A H 0.5986(3) 0.1017(2) 0.6531(2) 0.055 Uiso 1 calc R .
N14 N 0.6210(2) 0.2252(2) 0.72956(13) 0.0455(5) Uani 1 d . .
C15 C 0.7246(3) 0.1418(2) 0.7729(2) 0.0430(5) Uani 1 d . .
C16 C 0.8882(3) 0.1597(2) 0.7573(2) 0.0487(5) Uani 1 d . .
C17 C 0.9893(3) 0.0812(2) 0.8008(2) 0.0525(6) Uani 1 d . .
H17A H 1.0984(3) 0.0923(2) 0.7901(2) 0.063 Uiso 1 calc R .
C18 C 0.9347(3) -0.0122(2) 0.8589(2) 0.0519(6) Uani 1 d . .
C19 C 0.7698(3) -0.0263(2) 0.8744(2) 0.0545(6) Uani 1 d . .
H19A H 0.7300(3) -0.0883(2) 0.9141(2) 0.065 Uiso 1 calc R .
C20 C 0.6639(3) 0.0491(2) 0.8326(2) 0.0472(5) Uani 1 d . .
C21 C 0.9547(4) 0.2584(3) 0.6926(2) 0.0766(9) Uani 1 d . .
H21A H 0.8820(4) 0.3333(3) 0.7060(2) 0.115 Uiso 1 d R .
H21B H 0.9644(4) 0.2361(3) 0.6305(2) 0.115 Uiso 1 d R .
H21C H 1.0603(4) 0.2688(3) 0.7001(2) 0.115 Uiso 1 d R .
C22 C 1.0471(4) -0.0974(3) 0.9040(2) 0.0681(8) Uani 1 d . .
H22A H 1.0828(4) -0.1711(3) 0.8698(2) 0.102 Uiso 1 d R .
H22B H 0.9901(4) -0.1163(3) 0.9656(2) 0.102 Uiso 1 d R .
H22C H 1.1403(4) -0.0592(3) 0.9054(2) 0.102 Uiso 1 d R .
C23 C 0.4849(3) 0.0322(3) 0.8558(2) 0.0651(7) Uani 1 d . .
H23A H 0.4575(3) 0.0083(3) 0.8019(2) 0.098 Uiso 1 d R .
H23B H 0.4189(3) 0.1075(3) 0.8775(2) 0.098 Uiso 1 d R .
H23C H 0.4652(3) -0.0299(3) 0.9028(2) 0.098 Uiso 1 d R .
C24 C 0.2646(4) 0.1992(3) 0.4242(2) 0.0630(7) Uani 1 d . .
H24A H 0.1929(4) 0.2543(3) 0.3959(2) 0.095 Uiso 1 d R .
H24B H 0.2088(4) 0.1332(3) 0.4538(2) 0.095 Uiso 1 d R .
H24C H 0.3596(4) 0.1676(3) 0.3781(2) 0.095 Uiso 1 d R .
C25 C 0.1307(4) 0.9099(3) 0.5784(2) 0.0674(8) Uani 1 d . .
H25A H 0.1951(4) 0.9736(3) 0.5792(2) 0.101 Uiso 1 d R .
H25B H 0.0244(4) 0.9297(3) 0.6190(2) 0.101 Uiso 1 d R .
H25C H 0.1198(4) 0.9017(3) 0.5171(2) 0.101 Uiso 1 d R .
C26 C 0.4592(3) 0.6959(2) 0.7843(2) 0.0468(5) Uani 1 d . .
H26A H 0.4485(3) 0.7715(2) 0.8106(2) 0.056 Uiso 1 calc R .
N26 N 0.5451(2) 0.6068(2) 0.81383(13) 0.0457(5) Uani 1 d . .
C27 C 0.6151(3) 0.6285(2) 0.8872(2) 0.0413(5) Uani 1 d . .
C28 C 0.7860(3) 0.6167(2) 0.8700(2) 0.0453(5) Uani 1 d . .
C29 C 0.8562(3) 0.6281(2) 0.9423(2) 0.0493(6) Uani 1 d . .
H29A H 0.9694(3) 0.6207(2) 0.9308(2) 0.059 Uiso 1 calc R .
C30 C 0.7629(3) 0.6501(2) 1.0310(2) 0.0461(5) Uani 1 d . .
C31 C 0.5935(3) 0.6622(2) 1.0459(2) 0.0452(5) Uani 1 d . .
H31A H 0.5291(3) 0.6775(2) 1.1050(2) 0.054 Uiso 1 calc R .
C32 C 0.5178(3) 0.6523(2) 0.9758(2) 0.0418(5) Uani 1 d . .
C33 C 0.8921(4) 0.5969(3) 0.7741(2) 0.0704(8) Uani 1 d . .
H33A H 0.9013(4) 0.6741(3) 0.7424(2) 0.106 Uiso 1 d R .
H33B H 0.8439(4) 0.5463(3) 0.7417(2) 0.106 Uiso 1 d R .
H33C H 0.9987(4) 0.5578(3) 0.7771(2) 0.106 Uiso 1 d R .
C34 C 0.8414(4) 0.6605(3) 1.1091(2) 0.0662(7) Uani 1 d . .
H34A H 0.8144(4) 0.5967(3) 1.1537(2) 0.099 Uiso 1 d R .
H34B H 0.8018(4) 0.7382(3) 1.1373(2) 0.099 Uiso 1 d R .
H34C H 0.9578(4) 0.6532(3) 1.0859(2) 0.099 Uiso 1 d R .
