# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2021

####################################################################### 
# 
# 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_test
_database_code_depnum_ccdc_archive 'CCDC 2035119'
loop_
_audit_author_name
_audit_author_address
'Esther Resines-Urien'
;IMDEA Nanociencia
Spain
;
_audit_update_record             
;
2020-10-02 deposited with the CCDC.	2021-03-23 downloaded from the CCDC.
;
_audit_creation_date             2020-10-02
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        {FeCl2(pyrazine)2}∞
_chemical_formula_moiety         'C8 H8 Cl2 Fe N4'
_chemical_formula_sum            'C8 H8 Cl2 Fe N4'
_chemical_formula_weight         286.93
_chemical_melting_point          ?
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'
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           68
_space_group_name_H-M_alt        'C c c e'
_space_group_name_Hall           '-C 2b 2bc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y+1/2, z'
'x, -y+1/2, -z+1/2'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1, z'
'x+1/2, -y+1, -z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, y-1/2, -z'
'-x, y-1/2, z-1/2'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, y, -z'
'-x+1/2, y, z-1/2'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   10.212(2)
_cell_length_b                   10.527(2)
_cell_length_c                   10.256(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1102.5(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5628
_cell_measurement_temperature    100
_cell_measurement_theta_max      29.2821
_cell_measurement_theta_min      2.3712
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.822
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.729
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.105
_exptl_crystal_size_mid          0.104
_exptl_crystal_size_min          0.005
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0994
_diffrn_reflns_av_unetI/netI     0.0706
_diffrn_reflns_Laue_measured_fraction_full 0.958
_diffrn_reflns_Laue_measured_fraction_max 0.873
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            4727
_diffrn_reflns_point_group_measured_fraction_full 0.958
_diffrn_reflns_point_group_measured_fraction_max 0.873
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.535
_diffrn_reflns_theta_min         4.852
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.958
_diffrn_measured_fraction_theta_max 0.873
_diffrn_measurement_device_type  MD2M-Maatel
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                598
_reflns_number_total             616
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.490
_refine_diff_density_min         -0.838
_refine_diff_density_rms         0.103
_refine_ls_extinction_coef       0.030(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     63
_refine_ls_number_reflns         616
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0412
_refine_ls_restrained_S_all      1.093
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0622P)²+0.3277P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1112
_refine_ls_wR_factor_ref         0.1118
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Others
 Fixed Sof: C1(0.85) C2(0.85) C1A(0.15) H1A(0.15) C2A(0.15) H2A(0.15) H1(0.85)
 H2(0.85)
3.a Aromatic/amide H refined with riding coordinates:
 C1A(H1A), C2A(H2A)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Fe1 Fe 0.500000 0.250000 0.250000 0.0197(3) Uani 1 4 d S T P A .
Cl1 Cl 0.500000 0.02212(5) 0.250000 0.0247(3) Uani 1 2 d S T P . .
N1 N 0.34611(15) 0.24920(7) 0.09702(13) 0.0234(4) Uani 1 1 d . . . . .
C1 C 0.24291(17) 0.32707(19) 0.10319(14) 0.0239(4) Uani 0.85 1 d . . P A 1
C2 C 0.35286(16) 0.17155(19) -0.00672(16) 0.0242(4) Uani 0.85 1 d . . P A 1
C1A C 0.2431(13) 0.1704(13) 0.1041(11) 0.038(2) Uani 0.15 1 d . . P A 2
H1A H 0.235822 0.113663 0.175798 0.046 Uiso 0.15 1 calc R U P A 2
C2A C 0.3543(12) 0.3294(13) -0.0071(12) 0.038(2) Uani 0.15 1 d . . P A 2
H2A H 0.426529 0.385830 -0.014161 0.046 Uiso 0.15 1 calc R U P A 2
H1 H 0.2361(17) 0.3831(16) 0.1727(19) 0.032(5) Uiso 0.85 1 d . . P . .
H2 H 0.425(2) 0.1156(18) -0.0140(16) 0.032(4) Uiso 0.85 1 d . . P . .


_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 Cl1 2.3989(7) 2_655 ?
Fe1 Cl1 2.3989(7) . ?
Fe1 N1 2.2207(15) 4_655 ?
Fe1 N1 2.2207(15) 3 ?
Fe1 N1 2.2207(15) 2_655 ?
Fe1 N1 2.2207(15) . ?
