# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_SmI2pyz2thf_170k
_database_code_depnum_ccdc_archive 'CCDC 2420160'
loop_
_audit_author_name
_audit_author_address
'Anton Viborg'
;Technical University of Denmark
Denmark
;
_audit_update_record             
;
2025-01-28 deposited with the CCDC.	2025-03-07 downloaded from the CCDC.
;
_audit_creation_date             2024-11-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
loop_
_audit_author_email
antvib@kemi.dtu.dk
majdu@kemi.dtu.dk
nathan.yutronkie@esrf.fr
amitch@dtu.dk
fetri@dtu.dk
nipr@dtu.dk
rogalev@esrf.fr
dawid.pinkowicz@uj.edu.pl
kastp@kemi.dtu.dk
_chemical_name_common            ?
_chemical_name_systematic        
catena-[bis(pyrazine)-tetrahydrofurane-diiodo-samarium(iii)]
_chemical_formula_moiety         'C12 H16 I2 N4 O Sm'
_chemical_formula_sum            'C12 H16 I2 N4 O Sm'
_chemical_formula_weight         636.44
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C12 H16 N4 O I2 Sm '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sm Sm -5.3236 12.2178 '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           11
_space_group_name_H-M_alt        'P 1 21/m 1'
_space_group_name_Hall           '-P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   8.94497(13)
_cell_length_b                   7.93580(13)
_cell_length_c                   12.43051(18)
_cell_angle_alpha                90
_cell_angle_beta                 93.4456(15)
_cell_angle_gamma                90
_cell_volume                     880.79(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8790
_cell_measurement_temperature    169.99(10)
_cell_measurement_theta_max      76.1080
_cell_measurement_theta_min      3.4980
_shelx_estimated_absorpt_T_max   0.331
_shelx_estimated_absorpt_T_min   0.070
_exptl_absorpt_coefficient_mu    52.563
_exptl_absorpt_correction_T_max  0.406
_exptl_absorpt_correction_T_min  0.042
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.44.68a (Rigaku Oxford Diffraction, 2024)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark blue'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    2.400
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plank
_exptl_crystal_F_000             584
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 0 0.0622
-2 0 1 0.0119
2 0 -1 0.0192
0 1 1 0.0264
-1 0 -2 0.0244
0 0 -1 0.0219
0 0 1 0.0052

_exptl_crystal_preparation       
'A tetrahydrofuran solution of SmI2 was added to a melt of pyrazine and cooled.,Magnetic properties'
_exptl_crystal_recrystallization_method 
'Single crystals were obtained directly from the reaction mixture'
_exptl_crystal_size_max          0.108
_exptl_crystal_size_mid          0.039
_exptl_crystal_size_min          0.027
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0000 -1.0001 0.0008 0.1516 -0.1070 -0.0571
-1.9999 0.0001 1.0005 -0.1053 0.0338 -0.3423
1.9999 -0.0001 -1.0005 0.1053 -0.0338 0.3423
-0.0003 1.0002 0.9993 -0.2277 0.0118 0.0335
-0.9991 -0.0001 -2.0000 0.1376 0.2550 -0.1121
0.0003 -0.0001 -1.0001 0.0761 0.0952 0.0236
-0.0003 0.0001 1.0001 -0.0761 -0.0952 -0.0236

