# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_rogerligand01
_database_code_depnum_ccdc_archive 'CCDC 1413549'
_audit_update_record             
;
2015-07-17 deposited with the CCDC.
2016-01-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
E,E-N3,N3'-Bis(2-hydroxybenzylidene)-(2,2'-bipyridine)-3,3'-diamine
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H18 N4 O2'
_chemical_formula_weight         394.42

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'
O O 0.0106 0.0060 '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                   8.2616(5)
_cell_length_b                   11.0442(7)
_cell_length_c                   11.8712(7)
_cell_angle_alpha                69.313(4)
_cell_angle_beta                 76.743(4)
_cell_angle_gamma                71.691(4)
_cell_volume                     953.45(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4792
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      28.12

_exptl_crystal_description       hexagonal
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.07
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_max          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.374
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             412
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.619
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   Bruker-SADABS

_exptl_special_details           
; 
 ? 
;
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17671
_diffrn_reflns_av_R_equivalents  0.0429
_diffrn_reflns_av_sigmaI/netI    0.0441
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.85
_diffrn_reflns_theta_max         28.38
_reflns_number_total             4582
_reflns_number_gt                3192
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0692P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4582
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0836
_refine_ls_R_factor_gt           0.0518
_refine_ls_wR_factor_ref         0.1585
_refine_ls_wR_factor_gt          0.1435
_refine_ls_goodness_of_fit_ref   1.376
_refine_ls_restrained_S_all      1.376
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_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_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
N1 N 0.51820(18) 0.37049(14) 0.30960(13) 0.0192(3) Uani 1 1 d . . .
N2 N 0.69095(18) 0.10484(14) 0.21307(13) 0.0194(3) Uani 1 1 d . . .
N3 N 0.35050(17) 0.07563(14) 0.39186(13) 0.0169(3) Uani 1 1 d . . .
N4 N 0.34909(18) 0.39963(14) 0.09236(13) 0.0174(3) Uani 1 1 d . . .
O1 O 0.36696(17) -0.07500(13) 0.25658(12) 0.0254(3) Uani 1 1 d . . .
H1A H 0.3891 -0.0170 0.2740 0.038 Uiso 1 1 calc R . .
O2 O 0.11008(17) 0.53277(13) 0.22079(12) 0.0277(3) Uani 1 1 d . . .
H2A H 0.1996 0.4778 0.2074 0.042 Uiso 1 1 calc R . .
C1 C 0.4597(2) 0.40969(18) 0.40898(17) 0.0207(4) Uani 1 1 d . . .
H1 H 0.4820 0.4870 0.4094 0.025 Uiso 1 1 calc R . .
C2 C 0.3673(2) 0.34108(18) 0.51199(17) 0.0202(4) Uani 1 1 d . . .
H2 H 0.3316 0.3710 0.5800 0.024 Uiso 1 1 calc R . .
C3 C 0.3293(2) 0.22819(18) 0.51194(16) 0.0195(4) Uani 1 1 d . . .
H3 H 0.2666 0.1813 0.5795 0.023 Uiso 1 1 calc R . .
C4 C 0.3866(2) 0.18510(17) 0.40847(16) 0.0161(4) Uani 1 1 d . . .
C5 C 0.4836(2) 0.25872(16) 0.31070(15) 0.0160(4) Uani 1 1 d . . .
C6 C 0.5583(2) 0.21496(16) 0.19959(16) 0.0157(4) Uani 1 1 d . . .
C7 C 0.4938(2) 0.28904(17) 0.08943(16) 0.0162(4) Uani 1 1 d . . .
C8 C 0.5710(2) 0.24536(18) -0.01183(17) 0.0208(4) Uani 1 1 d . . .
H8 H 0.5300 0.2906 -0.0863 0.025 Uiso 1 1 calc R . .
C9 C 0.7091(2) 0.13389(18) 0.00047(17) 0.0217(4) Uani 1 1 d . . .
H9 H 0.7642 0.1039 -0.0660 0.026 Uiso 1 1 calc R . .
C10 C 0.7643(2) 0.06729(18) 0.11357(17) 0.0213(4) Uani 1 1 d . . .
H10 H 0.8575 -0.0076 0.1207 0.026 Uiso 1 1 calc R . .
C11 C 0.2660(2) 0.00042(17) 0.47842(16) 0.0168(4) Uani 1 1 d . . .
H11 H 0.2330 0.0168 0.5531 0.020 Uiso 1 1 calc R . .
C12 C 0.2210(2) -0.10867(17) 0.46265(16) 0.0167(4) Uani 1 1 d . . .
C13 C 0.2697(2) -0.14123(17) 0.35243(16) 0.0186(4) Uani 1 1 d . . .
C14 C 0.2167(2) -0.24467(18) 0.34171(17) 0.0226(4) Uani 1 1 d . . .
H14 H 0.2456 -0.2651 0.2689 0.027 Uiso 1 1 calc R . .
C15 C 0.1216(2) -0.31672(18) 0.43897(17) 0.0226(4) Uani 1 1 d . . .
H15 H 0.0870 -0.3852 0.4305 0.027 Uiso 1 1 calc R . .
C16 C 0.0766(2) -0.28887(17) 0.54902(17) 0.0215(4) Uani 1 1 d . . .
H16 H 0.0146 -0.3391 0.6145 0.026 Uiso 1 1 calc R . .
C17 C 0.1258(2) -0.18487(17) 0.55942(16) 0.0197(4) Uani 1 1 d . . .
H17 H 0.0948 -0.1650 0.6326 0.024 Uiso 1 1 calc R . .
C18 C 0.2884(2) 0.48363(17) -0.00465(16) 0.0174(4) Uani 1 1 d . . .
H18 H 0.3445 0.4760 -0.0802 0.021 Uiso 1 1 calc R . .
C19 C 0.1337(2) 0.58989(17) 0.00241(17) 0.0183(4) Uani 1 1 d . . .
C20 C 0.0480(2) 0.60924(18) 0.11473(17) 0.0208(4) Uani 1 1 d . . .
C21 C -0.1046(2) 0.70979(19) 0.11694(19) 0.0261(4) Uani 1 1 d . . .
H21 H -0.1625 0.7226 0.1905 0.031 Uiso 1 1 calc R . .
C22 C -0.1698(2) 0.79057(19) 0.0096(2) 0.0270(5) Uani 1 1 d . . .
H22 H -0.2715 0.8573 0.0120 0.032 Uiso 1 1 calc R . .
C23 C -0.0859(2) 0.77362(18) -0.10130(19) 0.0264(5) Uani 1 1 d . . .
H23 H -0.1304 0.8288 -0.1728 0.032 Uiso 1 1 calc R . .
C24 C 0.0644(2) 0.67397(18) -0.10433(17) 0.0215(4) Uani 1 1 d . . .
H24 H 0.1208 0.6624 -0.1786 0.026 Uiso 1 1 calc R . .


_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 C1 1.334(2) . ?
N1 C5 1.347(2) . ?
N2 C10 1.340(2) . ?
N2 C6 1.346(2) . ?
N3 C11 1.291(2) . ?
N3 C4 1.418(2) . ?
N4 C18 1.287(2) . ?
N4 C7 1.420(2) . ?
O1 C13 1.355(2) . ?
O1 H1A 0.8200 . ?
O2 C20 1.355(2) . ?
O2 H2A 0.8200 . ?
C1 C2 1.391(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.378(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.401(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.403(2) . ?
C5 C6 1.498(2) . ?
C6 C7 1.397(2) . ?
C7 C8 1.396(2) . ?
C8 C9 1.380(2) . ?
C8 H8 0.9300 . ?
C9 C10 1.387(2) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.448(2) . ?
C11 H11 0.9300 . ?
C12 C17 1.402(2) . ?
C12 C13 1.415(2) . ?
C13 C14 1.399(2) . ?
C14 C15 1.383(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.389(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.384(2) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C19 1.448(2) . ?
C18 H18 0.9300 . ?
C19 C24 1.401(2) . ?
C19 C20 1.414(3) . ?
C20 C21 1.396(3) . ?
C21 C22 1.385(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.387(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.380(2) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?

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
C1 N1 C5 117.29(15) . . ?
C10 N2 C6 116.86(15) . . ?
C11 N3 C4 120.65(15) . . ?
C18 N4 C7 122.37(15) . . ?
C13 O1 H1A 109.5 . . ?
C20 O2 H2A 109.5 . . ?
N1 C1 C2 123.49(16) . . ?
N1 C1 H1 118.3 . . ?
C2 C1 H1 118.3 . . ?
C3 C2 C1 119.07(17) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C2 C3 C4 119.01(16) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C3 C4 C5 117.57(16) . . ?
C3 C4 N3 125.76(15) . . ?
C5 C4 N3 116.63(15) . . ?
N1 C5 C4 123.52(16) . . ?
N1 C5 C6 115.51(15) . . ?
C4 C5 C6 120.96(15) . . ?
N2 C6 C7 123.68(16) . . ?
N2 C6 C5 115.91(15) . . ?
C7 C6 C5 120.39(14) . . ?
C8 C7 C6 117.93(15) . . ?
C8 C7 N4 125.71(15) . . ?
C6 C7 N4 116.29(15) . . ?
C9 C8 C7 118.88(17) . . ?
C9 C8 H8 120.6 . . ?
C7 C8 H8 120.6 . . ?
C8 C9 C10 118.95(17) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
N2 C10 C9 123.69(16) . . ?
N2 C10 H10 118.2 . . ?
C9 C10 H10 118.2 . . ?
N3 C11 C12 121.95(16) . . ?
N3 C11 H11 119.0 . . ?
C12 C11 H11 119.0 . . ?
C17 C12 C13 118.58(16) . . ?
C17 C12 C11 119.18(16) . . ?
C13 C12 C11 122.23(16) . . ?
O1 C13 C14 118.84(16) . . ?
O1 C13 C12 121.81(15) . . ?
C14 C13 C12 119.34(16) . . ?
C15 C14 C13 120.27(17) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C16 121.28(17) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 H15 119.4 . . ?
C17 C16 C15 118.70(16) . . ?
C17 C16 H16 120.6 . . ?
C15 C16 H16 120.6 . . ?
C16 C17 C12 121.77(17) . . ?
C16 C17 H17 119.1 . . ?
C12 C17 H17 119.1 . . ?
N4 C18 C19 120.80(16) . . ?
N4 C18 H18 119.6 . . ?
C19 C18 H18 119.6 . . ?
C24 C19 C20 118.94(16) . . ?
C24 C19 C18 119.34(16) . . ?
C20 C19 C18 121.70(16) . . ?
O2 C20 C21 118.87(17) . . ?
O2 C20 C19 121.73(16) . . ?
C21 C20 C19 119.40(17) . . ?
C22 C21 C20 120.06(18) . . ?
C22 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C21 C22 C23 121.10(17) . . ?
C21 C22 H22 119.4 . . ?
C23 C22 H22 119.4 . . ?
C24 C23 C22 119.26(18) . . ?
C24 C23 H23 120.4 . . ?
C22 C23 H23 120.4 . . ?
C23 C24 C19 121.23(18) . . ?
C23 C24 H24 119.4 . . ?
C19 C24 H24 119.4 . . ?