N1 C1 1.337(2) . ?
N1 C2 1.343(2) . ?
N1 C1A 1.341(13) . ?
N1 C2A 1.364(12) . ?
C1 C2 1.391(2) 13 ?
C1 H1 0.928(19) . ?
C2 H2 0.94(2) . ?
C1A H1A 0.9500 . ?
C1A C2A 1.407(17) 13 ?
C2A H2A 0.9500 . ?

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
Cl1 Fe1 Cl1 180.0 . 2_655 ?
N1 Fe1 Cl1 89.78(2) 3 2_655 ?
N1 Fe1 Cl1 89.781(19) 4_655 . ?
N1 Fe1 Cl1 90.22(2) 3 . ?
N1 Fe1 Cl1 89.781(19) 2_655 2_655 ?
N1 Fe1 Cl1 90.22(2) . 2_655 ?
N1 Fe1 Cl1 90.219(19) 2_655 . ?
N1 Fe1 Cl1 90.219(19) 4_655 2_655 ?
N1 Fe1 Cl1 89.78(2) . . ?
N1 Fe1 N1 179.56(4) 4_655 . ?
N1 Fe1 N1 89.90(8) 4_655 2_655 ?
N1 Fe1 N1 179.56(4) 3 2_655 ?
N1 Fe1 N1 89.90(8) 3 . ?
N1 Fe1 N1 90.10(7) 2_655 . ?
N1 Fe1 N1 90.10(7) 4_655 3 ?
C1 N1 Fe1 121.48(10) . . ?
C1 N1 C2 116.81(15) . . ?
C2 N1 Fe1 121.71(11) . . ?
C1A N1 Fe1 121.2(5) . . ?
C1A N1 C2A 118.3(7) . . ?
C2A N1 Fe1 120.5(5) . . ?
N1 C1 C2 121.80(15) . 13 ?
N1 C1 H1 119.0(11) . . ?
C2 C1 H1 119.1(11) 13 . ?
N1 C2 C1 121.38(16) . 13 ?
N1 C2 H2 118.8(10) . . ?
C1 C2 H2 119.8(10) 13 . ?
N1 C1A H1A 119.5 . . ?
N1 C1A C2A 121.0(10) . 13 ?
C2A C1A H1A 119.5 13 . ?
N1 C2A C1A 120.8(11) . 13 ?
N1 C2A H2A 119.6 . . ?
C1A C2A H2A 119.6 13 . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Fe1 N1 C1 C2 179.01(14) . . . 13 ?
Fe1 N1 C2 C1 -179.01(13) . . . 13 ?
Fe1 N1 C1A C2A 179.8(9) . . . 13 ?
Fe1 N1 C2A C1A -179.8(9) . . . 13 ?
C1 N1 C2 C1 0.3(3) . . . 13 ?
C2 N1 C1 C2 -0.3(3) . . . 13 ?
C1A N1 C2A C1A 0.2(19) . . . 13 ?
C2A N1 C1A C2A -0.2(19) . . . 13 ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_test_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2035121'
loop_
_audit_author_name
_audit_author_address
'Esther Resines-Urien'
;IMDEA Nanociencia
Spain
;
_audit_update_record             
;
2020-10-02 deposited with the CCDC.	2021-03-23 downloaded from the CCDC.
;
_audit_creation_date             2019-02-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        '[FeCl2(pyrazine)2(pyridine)2]∞'
_chemical_formula_moiety         'C14 H14 Cl2 Fe N4'
_chemical_formula_sum            'C14 H14 Cl2 Fe N4'
_chemical_formula_weight         365.04
_chemical_melting_point          ?
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'
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.403(3)
_cell_length_b                   7.3710(15)
_cell_length_c                   15.995(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1580.2(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4393
_cell_measurement_temperature    373(2)
_cell_measurement_theta_max      27.2440
_cell_measurement_theta_min      2.9570
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.289
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.534
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.075
_exptl_crystal_size_mid          0.055
_exptl_crystal_size_min          0.015
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0978
_diffrn_reflns_av_unetI/netI     0.0483
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.905
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            19078
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.905
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.467
_diffrn_reflns_theta_min         2.966
_diffrn_ambient_temperature      373.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.905
_diffrn_measurement_device_type  MD2M-Maatel
_diffrn_measurement_method       ?