C35 C 0.3329(3) 0.6654(2) 0.9990(2) 0.0521(6) Uani 1 d . .
H35A H 0.2897(3) 0.7488(2) 0.9900(2) 0.078 Uiso 1 d R .
H35B H 0.2926(3) 0.6411(2) 1.0619(2) 0.078 Uiso 1 d R .
H35C H 0.2992(3) 0.6145(2) 0.9596(2) 0.078 Uiso 1 d R .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0376(9) 0.0440(10) 0.0422(10) -0.0004(8) -0.0150(8) 0.0000(8)
C2 0.0333(10) 0.0447(12) 0.0398(11) 0.0011(9) -0.0083(8) -0.0040(9)
C3 0.0387(11) 0.0460(12) 0.0452(12) -0.0016(9) -0.0110(9) -0.0047(9)
C4 0.0483(13) 0.0488(12) 0.0506(13) -0.0036(10) -0.0115(10) -0.0094(10)
C5 0.0441(12) 0.0593(14) 0.0447(12) 0.0001(10) -0.0110(10) -0.0159(11)
C6 0.0380(11) 0.0609(14) 0.0425(11) 0.0067(10) -0.0121(9) -0.0109(10)
C7 0.0323(10) 0.0493(12) 0.0383(11) 0.0022(9) -0.0077(8) -0.0074(9)
C8 0.0313(10) 0.0508(12) 0.0373(10) 0.0031(9) -0.0075(8) -0.0048(9)
C9 0.0361(11) 0.0545(13) 0.0465(12) 0.0088(10) -0.0150(9) -0.0062(9)
C10 0.0394(11) 0.0498(13) 0.0547(13) 0.0076(10) -0.0168(10) -0.0023(10)
C11 0.0468(13) 0.0455(12) 0.0552(14) 0.0003(10) -0.0168(11) -0.0004(10)
C12 0.0384(11) 0.0471(12) 0.0426(11) 0.0006(9) -0.0118(9) -0.0025(9)
C13 0.0307(10) 0.0461(12) 0.0389(11) 0.0022(9) -0.0081(8) -0.0025(8)
C14 0.0454(12) 0.0419(11) 0.0499(12) -0.0051(9) -0.0122(10) 0.0012(9)
N14 0.0434(10) 0.0431(10) 0.0506(11) -0.0018(8) -0.0160(8) 0.0007(8)
C15 0.0416(11) 0.0392(11) 0.0483(12) -0.0056(9) -0.0153(9) 0.0032(9)
C16 0.0436(12) 0.0474(12) 0.0543(13) -0.0003(10) -0.0132(10) -0.0022(10)
C17 0.0391(12) 0.0558(14) 0.0625(15) -0.0031(11) -0.0155(11) -0.0002(10)
C18 0.0476(13) 0.0485(13) 0.0585(14) -0.0008(11) -0.0182(11) 0.0055(10)
C19 0.0531(14) 0.0469(13) 0.0625(15) 0.0072(11) -0.0159(12) -0.0035(11)
C20 0.0388(12) 0.0441(12) 0.0583(14) -0.0034(10) -0.0125(10) -0.0025(9)
C21 0.058(2) 0.079(2) 0.092(2) 0.030(2) -0.017(2) -0.0186(15)
C22 0.059(2) 0.067(2) 0.076(2) 0.0080(14) -0.0264(14) 0.0097(13)
C23 0.0456(14) 0.057(2) 0.092(2) 0.0067(14) -0.0163(14) -0.0115(12)
C24 0.071(2) 0.069(2) 0.060(2) -0.0007(13) -0.0287(14) -0.0246(14)
C25 0.071(2) 0.0516(15) 0.091(2) 0.0142(14) -0.046(2) -0.0045(13)
C26 0.0490(13) 0.0435(12) 0.0510(13) -0.0024(10) -0.0201(11) -0.0024(10)
N26 0.0466(10) 0.0461(10) 0.0467(10) -0.0016(8) -0.0185(8) -0.0014(8)
C27 0.0410(11) 0.0382(11) 0.0473(12) 0.0007(9) -0.0173(10) -0.0029(9)
C28 0.0387(11) 0.0473(12) 0.0482(12) 0.0036(9) -0.0104(10) -0.0024(9)
C29 0.0371(11) 0.0523(13) 0.0602(14) 0.0037(11) -0.0160(10) -0.0071(10)
C30 0.0442(12) 0.0448(12) 0.0535(13) -0.0013(10) -0.0207(10) -0.0038(9)
C31 0.0433(12) 0.0451(12) 0.0466(12) -0.0031(9) -0.0123(10) -0.0014(9)
C32 0.0376(11) 0.0386(11) 0.0493(12) 0.0007(9) -0.0135(9) -0.0016(9)
C33 0.0518(15) 0.102(2) 0.0508(15) 0.0039(14) -0.0079(12) -0.0009(15)
C34 0.062(2) 0.078(2) 0.066(2) -0.0111(14) -0.0345(14) 0.0020(14)
C35 0.0366(12) 0.0579(14) 0.0604(14) 0.0005(11) -0.0125(10) -0.0017(10)