_diffrn_measured_fraction_theta_max 0.962
_diffrn_reflns_theta_full        28.38
_diffrn_measured_fraction_theta_full 0.962
_refine_diff_density_max         0.485
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.065
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_rog06jc
_database_code_depnum_ccdc_archive 'CCDC 1413550'
_audit_update_record             
;
2015-07-17 deposited with the CCDC.
2016-01-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
"[6-(2'-Hydroxyphenyl)-6,7-dihydro-5H-dipyrido[3,2-d:2',3'-f][1,3]diazepine]tin(iV) tetrachloride.2C2H5OH"
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H26 Cl4 N4 O3 Sn'
_chemical_formula_weight         642.95

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'
O O 0.0106 0.0060 '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'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.3486(14)
_cell_length_b                   27.473(5)
_cell_length_c                   11.3936(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.665(4)
_cell_angle_gamma                90.00
_cell_volume                     2607.9(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2819
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      28.20
_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.638
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1288
_exptl_absorpt_coefficient_mu    1.420
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6172
_exptl_absorpt_correction_T_max  0.9237
_exptl_absorpt_process_details   Bruker-SADABS

_exptl_special_details           
; 
 ? 
;
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15273
_diffrn_reflns_av_R_equivalents  0.0421
_diffrn_reflns_av_sigmaI/netI    0.0553
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_theta_min         1.48
_diffrn_reflns_theta_max         28.36
_reflns_number_total             6104
_reflns_number_gt                4823
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 

One ethanol molecule is disordered (0.55:0.45)and modelle isotropically
with two positions for the methylene carbon and associated hydrogen atoms.

The two N-H hydrogen atoms could not be located in difference Fourier maps,
and so were placed geometrically assuming planar N bonding geometry. 
From another structure of the same ligand (a Mn complex) the N bonding
geometry was observed to be pyramidal, but in this SnCl4 complex,
there would be two potential positions for each H, so the geometry 
was left fixed.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0556P)²+10.6421P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6104
_refine_ls_number_parameters     298
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0533
_refine_ls_wR_factor_ref         0.1478
_refine_ls_wR_factor_gt          0.1327
_refine_ls_goodness_of_fit_ref   1.156
_refine_ls_restrained_S_all      1.156
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_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_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
Sn1 Sn 0.24246(4) 0.406744(13) 0.73589(3) 0.01852(12) Uani 1 1 d . A 1
Cl1 Cl 0.03904(19) 0.36865(6) 0.61330(14) 0.0335(4) Uani 1 1 d . A 1
Cl2 Cl 0.06126(17) 0.46159(5) 0.82436(13) 0.0273(3) Uani 1 1 d . A 1
Cl3 Cl 0.45045(18) 0.35916(5) 0.64945(12) 0.0251(3) Uani 1 1 d . A 1
Cl4 Cl 0.23050(18) 0.35048(5) 0.89359(13) 0.0285(3) Uani 1 1 d . A 1
O1 O 0.4443(5) 0.66000(14) 0.9138(4) 0.0269(9) Uani 1 1 d . A 1
H1A H 0.4428 0.6774 0.9722 0.040 Uiso 1 1 calc R A 1
O2 O -0.0492(6) 0.59447(18) 0.9016(4) 0.0407(12) Uani 1 1 d . . .
H2A H -0.0919 0.6056 0.9587 0.061 Uiso 1 1 calc R . .
O3 O 0.3913(7) 0.7099(3) 0.1064(5) 0.0675(19) Uani 1 1 d D . .
H3B H 0.4609(12) 0.7099(8) 0.1605(12) 0.101 Uiso 1 1 d D . .
N1 N 0.2838(5) 0.46646(15) 0.6121(4) 0.0176(9) Uani 1 1 d . . .
N2 N 0.4414(5) 0.44958(15) 0.8170(4) 0.0168(9) Uani 1 1 d . . .
N3 N 0.4685(6) 0.58774(16) 0.6135(4) 0.0236(10) Uani 1 1 d . A .
H3A H 0.4897 0.6080 0.5590 0.028 Uiso 1 1 calc R . .
N4 N 0.6489(6) 0.56546(16) 0.7746(4) 0.0223(10) Uani 1 1 d . A .
H4A H 0.7481 0.5738 0.7743 0.027 Uiso 1 1 calc R . .
C1 C 0.2012(7) 0.4676(2) 0.5090(5) 0.0217(11) Uani 1 1 d . A .
H1 H 0.1384 0.4409 0.4853 0.026 Uiso 1 1 calc R . .
C2 C 0.2067(7) 0.5079(2) 0.4355(5) 0.0231(12) Uani 1 1 d . . .
H2 H 0.1508 0.5082 0.3622 0.028 Uiso 1 1 calc R A .
C3 C 0.2957(6) 0.54673(19) 0.4734(5) 0.0207(11) Uani 1 1 d . A .
H3 H 0.2984 0.5742 0.4260 0.025 Uiso 1 1 calc R . .
C4 C 0.3847(6) 0.54649(18) 0.5835(5) 0.0176(10) Uani 1 1 d . . .
C5 C 0.3815(6) 0.50368(18) 0.6533(4) 0.0163(10) Uani 1 1 d . A .
C6 C 0.4768(6) 0.49283(17) 0.7641(4) 0.0152(10) Uani 1 1 d . A .
C7 C 0.6067(6) 0.52043(18) 0.8148(5) 0.0177(10) Uani 1 1 d . . .
C8 C 0.7005(7) 0.4996(2) 0.9090(5) 0.0219(11) Uani 1 1 d . A .
H8 H 0.7901 0.5164 0.9402 0.026 Uiso 1 1 calc R . .
C9 C 0.6640(7) 0.4559(2) 0.9556(5) 0.0235(12) Uani 1 1 d . . .
H9 H 0.7279 0.4425 1.0172 0.028 Uiso 1 1 calc R A .
C10 C 0.5293(7) 0.43173(19) 0.9091(5) 0.0210(11) Uani 1 1 d . A .
H10 H 0.4993 0.4025 0.9426 0.025 Uiso 1 1 calc R . .
C11 C 0.5229(6) 0.59865(18) 0.7327(5) 0.0187(10) Uani 1 1 d . . .
H11 H 0.4322 0.5953 0.7826 0.022 Uiso 1 1 calc R A .
C12 C 0.5861(7) 0.65026(19) 0.7432(5) 0.0211(11) Uani 1 1 d . A .
C13 C 0.5492(7) 0.67860(19) 0.8390(5) 0.0225(11) Uani 1 1 d . . .
C14 C 0.6189(8) 0.7248(2) 0.8551(6) 0.0282(13) Uani 1 1 d . A .
H14 H 0.5962 0.7436 0.9198 0.034 Uiso 1 1 calc R . .
C15 C 0.7201(8) 0.7418(2) 0.7753(6) 0.0314(14) Uani 1 1 d . . .
H15 H 0.7666 0.7724 0.7867 0.038 Uiso 1 1 calc R A .
C16 C 0.7552(8) 0.7148(2) 0.6778(6) 0.0310(14) Uani 1 1 d . A .
H16 H 0.8221 0.7274 0.6231 0.037 Uiso 1 1 calc R . .
C17 C 0.6900(7) 0.6689(2) 0.6625(5) 0.0258(12) Uani 1 1 d . . .
H17 H 0.7153 0.6502 0.5982 0.031 Uiso 1 1 calc R A .
C18 C 0.0418(8) 0.6315(3) 0.8499(7) 0.0368(15) Uani 1 1 d . . .
H18A H 0.1396 0.6379 0.8980 0.044 Uiso 1 1 calc R . .
H18B H -0.0198 0.6614 0.8426 0.044 Uiso 1 1 calc R . .
C19 C 0.0810(10) 0.6135(3) 0.7307(8) 0.055(2) Uani 1 1 d . . .
H19A H 0.1320 0.5822 0.7384 0.082 Uiso 1 1 calc R . .
H19B H 0.1521 0.6361 0.6962 0.082 Uiso 1 1 calc R . .
H19C H -0.0161 0.6106 0.6812 0.082 Uiso 1 1 calc R . .
C20A C 0.2697(19) 0.7445(6) 0.1245(14) 0.062(3) Uiso 0.455(14) 1 d PD B 1
H20A H 0.1831 0.7404 0.0644 0.074 Uiso 0.455(14) 1 calc PR B 1
H20B H 0.3132 0.7770 0.1167 0.074 Uiso 0.455(14) 1 calc PR B 1
C20B C 0.2364(12) 0.7032(6) 0.1490(14) 0.062(3) Uiso 0.545(14) 1 d PD B 2
H20C H 0.2282 0.6705 0.1802 0.074 Uiso 0.545(14) 1 calc PR B 2
H20D H 0.1557 0.7067 0.0845 0.074 Uiso 0.545(14) 1 calc PR B 2
C21 C 0.205(2) 0.7393(6) 0.2433(12) 0.138(6) Uiso 1 1 d D . .
H21A H 0.2186 0.7058 0.2742 0.206 Uiso 0.455(14) 1 d P B 1
H21B H 0.0891 0.7455 0.2394 0.206 Uiso 0.455(14) 1 d P B 1
H21C H 0.2562 0.7610 0.2983 0.206 Uiso 0.455(14) 1 d P B 1
H21D H 0.2874 0.7373 0.3057 0.206 Uiso 0.545(14) 1 d P B 2
H21E H 0.1028 0.7296 0.2780 0.206 Uiso 0.545(14) 1 d P B 2
H21F H 0.1934 0.7707 0.2133 0.206 Uiso 0.545(14) 1 d P B 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
Sn1 N2 2.191(4) . ?
Sn1 N1 2.205(4) . ?
Sn1 Cl1 2.3720(16) . ?
Sn1 Cl4 2.3771(15) . ?
Sn1 Cl2 2.4020(14) . ?
Sn1 Cl3 2.4316(14) . ?
O1 C13 1.360(7) . ?
O2 C18 1.421(8) . ?
O3 C20A 1.416(5) . ?
O3 C20B 1.422(5) . ?
N1 C1 1.324(7) . ?
N1 C5 1.372(7) . ?
N2 C10 1.335(7) . ?
N2 C6 1.373(6) . ?
N3 C4 1.364(7) . ?
N3 C11 1.435(7) . ?
N4 C7 1.373(7) . ?
N4 C11 1.450(7) . ?
C1 C2 1.392(8) . ?
C2 C3 1.354(8) . ?
C3 C4 1.416(8) . ?
C4 C5 1.421(7) . ?
C5 C6 1.479(7) . ?
C6 C7 1.416(7) . ?
C7 C8 1.409(8) . ?
C8 C9 1.355(8) . ?
C9 C10 1.382(8) . ?
C11 C12 1.515(7) . ?
C12 C13 1.391(8) . ?
C12 C17 1.401(8) . ?
C13 C14 1.403(8) . ?
C14 C15 1.363(9) . ?
C15 C16 1.384(10) . ?
C16 C17 1.380(8) . ?
C18 C19 1.501(11) . ?
C20A C21 1.497(5) . ?
C20B C21 1.499(5) . ?