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1730
_reflns_number_total             1806
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.691
_refine_diff_density_min         -0.872
_refine_diff_density_rms         0.138
_refine_ls_extinction_coef       0.089(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     126
_refine_ls_number_reflns         1806
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0410
_refine_ls_R_factor_gt           0.0404
_refine_ls_restrained_S_all      1.081
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0738P)²+0.3259P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1137
_refine_ls_wR_factor_ref         0.1149
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Fe1 Fe 0.500000 0.000000 0.500000 0.0137(2) Uani 1 2 d S T P . .
Cl1 Cl 0.33725(2) 0.00175(3) 0.56189(2) 0.0172(2) Uani 1 1 d . . . . .
N1 N 0.43045(8) 0.03649(16) 0.37254(7) 0.0193(3) Uani 1 1 d . . . . .
C3 C 0.34476(10) 0.10137(19) 0.21590(8) 0.0307(3) Uani 1 1 d . . . . .
C5 C 0.47825(9) 0.13341(16) 0.31343(7) 0.0237(3) Uani 1 1 d . . . . .
C1 C 0.33928(11) -0.0270(2) 0.35301(11) 0.0237(3) Uani 1 1 d . . . . .
C4 C 0.43846(10) 0.16780(18) 0.23501(8) 0.0284(3) Uani 1 1 d . . . . .
N2 N 0.50193(5) 0.3091(2) 0.50258(5) 0.0159(3) Uani 1 1 d . . . . .
C6 C 0.41614(11) 0.4027(2) 0.50098(7) 0.0179(3) Uani 1 1 d . . . . .
C7 C 0.41418(12) 0.5920(2) 0.49862(7) 0.0179(3) Uani 1 1 d . . . . .
C2 C 0.29479(12) 0.00100(15) 0.27567(11) 0.0301(4) Uani 1 1 d . . . . .
H1 H 0.3087(12) -0.086(2) 0.3956(11) 0.030(4) Uiso 1 1 d . . . . .
H5 H 0.5433(12) 0.177(2) 0.3290(10) 0.030(4) Uiso 1 1 d . . . . .
H4 H 0.4741(14) 0.234(3) 0.1967(12) 0.040(5) Uiso 1 1 d . . . . .
H2 H 0.2294(15) -0.043(3) 0.2659(12) 0.036(4) Uiso 1 1 d . . . . .
H3 H 0.3146(14) 0.125(3) 0.1630(13) 0.046(5) Uiso 1 1 d . . . . .
H7 H 0.3530(17) 0.649(2) 0.4992(9) 0.016(4) Uiso 1 1 d . . . . .
H6 H 0.3561(17) 0.341(2) 0.5029(9) 0.014(4) Uiso 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 Cl1 2.3955(5) 5_656 ?
Fe1 Cl1 2.3954(5) . ?
Fe1 N1 2.2577(11) 5_656 ?
Fe1 N1 2.2577(11) . ?
Fe1 N2 2.2791(17) . ?
Fe1 N2 2.2791(17) 5_656 ?
N1 C5 1.3471(16) . ?
N1 C1 1.3452(18) . ?
C3 C4 1.3822(18) . ?
C3 C2 1.382(2) . ?
C5 C4 1.3864(17) . ?
C1 C2 1.389(2) . ?
N2 C6 1.3409(18) . ?
N2 C7 1.3402(18) 5_666 ?
C6 C7 1.396(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 Fe1 Cl1 180.0 . 5_656 ?
N1 Fe1 Cl1 90.20(3) 5_656 . ?
N1 Fe1 Cl1 89.80(3) 5_656 5_656 ?
N1 Fe1 Cl1 90.20(3) . 5_656 ?
N1 Fe1 Cl1 89.80(3) . . ?
N1 Fe1 N1 180.0 5_656 . ?
N1 Fe1 N2 84.37(3) 5_656 5_656 ?
N1 Fe1 N2 84.37(3) . . ?
N1 Fe1 N2 95.63(3) 5_656 . ?
N1 Fe1 N2 95.63(3) . 5_656 ?
N2 Fe1 Cl1 89.856(18) 5_656 5_656 ?
N2 Fe1 Cl1 89.855(18) . . ?
N2 Fe1 Cl1 90.144(18) 5_656 . ?
N2 Fe1 Cl1 90.144(18) . 5_656 ?
N2 Fe1 N2 180.00(4) 5_656 . ?
