# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_rs488_a
_database_code_depnum_ccdc_archive 'CCDC 1970682'
loop_
_audit_author_name
_audit_author_address
'Volodymyr Bon'
;Technische Universitaet Dresden
Germany
;
_audit_update_record             
;
2019-12-08 deposited with the CCDC.	2020-01-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        NibpyfcdHp
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H22 Fe N2 Ni O5 P2'
_chemical_formula_weight         558.90

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0060 0.0030 '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 0.0100 0.0050 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0180 0.0100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1460 0.1480 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3410 1.2590 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.2490 1.6440 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           52
_space_group_name_H-M_alt        'P n n a'
_space_group_name_Hall           '-P 2a 2bc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   10.710(2)
_cell_length_b                   17.590(4)
_cell_length_c                   11.290(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2126.9(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    263(2)
_cell_measurement_reflns_used    274
_cell_measurement_theta_min      3.7
_cell_measurement_theta_max      25.3

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.745
_exptl_crystal_F_000             1144
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    3.193
_shelx_estimated_absorpt_T_min   0.784
_shelx_estimated_absorpt_T_max   0.857
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      263(2)
_diffrn_radiation_wavelength     0.88556
_diffrn_radiation_type           synchrotron
_diffrn_source                   synchrotron
_diffrn_source_type              'BESSY BL MX-14.2'
_diffrn_radiation_monochromator  'Si 111'
_diffrn_measurement_device_type  'MX-225 CCD'
_diffrn_measurement_method       'Δφ scans'
_diffrn_reflns_number            16045
_diffrn_reflns_av_unetI/netI     0.0354
_diffrn_reflns_av_R_equivalents  0.0569
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.886
_diffrn_reflns_theta_max         35.094
_diffrn_reflns_theta_full        32.096
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measured_fraction_theta_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_point_group_measured_fraction_full 0.980
_reflns_number_total             2354
_reflns_number_gt                2036
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       MarCCD
_computing_cell_refinement       'XDSAPP 2.0'
_computing_data_reduction        'XDSAPP 2.0'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0581P)²+3.6743P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2354
_refine_ls_number_parameters     156
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0542
_refine_ls_R_factor_gt           0.0426
_refine_ls_wR_factor_ref         0.1230
_refine_ls_wR_factor_gt          0.1078
_refine_ls_goodness_of_fit_ref   1.234
_refine_ls_restrained_S_all      2.361
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
NI1 Ni 0.250000 0.500000 0.99547(4) 0.00812(18) Uani 1 2 d S T P . .
FE1 Fe 0.54971(6) 0.250000 0.750000 0.01305(19) Uani 1 2 d S T P . .
P1 P 0.48851(7) 0.39920(4) 0.94328(6) 0.0097(2) Uani 1 1 d . . . . .
H1P H 0.489(3) 0.435(2) 0.845(3) 0.012 Uiso 1 1 d . U . . .
O1 O 0.3594(2) 0.40253(11) 0.99517(18) 0.0139(5) Uani 1 1 d . . . . .
O2 O 0.5932(2) 0.43105(12) 1.01534(19) 0.0170(5) Uani 1 1 d . . . . .
N1 N 0.250000 0.500000 0.8098(3) 0.0121(7) Uani 1 2 d S T P . .
N2 N 0.250000 0.500000 0.1827(3) 0.0143(7) Uani 1 2 d S T P . .
C7 C 0.5236(3) 0.30123(17) 0.9122(3) 0.0137(6) Uani 1 1 d . . . . .
C4 C 0.250000 0.500000 0.4312(4) 0.0192(10) Uani 1 2 d S T P . .
C8 C 0.6474(3) 0.27183(18) 0.9029(3) 0.0205(7) Uani 1 1 d . . . . .
H8 H 0.720869 0.299730 0.909543 0.025 Uiso 1 1 calc R U . . .
C11 C 0.4395(3) 0.23916(18) 0.8971(3) 0.0217(7) Uani 1 1 d . . . . .
H11 H 0.352832 0.241987 0.898474 0.026 Uiso 1 1 calc R U . . .