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 Sn1 N1 74.02(17) . . ?
N2 Sn1 Cl1 168.55(12) . . ?
N1 Sn1 Cl1 94.99(12) . . ?
N2 Sn1 Cl4 95.61(12) . . ?
N1 Sn1 Cl4 169.47(12) . . ?
Cl1 Sn1 Cl4 95.46(6) . . ?
N2 Sn1 Cl2 88.11(12) . . ?
N1 Sn1 Cl2 86.01(12) . . ?
Cl1 Sn1 Cl2 94.44(6) . . ?
Cl4 Sn1 Cl2 91.87(5) . . ?
N2 Sn1 Cl3 85.28(12) . . ?
N1 Sn1 Cl3 89.76(12) . . ?
Cl1 Sn1 Cl3 91.56(6) . . ?
Cl4 Sn1 Cl3 91.27(5) . . ?
Cl2 Sn1 Cl3 172.93(5) . . ?
C20A O3 C20B 50.3(10) . . ?
C1 N1 C5 123.5(5) . . ?
C1 N1 Sn1 119.4(4) . . ?
C5 N1 Sn1 116.7(3) . . ?
C10 N2 C6 122.7(5) . . ?
C10 N2 Sn1 119.9(3) . . ?
C6 N2 Sn1 117.3(3) . . ?
C4 N3 C11 122.4(4) . . ?
C7 N4 C11 118.7(4) . . ?
N1 C1 C2 121.1(5) . . ?
C3 C2 C1 118.2(5) . . ?
C2 C3 C4 121.7(5) . . ?
N3 C4 C3 116.7(5) . . ?
N3 C4 C5 125.1(5) . . ?
C3 C4 C5 118.2(5) . . ?
N1 C5 C4 117.2(5) . . ?
N1 C5 C6 114.7(4) . . ?
C4 C5 C6 128.0(5) . . ?
N2 C6 C7 117.7(5) . . ?
N2 C6 C5 115.5(4) . . ?
C7 C6 C5 126.6(5) . . ?
N4 C7 C8 118.6(5) . . ?
N4 C7 C6 123.5(5) . . ?
C8 C7 C6 117.8(5) . . ?
C9 C8 C7 122.0(5) . . ?
C8 C9 C10 118.3(5) . . ?
N2 C10 C9 121.2(5) . . ?
N3 C11 N4 111.1(4) . . ?
N3 C11 C12 111.0(4) . . ?
N4 C11 C12 108.7(4) . . ?
C13 C12 C17 119.3(5) . . ?
C13 C12 C11 119.5(5) . . ?
C17 C12 C11 121.1(5) . . ?
O1 C13 C12 117.7(5) . . ?
O1 C13 C14 122.4(5) . . ?
C12 C13 C14 119.8(5) . . ?
C15 C14 C13 119.5(6) . . ?
C14 C15 C16 121.5(6) . . ?
C17 C16 C15 119.4(6) . . ?
C16 C17 C12 120.4(6) . . ?
O2 C18 C19 107.0(6) . . ?
O3 C20A C21 111.9(10) . . ?
O3 C20B C21 111.5(10) . . ?
C20A C21 C20B 47.4(10) . . ?

_diffrn_measured_fraction_theta_max 0.935
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.954
_refine_diff_density_max         1.775
_refine_diff_density_min         -0.990
_refine_diff_density_rms         0.177
_vrf_PLAT420_rog06jc             
; 
PROBLEM: D-H Without Acceptor       O3     -   H3B    ...          ?
RESPONSE: This ethanol is disordered. Its O atom is H bonded, but there is 
no very near acceptor for the OH.    
;
_vrf_PLAT243_rog06jc             
; 
PROBLEM: High  'Solvent' Ueq as Compared to Neighbors of         C21     
RESPONSE: ... part of disordered ethanol 
;
_vrf_PLAT244_rog06jc             
; 
PROBLEM: Low   'Solvent' Ueq as Compared to Neighbors of        C20B     
RESPONSE: ... part of disordered ethanol 
;
_vrf_PLAT860_rog06jc             
; 
PROBLEM:  Note: Number of Least-Squares Restraints .......          7    
RESPONSE:  Restraints on disordered ethanol
;

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_copper8
_database_code_depnum_ccdc_archive 'CCDC 1413551'
_audit_update_record             
;
2015-07-17 deposited with the CCDC.
2016-01-26 downloaded from the CCDC.
;
_publcif_datablock.id            {a8a38057-9ad8-480a-b0a9-34f7b7412c5e}
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
"[6-(2'-Hydroxyphenyl)-6,7-dihydro-5H-dipyrido[3,2-d:2',3'-f][1,3]diazepine][salicylaldehydo]copper(II) perchlorate dimer methanol solvate"
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C49 H42 Cl2 Cu2 N8 O15'
_chemical_formula_weight         1180.88

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'
O O 0.0106 0.0060 '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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pnna

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z'
'x, -y+1/2, -z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z'
'-x, y-1/2, z-1/2'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   15.2508(10)
_cell_length_b                   23.2887(16)
_cell_length_c                   12.9853(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4612.0(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7310
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      26.33

_exptl_crystal_description       block
_exptl_crystal_colour            brown-green
_exptl_crystal_size_min          0.10
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_max          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.701
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2416
_exptl_absorpt_coefficient_mu    1.123
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.676
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   Bruker-SADABS

_exptl_special_details           
; 
 ? 
;
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            43292
_diffrn_reflns_av_R_equivalents  0.0596
_diffrn_reflns_av_sigmaI/netI    0.0369
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.06
_diffrn_reflns_theta_max         28.39
_reflns_number_total             5768
_reflns_number_gt                4340
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 

For every copper dimer, there are two perchlorate anions and methanol molecule.
One perchlorate has a Cl-O bond lying on a two fold axis, with two orientations
related by a rotation of 60 degrees about the two fold. The second perchlorate
and the methanol molecule are modelled as a hydrogen bonded unit, which is
disordered across a two fold axis.  
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0479P)²+5.1113P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5768
_refine_ls_number_parameters     389
_refine_ls_number_restraints     23
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0399
_refine_ls_wR_factor_ref         0.1077
_refine_ls_wR_factor_gt          0.0959
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.112
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_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_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
Cu1 Cu 0.06983(2) 0.528751(13) 0.91330(2) 0.01841(10) Uani 1 1 d . . .
O1 O 0.06633(12) 0.31123(9) 0.49400(16) 0.0306(5) Uani 1 1 d . . .
H111 H 0.0359 0.2929 0.4513 0.037 Uiso 1 1 calc R . .
O2 O -0.00120(14) 0.59785(8) 0.90145(14) 0.0269(4) Uani 1 1 d . . .
O3 O 0.06367(12) 0.53141(8) 1.06046(14) 0.0226(4) Uani 1 1 d . . .
N1 N 0.08490(14) 0.52292(9) 0.76345(16) 0.0185(4) Uani 1 1 d . . .
N2 N 0.15423(14) 0.46438(9) 0.90810(15) 0.0177(4) Uani 1 1 d . . .
N3 N 0.19115(16) 0.42527(10) 0.58006(17) 0.0240(5) Uani 1 1 d D . .
N4 N 0.24076(17) 0.36374(11) 0.71453(18) 0.0287(6) Uani 1 1 d D . .
C1 C 0.05111(18) 0.56133(12) 0.6989(2) 0.0234(6) Uani 1 1 d . . .
H1 H 0.0189 0.5928 0.7258 0.028 Uiso 1 1 calc R . .
C2 C 0.06184(19) 0.55642(12) 0.5930(2) 0.0256(6) Uani 1 1 d . . .
H2 H 0.0371 0.5841 0.5477 0.031 Uiso 1 1 calc R . .
C3 C 0.10843(18) 0.51120(12) 0.5555(2) 0.0239(6) Uani 1 1 d . . .
H3 H 0.1167 0.5075 0.4833 0.029 Uiso 1 1 calc R . .
C4 C 0.14454(17) 0.46975(11) 0.62214(19) 0.0189(5) Uani 1 1 d . . .
C5 C 0.13263(16) 0.47715(10) 0.72878(19) 0.0170(5) Uani 1 1 d . . .
C6 C 0.17091(16) 0.44216(11) 0.81253(18) 0.0166(5) Uani 1 1 d . . .
C7 C 0.22257(17) 0.39225(11) 0.80449(19) 0.0203(5) Uani 1 1 d . . .
C8 C 0.26062(18) 0.37008(12) 0.8952(2) 0.0229(6) Uani 1 1 d . . .
H8 H 0.2974 0.3372 0.8915 0.027 Uiso 1 1 calc R . .
C9 C 0.24505(18) 0.39545(12) 0.9887(2) 0.0231(6) Uani 1 1 d . . .
H9 H 0.2718 0.3810 1.0494 0.028 Uiso 1 1 calc R . .
C10 C 0.18962(17) 0.44264(11) 0.99304(19) 0.0208(5) Uani 1 1 d . . .
H10 H 0.1768 0.4597 1.0578 0.025 Uiso 1 1 calc R . .
C11 C 0.18545(17) 0.36804(11) 0.62390(19) 0.0197(5) Uani 1 1 d . . .
H11 H 0.1233 0.3601 0.6439 0.024 Uiso 1 1 calc R . .
C12 C 0.21426(17) 0.32438(11) 0.54442(19) 0.0199(5) Uani 1 1 d . . .
C13 C 0.30231(18) 0.31208(12) 0.5295(2) 0.0248(6) Uani 1 1 d . . .
H13 H 0.3448 0.3307 0.5713 0.030 Uiso 1 1 calc R . .
C14 C 0.32993(19) 0.27349(12) 0.4555(2) 0.0258(6) Uani 1 1 d . . .
H14 H 0.3906 0.2652 0.4476 0.031 Uiso 1 1 calc R . .
C15 C 0.26858(19) 0.24697(12) 0.3930(2) 0.0252(6) Uani 1 1 d . . .
H15 H 0.2869 0.2205 0.3417 0.030 Uiso 1 1 calc R . .
C16 C 0.1805(2) 0.25919(12) 0.4054(2) 0.0265(6) Uani 1 1 d . . .
H16 H 0.1384 0.2412 0.3622 0.032 Uiso 1 1 calc R . .
C17 C 0.15326(18) 0.29770(12) 0.4805(2) 0.0220(5) Uani 1 1 d . . .
C18 C 0.04928(17) 0.57746(11) 1.1166(2) 0.0211(5) Uani 1 1 d . . .
C19 C 0.07122(19) 0.57649(13) 1.2216(2) 0.0273(6) Uani 1 1 d . . .
H19 H 0.0974 0.5431 1.2505 0.033 Uiso 1 1 calc R . .
C20 C 0.0552(2) 0.62324(14) 1.2829(2) 0.0335(7) Uani 1 1 d . . .
H20 H 0.0720 0.6220 1.3533 0.040 Uiso 1 1 calc R . .
C21 C 0.0146(2) 0.67278(13) 1.2446(2) 0.0384(8) Uani 1 1 d . . .
H21 H 0.0035 0.7046 1.2885 0.046 Uiso 1 1 calc R . .
C22 C -0.0085(2) 0.67466(12) 1.1435(2) 0.0319(7) Uani 1 1 d . . .
H22 H -0.0371 0.7078 1.1172 0.038 Uiso 1 1 calc R . .
C23 C 0.00939(19) 0.62771(11) 1.0767(2) 0.0241(6) Uani 1 1 d . . .
C24 C -0.0166(2) 0.63252(12) 0.9722(2) 0.0283(6) Uani 1 1 d . . .
H24 H -0.0494 0.6657 0.9542 0.034 Uiso 1 1 calc R . .
Cl1 Cl 0.06168(6) 0.7500 0.7500 0.0249(2) Uani 1 2 d SD . .
O4 O 0.15539(18) 0.7500 0.7500 0.0336(7) Uani 1 2 d SD . .
O5 O 0.0368(3) 0.7398(2) 0.8601(3) 0.0410(11) Uani 0.50 1 d PD . 1
O6 O 0.0277(4) 0.69974(19) 0.7856(5) 0.0645(17) Uani 0.50 1 d PD . 2
O7 O 0.0278(3) 0.70093(17) 0.6954(3) 0.0334(10) Uani 0.50 1 d PD . 1
Cl2 Cl 0.28646(9) 0.57607(7) 0.29400(10) 0.0284(3) Uani 0.50 1 d PD A 3
O8 O 0.2645(3) 0.52568(15) 0.2324(3) 0.0387(11) Uani 0.50 1 d PD . 3
O9 O 0.2825(4) 0.62560(18) 0.2336(3) 0.0485(13) Uani 0.50 1 d PD A 3
O10 O 0.3688(3) 0.5678(2) 0.3396(3) 0.0499(13) Uani 0.50 1 d PD A 3
O11 O 0.2234(3) 0.5776(2) 0.3755(3) 0.0412(11) Uani 0.50 1 d PD A 3
O30 O 0.3100(4) 0.55942(18) 0.3478(4) 0.0469(10) Uiso 0.50 1 d PD B 4
C30 C 0.3171(5) 0.6073(4) 0.2773(7) 0.0469(10) Uiso 0.50 1 d P B 4
H30A H 0.2616 0.6284 0.2759 0.070 Uiso 0.50 1 calc PR B 4
H30B H 0.3304 0.5929 0.2080 0.070 Uiso 0.50 1 calc PR B 4
H30C H 0.3642 0.6329 0.3000 0.070 Uiso 0.50 1 calc PR B 4
H41 H 0.2684(17) 0.3323(7) 0.721(2) 0.023(8) Uiso 1 1 d D . .
H31 H 0.194(2) 0.4276(15) 0.5149(3) 0.039(10) Uiso 1 1 d D . .
H30 H 0.2965 0.5225 0.3255 0.060 Uiso 0.50 1 d PD C 4