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0679
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            18187
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.418
_diffrn_reflns_theta_min         3.562
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.6146
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -66.00  33.00   1.00    3.21    --  -41.06  38.00-180.00   99
  2  ω    -66.00  33.00   1.00    3.21    --  -41.06  38.00 -30.00   99
  3  ω    -66.00  33.00   1.00    3.21    --  -41.06  38.00 -30.00   99
  4  ω    -66.00  33.00   1.00    3.21    --  -41.06  38.00-180.00   99
  5  ω    -66.00  33.00   1.00    3.21    --  -41.06  38.00-120.00   99
  6  ω    -69.00  32.00   1.00    3.21    --  -41.06  57.00  60.00  101
  7  ω      7.00  34.00   1.00    3.21    --   41.06  83.00 -38.55   27
  8  ω      4.00  30.00   1.00    3.21    --   41.06  89.00-137.10   26
  9  ω      6.00  81.00   1.00    3.21    --   41.06 -99.00  60.00   75
 10  ω      7.00  34.00   1.00    3.21    --   41.06  83.00 -13.77   27
 11  ω      5.00  31.00   1.00    3.21    --   41.06  87.00 168.08   26
 12  ω     84.00 178.00   1.00   12.87    --  112.00  30.00-150.00   94
 13  ω     39.00 138.00   1.00   12.87    --  112.00 -45.00-150.00   99
 14  ω     36.00 145.00   1.00   12.87    --  112.00 -77.00-150.00  109
 15  ω     61.00 146.00   1.00   12.87    --  112.00 178.00  90.00   85
 16  ω     39.00 109.00   1.00   12.87    --  112.00-111.00  90.00   70
 17  ω     39.00 109.00   1.00   12.87    --  112.00-111.00 120.00   70
 18  ω     30.00 165.00   1.00   12.87    --  112.00 -15.00   0.00  135
 19  ω     59.00 178.00   1.00   12.87    --  112.00  15.00   0.00  119
 20  ω     39.00 109.00   1.00   12.87    --  112.00-111.00 -30.00   70
 21  ω     29.00 107.00   1.00   12.87    --  112.00 -94.00  30.00   78
 22  ω     39.00 109.00   1.00   12.87    --  112.00-111.00-150.00   70
 23  ω     39.00 109.00   1.00   12.87    --  112.00-111.00-150.00   70
 24  ω     84.00 178.00   1.00   12.87    --  112.00  30.00 -90.00   94
 25  ω     84.00 178.00   1.00   12.87    --  112.00  30.00 -90.00   94
 26  ω     39.00 109.00   1.00   12.87    --  112.00-111.00  60.00   70
 27  ω     40.00 141.00   1.00   12.87    --  112.00 -61.00  90.00  101
 28  ω     84.00 178.00   1.00   12.87    --  112.00  30.00-150.00   94
 29  ω     30.00 165.00   1.00   12.87    --  112.00 -15.00   0.00  135
 30  ω     29.00 107.00   1.00   12.87    --  112.00 -94.00-120.00   78
 31  ω     36.00 145.00   1.00   12.87    --  112.00 -77.00-150.00  109
 32  ω    103.00 178.00   1.00   12.87    --  112.00  77.00 120.00   75
 33  ω     29.00 107.00   1.00   12.87    --  112.00 -94.00-120.00   78
 34  ω   -115.00 -17.00   1.00    3.21    --  -41.06 -38.00   0.00   98
 35  ω      6.00  32.00   1.00    3.21    --   41.06  85.00  48.17   26
 36  ω     13.00 114.00   1.00    3.21    --   41.06  57.00 150.00  101
 37  ω      8.00  42.00   1.00    3.21    --   41.06  81.00 109.64   34
 38  ω      8.00  42.00   1.00    3.21    --   41.06  80.00-106.68   34
 39  ω      7.00  42.00   1.00    3.21    --   41.06  82.00  -0.04   35
 40  ω     17.00 115.00   1.00    3.21    --   41.06  38.00 -90.00   98
 41  ω     27.00  95.00   1.00    3.21    --   41.06-125.00 -90.00   68
 42  ω      6.00  33.00   1.00    3.21    --   41.06  84.00  71.25   27
 43  ω     83.00 121.00   1.00   12.87    --  112.00  61.00 120.00   38
 44  ω     86.00 178.00   1.00   12.87    --  112.00  45.00  30.00   92
 45  ω     84.00 178.00   1.00   12.87    --  112.00  30.00  90.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0145871000
_diffrn_orient_matrix_UB_12      -0.1516003000
_diffrn_orient_matrix_UB_13      -0.0760978000
_diffrn_orient_matrix_UB_21      -0.0645506000
_diffrn_orient_matrix_UB_22      0.1068900000
_diffrn_orient_matrix_UB_23      -0.0952465000
_diffrn_orient_matrix_UB_31      0.1593698000
_diffrn_orient_matrix_UB_32      0.0570966000
_diffrn_orient_matrix_UB_33      -0.0235553000
_diffrn_oxdiff_digest_od_ed      
;