C10 C 0.5116(4) 0.1720(2) 0.8794(3) 0.0289(9) Uani 1 1 d . . . . .
H10 H 0.480253 0.123273 0.868204 0.035 Uiso 1 1 calc R U . . .
C1 C 0.2181(4) 0.43801(19) 0.7487(3) 0.0226(7) Uani 1 1 d . . . . .
H1 H 0.195523 0.394507 0.790340 0.027 Uiso 1 1 calc R U . . .
C3 C 0.250000 0.500000 0.5629(4) 0.0179(9) Uani 1 2 d S T P . .
C6 C 0.1580(3) 0.53293(19) 0.2445(3) 0.0187(7) Uani 1 1 d . . . . .
H6 H 0.093698 0.556437 0.203044 0.022 Uiso 1 1 calc R U . . .
C5 C 0.1539(3) 0.53373(19) 0.3673(3) 0.0198(7) Uani 1 1 d . . . . .
H5 H 0.087458 0.556632 0.406582 0.024 Uiso 1 1 calc R U . . .
C9 C 0.6387(4) 0.1925(2) 0.8819(3) 0.0293(8) Uani 1 1 d . . . . .
H9 H 0.705633 0.159513 0.871568 0.035 Uiso 1 1 calc R U . . .
C2 C 0.2172(4) 0.43561(19) 0.6264(3) 0.0266(8) Uani 1 1 d . . . . .
H2 H 0.194865 0.391202 0.587021 0.032 Uiso 1 1 calc R U . . .
O3 O -0.0082(12) 0.250000 0.750000 0.199(7) Uani 1 2 d DS T P . .
H3O H -0.047547 0.314700 0.778600 0.298 Uiso 0.5 1 d DR U P A .
C12 C 0.0922(19) 0.2428(11) 0.8109(15) 0.121(8) Uani 0.5 1 d . . P A 2
H12A H 0.071369 0.237067 0.893132 0.181 Uiso 0.5 1 calc R U P A 2
H12B H 0.143336 0.287133 0.800745 0.181 Uiso 0.5 1 calc R U P A 2
H12C H 0.137160 0.198707 0.784441 0.181 Uiso 0.5 1 calc R U P A 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
NI1 O2 2.075(2) 6_557 ?
NI1 O2 2.075(2) 5_667 ?
NI1 O1 2.077(2) . ?
NI1 O1 2.077(2) 2_565 ?
NI1 N1 2.096(3) . ?
NI1 N2 2.113(4) 1_556 ?
FE1 C9 2.037(3) . ?
FE1 C9 2.037(3) 4_556 ?
FE1 C11 2.046(3) . ?
FE1 C11 2.046(3) 4_556 ?
FE1 C10 2.045(4) . ?
FE1 C10 2.045(4) 4_556 ?
FE1 C8 2.055(3) 4_556 ?
FE1 C8 2.055(3) . ?
FE1 C7 2.060(3) 4_556 ?
FE1 C7 2.060(3) . ?
P1 O2 1.494(2) . ?
P1 O1 1.503(2) . ?
P1 C7 1.798(3) . ?
P1 H1P 1.27(4) . ?
O2 NI1 2.075(2) 5_667 ?
N1 C1 1.335(4) 2_565 ?
N1 C1 1.335(4) . ?
N2 C6 1.339(4) . ?
N2 C6 1.339(4) 2_565 ?
N2 NI1 2.113(4) 1_554 ?
C7 C11 1.425(4) . ?
C7 C8 1.427(5) . ?
C4 C5 1.389(4) . ?
C4 C5 1.389(4) 2_565 ?
C4 C3 1.487(7) . ?
C8 C9 1.419(5) . ?
C8 H8 0.9300 . ?
C11 C10 1.425(5) . ?
C11 H11 0.9300 . ?
C10 C9 1.408(6) . ?
C10 H10 0.9300 . ?
C1 C2 1.382(4) . ?
C1 H1 0.9300 . ?
C3 C2 1.385(4) 2_565 ?