_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
N1 C2 1.376(3) . ?
N1 C13 1.382(3) . ?
C2 C3 1.400(3) . ?
C2 C7 1.415(3) . ?
C3 C4 1.394(3) . ?
C3 C14 1.457(3) . ?
C4 C5 1.397(4) . ?
C5 C6 1.381(4) . ?
C5 C24 1.508(3) . ?
C6 C7 1.393(3) . ?
C7 C8 1.437(3) . ?
C8 C9 1.394(3) . ?
C8 C13 1.416(3) . ?
C9 C10 1.382(4) . ?
C10 C11 1.395(3) . ?
C10 C25 1.506(3) . ?
C11 C12 1.393(3) . ?
C12 C13 1.394(3) . ?
C12 C26 1.460(3) . ?
C14 N14 1.273(3) . ?
N14 C15 1.431(3) . ?
C15 C20 1.398(3) . ?
C15 C16 1.399(3) . ?
C16 C17 1.389(3) . ?
C16 C21 1.501(4) . ?
C17 C18 1.376(4) . ?
C18 C19 1.398(4) . ?
C18 C22 1.506(3) . ?
C19 C20 1.386(3) . ?
C20 C23 1.516(3) . ?
C26 N26 1.270(3) . ?
N26 C27 1.427(3) . ?
C27 C32 1.399(3) . ?
C27 C28 1.404(3) . ?
C28 C29 1.386(3) . ?
C28 C33 1.507(4) . ?
C29 C30 1.385(3) . ?
C30 C31 1.394(3) . ?
C30 C34 1.508(3) . ?
C31 C32 1.384(3) . ?
C32 C35 1.516(3) . ?