;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1773
_reflns_number_total             1974
_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       'CrysAlisPro 1.171.44.68a (Rigaku OD, 2024)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.136a 64-bit (release 23-08-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.44.68a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         3.106
_refine_diff_density_min         -1.077
_refine_diff_density_rms         0.245
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     115
_refine_ls_number_reflns         1974
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.0550
_refine_ls_R_factor_gt           0.0504
_refine_ls_restrained_S_all      1.032
_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)+(0.1062P)²+0.4527P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1331
_refine_ls_wR_factor_ref         0.1400
_refine_special_details          
'The pendant tetrahydrofuran was refined with rigid bond restraints (RIGU) and similar thermal.displacement parameters for neighboring atoms (SIMU).'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
O1 \\sim C5 \\sim C6 \\sim C7 \\sim C8: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08 within 2A
3. Rigid body (RIGU) restrains
 O1, C5, C6, C7, C8
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Fixed Sof: C5(0.5) H5A(0.5) H5B(0.5) C6(0.5) H6A(0.5) H6B(0.5) C7(0.5)
 H7A(0.5) H7B(0.5) C8(0.5) H8A(0.5) H8B(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B)
5.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
Sm1 Sm 0.18679(5) 0.250000 0.27366(4) 0.0413(2) Uani 1 2 d S T P A .
I1 I -0.10878(7) 0.250000 0.13096(5) 0.0509(2) Uani 1 2 d S T P . .
I2 I 0.50254(6) 0.250000 0.38729(6) 0.0498(2) Uani 1 2 d S T P . .
O1 O 0.3043(9) 0.250000 0.0937(8) 0.0609(18) Uani 1 2 d S TU P . .
N1 N 0.0675(7) 0.4245(8) 0.4112(5) 0.0508(13) Uani 1 1 d . . . . .
N2 N 0.2294(7) 0.5719(8) 0.2399(5) 0.0498(13) Uani 1 1 d . . . . .
C1 C -0.0810(8) 0.4602(11) 0.4126(7) 0.0582(19) Uani 1 1 d . . . . .
H1 H -0.143232 0.434169 0.350159 0.070 Uiso 1 1 calc R U . . .
C2 C 0.1445(8) 0.4710(11) 0.5041(7) 0.0584(19) Uani 1 1 d . . . . .
H2 H 0.249716 0.453088 0.509795 0.070 Uiso 1 1 calc R U . . .
C3 C 0.1345(11) 0.6630(11) 0.1779(6) 0.064(2) Uani 1 1 d . . . . .
H3 H 0.063214 0.605864 0.131266 0.077 Uiso 1 1 calc R U . . .
C4 C 0.3284(9) 0.6634(11) 0.2996(8) 0.0595(19) Uani 1 1 d . . . . .
H4 H 0.402154 0.606245 0.344019 0.071 Uiso 1 1 calc R U . . .
C5 C 0.257(3) 0.317(3) 0.0030(17) 0.093(6) Uani 0.5 1 d . U P A -1
H5A H 0.282514 0.438154 0.004342 0.112 Uiso 0.5 1 calc R U P A -1
H5B H 0.146962 0.306672 -0.004841 0.112 Uiso 0.5 1 calc R U P A -1
C6 C 0.436(3) 0.166(4) 0.075(2) 0.115(8) Uani 0.5 1 d . U P A -1
H6A H 0.428615 0.046625 0.097495 0.139 Uiso 0.5 1 calc R U P A -1
H6B H 0.520935 0.218567 0.117634 0.139 Uiso 0.5 1 calc R U P A -1
C7 C 0.324(3) 0.236(14) -0.0954(18) 0.106(9) Uani 0.5 1 d . U P A -1
H7A H 0.261379 0.142564 -0.125674 0.128 Uiso 0.5 1 calc R U P A -1
H7B H 0.341669 0.319442 -0.152403 0.128 Uiso 0.5 1 calc R U P A -1
C8 C 0.459(4) 0.178(4) -0.043(3) 0.120(8) Uani 0.5 1 d . U P A -1
H8A H 0.542100 0.256730 -0.055839 0.144 Uiso 0.5 1 calc R U P A -1
H8B H 0.485770 0.065556 -0.071510 0.144 Uiso 0.5 1 calc R U P A -1


_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
Sm1 I1 3.0940(7) . ?
Sm1 I2 3.0810(7) . ?
Sm1 O1 2.529(9) . ?
Sm1 N1 2.490(6) . ?
Sm1 N1 2.490(6) 4_565 ?
Sm1 N2 2.620(7) . ?
Sm1 N2 2.620(7) 4_565 ?
O1 C5 1.29(2) . ?
O1 C6 1.38(2) . ?
N1 C1 1.359(10) . ?
N1 C2 1.360(10) . ?
N2 C3 1.327(10) . ?
N2 C4 1.335(10) . ?
C1 H1 0.9500 . ?
C1 C2 1.328(11) 3_566 ?
C2 H2 0.9500 . ?
C3 C3 1.381(17) 4_575 ?
C3 H3 0.9500 . ?
C4 C4 1.375(17) 4_575 ?
C4 H4 0.9500 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C7 1.53(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C8 1.50(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.42(5) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?