C5 N1 Fe1 120.04(8) . . ?
C1 N1 Fe1 122.91(10) . . ?
C1 N1 C5 116.96(12) . . ?
C2 C3 C4 118.49(12) . . ?
N1 C5 C4 123.30(11) . . ?
N1 C1 C2 123.06(14) . . ?
C3 C4 C5 119.00(12) . . ?
C6 N2 Fe1 120.26(9) . . ?
C7 N2 Fe1 123.58(10) 5_666 . ?
C7 N2 C6 116.08(17) 5_666 . ?
N2 C6 C7 122.04(11) . . ?
N2 C7 C6 121.88(11) 5_666 . ?
C3 C2 C1 119.18(13) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_071_mmv58a_rt_run2
_database_code_depnum_ccdc_archive 'CCDC 2035120'
loop_
_audit_author_name
_audit_author_address
'Esther Resines-Urien'
;IMDEA Nanociencia
Spain
;
_audit_update_record             
;
2020-10-02 deposited with the CCDC.	2021-03-23 downloaded from the CCDC.
;
_audit_creation_date             2019-02-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        '[FeCl2(pyridine)4].H2O'
_chemical_formula_moiety         'C20 H20 Cl2 Fe N4, H2 O'
_chemical_formula_sum            'C20 H22 Cl2 Fe N4 O'
_chemical_formula_weight         461.16
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0037 0.0017 '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'
Cl Cl 0.1547 0.1686 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3621 0.8907 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0070 0.0034 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0123 0.0065 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.38662(4)
_cell_length_b                   16.76565(6)
_cell_length_c                   13.95424(6)
_cell_angle_alpha                90
_cell_angle_beta                 93.4342(4)
_cell_angle_gamma                90
_cell_volume                     2192.075(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    21865
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.9760
_cell_measurement_theta_min      1.9360
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.011
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.397
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             952
_exptl_crystal_size_max          0.074
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0766
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_Laue_measured_fraction_full 0.954
_diffrn_reflns_Laue_measured_fraction_max 0.939
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            36480
_diffrn_reflns_point_group_measured_fraction_full 0.954
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_theta_full        25.950
_diffrn_reflns_theta_max         29.963
_diffrn_reflns_theta_min         2.493
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.954
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measurement_device_type  MD2M-Maatel
_diffrn_measurement_method       ?
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.72931
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4994
_reflns_number_total             5537
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.840
_refine_diff_density_min         -1.582
_refine_diff_density_rms         0.136
_refine_ls_extinction_coef       0.65(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.123
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     260
_refine_ls_number_reflns         5537
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0722
_refine_ls_R_factor_gt           0.0705
_refine_ls_restrained_S_all      1.126
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1593P)²+0.1884P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2123
_refine_ls_wR_factor_ref         0.2163
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H) groups
2. Restrained distances
 O1-H1A = O1-H1B
 0.85 with sigma of 0.02
 H1A-H1B
 1.34 with sigma of 0.04
3.a Aromatic/amide H refined with riding coordinates:
 C11(H11), C15(H15), C16(H16), C20(H20), C1(H1), C12(H12), C13(H13), C14(H14),
 C17(H17), C5(H5), C4(H4), C10(H10), C3(H3), C9(H9), C2(H2), C6(H6), C19(H19),
 C7(H7), C18(H18), C8(H8)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Fe1 Fe 0.36509(3) 0.25042(2) 0.40374(2) 0.0448(2) Uani 1 1 d . . . . .
Cl1 Cl 0.20750(7) 0.15429(3) 0.47162(5) 0.0664(2) Uani 1 1 d . . . . .
Cl2 Cl 0.53199(7) 0.34599(3) 0.34112(5) 0.0665(2) Uani 1 1 d . . . . .
N3 N 0.55562(18) 0.17893(9) 0.45680(13) 0.0497(4) Uani 1 1 d . . . . .
N4 N 0.36424(19) 0.32265(9) 0.53915(12) 0.0513(4) Uani 1 1 d . . . . .
N2 N 0.3619(2) 0.17932(11) 0.26543(13) 0.0573(4) Uani 1 1 d . . . . .
C11 C 0.5596(3) 0.10010(11) 0.44058(15) 0.0565(5) Uani 1 1 d . . . . .
H11 H 0.477267 0.075334 0.414855 0.068 Uiso 1 1 calc R . . . .