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
C2 N1 C13 109.1(2) . . ?
N1 C2 C3 130.0(2) . . ?
N1 C2 C7 108.9(2) . . ?
C3 C2 C7 121.1(2) . . ?
C4 C3 C2 116.7(2) . . ?
C4 C3 C14 119.2(2) . . ?
C2 C3 C14 124.0(2) . . ?
C3 C4 C5 123.4(2) . . ?
C6 C5 C4 118.7(2) . . ?
C6 C5 C24 121.4(2) . . ?
C4 C5 C24 119.9(2) . . ?
C5 C6 C7 120.5(2) . . ?
C6 C7 C2 119.6(2) . . ?
C6 C7 C8 133.6(2) . . ?
C2 C7 C8 106.7(2) . . ?
C9 C8 C13 119.5(2) . . ?
C9 C8 C7 133.9(2) . . ?
C13 C8 C7 106.5(2) . . ?
C10 C9 C8 120.4(2) . . ?
C9 C10 C11 118.5(2) . . ?
C9 C10 C25 121.7(2) . . ?
C11 C10 C25 119.8(2) . . ?
C12 C11 C10 123.6(2) . . ?
C11 C12 C13 116.6(2) . . ?
C11 C12 C26 119.6(2) . . ?
C13 C12 C26 123.8(2) . . ?
N1 C13 C12 129.9(2) . . ?
N1 C13 C8 108.8(2) . . ?
C12 C13 C8 121.3(2) . . ?
N14 C14 C3 123.9(2) . . ?
C14 N14 C15 117.3(2) . . ?
C20 C15 C16 120.6(2) . . ?
C20 C15 N14 121.6(2) . . ?
C16 C15 N14 117.7(2) . . ?
C17 C16 C15 118.4(2) . . ?
C17 C16 C21 120.7(2) . . ?
C15 C16 C21 120.9(2) . . ?
C18 C17 C16 122.7(2) . . ?
C17 C18 C19 117.6(2) . . ?
C17 C18 C22 121.8(2) . . ?
C19 C18 C22 120.7(2) . . ?
C20 C19 C18 122.1(2) . . ?
C19 C20 C15 118.7(2) . . ?
C19 C20 C23 119.3(2) . . ?
C15 C20 C23 122.0(2) . . ?
N26 C26 C12 123.9(2) . . ?
C26 N26 C27 117.8(2) . . ?
C32 C27 C28 120.2(2) . . ?
C32 C27 N26 121.2(2) . . ?
C28 C27 N26 118.4(2) . . ?
C29 C28 C27 119.0(2) . . ?
C29 C28 C33 120.1(2) . . ?
C27 C28 C33 120.8(2) . . ?
C28 C29 C30 122.0(2) . . ?
C29 C30 C31 117.7(2) . . ?
C29 C30 C34 121.4(2) . . ?
C31 C30 C34 120.9(2) . . ?
C32 C31 C30 122.4(2) . . ?
C31 C32 C27 118.6(2) . . ?
C31 C32 C35 118.5(2) . . ?
C27 C32 C35 122.8(2) . . ?