_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
Cu1 O3 1.9142(19) . ?
Cu1 O2 1.9459(19) . ?
Cu1 N1 1.964(2) . ?
Cu1 N2 1.977(2) . ?
O1 C17 1.374(3) . ?
O2 C24 1.245(3) . ?
O3 C18 1.316(3) . ?
N1 C1 1.330(3) . ?
N1 C5 1.367(3) . ?
N2 C10 1.328(3) . ?
N2 C6 1.368(3) . ?
N3 C4 1.370(3) . ?
N3 C11 1.452(4) . ?
N4 C7 1.372(3) . ?
N4 C11 1.451(3) . ?
C1 C2 1.390(4) . ?
C2 C3 1.361(4) . ?
C3 C4 1.409(4) . ?
C4 C5 1.407(3) . ?
C5 C6 1.479(3) . ?
C6 C7 1.408(4) . ?
C7 C8 1.411(4) . ?
C8 C9 1.370(4) . ?
C9 C10 1.388(4) . ?
C11 C12 1.514(3) . ?
C12 C13 1.387(4) . ?
C12 C17 1.393(4) . ?
C13 C14 1.381(4) . ?
C14 C15 1.384(4) . ?
C15 C16 1.382(4) . ?
C16 C17 1.389(4) . ?
C18 C19 1.404(4) . ?
C18 C23 1.417(4) . ?
C19 C20 1.371(4) . ?
C20 C21 1.400(5) . ?
C21 C22 1.360(5) . ?
C22 C23 1.423(4) . ?
C23 C24 1.418(4) . ?
Cl1 O6 1.361(4) 3_566 ?
Cl1 O6 1.361(4) . ?
Cl1 O4 1.429(3) . ?
Cl1 O7 1.441(4) 3_566 ?
Cl1 O7 1.441(4) . ?
Cl1 O5 1.498(4) 3_566 ?
Cl1 O5 1.498(4) . ?
O5 O7 1.564(6) 3_566 ?
O7 O5 1.564(6) 3_566 ?
Cl2 O9 1.396(4) . ?
Cl2 O10 1.401(4) . ?
Cl2 O11 1.430(4) . ?
Cl2 O8 1.459(4) . ?
O8 O8 1.276(7) 2_565 ?
O30 C30 1.446(10) . ?

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
O3 Cu1 O2 91.43(8) . . ?
O3 Cu1 N1 175.54(9) . . ?
O2 Cu1 N1 92.52(8) . . ?
O3 Cu1 N2 95.19(8) . . ?
O2 Cu1 N2 170.67(8) . . ?
N1 Cu1 N2 80.65(9) . . ?
C24 O2 Cu1 125.67(19) . . ?
C18 O3 Cu1 126.02(18) . . ?
C1 N1 C5 121.6(2) . . ?
C1 N1 Cu1 122.17(18) . . ?
C5 N1 Cu1 116.27(17) . . ?
C10 N2 C6 122.2(2) . . ?
C10 N2 Cu1 121.68(17) . . ?
C6 N2 Cu1 116.02(17) . . ?
C4 N3 C11 120.4(2) . . ?
C7 N4 C11 122.7(2) . . ?
N1 C1 C2 121.5(2) . . ?
C3 C2 C1 118.6(3) . . ?
C2 C3 C4 121.0(2) . . ?
N3 C4 C5 123.5(2) . . ?
N3 C4 C3 118.4(2) . . ?
C5 C4 C3 118.1(2) . . ?
N1 C5 C4 119.2(2) . . ?
N1 C5 C6 113.4(2) . . ?
C4 C5 C6 127.2(2) . . ?
N2 C6 C7 118.9(2) . . ?
N2 C6 C5 112.7(2) . . ?
C7 C6 C5 128.4(2) . . ?
N4 C7 C6 125.2(2) . . ?
N4 C7 C8 116.8(2) . . ?
C6 C7 C8 118.0(2) . . ?
C9 C8 C7 120.7(2) . . ?
C8 C9 C10 118.9(2) . . ?
N2 C10 C9 121.0(2) . . ?
N4 C11 N3 110.3(2) . . ?
N4 C11 C12 109.7(2) . . ?
N3 C11 C12 109.4(2) . . ?
C13 C12 C17 118.1(2) . . ?
C13 C12 C11 121.0(2) . . ?
C17 C12 C11 120.8(2) . . ?
C14 C13 C12 121.8(3) . . ?
C13 C14 C15 119.5(3) . . ?
C16 C15 C14 119.8(2) . . ?
C15 C16 C17 120.4(3) . . ?
O1 C17 C16 121.8(2) . . ?
O1 C17 C12 117.8(2) . . ?
C16 C17 C12 120.4(3) . . ?
O3 C18 C19 119.0(3) . . ?
O3 C18 C23 122.8(2) . . ?
C19 C18 C23 118.1(2) . . ?
C20 C19 C18 120.6(3) . . ?
C19 C20 C21 121.8(3) . . ?
C22 C21 C20 119.0(3) . . ?
C21 C22 C23 121.0(3) . . ?
C18 C23 C24 122.4(2) . . ?
C18 C23 C22 119.6(3) . . ?
C24 C23 C22 118.0(3) . . ?
O2 C24 C23 127.0(3) . . ?
O6 Cl1 O6 135.2(5) 3_566 . ?
O6 Cl1 O4 112.4(3) 3_566 . ?
O6 Cl1 O4 112.4(3) . . ?
O6 Cl1 O7 49.4(3) 3_566 3_566 ?
O6 Cl1 O7 112.2(3) . 3_566 ?
O4 Cl1 O7 111.03(17) . 3_566 ?
O6 Cl1 O7 112.2(3) 3_566 . ?
O6 Cl1 O7 49.4(3) . . ?
O4 Cl1 O7 111.03(17) . . ?
O7 Cl1 O7 137.9(3) 3_566 . ?
O6 Cl1 O5 56.1(3) 3_566 3_566 ?
O6 Cl1 O5 111.4(3) . 3_566 ?
O4 Cl1 O5 104.65(18) . 3_566 ?
O7 Cl1 O5 104.6(2) 3_566 3_566 ?
O7 Cl1 O5 64.3(3) . 3_566 ?
O6 Cl1 O5 111.4(3) 3_566 . ?
O6 Cl1 O5 56.1(3) . . ?
O4 Cl1 O5 104.65(18) . . ?
O7 Cl1 O5 64.3(3) 3_566 . ?
O7 Cl1 O5 104.6(2) . . ?
O5 Cl1 O5 150.7(4) 3_566 . ?
Cl1 O5 O7 56.1(2) . 3_566 ?
Cl1 O7 O5 59.6(2) . 3_566 ?
O9 Cl2 O10 112.9(3) . . ?
O9 Cl2 O11 111.5(3) . . ?
O10 Cl2 O11 107.0(3) . . ?
O9 Cl2 O8 110.3(3) . . ?
O10 Cl2 O8 109.1(3) . . ?
O11 Cl2 O8 105.7(3) . . ?
O8 O8 Cl2 146.50(16) 2_565 . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        28.39
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.859
_refine_diff_density_min         -0.753
_refine_diff_density_rms         0.079

_vrf_PLAT430_copper8             
; 
PROBLEM:  Short Inter D...A Contact  O2     ..  O6      ..     2.84 Ang. 
RESPONSE: ... O6 part of an approximate model for a disordered
 CLO4 anion.
;
_vrf_PLAT313_copper8             
; 
PROBLEM: Oxygen with three covalent bonds (rare) ........    O10      
RESPONSE: ... O6 and O10 part of model for a disordered CLO4 anion,
and is not bonded to other O atoms which are part of a differently
oriented CLO4.
;

_vrf_PLAT233_copper8             
; 
PROBLEM: Hirshfeld Test Diff (M-X)  Cu1    --  O3_b    ..  6.54 su    
RESPONSE: ...Very long Cu-) bond 2.495 Ang.
;
_vrf_PLAT432_copper8             
; 
PROBLEM: Short Inter X...Y Contact  O10    ..  C1      ..       2.83 Ang.    
RESPONSE: O atoms part of an approximate model for disordered CLO4 anion
;

loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max

loop_
_publcif_info_exptl_table_header_item
?
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_rog02
_database_code_depnum_ccdc_archive 'CCDC 1413552'
_audit_update_record             
;
2015-07-17 deposited with the CCDC.
2016-01-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
"[6-(2'-Hydroxyphenyl)-6,7-dihydro-5H-dipyrido[3,2-d:2',3'-f][1,3]diazepine]manganese(II)dichloride dimer"
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H40 Cl4 Mn2 N8 O4'
_chemical_formula_weight         924.46

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'
O O 0.0106 0.0060 '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'
Mn Mn 0.3368 0.7283 '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                   9.4410(5)
_cell_length_b                   10.9557(6)
_cell_length_c                   10.9598(6)
_cell_angle_alpha                64.848(3)
_cell_angle_beta                 88.440(4)
_cell_angle_gamma                72.810(3)
_cell_volume                     973.92(9)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4346
_cell_measurement_theta_min      3.06
_cell_measurement_theta_max      26.42

_exptl_crystal_description       rhomb
_exptl_crystal_colour            'dark red'
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.576
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             474
_exptl_absorpt_coefficient_mu    0.976
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.603
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   Bruker-SADABS
_exptl_special_details           
; 
 ? 
;
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12488
_diffrn_reflns_av_R_equivalents  0.0299
_diffrn_reflns_av_sigmaI/netI    0.0395
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.25
_diffrn_reflns_theta_max         28.39
_reflns_number_total             4811
_reflns_number_gt                3961
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
 