N1 N 0.17865(19) 0.32175(10) 0.34142(12) 0.0516(4) Uani 1 1 d . . . . .
C15 C 0.6746(2) 0.21204(13) 0.49566(17) 0.0598(5) Uani 1 1 d . . . . .
H15 H 0.674165 0.266431 0.508705 0.072 Uiso 1 1 calc R . . . .
C16 C 0.3621(2) 0.40244(12) 0.53570(18) 0.0599(5) Uani 1 1 d . . . . .
H16 H 0.363169 0.427224 0.476124 0.072 Uiso 1 1 calc R . . . .
C20 C 0.3642(3) 0.28887(15) 0.62589(16) 0.0654(6) Uani 1 1 d . . . . .
H20 H 0.365247 0.233496 0.629866 0.079 Uiso 1 1 calc R . . . .
C1 C 0.0528(3) 0.32083(15) 0.38085(19) 0.0666(6) Uani 1 1 d . . . . .
H1 H 0.044273 0.290975 0.436383 0.080 Uiso 1 1 calc R . . . .
C12 C 0.6797(3) 0.05379(14) 0.46013(19) 0.0704(6) Uani 1 1 d . . . . .
H12 H 0.677621 -0.000665 0.447396 0.085 Uiso 1 1 calc R . . . .
C13 C 0.8000(3) 0.08850(18) 0.4979(2) 0.0778(7) Uani 1 1 d . . . . .
H13 H 0.882427 0.058600 0.510523 0.093 Uiso 1 1 calc R . . . .
C14 C 0.7985(3) 0.16972(17) 0.5175(2) 0.0733(6) Uani 1 1 d . . . . .
H14 H 0.879186 0.195040 0.544822 0.088 Uiso 1 1 calc R . . . .
C17 C 0.3582(3) 0.44953(15) 0.6165(2) 0.0789(8) Uani 1 1 d . . . . .
H17 H 0.353861 0.504787 0.611303 0.095 Uiso 1 1 calc R . . . .
C5 C 0.1855(3) 0.36457(16) 0.26126(17) 0.0707(6) Uani 1 1 d . . . . .
H5 H 0.271578 0.366308 0.231666 0.085 Uiso 1 1 calc R . . . .
C4 C 0.0712(4) 0.4063(2) 0.2202(2) 0.0924(10) Uani 1 1 d . . . . .
H4 H 0.081275 0.435153 0.164094 0.111 Uiso 1 1 calc R . . . .
C10 C 0.4756(3) 0.17638(17) 0.21306(18) 0.0698(6) Uani 1 1 d . . . . .
H10 H 0.554713 0.207348 0.231699 0.084 Uiso 1 1 calc R . . . .
C3 C -0.0557(4) 0.4055(2) 0.2613(2) 0.0887(9) Uani 1 1 d . . . . .
H3 H -0.133634 0.433590 0.234456 0.106 Uiso 1 1 calc R . . . .
C9 C 0.4813(4) 0.1289(2) 0.1315(2) 0.0883(9) Uani 1 1 d . . . . .
H9 H 0.562976 0.128174 0.096956 0.106 Uiso 1 1 calc R . . . .
C2 C -0.0656(3) 0.3618(2) 0.3437(3) 0.0853(8) Uani 1 1 d . . . . .
H2 H -0.150981 0.359812 0.374234 0.102 Uiso 1 1 calc R . . . .
C6 C 0.2519(3) 0.13484(19) 0.2367(2) 0.0783(7) Uani 1 1 d . . . . .
H6 H 0.171618 0.136061 0.272572 0.094 Uiso 1 1 calc R . . . .
C19 C 0.3627(4) 0.3325(2) 0.7103(2) 0.0844(8) Uani 1 1 d . . . . .
H19 H 0.362993 0.306788 0.769328 0.101 Uiso 1 1 calc R . . . .
C7 C 0.2484(4) 0.0865(3) 0.1564(3) 0.1034(12) Uani 1 1 d . . . . .
H7 H 0.167977 0.056343 0.138716 0.124 Uiso 1 1 calc R . . . .
O1 O 0.5978(5) 0.4336(2) 0.1522(2) 0.1409(15) Uani 1 1 d D . . . .
C18 C 0.3609(4) 0.4131(2) 0.7054(2) 0.0895(10) Uani 1 1 d . . . . .