_refine_diff_density_max         0.177
_refine_diff_density_min         -0.200
_refine_diff_density_rms         0.043

#===END

data_Compound_9c
_database_code_CSD               204104

_audit_creation_method           SHELXL
_chemical_name_systematic        
; 
? 
;
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_sum            'C28 H22 N3 Cl2 Fe'
_chemical_formula_weight         527.24
_chemical_melting_point          ?
_chemical_compound_source        ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.4774(5)
_cell_length_b                   11.4602(6)
_cell_length_c                   11.7408(8)
_cell_angle_alpha                94.896(6)
_cell_angle_beta                 101.507(7)
_cell_angle_gamma                97.380(5)
_cell_volume                     1231.11(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    26
_cell_measurement_theta_min      10.77
_cell_measurement_theta_max      24.82

_exptl_crystal_description       prisms
_exptl_crystal_colour            'Deep red'
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             542
_exptl_absorpt_coefficient_mu    7.072
_exptl_absorpt_correction_type   Ellispoidal
_exptl_absorpt_correction_T_min  0.1949
_exptl_absorpt_correction_T_max  0.3237

_exptl_special_details           
; 
? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'Siemens P4'
_diffrn_measurement_method       '\w scans'
_diffrn_standards_number         3
_diffrn_standards_interval_count 97
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3904
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_av_sigmaI/netI    0.0534
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.87
_diffrn_reflns_theta_max         59.99
_reflns_number_total             3649
_reflns_number_observed          2962
_reflns_observed_criterion       >2sigma(I)

_computing_data_collection       'Siemens XSCANS'
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_reduction        'Siemens SHELXTL'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'

_refine_special_details          
; 
Refinement on F^2^ for ALL reflections except for 178 with very negative F^2^ 
or flagged by the user for potential systematic errors.  Weighted R-factors 
wR and all goodnesses of fit S are based on F^2^, conventional R-factors R 
are based on F, with F set to zero for negative F^2^. The observed criterion 
of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is 
not relevant to the choice of reflections for refinement.  R-factors based 
on F^2^ are statistically about twice as large as those based on F, and R- 
factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      
'calc w=1/[\s^2^(Fo^2^)+(0.0628P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    ?
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0025(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         3471
_refine_ls_number_parameters     284
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0623
_refine_ls_R_factor_obs          0.0454
_refine_ls_wR_factor_all         0.1128
_refine_ls_wR_factor_obs         0.1029
_refine_ls_goodness_of_fit_all   1.045
_refine_ls_goodness_of_fit_obs   1.082
_refine_ls_restrained_S_all      1.060
_refine_ls_restrained_S_obs      1.082
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000