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
I2 Sm1 I1 172.32(3) . . ?
O1 Sm1 I1 83.04(19) . . ?
O1 Sm1 I2 89.28(19) . . ?
O1 Sm1 N2 77.66(14) . . ?
O1 Sm1 N2 77.65(14) . 4_565 ?
N1 Sm1 I1 90.40(15) . . ?
N1 Sm1 I1 90.40(15) 4_565 . ?
N1 Sm1 I2 95.98(15) . . ?
N1 Sm1 I2 95.98(15) 4_565 . ?
N1 Sm1 O1 145.66(16) 4_565 . ?
N1 Sm1 O1 145.66(16) . . ?
N1 Sm1 N1 67.6(3) . 4_565 ?
N1 Sm1 N2 136.4(2) . 4_565 ?
N1 Sm1 N2 68.9(2) . . ?
N1 Sm1 N2 68.9(2) 4_565 4_565 ?
N1 Sm1 N2 136.4(2) 4_565 . ?
N2 Sm1 I1 92.05(14) 4_565 . ?
N2 Sm1 I1 92.05(14) . . ?
N2 Sm1 I2 86.28(14) 4_565 . ?
N2 Sm1 I2 86.28(14) . . ?
N2 Sm1 N2 154.3(3) 4_565 . ?
C5 O1 Sm1 129.9(11) . . ?
C5 O1 C6 106.8(17) . . ?
C6 O1 Sm1 123.2(13) . . ?
C1 N1 Sm1 125.7(5) . . ?
C1 N1 C2 112.2(6) . . ?
C2 N1 Sm1 121.2(5) . . ?
C3 N2 Sm1 122.0(5) . . ?
C3 N2 C4 114.0(7) . . ?
C4 N2 Sm1 122.7(5) . . ?
N1 C1 H1 118.0 . . ?
C2 C1 N1 124.0(7) 3_566 . ?
C2 C1 H1 118.0 3_566 . ?
N1 C2 H2 118.1 . . ?
C1 C2 N1 123.7(7) 3_566 . ?
C1 C2 H2 118.1 3_566 . ?
N2 C3 C3 123.0(5) . 4_575 ?
N2 C3 H3 118.5 . . ?
C3 C3 H3 118.5 4_575 . ?
N2 C4 C4 123.0(5) . 4_575 ?
N2 C4 H4 118.5 . . ?
C4 C4 H4 118.5 4_575 . ?
O1 C5 H5A 108.8 . . ?
O1 C5 H5B 108.8 . . ?
O1 C5 C7 114(3) . . ?
H5A C5 H5B 107.7 . . ?
C7 C5 H5A 108.8 . . ?
C7 C5 H5B 108.8 . . ?
O1 C6 H6A 110.2 . . ?
O1 C6 H6B 110.2 . . ?
O1 C6 C8 108(2) . . ?
H6A C6 H6B 108.5 . . ?
C8 C6 H6A 110.2 . . ?
C8 C6 H6B 110.2 . . ?
C5 C7 H7A 112.2 . . ?
C5 C7 H7B 112.2 . . ?
H7A C7 H7B 109.8 . . ?
C8 C7 C5 98(2) . . ?
C8 C7 H7A 112.2 . . ?
C8 C7 H7B 112.2 . . ?
C6 C8 H8A 110.2 . . ?
C6 C8 H8B 110.2 . . ?
C7 C8 C6 108(2) . . ?
C7 C8 H8A 110.2 . . ?
C7 C8 H8B 110.2 . . ?
H8A C8 H8B 108.5 . . ?

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
Sm1 O1 C5 C7 -158(3) . . . . ?
Sm1 O1 C6 C8 173.2(17) . . . . ?
Sm1 N1 C1 C2 168.2(7) . . . 3_566 ?
Sm1 N1 C2 C1 -168.7(8) . . . 3_566 ?
Sm1 N2 C3 C3 164.78(18) . . . 4_575 ?
Sm1 N2 C4 C4 -164.69(19) . . . 4_575 ?
O1 C5 C7 C8 -27(6) . . . . ?
O1 C6 C8 C7 -13(6) . . . . ?
C1 N1 C2 C1 1.3(15) . . . 3_566 ?
C2 N1 C1 C2 -1.3(15) . . . 3_566 ?
C3 N2 C4 C4 2.3(9) . . . 4_575 ?
C4 N2 C3 C3 -2.3(9) . . . 4_575 ?
C5 O1 C6 C8 -4(3) . . . . ?
C5 C7 C8 C6 21(6) . . . . ?
C6 O1 C5 C7 20(4) . . . . ?