H18 H 0.361543 0.443602 0.761163 0.107 Uiso 1 1 calc R . . . .
C8 C 0.3678(5) 0.0842(2) 0.1032(2) 0.0997(11) Uani 1 1 d . . . . .
H8 H 0.369528 0.052286 0.048758 0.120 Uiso 1 1 calc R . . . .
H1A H 0.557(6) 0.406(3) 0.200(3) 0.150 Uiso 1 1 d DR . . . .
H1B H 0.612(6) 0.3868(19) 0.117(3) 0.150 Uiso 1 1 d DR . . . .


_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 Cl1 2.4189(5) . ?
Fe1 Cl2 2.4392(5) . ?
Fe1 N3 2.2415(17) . ?
Fe1 N4 2.2447(17) . ?
Fe1 N2 2.2672(18) . ?
Fe1 N1 2.2509(17) . ?
N3 C11 1.342(2) . ?
N3 C15 1.333(3) . ?
N4 C16 1.339(2) . ?
N4 C20 1.336(3) . ?
N2 C10 1.330(3) . ?
N2 C6 1.317(3) . ?
C11 C12 1.383(3) . ?
N1 C1 1.333(3) . ?
N1 C5 1.334(3) . ?
C15 C14 1.380(4) . ?
C16 C17 1.379(3) . ?
C20 C19 1.388(4) . ?
C1 C2 1.381(4) . ?
C12 C13 1.349(4) . ?
C13 C14 1.389(4) . ?
C17 C18 1.381(5) . ?
C5 C4 1.376(4) . ?
C4 C3 1.352(5) . ?
C10 C9 1.392(4) . ?
C3 C2 1.372(5) . ?
C9 C8 1.342(5) . ?
C6 C7 1.381(4) . ?
C19 C18 1.353(5) . ?
C7 C8 1.382(6) . ?

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
Cl1 Fe1 Cl2 177.42(2) . . ?
N3 Fe1 Cl1 90.51(4) . . ?
N3 Fe1 Cl2 87.29(4) . . ?
N3 Fe1 N4 93.06(6) . . ?
N3 Fe1 N2 88.26(6) . . ?
N3 Fe1 N1 176.51(6) . . ?
N4 Fe1 Cl1 89.81(5) . . ?
N4 Fe1 Cl2 88.96(5) . . ?
N4 Fe1 N2 178.67(6) . . ?
N4 Fe1 N1 89.81(6) . . ?
N2 Fe1 Cl1 90.34(5) . . ?
N2 Fe1 Cl2 90.94(5) . . ?
N1 Fe1 Cl1 91.48(5) . . ?
N1 Fe1 Cl2 90.79(5) . . ?
N1 Fe1 N2 88.87(6) . . ?
C11 N3 Fe1 120.03(14) . . ?
C15 N3 Fe1 122.97(13) . . ?
C15 N3 C11 116.60(18) . . ?
C16 N4 Fe1 120.64(14) . . ?
C20 N4 Fe1 122.27(14) . . ?
C20 N4 C16 117.08(18) . . ?
C10 N2 Fe1 121.14(18) . . ?
C6 N2 Fe1 121.82(16) . . ?
C6 N2 C10 116.9(2) . . ?
N3 C11 C12 123.4(2) . . ?
C1 N1 Fe1 121.48(15) . . ?
C1 N1 C5 116.1(2) . . ?
C5 N1 Fe1 122.33(16) . . ?
N3 C15 C14 123.4(2) . . ?
N4 C16 C17 122.9(2) . . ?
N4 C20 C19 123.1(2) . . ?
N1 C1 C2 123.6(3) . . ?
C13 C12 C11 119.2(2) . . ?
C12 C13 C14 118.8(2) . . ?
C15 C14 C13 118.6(2) . . ?
C16 C17 C18 118.8(2) . . ?
N1 C5 C4 123.2(3) . . ?
C3 C4 C5 120.2(3) . . ?
N2 C10 C9 122.8(3) . . ?
C4 C3 C2 117.8(3) . . ?
C8 C9 C10 119.4(3) . . ?
C3 C2 C1 119.1(3) . . ?
N2 C6 C7 124.0(3) . . ?
C18 C19 C20 119.0(3) . . ?
C6 C7 C8 118.2(3) . . ?
C19 C18 C17 119.0(2) . . ?
C9 C8 C7 118.7(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