The coordinated ethanol molecule is disordered between two conformations
in ratio 0.45:0.55 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0388P)²+0.4525P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4811
_refine_ls_number_parameters     265
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.0448
_refine_ls_R_factor_gt           0.0334
_refine_ls_wR_factor_ref         0.0846
_refine_ls_wR_factor_gt          0.0784
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_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_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
Mn1 Mn 1.01002(3) -0.33323(3) 0.38722(3) 0.01539(8) Uani 1 1 d U . .
Cl2 Cl 1.26038(5) -0.43699(5) 0.32110(5) 0.02192(11) Uani 1 1 d . . .
Cl3 Cl 1.08209(5) -0.48299(5) 0.63891(4) 0.01869(11) Uani 1 1 d U . .
O2 O 0.57701(17) 0.39918(15) 0.25403(14) 0.0257(3) Uani 1 1 d . A .
H21 H 0.4933 0.4397 0.2703 0.039 Uiso 1 1 calc R . .
O3 O 0.78165(15) -0.26954(15) 0.46949(14) 0.0219(3) Uani 1 1 d D . .
N1 N 0.90237(17) -0.14789(16) 0.19555(15) 0.0158(3) Uani 1 1 d . . .
N2 N 1.07607(17) -0.15159(16) 0.37801(15) 0.0157(3) Uani 1 1 d . . .
N3 N 0.83457(19) 0.23708(16) 0.02433(16) 0.0181(3) Uani 1 1 d D A .
N4 N 0.94663(19) 0.23984(17) 0.21399(16) 0.0200(3) Uani 1 1 d D A .
C1 C 0.8418(2) -0.1662(2) 0.09866(19) 0.0180(4) Uani 1 1 d . A .
H1 H 0.8385 -0.2582 0.1170 0.022 Uiso 1 1 calc R . .
C2 C 0.7831(2) -0.0549(2) -0.02844(19) 0.0177(4) Uani 1 1 d . . .
H2 H 0.7440 -0.0707 -0.0974 0.021 Uiso 1 1 calc R A .
C3 C 0.7832(2) 0.07835(19) -0.05170(18) 0.0159(4) Uani 1 1 d . A .
H3 H 0.7441 0.1559 -0.1380 0.019 Uiso 1 1 calc R . .
C4 C 0.8403(2) 0.10125(19) 0.05069(18) 0.0141(3) Uani 1 1 d . . .
C5 C 0.9063(2) -0.01690(19) 0.17489(18) 0.0143(4) Uani 1 1 d . A .
C6 C 0.9995(2) -0.01793(19) 0.28415(17) 0.0143(3) Uani 1 1 d . A .
C7 C 1.0231(2) 0.09972(19) 0.29413(18) 0.0159(4) Uani 1 1 d . . .
C8 C 1.1353(2) 0.0714(2) 0.39349(19) 0.0180(4) Uani 1 1 d . A .
H8 H 1.1554 0.1484 0.4003 0.022 Uiso 1 1 calc R . .
C9 C 1.2157(2) -0.0647(2) 0.48032(19) 0.0194(4) Uani 1 1 d . . .
H9 H 1.2936 -0.0831 0.5450 0.023 Uiso 1 1 calc R A .
C10 C 1.1803(2) -0.1753(2) 0.47132(18) 0.0174(4) Uani 1 1 d . A .
H10 H 1.2321 -0.2704 0.5336 0.021 Uiso 1 1 calc R . .
C11 C 0.8074(2) 0.28073(19) 0.13319(18) 0.0171(4) Uani 1 1 d . . .
H11 H 0.7401 0.2315 0.1925 0.020 Uiso 1 1 calc R A .
C12 C 0.7322(2) 0.4389(2) 0.07618(19) 0.0182(4) Uani 1 1 d . A .
C13 C 0.6154(2) 0.4923(2) 0.13857(19) 0.0192(4) Uani 1 1 d . . .
C14 C 0.5415(2) 0.6375(2) 0.0835(2) 0.0226(4) Uani 1 1 d . A .
H14 H 0.4631 0.6741 0.1269 0.027 Uiso 1 1 calc R . .
C15 C 0.5814(2) 0.7287(2) -0.0340(2) 0.0258(4) Uani 1 1 d . . .
H15 H 0.5282 0.8274 -0.0727 0.031 Uiso 1 1 calc R A .
C16 C 0.6989(3) 0.6773(2) -0.0961(2) 0.0275(5) Uani 1 1 d . A .
H16 H 0.7271 0.7404 -0.1764 0.033 Uiso 1 1 calc R . .
C17 C 0.7746(2) 0.5331(2) -0.0396(2) 0.0242(4) Uani 1 1 d . . .
H17 H 0.8567 0.4979 -0.0805 0.029 Uiso 1 1 calc R A .
C101 C 0.6392(3) -0.1690(3) 0.4066(3) 0.0287(6) Uiso 0.806(3) 1 d PD A 1
H10A H 0.6522 -0.0797 0.3378 0.034 Uiso 0.806(3) 1 calc PR A 1
H10B H 0.5815 -0.1473 0.4757 0.034 Uiso 0.806(3) 1 calc PR A 1
C102 C 0.5539(3) -0.2251(3) 0.3399(3) 0.0410(8) Uiso 0.806(3) 1 d PD A 1
H10C H 0.6110 -0.2468 0.2716 0.061 Uiso 0.806(3) 1 calc PR A 1
H10D H 0.4572 -0.1533 0.2960 0.061 Uiso 0.806(3) 1 calc PR A 1
H10E H 0.5378 -0.3116 0.4085 0.061 Uiso 0.806(3) 1 calc PR A 1
C201 C 0.6420(8) -0.2378(9) 0.3944(10) 0.0287(6) Uiso 0.194(3) 1 d PD A 2
H20A H 0.5791 -0.2900 0.4552 0.034 Uiso 0.194(3) 1 calc PR A 2
H20B H 0.6607 -0.2679 0.3206 0.034 Uiso 0.194(3) 1 calc PR A 2
C202 C 0.5626(10) -0.0794(9) 0.3355(12) 0.0410(8) Uiso 0.194(3) 1 d PD A 2
H20C H 0.5368 -0.0517 0.4093 0.061 Uiso 0.194(3) 1 calc PR A 2
H20D H 0.4714 -0.0558 0.2783 0.061 Uiso 0.194(3) 1 calc PR A 2
H20E H 0.6284 -0.0282 0.2806 0.061 Uiso 0.194(3) 1 calc PR A 2
H100 H 0.779(3) -0.3471(15) 0.5336(18) 0.041(8) Uiso 1 1 d D . .
H31 H 0.797(2) 0.3011(16) -0.0582(9) 0.016(5) Uiso 1 1 d D . .
H41 H 0.957(3) 0.301(2) 0.242(2) 0.032(7) Uiso 1 1 d D . .


_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
Mn1 N1 2.1999(16) . ?
Mn1 N2 2.2177(15) . ?
Mn1 O3 2.3427(14) . ?
Mn1 Cl3 2.5218(5) . ?
Mn1 Cl2 2.5343(6) . ?
Mn1 Cl3 2.5359(5) 2_746 ?
Cl3 Mn1 2.5359(5) 2_746 ?
O2 C13 1.368(2) . ?
O3 C101 1.424(3) . ?
O3 C201 1.442(5) . ?
N1 C1 1.333(2) . ?
N1 C5 1.366(2) . ?
N2 C10 1.326(2) . ?
N2 C6 1.364(2) . ?
N3 C4 1.374(2) . ?
N3 C11 1.454(2) . ?
N4 C7 1.372(2) . ?
N4 C11 1.446(2) . ?
C1 C2 1.390(3) . ?
C2 C3 1.371(3) . ?
C3 C4 1.402(2) . ?
C4 C5 1.410(2) . ?
C5 C6 1.499(2) . ?
C6 C7 1.419(2) . ?
C7 C8 1.409(3) . ?
C8 C9 1.367(3) . ?
C9 C10 1.391(3) . ?
C11 C12 1.508(3) . ?
C12 C17 1.392(3) . ?
C12 C13 1.394(3) . ?
C13 C14 1.390(3) . ?
C14 C15 1.379(3) . ?
C15 C16 1.387(3) . ?
C16 C17 1.384(3) . ?
C101 C102 1.507(3) . ?
C201 C202 1.515(5) . ?

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 Mn1 N2 72.11(6) . . ?
N1 Mn1 O3 84.83(5) . . ?
N2 Mn1 O3 94.77(5) . . ?
N1 Mn1 Cl3 159.21(4) . . ?
N2 Mn1 Cl3 95.88(4) . . ?
O3 Mn1 Cl3 79.22(4) . . ?
N1 Mn1 Cl2 101.95(4) . . ?
N2 Mn1 Cl2 91.20(4) . . ?
O3 Mn1 Cl2 172.10(4) . . ?
Cl3 Mn1 Cl2 95.060(19) . . ?
N1 Mn1 Cl3 99.41(4) . 2_746 ?
N2 Mn1 Cl3 171.41(4) . 2_746 ?
O3 Mn1 Cl3 85.61(4) . 2_746 ?
Cl3 Mn1 Cl3 92.622(16) . 2_746 ?
Cl2 Mn1 Cl3 89.253(18) . 2_746 ?
Mn1 Cl3 Mn1 87.378(16) . 2_746 ?
C101 O3 C201 32.9(3) . . ?
C101 O3 Mn1 133.45(14) . . ?
C201 O3 Mn1 121.3(5) . . ?
C1 N1 C5 121.04(16) . . ?
C1 N1 Mn1 119.56(12) . . ?
C5 N1 Mn1 119.30(12) . . ?
C10 N2 C6 122.08(16) . . ?
C10 N2 Mn1 118.75(12) . . ?
C6 N2 Mn1 118.93(12) . . ?
C4 N3 C11 118.61(15) . . ?
C7 N4 C11 121.15(16) . . ?
N1 C1 C2 122.08(17) . . ?
C3 C2 C1 118.29(17) . . ?
C2 C3 C4 120.60(17) . . ?
N3 C4 C3 118.74(16) . . ?
N3 C4 C5 122.66(16) . . ?
C3 C4 C5 118.57(16) . . ?
N1 C5 C4 119.22(16) . . ?
N1 C5 C6 114.37(15) . . ?
C4 C5 C6 125.96(16) . . ?
N2 C6 C7 118.75(16) . . ?
N2 C6 C5 113.02(15) . . ?
C7 C6 C5 128.08(16) . . ?
N4 C7 C8 116.78(16) . . ?
N4 C7 C6 125.50(17) . . ?
C8 C7 C6 117.71(17) . . ?
C9 C8 C7 121.36(17) . . ?
C8 C9 C10 118.09(18) . . ?
N2 C10 C9 121.72(17) . . ?
N4 C11 N3 109.87(15) . . ?
N4 C11 C12 110.50(15) . . ?
N3 C11 C12 110.47(15) . . ?
C17 C12 C13 119.01(18) . . ?
C17 C12 C11 121.45(17) . . ?
C13 C12 C11 119.52(17) . . ?
O2 C13 C14 121.55(17) . . ?
O2 C13 C12 118.55(17) . . ?
C14 C13 C12 119.90(18) . . ?
C15 C14 C13 120.26(19) . . ?
C14 C15 C16 120.48(19) . . ?
C17 C16 C15 119.23(19) . . ?
C16 C17 C12 121.06(19) . . ?
O3 C101 C102 111.1(2) . . ?
O3 C201 C202 108.9(5) . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        28.39
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         0.428
_refine_diff_density_min         -0.405
_refine_diff_density_rms         0.072
_vrf_PLAT201_rog02               
; 
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......          2 
RESPONSE: ...C atoms of disordered ethanol molecules held isotropic
;
_vrf_PLAT301_rog02               
; 
PROBLEMNote: Main Residue  Disorder ...................  7.00 Perc.