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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Fe Fe 0.31988(6) 0.63063(5) 0.27212(5) 0.0359(2) Uani 1 d . .
Cl1 Cl 0.36103(10) 0.70345(8) 0.46060(8) 0.0477(2) Uani 1 d . .
Cl2 Cl 0.10213(10) 0.58916(9) 0.15046(9) 0.0509(2) Uani 1 d . .
N1 N 0.4836(3) 0.6041(3) 0.1993(3) 0.0368(6) Uani 1 d . .
C2 C 0.5422(4) 0.4991(3) 0.1883(3) 0.0374(7) Uani 1 d . .
C3 C 0.5047(4) 0.3931(3) 0.2347(3) 0.0404(8) Uani 1 d . .
C4 C 0.5828(4) 0.2998(3) 0.2144(3) 0.0445(8) Uani 1 d . .
H4A H 0.5608(4) 0.2292(3) 0.2451(3) 0.053 Uiso 1 calc R .
C5 C 0.6914(4) 0.3084(4) 0.1503(4) 0.0460(8) Uani 1 d . .
C6 C 0.7268(4) 0.4143(4) 0.1055(3) 0.0444(8) Uani 1 d . .
H6A H 0.8005(4) 0.4221(4) 0.0637(3) 0.053 Uiso 1 calc R .
C7 C 0.6515(4) 0.5086(3) 0.1234(3) 0.0393(7) Uani 1 d . .
C8 C 0.6630(4) 0.6282(3) 0.0917(3) 0.0387(7) Uani 1 d . .
C9 C 0.7495(4) 0.6907(4) 0.0281(3) 0.0462(8) Uani 1 d . .
H9A H 0.8167(4) 0.6540(4) -0.0041(3) 0.055 Uiso 1 calc R .
C10 C 0.7363(4) 0.8068(4) 0.0124(4) 0.0515(9) Uani 1 d . .
C11 C 0.6350(5) 0.8601(4) 0.0620(4) 0.0504(9) Uani 1 d . .
H11A H 0.6261(5) 0.9385(4) 0.0515(4) 0.061 Uiso 1 calc R .
C12 C 0.5457(4) 0.7996(4) 0.1273(3) 0.0443(8) Uani 1 d . .
C13 C 0.5586(4) 0.6817(3) 0.1393(3) 0.0388(7) Uani 1 d . .
C14 C 0.3944(4) 0.3757(3) 0.3018(3) 0.0402(7) Uani 1 d . .
H14A H 0.3820(4) 0.3038(3) 0.3325(3) 0.048 Uiso 1 calc R .
N14 N 0.3105(3) 0.4519(3) 0.3231(3) 0.0390(6) Uani 1 d . .
C15 C 0.2688(2) 0.3925(3) 0.5103(2) 0.0480(9) Uani 1 d G .
H15A H 0.3690(2) 0.4048(3) 0.5391(2) 0.058 Uiso 1 calc R .
C16 C 0.1755(3) 0.3517(3) 0.5806(2) 0.0530(9) Uani 1 d G .
H16A H 0.2133(3) 0.3367(4) 0.6564(2) 0.064 Uiso 1 calc R .
C17 C 0.0258(2) 0.3334(2) 0.5376(2) 0.0502(9) Uani 1 d G .
H17A H -0.0366(3) 0.3061(4) 0.5846(3) 0.060 Uiso 1 calc R .
C18 C -0.0307(2) 0.3558(3) 0.4243(2) 0.0515(9) Uani 1 d G .
H18A H -0.1308(2) 0.3435(4) 0.3955(3) 0.062 Uiso 1 calc R .
C19 C 0.0626(2) 0.3966(2) 0.3540(2) 0.0471(9) Uani 1 d G .
H19A H 0.0248(3) 0.4116(4) 0.2782(2) 0.057 Uiso 1 calc R .
C20 C 0.2123(2) 0.4149(2) 0.3970(2) 0.0402(7) Uani 1 d G .
C21 C 0.7713(5) 0.2052(4) 0.1293(5) 0.0613(11) Uani 1 d . .
H21A H 0.7057(5) 0.1323(4) 0.1211(5) 0.092 Uiso 1 d R .
H21B H 0.8510(5) 0.2061(4) 0.1945(5) 0.092 Uiso 1 d R .
H21C H 0.8079(5) 0.2115(4) 0.0592(5) 0.092 Uiso 1 d R .
C22 C 0.8277(6) 0.8758(5) -0.0591(5) 0.0731(14) Uani 1 d . .
H22A H 0.8426(6) 0.9585(5) -0.0309(5) 0.110 Uiso 1 d R .
H22B H 0.7781(6) 0.8644(5) -0.1398(5) 0.110 Uiso 1 d R .
H22C H 0.9202(6) 0.8482(5) -0.0519(5) 0.110 Uiso 1 d R .
C23 C 0.4446(4) 0.8617(3) 0.1767(4) 0.0464(8) Uani 1 d . .
H23A H 0.4486(4) 0.9419(3) 0.1684(4) 0.056 Uiso 1 calc R .
N23 N 0.3502(4) 0.8167(3) 0.2306(3) 0.0429(7) Uani 1 d . .
C24 C 0.1187(3) 0.8813(3) 0.2499(3) 0.0658(12) Uani 1 d G .
H24A H 0.0689(3) 0.8184(3) 0.1955(3) 0.079 Uiso 1 calc R .
C25 C 0.0421(3) 0.9597(3) 0.3003(4) 0.088(2) Uani 1 d G .
H25A H -0.0591(3) 0.9492(5) 0.2796(5) 0.105 Uiso 1 calc R .
C26 C 0.1166(4) 1.0538(3) 0.3815(4) 0.093(2) Uani 1 d G .
H26A H 0.0653(6) 1.1062(4) 0.4152(5) 0.112 Uiso 1 calc R .
C27 C 0.2678(4) 1.0695(3) 0.4124(3) 0.083(2) Uani 1 d G .
H27A H 0.3176(6) 1.1325(3) 0.4668(4) 0.100 Uiso 1 calc R .
C28 C 0.3444(3) 0.9912(3) 0.3621(3) 0.0640(12) Uani 1 d G .
H28A H 0.4456(3) 1.0017(4) 0.3828(4) 0.077 Uiso 1 calc R .
C29 C 0.2699(3) 0.8971(2) 0.2808(3) 0.0501(9) Uani 1 d G .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Fe 0.0325(3) 0.0397(3) 0.0383(3) 0.0069(2) 0.0110(2) 0.0093(2)
Cl1 0.0510(5) 0.0536(5) 0.0407(5) 0.0048(4) 0.0124(4) 0.0118(4)
Cl2 0.0388(4) 0.0604(5) 0.0525(5) 0.0112(4) 0.0051(4) 0.0074(4)
N1 0.0363(14) 0.040(2) 0.0372(14) 0.0091(12) 0.0107(12) 0.0092(12)
C2 0.034(2) 0.043(2) 0.036(2) 0.0054(14) 0.0088(14) 0.0053(14)
C3 0.039(2) 0.038(2) 0.046(2) 0.0029(15) 0.011(2) 0.0105(14)
C4 0.046(2) 0.040(2) 0.049(2) 0.004(2) 0.014(2) 0.0094(15)
C5 0.042(2) 0.046(2) 0.049(2) -0.007(2) 0.010(2) 0.011(2)
C6 0.036(2) 0.051(2) 0.046(2) -0.002(2) 0.012(2) 0.008(2)
C7 0.034(2) 0.045(2) 0.039(2) 0.0009(14) 0.0102(14) 0.0062(14)
C8 0.034(2) 0.044(2) 0.039(2) 0.0041(14) 0.0102(14) 0.0054(14)
C9 0.038(2) 0.058(2) 0.044(2) 0.009(2) 0.015(2) 0.004(2)
C10 0.044(2) 0.061(2) 0.050(2) 0.013(2) 0.015(2) -0.002(2)
C11 0.050(2) 0.046(2) 0.057(2) 0.014(2) 0.016(2) 0.003(2)
C12 0.042(2) 0.046(2) 0.045(2) 0.007(2) 0.010(2) 0.004(2)
C13 0.034(2) 0.044(2) 0.037(2) 0.0045(14) 0.0052(14) 0.0019(14)
C14 0.041(2) 0.038(2) 0.043(2) 0.0065(14) 0.0099(15) 0.0047(14)
N14 0.0360(15) 0.043(2) 0.041(2) 0.0063(12) 0.0131(12) 0.0071(12)
C15 0.040(2) 0.063(2) 0.041(2) 0.009(2) 0.009(2) 0.006(2)
C16 0.055(2) 0.062(2) 0.044(2) 0.009(2) 0.015(2) 0.007(2)
C17 0.052(2) 0.051(2) 0.055(2) 0.011(2) 0.027(2) 0.007(2)
C18 0.038(2) 0.058(2) 0.060(2) 0.011(2) 0.014(2) 0.006(2)
C19 0.036(2) 0.058(2) 0.049(2) 0.013(2) 0.009(2) 0.009(2)
C20 0.039(2) 0.039(2) 0.046(2) 0.0057(14) 0.016(2) 0.0067(14)
C21 0.062(3) 0.051(2) 0.077(3) 0.000(2) 0.024(2) 0.021(2)
C22 0.067(3) 0.078(3) 0.087(4) 0.031(3) 0.041(3) 0.004(2)
C23 0.049(2) 0.039(2) 0.053(2) 0.010(2) 0.012(2) 0.011(2)
N23 0.047(2) 0.039(2) 0.047(2) 0.0078(13) 0.0143(14) 0.0129(13)
C24 0.063(3) 0.055(2) 0.091(4) 0.013(2) 0.030(3) 0.025(2)
C25 0.081(4) 0.073(4) 0.130(5) 0.024(4) 0.050(4) 0.038(3)
C26 0.130(6) 0.065(3) 0.111(5) 0.015(3) 0.064(5) 0.047(4)
C27 0.131(5) 0.051(3) 0.079(4) 0.004(2) 0.038(4) 0.032(3)
C28 0.084(3) 0.050(2) 0.063(3) 0.007(2) 0.020(2) 0.019(2)
C29 0.064(2) 0.044(2) 0.053(2) 0.017(2) 0.025(2) 0.021(2)