C3 C2 1.385(4) . ?
C6 C5 1.388(4) . ?
C6 H6 0.9300 . ?
C5 H5 0.9300 . ?
C9 H9 0.9300 . ?
C2 H2 0.9300 . ?
O3 C12 1.283(18) . ?
O3 C12 1.283(18) 4_556 ?
O3 H3O 1.2557 . ?
C12b C12 1.40(3) 4_556 ?
C12b H12A 0.9600 . ?
C12b H12B 0.9600 . ?
C12b H12C 0.9600 . ?

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
O2 NI1 O2 173.25(12) 6_557 5_667 ?
O2 NI1 O1 88.50(8) 6_557 . ?
O2 NI1 O1 91.49(8) 5_667 . ?
O2 NI1 O1 91.49(8) 6_557 2_565 ?
O2 NI1 O1 88.50(8) 5_667 2_565 ?
O1 NI1 O1 179.81(11) . 2_565 ?
O2 NI1 N1 86.63(6) 6_557 . ?
O2 NI1 N1 86.63(6) 5_667 . ?
O1 NI1 N1 89.91(6) . . ?
O1 NI1 N1 89.90(6) 2_565 . ?
O2 NI1 N2 93.37(6) 6_557 1_556 ?
O2 NI1 N2 93.37(6) 5_667 1_556 ?
O1 NI1 N2 90.09(6) . 1_556 ?
O1 NI1 N2 90.10(6) 2_565 1_556 ?
N1 NI1 N2 180.0 . 1_556 ?
C9 FE1 C9 124.2(2) . 4_556 ?
C9 FE1 C11 68.28(15) . . ?
C9 FE1 C11 155.43(14) 4_556 . ?
C9 FE1 C11 155.43(14) . 4_556 ?
C9 FE1 C11 68.28(15) 4_556 4_556 ?
C11 FE1 C11 109.6(2) . 4_556 ?
C9 FE1 C10 40.34(16) . . ?
C9 FE1 C10 161.58(17) 4_556 . ?
C11 FE1 C10 40.76(14) . . ?
C11 FE1 C10 121.83(16) 4_556 . ?
C9 FE1 C10 161.58(18) . 4_556 ?
C9 FE1 C10 40.34(16) 4_556 4_556 ?
C11 FE1 C10 121.83(16) . 4_556 ?
C11 FE1 C10 40.76(14) 4_556 4_556 ?
C10 FE1 C10 157.0(2) . 4_556 ?
C9 FE1 C8 106.47(15) . 4_556 ?
C9 FE1 C8 40.56(13) 4_556 4_556 ?
C11 FE1 C8 163.36(12) . 4_556 ?
C11 FE1 C8 68.24(15) 4_556 4_556 ?
C10 FE1 C8 125.21(14) . 4_556 ?
C10 FE1 C8 68.07(15) 4_556 4_556 ?
C9 FE1 C8 40.56(13) . . ?
C9 FE1 C8 106.47(15) 4_556 . ?
C11 FE1 C8 68.24(15) . . ?
C11 FE1 C8 163.36(12) 4_556 . ?
C10 FE1 C8 68.07(15) . . ?
C10 FE1 C8 125.21(14) 4_556 . ?
C8 FE1 C8 118.8(2) 4_556 . ?
C9 FE1 C7 119.75(13) . 4_556 ?
C9 FE1 C7 68.32(12) 4_556 4_556 ?
C11 FE1 C7 127.04(13) . 4_556 ?
C11 FE1 C7 40.63(12) 4_556 4_556 ?
C10 FE1 C7 108.35(13) . 4_556 ?
C10 FE1 C7 68.35(13) 4_556 4_556 ?
C8 FE1 C7 40.59(13) 4_556 4_556 ?
C8 FE1 C7 153.84(13) . 4_556 ?
C9 FE1 C7 68.33(12) . . ?
C9 FE1 C7 119.75(13) 4_556 . ?
C11 FE1 C7 40.63(12) . . ?
C11 FE1 C7 127.04(13) 4_556 . ?