RESPONSE: ...C atoms of disordered ethanol molecules held isotropic
;
_vrf_PLAT860_rog02               
; 
PROBLEM: Note: Number of Least-Squares Restraints .......         10      

RESPONSE: ..restraints on disordered ethanol molecule and 2 x N-H 1x O-H
and DELU Mn1-Cl3
;
_vrf_PLAT779_rog02               
; 
PROBLEM: Note: Suspect or Irrelevant (Bond) Angle in CIF      

RESPONSE: this is geometry involving atoms in the two different 
conformations of the ethanol molecule
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1413553'
_audit_update_record             
;
2015-07-17 deposited with the CCDC.
2016-01-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
'[Bis(2-(3!-amino-2,2-bipyridin-3-imino)phenoxide)iron(III)] chlorideacetonitrile solvate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H32 Cl Fe N10 O2'
_chemical_formula_weight         752.04

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'
O O 0.0106 0.0060 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   13.163(3)
_cell_length_b                   19.772(5)
_cell_length_c                   13.268(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.198(7)
_cell_angle_gamma                90.00
_cell_volume                     3450.4(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    1758
_cell_measurement_theta_min      3.46
_cell_measurement_theta_max      26.15

_exptl_crystal_description       Needle
_exptl_crystal_colour            'red brown'
_exptl_crystal_size_min          0.01
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_max          0.38
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.448
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1556
_exptl_absorpt_coefficient_mu    0.566
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.649
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   Bruker-SADABS

_exptl_special_details           
; 
 ? 
;
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10375
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_av_sigmaI/netI    0.0664
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.06
_diffrn_reflns_theta_max         28.41
_reflns_number_total             4219
_reflns_number_gt                2928
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0474P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4219
_refine_ls_number_parameters     238
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0745
_refine_ls_R_factor_gt           0.0420
_refine_ls_wR_factor_ref         0.1016
_refine_ls_wR_factor_gt          0.0898
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_restrained_S_all      0.997
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_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_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 1.0000 0.0000 0.0000 0.01401(12) Uani 1 2 d S . .
Cl1 Cl 0.5000 0.82660(4) 0.2500 0.02239(18) Uani 1 2 d S . .
O1 O 1.09334(10) 0.00097(7) 0.10989(10) 0.0163(3) Uani 1 1 d . . .
N1 N 0.66943(13) 0.04077(10) 0.00500(14) 0.0228(4) Uani 1 1 d . . .
N2 N 0.89879(13) -0.04820(9) 0.08095(13) 0.0154(4) Uani 1 1 d . . .
N3 N 0.93957(13) 0.08197(9) 0.04873(13) 0.0157(4) Uani 1 1 d . . .
N4 N 0.62960(13) -0.05285(10) 0.14392(15) 0.0263(5) Uani 1 1 d . . .
H42 H 0.5901 -0.0783 0.1801 0.032 Uiso 1 1 calc R . .
H41 H 0.6045 -0.0169 0.1127 0.032 Uiso 1 1 calc R . .
C1 C 0.63672(18) 0.09836(12) -0.03791(18) 0.0266(5) Uani 1 1 d . . .
H1 H 0.5672 0.1013 -0.0593 0.032 Uiso 1 1 calc R . .
C2 C 0.69754(17) 0.15346(12) -0.05289(18) 0.0252(5) Uani 1 1 d . . .
H2 H 0.6709 0.1934 -0.0836 0.030 Uiso 1 1 calc R . .
C3 C 0.79910(17) 0.14915(11) -0.02185(16) 0.0213(5) Uani 1 1 d . . .
H3 H 0.8435 0.1864 -0.0306 0.026 Uiso 1 1 calc R . .
C4 C 0.83465(16) 0.09014(11) 0.02182(15) 0.0173(4) Uani 1 1 d . . .
C5 C 0.76831(16) 0.03546(11) 0.03452(15) 0.0172(4) Uani 1 1 d . . .
C6 C 0.79937(15) -0.02891(11) 0.08365(15) 0.0157(4) Uani 1 1 d . . .
C7 C 0.72975(16) -0.06904(11) 0.13621(16) 0.0187(5) Uani 1 1 d . . .
C8 C 0.76706(16) -0.12668(11) 0.18701(16) 0.0198(5) Uani 1 1 d . . .
H8 H 0.7218 -0.1546 0.2225 0.024 Uiso 1 1 calc R . .
C9 C 0.86785(16) -0.14306(11) 0.18592(16) 0.0200(5) Uani 1 1 d . . .
H9 H 0.8933 -0.1814 0.2219 0.024 Uiso 1 1 calc R . .
C10 C 0.93217(16) -0.10288(11) 0.13157(15) 0.0178(5) Uani 1 1 d . . .
H10 H 1.0021 -0.1145 0.1301 0.021 Uiso 1 1 calc R . .
C11 C 0.98651(16) 0.12779(11) 0.10245(16) 0.0191(5) Uani 1 1 d . . .
H11 H 0.9512 0.1684 0.1164 0.023 Uiso 1 1 calc R . .
C12 C 1.08855(16) 0.12064(11) 0.14194(16) 0.0182(5) Uani 1 1 d . . .
C13 C 1.13691(17) 0.17678(11) 0.18878(16) 0.0222(5) Uani 1 1 d . . .
H13 H 1.1033 0.2193 0.1885 0.027 Uiso 1 1 calc R . .
C14 C 1.23166(18) 0.17096(12) 0.23470(17) 0.0262(5) Uani 1 1 d . . .
H14 H 1.2638 0.2092 0.2653 0.031 Uiso 1 1 calc R . .
C15 C 1.28024(18) 0.10819(12) 0.23599(17) 0.0251(5) Uani 1 1 d . . .
H15 H 1.3462 0.1040 0.2671 0.030 Uiso 1 1 calc R . .
C16 C 1.23395(17) 0.05220(12) 0.19285(16) 0.0218(5) Uani 1 1 d . . .
H16 H 1.2683 0.0099 0.1952 0.026 Uiso 1 1 calc R . .
C17 C 1.13684(16) 0.05639(11) 0.14537(15) 0.0170(4) Uani 1 1 d . . .
N5 N -0.04620(18) 0.27004(13) 0.8706(2) 0.0465(6) Uani 1 1 d . . .
C18 C 0.0224(2) 0.28674(13) 0.91785(19) 0.0319(6) Uani 1 1 d . . .
C19 C 0.1112(2) 0.30693(17) 0.9799(2) 0.0501(8) Uani 1 1 d . . .
H19A H 0.0942 0.3061 1.0512 0.075 Uiso 1 1 calc R . .
H19B H 0.1317 0.3528 0.9613 0.075 Uiso 1 1 calc R . .
H19C H 0.1672 0.2755 0.9689 0.075 Uiso 1 1 calc R . .


_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
Fe1 O1 1.8704(13) 5_755 ?
Fe1 O1 1.8704(13) . ?
Fe1 N3 1.9279(17) 5_755 ?
Fe1 N3 1.9279(17) . ?
Fe1 N2 1.9865(17) . ?
Fe1 N2 1.9865(17) 5_755 ?
O1 C17 1.315(2) . ?
N1 C1 1.337(3) . ?
N1 C5 1.349(3) . ?
N2 C10 1.338(3) . ?
N2 C6 1.365(3) . ?
N3 C11 1.295(3) . ?
N3 C4 1.422(3) . ?
N4 C7 1.364(3) . ?
C1 C2 1.371(3) . ?
C2 C3 1.386(3) . ?
C3 C4 1.377(3) . ?
C4 C5 1.404(3) . ?
C5 C6 1.480(3) . ?
C6 C7 1.416(3) . ?
C7 C8 1.403(3) . ?
C8 C9 1.366(3) . ?
C9 C10 1.384(3) . ?
C11 C12 1.430(3) . ?
C12 C13 1.412(3) . ?
C12 C17 1.420(3) . ?
C13 C14 1.372(3) . ?
C14 C15 1.396(3) . ?
C15 C16 1.378(3) . ?
C16 C17 1.406(3) . ?
N5 C18 1.129(3) . ?
C18 C19 1.459(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
O1 Fe1 O1 180.00(8) 5_755 . ?
O1 Fe1 N3 89.83(7) 5_755 5_755 ?
O1 Fe1 N3 90.17(7) . 5_755 ?
O1 Fe1 N3 90.17(7) 5_755 . ?
O1 Fe1 N3 89.83(7) . . ?
N3 Fe1 N3 180.00(14) 5_755 . ?
O1 Fe1 N2 88.99(7) 5_755 . ?
O1 Fe1 N2 91.01(7) . . ?
N3 Fe1 N2 94.12(7) 5_755 . ?
N3 Fe1 N2 85.88(7) . . ?
O1 Fe1 N2 91.01(7) 5_755 5_755 ?
O1 Fe1 N2 88.99(7) . 5_755 ?
N3 Fe1 N2 85.88(7) 5_755 5_755 ?
N3 Fe1 N2 94.12(7) . 5_755 ?
N2 Fe1 N2 180.00(13) . 5_755 ?
C17 O1 Fe1 123.47(13) . . ?
C1 N1 C5 118.8(2) . . ?
C10 N2 C6 120.62(18) . . ?
C10 N2 Fe1 116.41(14) . . ?
C6 N2 Fe1 122.93(14) . . ?
C11 N3 C4 119.80(18) . . ?
C11 N3 Fe1 125.35(15) . . ?
C4 N3 Fe1 114.85(13) . . ?
N1 C1 C2 123.9(2) . . ?
C1 C2 C3 118.0(2) . . ?
C4 C3 C2 119.0(2) . . ?
C3 C4 C5 120.0(2) . . ?
C3 C4 N3 120.86(19) . . ?
C5 C4 N3 119.01(18) . . ?
N1 C5 C4 120.2(2) . . ?
N1 C5 C6 116.23(19) . . ?
C4 C5 C6 123.53(19) . . ?
N2 C6 C7 119.71(19) . . ?
N2 C6 C5 118.53(18) . . ?
C7 C6 C5 121.71(19) . . ?
N4 C7 C8 118.4(2) . . ?
N4 C7 C6 123.4(2) . . ?
C8 C7 C6 118.07(19) . . ?
C9 C8 C7 120.6(2) . . ?
C8 C9 C10 118.9(2) . . ?
N2 C10 C9 122.0(2) . . ?
N3 C11 C12 123.7(2) . . ?
C13 C12 C17 119.7(2) . . ?
C13 C12 C11 119.0(2) . . ?
C17 C12 C11 120.87(19) . . ?
C14 C13 C12 121.1(2) . . ?
C13 C14 C15 119.2(2) . . ?
C16 C15 C14 121.0(2) . . ?
C15 C16 C17 121.3(2) . . ?
O1 C17 C16 119.16(19) . . ?
O1 C17 C12 123.06(19) . . ?
C16 C17 C12 117.7(2) . . ?
N5 C18 C19 178.8(3) . . ?