_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
Fe N1 1.959(3) . ?
Fe N14 2.179(3) . ?
Fe N23 2.223(3) . ?
Fe Cl2 2.2318(11) . ?
Fe Cl1 2.2366(11) . ?
N1 C13 1.392(5) . ?
N1 C2 1.395(5) . ?
C2 C7 1.402(5) . ?
C2 C3 1.406(5) . ?
C3 C4 1.407(5) . ?
C3 C14 1.434(5) . ?
C4 C5 1.389(6) . ?
C5 C6 1.392(6) . ?
C5 C21 1.512(6) . ?
C6 C7 1.393(5) . ?
C7 C8 1.447(5) . ?
C8 C9 1.388(5) . ?
C8 C13 1.410(5) . ?
C9 C10 1.376(6) . ?
C10 C11 1.395(6) . ?
C10 C22 1.520(5) . ?
C11 C12 1.409(5) . ?
C12 C13 1.389(6) . ?
C12 C23 1.445(6) . ?
C14 N14 1.295(5) . ?
N14 C20 1.442(3) . ?
C15 C16 1.39 . ?
C15 C20 1.39 . ?
C16 C17 1.39 . ?
C17 C18 1.39 . ?
C18 C19 1.39 . ?
C19 C20 1.39 . ?
C23 N23 1.277(5) . ?
N23 C29 1.429(4) . ?
C24 C25 1.39 . ?
C24 C29 1.39 . ?
C25 C26 1.39 . ?
C26 C27 1.39 . ?
C27 C28 1.39 . ?
C28 C29 1.39 . ?