C10 FE1 C7 68.36(13) . . ?
C10 FE1 C7 108.34(13) 4_556 . ?
C8 FE1 C7 153.84(13) 4_556 . ?
C8 FE1 C7 40.59(13) . . ?
C7 FE1 C7 164.40(18) 4_556 . ?
O2 P1 O1 117.61(12) . . ?
O2 P1 C7 107.98(14) . . ?
O1 P1 C7 107.81(13) . . ?
O2 P1 H1P 106.7(15) . . ?
O1 P1 H1P 109.1(14) . . ?
C7 P1 H1P 107.2(17) . . ?
P1 O1 NI1 123.50(12) . . ?
P1 O2 NI1 142.59(14) . 5_667 ?
C1 N1 C1 117.8(4) 2_565 . ?
C1 N1 NI1 121.12(18) 2_565 . ?
C1 N1 NI1 121.12(18) . . ?
C6 N2 C6 117.1(4) . 2_565 ?
C6 N2 NI1 121.43(19) . 1_554 ?
C6 N2 NI1 121.43(19) 2_565 1_554 ?
C11 C7 C8 107.5(3) . . ?
C11 C7 P1 128.7(3) . . ?
C8 C7 P1 123.8(2) . . ?
C11 C7 FE1 69.16(17) . . ?
C8 C7 FE1 69.55(17) . . ?
P1 C7 FE1 128.41(16) . . ?
C5 C4 C5 117.5(4) . 2_565 ?
C5 C4 C3 121.2(2) . . ?
C5 C4 C3 121.2(2) 2_565 . ?
C9 C8 C7 107.9(3) . . ?
C9 C8 FE1 69.02(18) . . ?
C7 C8 FE1 69.86(17) . . ?
C9 C8 H8 126.1 . . ?
C7 C8 H8 126.1 . . ?
FE1 C8 H8 126.6 . . ?
C10 C11 C7 108.0(3) . . ?
C10 C11 FE1 69.58(19) . . ?
C7 C11 FE1 70.20(18) . . ?
C10 C11 H11 126.0 . . ?
C7 C11 H11 126.0 . . ?
FE1 C11 H11 125.8 . . ?
C9 C10 C11 108.0(3) . . ?
C9 C10 FE1 69.5(2) . . ?
C11 C10 FE1 69.7(2) . . ?
C9 C10 H10 126.0 . . ?
C11 C10 H10 126.0 . . ?
FE1 C10 H10 126.4 . . ?
N1 C1 C2 122.9(3) . . ?
N1 C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C2 C3 C2 117.7(4) 2_565 . ?
C2 C3 C4 121.1(2) 2_565 . ?
C2 C3 C4 121.1(2) . . ?
N2 C6 C5 123.3(3) . . ?
N2 C6 H6 118.4 . . ?
C5 C6 H6 118.4 . . ?
C6 C5 C4 119.4(3) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C10 C9 C8 108.6(3) . . ?
C10 C9 FE1 70.1(2) . . ?
C8 C9 FE1 70.42(18) . . ?
C10 C9 H9 125.7 . . ?
C8 C9 H9 125.7 . . ?
FE1 C9 H9 125.3 . . ?
C1 C2 C3 119.4(3) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
C12b O3 C12 66.0(19) . 4_556 ?
C12b O3 H3O 103.5 . . ?
C12b O3 H3O 109.2 4_556 . ?
O3 C12b C12 57.0(9) . 4_556 ?
O3 C12b H12A 109.5 . . ?
C12b C12b H12A 165.9 4_556 . ?
O3 C12b H12B 109.5 . . ?
C12b C12b H12B 74.6 4_556 . ?
H12Ab C12b H12B 109.5 . . ?
O3 C12b H12C 109.5 . . ?
C12b C12b H12C 80.8 4_556 . ?
H12Ab C12b H12C 109.5 . . ?
H12Bb C12b H12C 109.5 . . ?

_refine_diff_density_max         1.154
_refine_diff_density_min         -0.722
_refine_diff_density_rms         0.145