_diffrn_measured_fraction_theta_max 0.973
_diffrn_reflns_theta_full        28.41
_diffrn_measured_fraction_theta_full 0.973
_refine_diff_density_max         0.425
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.068
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_roger75_0m
_database_code_depnum_ccdc_archive 'CCDC 1413554'
_audit_update_record             
;
2015-07-17 deposited with the CCDC.
2016-01-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H19 Fe N5 O2.50'
_chemical_formula_weight         497.31

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'
O O 0.0106 0.0060 '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                   13.0767(8)
_cell_length_b                   13.4441(8)
_cell_length_c                   14.3843(8)
_cell_angle_alpha                100.563(2)
_cell_angle_beta                 107.325(2)
_cell_angle_gamma                98.963(3)
_cell_volume                     2312.8(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       blocks
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1024
_exptl_absorpt_coefficient_mu    0.688
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8522
_exptl_absorpt_correction_T_max  0.9344
_exptl_absorpt_process_details   Bruker-SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            78503
_diffrn_reflns_av_R_equivalents  0.0390
_diffrn_reflns_av_sigmaI/netI    0.0317
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.67
_diffrn_reflns_theta_max         28.50
_reflns_number_total             11424
_reflns_number_gt                10036
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX-2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0692P)²+6.8469P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         11424
_refine_ls_number_parameters     624
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0852
_refine_ls_R_factor_gt           0.0719
_refine_ls_wR_factor_ref         0.1990
_refine_ls_wR_factor_gt          0.1842
_refine_ls_goodness_of_fit_ref   1.266
_refine_ls_restrained_S_all      1.266
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_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_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 0.36311(4) 0.58960(4) 0.15269(4) 0.01860(14) Uani 1 1 d . . .
Fe2 Fe 0.35202(4) 0.83487(4) 0.26387(4) 0.01814(14) Uani 1 1 d . . .
O5 O 0.3171(3) 0.7026(2) 0.1963(2) 0.0283(6) Uani 1 1 d . . .
C3 C 0.4934(3) 0.8636(3) 0.5461(3) 0.0267(8) Uani 1 1 d . . .
H3 H 0.4984 0.9342 0.5435 0.032 Uiso 1 1 calc R . .
C29 C 0.3027(3) 0.8195(3) -0.0276(3) 0.0215(7) Uani 1 1 d . . .
C30 C 0.4015(3) 0.7775(3) -0.0320(3) 0.0209(7) Uani 1 1 d . . .
C5 C 0.4030(3) 0.6842(3) 0.4824(3) 0.0206(7) Uani 1 1 d . . .
C7 C 0.3132(3) 0.5267(3) 0.3330(3) 0.0187(7) Uani 1 1 d . . .
C28 C 0.3021(3) 0.8886(3) 0.0572(3) 0.0217(7) Uani 1 1 d . . .
C37 C 0.5877(3) 0.9399(3) 0.3302(3) 0.0264(8) Uani 1 1 d . . .
C35 C 0.4844(3) 0.9570(3) 0.1581(3) 0.0223(7) Uani 1 1 d . . .
H35 H 0.4897 0.9843 0.1029 0.027 Uiso 1 1 calc R . .
C24 C 0.6973(4) 0.5750(4) 0.4037(4) 0.0311(9) Uani 1 1 d . . .
H24 H 0.6953 0.5632 0.4663 0.037 Uiso 1 1 calc R . .
C31 C 0.4128(3) 0.6782(3) -0.0214(3) 0.0219(7) Uani 1 1 d . . .
C4 C 0.4074(3) 0.7863(3) 0.4765(3) 0.0195(7) Uani 1 1 d . . .
C9 C 0.1357(3) 0.4316(3) 0.3178(3) 0.0243(8) Uani 1 1 d . . .
H9 H 0.0758 0.3730 0.2877 0.029 Uiso 1 1 calc R . .
C6 C 0.3094(3) 0.5969(3) 0.4158(3) 0.0191(7) Uani 1 1 d . . .
C44 C 0.1632(3) 0.4423(3) 0.0137(3) 0.0249(8) Uani 1 1 d . . .
C18 C 0.4986(3) 0.5458(3) 0.3512(3) 0.0210(7) Uani 1 1 d . . .
H18 H 0.5048 0.5286 0.4135 0.025 Uiso 1 1 calc R . .
C20 C 0.5998(3) 0.5915(3) 0.2356(3) 0.0264(8) Uani 1 1 d . . .
C13 C 0.1405(3) 0.8811(3) 0.2699(3) 0.0253(8) Uani 1 1 d . . .
C19 C 0.6003(3) 0.5713(3) 0.3293(3) 0.0218(7) Uani 1 1 d . . .
C1 C 0.5628(4) 0.7325(3) 0.6191(3) 0.0302(9) Uani 1 1 d . . .
H1 H 0.6174 0.7137 0.6687 0.036 Uiso 1 1 calc R . .
C8 C 0.2250(3) 0.4414(3) 0.2846(3) 0.0222(7) Uani 1 1 d . . .
H8 H 0.2262 0.3908 0.2297 0.027 Uiso 1 1 calc R . .
C26 C 0.1263(4) 0.9070(4) -0.0400(3) 0.0329(10) Uani 1 1 d . . .
H26 H 0.0646 0.9379 -0.0475 0.039 Uiso 1 1 calc R . .
C11 C 0.2317(3) 0.8127(3) 0.4160(3) 0.0246(8) Uani 1 1 d . . .
H11 H 0.2256 0.7941 0.4750 0.029 Uiso 1 1 calc R . .
C12 C 0.1367(3) 0.8383(3) 0.3516(3) 0.0252(8) Uani 1 1 d . . .
C36 C 0.5842(3) 0.9744(3) 0.2424(3) 0.0249(8) Uani 1 1 d . . .
C42 C 0.2390(3) 0.5717(3) -0.0678(3) 0.0254(8) Uani 1 1 d . . .
H42 H 0.2267 0.5956 -0.1275 0.030 Uiso 1 1 calc R . .
C43 C 0.1510(3) 0.4965(3) -0.0632(3) 0.0254(8) Uani 1 1 d . . .
C21 C 0.7018(4) 0.6115(4) 0.2212(3) 0.0341(10) Uani 1 1 d . . .
H21 H 0.7052 0.6246 0.1594 0.041 Uiso 1 1 calc R . .
C10 C 0.1353(3) 0.5089(3) 0.3956(3) 0.0265(8) Uani 1 1 d . . .
H10 H 0.0716 0.5045 0.4148 0.032 Uiso 1 1 calc R . .
C27 C 0.2132(3) 0.9349(3) 0.0498(3) 0.0266(8) Uani 1 1 d . . .
H27 H 0.2120 0.9848 0.1053 0.032 Uiso 1 1 calc R . .
C22 C 0.7979(4) 0.6125(4) 0.2964(4) 0.0345(10) Uani 1 1 d . . .
H22 H 0.8658 0.6251 0.2845 0.041 Uiso 1 1 calc R . .
C32 C 0.5046(4) 0.6454(3) -0.0334(3) 0.0283(9) Uani 1 1 d . . .
H32 H 0.5147 0.5784 -0.0261 0.034 Uiso 1 1 calc R . .
C41 C 0.6815(4) 1.0234(4) 0.2326(4) 0.0332(9) Uani 1 1 d . . .
H41 H 0.6786 1.0455 0.1730 0.040 Uiso 1 1 calc R . .
C2 C 0.5719(4) 0.8357(3) 0.6194(3) 0.0295(9) Uani 1 1 d . . .
H2 H 0.6308 0.8870 0.6687 0.035 Uiso 1 1 calc R . .
C23 C 0.7971(4) 0.5956(4) 0.3885(4) 0.0348(10) Uani 1 1 d . . .
H23 H 0.8636 0.5981 0.4398 0.042 Uiso 1 1 calc R . .
C38 C 0.6908(4) 0.9571(4) 0.4051(3) 0.0359(10) Uani 1 1 d . . .
H38 H 0.6956 0.9345 0.4647 0.043 Uiso 1 1 calc R . .
C14 C 0.0438(4) 0.9045(4) 0.2123(4) 0.0344(10) Uani 1 1 d . . .
H14 H 0.0440 0.9336 0.1570 0.041 Uiso 1 1 calc R . .
C40 C 0.7818(4) 1.0405(4) 0.3073(4) 0.0361(10) Uani 1 1 d . . .
H40 H 0.8470 1.0750 0.3000 0.043 Uiso 1 1 calc R . .
C39 C 0.7854(4) 1.0065(4) 0.3929(4) 0.0371(10) Uani 1 1 d . . .
H39 H 0.8542 1.0173 0.4445 0.045 Uiso 1 1 calc R . .
C25 C 0.1309(4) 0.8333(4) -0.1189(3) 0.0323(9) Uani 1 1 d . . .
H25 H 0.0695 0.8119 -0.1792 0.039 Uiso 1 1 calc R . .
C34 C 0.5648(4) 0.8086(3) -0.0640(4) 0.0316(9) Uani 1 1 d . . .
H34 H 0.6183 0.8540 -0.0782 0.038 Uiso 1 1 calc R . .
C17 C 0.0388(4) 0.8215(4) 0.3740(4) 0.0349(10) Uani 1 1 d . . .
H17 H 0.0370 0.7933 0.4295 0.042 Uiso 1 1 calc R . .
C33 C 0.5807(4) 0.7105(4) -0.0557(4) 0.0317(9) Uani 1 1 d . . .
H33 H 0.6433 0.6887 -0.0655 0.038 Uiso 1 1 calc R . .
N2 N 0.2200(3) 0.5893(3) 0.4450(3) 0.0251(7) Uani 1 1 d . . .
N6 N 0.4767(3) 0.8416(3) -0.0526(3) 0.0276(7) Uani 1 1 d . . .
N4 N 0.4004(3) 0.5444(2) 0.2937(2) 0.0190(6) Uani 1 1 d . . .
N1 N 0.4805(3) 0.6569(3) 0.5523(3) 0.0268(7) Uani 1 1 d . . .
N3 N 0.3242(3) 0.8127(2) 0.4009(2) 0.0197(6) Uani 1 1 d . . .
N7 N 0.3888(3) 0.9074(2) 0.1514(2) 0.0202(6) Uani 1 1 d . . .
N8 N 0.3333(3) 0.6099(2) 0.0016(2) 0.0220(6) Uani 1 1 d . . .
N5 N 0.2175(3) 0.7907(3) -0.1144(3) 0.0276(7) Uani 1 1 d . . .
O4 O 0.2555(2) 0.4624(2) 0.0908(2) 0.0257(6) Uani 1 1 d . . .
O1 O 0.2308(2) 0.9008(2) 0.2471(2) 0.0282(6) Uani 1 1 d . . .
O3 O 0.4997(2) 0.8947(3) 0.3455(2) 0.0345(7) Uani 1 1 d . . .
O2 O 0.5107(2) 0.5915(3) 0.1630(2) 0.0342(7) Uani 1 1 d . . .
C45 C 0.0748(4) 0.3633(3) 0.0052(3) 0.0334(10) Uani 1 1 d . . .
H45 H 0.0828 0.3233 0.0538 0.040 Uiso 1 1 calc R . .
C47 C -0.0368(4) 0.3967(4) -0.1478(4) 0.0372(10) Uani 1 1 d . . .
H47 H -0.1047 0.3820 -0.2013 0.045 Uiso 1 1 calc R . .
C46 C -0.0239(4) 0.3427(4) -0.0729(4) 0.0388(11) Uani 1 1 d . . .
H46 H -0.0836 0.2909 -0.0754 0.047 Uiso 1 1 calc R . .
C15 C -0.0513(4) 0.8858(4) 0.2356(4) 0.0419(12) Uani 1 1 d . . .
H15 H -0.1161 0.9011 0.1951 0.050 Uiso 1 1 calc R . .
C48 C 0.0507(4) 0.4720(4) -0.1429(3) 0.0344(10) Uani 1 1 d . . .
H48 H 0.0430 0.5080 -0.1947 0.041 Uiso 1 1 calc R . .
C16 C -0.0540(4) 0.8454(4) 0.3166(4) 0.0423(12) Uani 1 1 d . . .
H16 H -0.1197 0.8341 0.3325 0.051 Uiso 1 1 calc R . .
N9 N 0.1564(5) 0.1642(4) 0.2157(5) 0.0657(16) Uani 1 1 d . . .
C49 C 0.1441(5) 0.1653(4) 0.2907(6) 0.0536(16) Uani 1 1 d . . .
C50 C 0.1290(6) 0.1638(6) 0.3865(6) 0.071(2) Uani 1 1 d . . .
H50A H 0.0971 0.0926 0.3861 0.107 Uiso 1 1 calc R . .
H50B H 0.0794 0.2088 0.3976 0.107 Uiso 1 1 calc R . .
H50C H 0.2002 0.1889 0.4406 0.107 Uiso 1 1 calc R . .
N10 N 0.0778(4) 0.6845(4) 0.6141(4) 0.0526(12) Uani 1 1 d . . .
C52 C 0.2866(4) 0.6947(4) 0.6874(4) 0.0385(11) Uani 1 1 d . . .
H52A H 0.3265 0.7483 0.6652 0.058 Uiso 1 1 calc R . .
H52B H 0.3025 0.6275 0.6640 0.058 Uiso 1 1 calc R . .
H52C H 0.3099 0.7125 0.7609 0.058 Uiso 1 1 calc R . .
C51 C 0.1696(4) 0.6882(4) 0.6463(4) 0.0382(11) Uani 1 1 d . . .