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
N1 Fe N14 89.40(12) . . ?
N1 Fe N23 88.13(12) . . ?
N14 Fe N23 174.66(12) . . ?
N1 Fe Cl2 114.38(9) . . ?
N14 Fe Cl2 92.95(9) . . ?
N23 Fe Cl2 92.38(9) . . ?
N1 Fe Cl1 120.01(9) . . ?
N14 Fe Cl1 89.66(9) . . ?
N23 Fe Cl1 87.48(9) . . ?
Cl2 Fe Cl1 125.57(4) . . ?
C13 N1 C2 105.0(3) . . ?
C13 N1 Fe 127.8(2) . . ?
C2 N1 Fe 127.0(2) . . ?
N1 C2 C7 111.9(3) . . ?
N1 C2 C3 127.6(3) . . ?
C7 C2 C3 120.5(3) . . ?
C2 C3 C4 117.1(3) . . ?
C2 C3 C14 124.1(3) . . ?
C4 C3 C14 118.8(3) . . ?
C5 C4 C3 122.9(4) . . ?
C4 C5 C6 118.9(3) . . ?
C4 C5 C21 121.1(4) . . ?
C6 C5 C21 120.0(4) . . ?
C5 C6 C7 119.8(3) . . ?
C6 C7 C2 120.7(3) . . ?
C6 C7 C8 133.5(3) . . ?
C2 C7 C8 105.7(3) . . ?
C9 C8 C13 120.6(4) . . ?
C9 C8 C7 133.5(3) . . ?
C13 C8 C7 105.9(3) . . ?
C10 C9 C8 120.5(4) . . ?
C9 C10 C11 118.7(3) . . ?
C9 C10 C22 121.2(4) . . ?
C11 C10 C22 120.1(4) . . ?
C10 C11 C12 122.5(4) . . ?
C13 C12 C11 117.7(4) . . ?
C13 C12 C23 123.3(3) . . ?
C11 C12 C23 119.0(4) . . ?
C12 C13 N1 128.4(3) . . ?
C12 C13 C8 120.0(3) . . ?
N1 C13 C8 111.5(3) . . ?
N14 C14 C3 125.4(3) . . ?
C14 N14 C20 114.6(3) . . ?
C14 N14 Fe 126.2(2) . . ?
C20 N14 Fe 118.9(2) . . ?
C16 C15 C20 120.0 . . ?
C15 C16 C17 120.0 . . ?
C18 C17 C16 120.0 . . ?
C19 C18 C17 120.0 . . ?
C18 C19 C20 120.0 . . ?
C19 C20 C15 120.0 . . ?
C19 C20 N14 120.5(2) . . ?
C15 C20 N14 119.4(2) . . ?
N23 C23 C12 126.1(4) . . ?
C23 N23 C29 116.4(3) . . ?
C23 N23 Fe 125.8(3) . . ?
C29 N23 Fe 117.3(2) . . ?
C25 C24 C29 120.0 . . ?
C26 C25 C24 120.0 . . ?
C25 C26 C27 120.0 . . ?
C26 C27 C28 120.0 . . ?
C29 C28 C27 120.0 . . ?
C28 C29 C24 120.0 . . ?
C28 C29 N23 119.3(2) . . ?
C24 C29 N23 120.7(2) . . ?

_refine_diff_density_max         0.339
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.056

#===END