_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
Fe1 O5 1.796(3) . ?
Fe1 O2 1.887(3) . ?
Fe1 O4 1.909(3) . ?
Fe1 N4 2.162(3) . ?
Fe1 N8 2.166(3) . ?
Fe2 O5 1.778(3) . ?
Fe2 O3 1.891(3) . ?
Fe2 O1 1.908(3) . ?
Fe2 N7 2.167(3) . ?
Fe2 N3 2.170(3) . ?
C3 C2 1.388(6) . ?
C3 C4 1.390(5) . ?
C29 N5 1.345(5) . ?
C29 C28 1.394(5) . ?
C29 C30 1.502(5) . ?
C30 N6 1.341(5) . ?
C30 C31 1.397(5) . ?
C5 N1 1.347(5) . ?
C5 C4 1.384(5) . ?
C5 C6 1.496(5) . ?
C7 C8 1.395(5) . ?
C7 C6 1.396(5) . ?
C7 N4 1.423(5) . ?
C28 C27 1.388(5) . ?
C28 N7 1.434(5) . ?
C37 O3 1.313(5) . ?
C37 C38 1.407(6) . ?
C37 C36 1.414(6) . ?
C35 N7 1.289(5) . ?
C35 C36 1.445(6) . ?
C24 C23 1.381(6) . ?
C24 C19 1.381(6) . ?
C31 C32 1.389(6) . ?
C31 N8 1.433(5) . ?
C4 N3 1.431(5) . ?
C9 C10 1.383(6) . ?
C9 C8 1.384(6) . ?
C6 N2 1.350(5) . ?
C44 O4 1.323(5) . ?
C44 C45 1.402(6) . ?
C44 C43 1.416(6) . ?
C18 N4 1.299(5) . ?
C18 C19 1.460(5) . ?
C20 O2 1.313(5) . ?
C20 C21 1.403(6) . ?
C20 C19 1.422(5) . ?
C13 O1 1.318(5) . ?
C13 C14 1.408(6) . ?
C13 C12 1.411(6) . ?
C1 N1 1.342(6) . ?
C1 C2 1.373(6) . ?
C26 C27 1.385(6) . ?
C26 C25 1.386(7) . ?
C11 N3 1.292(5) . ?
C11 C12 1.443(6) . ?
C12 C17 1.405(6) . ?
C36 C41 1.397(6) . ?
C42 N8 1.290(5) . ?
C42 C43 1.434(6) . ?
C43 C48 1.405(6) . ?
C21 C22 1.388(7) . ?
C10 N2 1.333(5) . ?
C22 C23 1.387(7) . ?
C32 C33 1.372(6) . ?
C41 C40 1.379(6) . ?
C38 C39 1.385(7) . ?
C14 C15 1.379(7) . ?
C40 C39 1.380(7) . ?
C25 N5 1.337(6) . ?
C34 N6 1.340(6) . ?
C34 C33 1.388(6) . ?
C17 C16 1.371(7) . ?
C45 C46 1.384(7) . ?
C47 C48 1.380(7) . ?
C47 C46 1.390(7) . ?
C15 C16 1.381(8) . ?
N9 C49 1.135(9) . ?
C49 C50 1.454(11) . ?
N10 C51 1.141(7) . ?
C52 C51 1.449(7) . ?

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
O5 Fe1 O2 123.32(15) . . ?
O5 Fe1 O4 117.65(14) . . ?
O2 Fe1 O4 119.02(14) . . ?
O5 Fe1 N4 95.01(12) . . ?
O2 Fe1 N4 86.81(12) . . ?
O4 Fe1 N4 89.17(12) . . ?
O5 Fe1 N8 95.00(12) . . ?
O2 Fe1 N8 88.32(13) . . ?
O4 Fe1 N8 85.52(12) . . ?
N4 Fe1 N8 169.95(12) . . ?
O5 Fe2 O3 118.73(15) . . ?
O5 Fe2 O1 114.47(14) . . ?
O3 Fe2 O1 126.78(15) . . ?
O5 Fe2 N7 99.15(12) . . ?
O3 Fe2 N7 86.50(13) . . ?
O1 Fe2 N7 86.62(12) . . ?
O5 Fe2 N3 98.80(12) . . ?
O3 Fe2 N3 86.15(12) . . ?
O1 Fe2 N3 84.67(12) . . ?
N7 Fe2 N3 162.00(12) . . ?
Fe2 O5 Fe1 148.0(2) . . ?
C2 C3 C4 118.8(4) . . ?
N5 C29 C28 122.6(4) . . ?
N5 C29 C30 114.5(3) . . ?
C28 C29 C30 122.7(3) . . ?
N6 C30 C31 122.1(4) . . ?
N6 C30 C29 114.3(3) . . ?
C31 C30 C29 123.6(3) . . ?
N1 C5 C4 122.3(3) . . ?
N1 C5 C6 114.9(3) . . ?
C4 C5 C6 122.7(3) . . ?
C8 C7 C6 118.3(3) . . ?
C8 C7 N4 120.1(3) . . ?
C6 C7 N4 121.5(3) . . ?
C27 C28 C29 118.7(4) . . ?
C27 C28 N7 120.6(4) . . ?
C29 C28 N7 120.7(3) . . ?
O3 C37 C38 119.0(4) . . ?
O3 C37 C36 123.3(4) . . ?
C38 C37 C36 117.8(4) . . ?
N7 C35 C36 125.6(4) . . ?
C23 C24 C19 121.1(4) . . ?
C32 C31 C30 118.4(4) . . ?
C32 C31 N8 119.3(3) . . ?
C30 C31 N8 122.3(3) . . ?
C5 C4 C3 118.9(3) . . ?
C5 C4 N3 120.9(3) . . ?
C3 C4 N3 120.2(3) . . ?
C10 C9 C8 118.6(4) . . ?
N2 C6 C7 122.2(3) . . ?
N2 C6 C5 113.5(3) . . ?
C7 C6 C5 124.2(3) . . ?
O4 C44 C45 119.8(4) . . ?
O4 C44 C43 122.1(4) . . ?
C45 C44 C43 118.1(4) . . ?
N4 C18 C19 126.3(3) . . ?
O2 C20 C21 119.1(4) . . ?
O2 C20 C19 124.1(4) . . ?
C21 C20 C19 116.8(4) . . ?
O1 C13 C14 119.7(4) . . ?
O1 C13 C12 122.5(4) . . ?
C14 C13 C12 117.8(4) . . ?
C24 C19 C20 121.3(4) . . ?
C24 C19 C18 117.2(3) . . ?
C20 C19 C18 121.6(4) . . ?
N1 C1 C2 123.2(4) . . ?
C9 C8 C7 119.1(4) . . ?
C27 C26 C25 118.7(4) . . ?
N3 C11 C12 126.2(4) . . ?
C17 C12 C13 120.0(4) . . ?
C17 C12 C11 117.9(4) . . ?
C13 C12 C11 122.2(4) . . ?
C41 C36 C37 119.7(4) . . ?
C41 C36 C35 117.1(4) . . ?
C37 C36 C35 123.1(4) . . ?
N8 C42 C43 126.1(4) . . ?
C48 C43 C44 119.4(4) . . ?
C48 C43 C42 117.4(4) . . ?
C44 C43 C42 123.1(4) . . ?
C22 C21 C20 120.7(4) . . ?
N2 C10 C9 123.2(4) . . ?
C26 C27 C28 118.8(4) . . ?
C23 C22 C21 121.7(4) . . ?
C33 C32 C31 119.5(4) . . ?
C40 C41 C36 121.7(4) . . ?
C1 C2 C3 118.7(4) . . ?
C24 C23 C22 118.4(4) . . ?
C39 C38 C37 120.8(4) . . ?
C15 C14 C13 120.7(5) . . ?
C41 C40 C39 118.7(4) . . ?
C40 C39 C38 121.3(4) . . ?
N5 C25 C26 123.3(4) . . ?
N6 C34 C33 122.4(4) . . ?
C16 C17 C12 120.8(5) . . ?
C32 C33 C34 118.9(4) . . ?
C10 N2 C6 118.3(4) . . ?
C34 N6 C30 118.7(4) . . ?
C18 N4 C7 117.4(3) . . ?
C18 N4 Fe1 124.8(3) . . ?
C7 N4 Fe1 117.2(2) . . ?
C1 N1 C5 118.0(4) . . ?
C11 N3 C4 116.0(3) . . ?
C11 N3 Fe2 123.8(3) . . ?
C4 N3 Fe2 120.0(2) . . ?
C35 N7 C28 117.1(3) . . ?
C35 N7 Fe2 125.5(3) . . ?
C28 N7 Fe2 116.9(2) . . ?
C42 N8 C31 117.0(3) . . ?
C42 N8 Fe1 121.6(3) . . ?
C31 N8 Fe1 120.9(3) . . ?
C25 N5 C29 117.7(4) . . ?
C44 O4 Fe1 129.0(3) . . ?
C13 O1 Fe2 131.3(3) . . ?
C37 O3 Fe2 134.9(3) . . ?
C20 O2 Fe1 134.7(3) . . ?
C46 C45 C44 121.1(4) . . ?
C48 C47 C46 118.8(4) . . ?
C45 C46 C47 121.0(4) . . ?
C14 C15 C16 121.1(4) . . ?
C47 C48 C43 121.5(4) . . ?
C17 C16 C15 119.6(5) . . ?
N9 C49 C50 178.4(7) . . ?
N10 C51 C52 179.1(6) . . ?

_diffrn_measured_fraction_theta_max 0.975
_diffrn_reflns_theta_full        28.50
_diffrn_measured_fraction_theta_full 0.975
_refine_diff_density_max         1.266
_refine_diff_density_min         -0.837
_refine_diff_density_rms         0.186