_olex2_exptl_crystal_mounting_method 
'Crystals were covered in polybutene oil under an inert atmosphere and transferred to a nylon loop placed under a stream of nitrogen gas'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 5.202
_oxdiff_exptl_absorpt_empirical_full_min 0.467

# start Validation Reply Form
_vrf_PLAT971_SmI2pyz2thf_170k    
;
PROBLEM: Check Calcd Resid. Dens.  0.63Ang From Sm1             2.93 eA-3  
RESPONSE: Residual maximum and minimum electron density present near 
heavy atoms due to insufficiency of the absorption correction.
;
# end Validation Reply Form
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# 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_SmI2pyz2thf_230k
_database_code_depnum_ccdc_archive 'CCDC 2420161'
loop_
_audit_author_name
_audit_author_address
'Anton Viborg'
;Technical University of Denmark
Denmark
;
_audit_update_record             
;
2025-01-28 deposited with the CCDC.	2025-03-07 downloaded from the CCDC.
;
_audit_creation_date             2024-11-14
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
loop_
_audit_author_email
antvib@kemi.dtu.dk
majdu@kemi.dtu.dk
nathan.yutronkie@esrf.fr
amitch@dtu.dk
fetri@dtu.dk
nipr@dtu.dk
rogalev@esrf.fr
dawid.pinkowicz@uj.edu.pl
kastp@kemi.dtu.dk
_chemical_name_common            ?
_chemical_name_systematic        
catena-[bis(pyrazine)-tetrahydrofuran-diiodo-samarium(ii)
_chemical_formula_moiety         'C12 H16 I2 N4 O Sm'
_chemical_formula_sum            'C12 H16 I2 N4 O Sm'
_chemical_formula_weight         636.44
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C12 H16 N4 I2 Sm '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sm Sm -5.3236 12.2178 '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           11
_space_group_name_H-M_alt        'P 1 21/m 1'
_space_group_name_Hall           '-P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   9.0249(3)
_cell_length_b                   8.0968(3)
_cell_length_c                   12.6429(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.567(3)
_cell_angle_gamma                90
_cell_volume                     920.92(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7966
_cell_measurement_temperature    230.00(10)
_cell_measurement_theta_max      76.3680
_cell_measurement_theta_min      3.4600
_shelx_estimated_absorpt_T_max   0.272
_shelx_estimated_absorpt_T_min   0.072
_exptl_absorpt_coefficient_mu    50.273
_exptl_absorpt_correction_T_max  0.287
_exptl_absorpt_correction_T_min  0.023
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.44.68a (Rigaku Oxford Diffraction, 2024)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark blue'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    2.295
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plank
_exptl_crystal_F_000             584
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 0 0.0570
0 1 1 0.0348
-1 0 1 0.0073
2 0 -1 0.0239
-2 0 1 0.0135
0 0 1 0.0100
0 0 -1 0.0251
0 1 -1 0.0539
0 -1 1 0.0420

_exptl_crystal_preparation       
'A tetrahydrofuran solution of SmI2 was added to a melt of pyrazine and cooled.,Magnetic properties'
_exptl_crystal_recrystallization_method 
'Single crystals were obtained directly from the reaction mixture?'
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.049
_exptl_crystal_size_min          0.035
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0014 -1.0037 -0.0015 0.1492 -0.1050 -0.0566
0.0012 1.0032 1.0034 -0.2241 0.0107 0.0343
-1.0012 -0.0003 1.0045 -0.0886 -0.0291 -0.1801
2.0021 0.0002 -1.0070 0.1024 -0.0361 0.3380
-2.0021 -0.0002 1.0070 -0.1024 0.0361 -0.3380
-0.0002 -0.0005 1.0019 -0.0748 -0.0943 -0.0222
0.0002 0.0005 -1.0019 0.0748 0.0943 0.0222
0.0015 1.0042 -1.0005 -0.0744 0.1993 0.0788
-0.0015 -1.0042 1.0005 0.0744 -0.1993 -0.0788

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0839
_diffrn_reflns_av_unetI/netI     0.0345
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            19277
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.975
_diffrn_reflns_theta_min         3.507
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      230.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.6146
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -69.00  32.00   1.00    2.50    --  -41.18  57.00-180.00  101
  2  ω   -115.00 -17.00   1.00    2.50    --  -41.18 -38.00  30.00   98
  3  ω      8.00  42.00   1.00    2.50    --   41.18  80.00  42.26   34
  4  ω    -31.00  69.00   1.00    2.50    --   41.18 -57.00 -90.00  100
  5  ω      6.00  32.00   1.00    2.50    --   41.18  85.00 -48.42   26
  6  ω     27.00  95.00   1.00    2.50    --   41.18-125.00-120.00   68
  7  ω     36.00 145.00   1.00   10.00    --  112.00 -77.00  30.00  109
  8  ω     39.00 109.00   1.00   10.00    --  112.00-111.00 -60.00   70
  9  ω     36.00 145.00   1.00   10.00    --  112.00 -77.00 -60.00  109
 10  ω     36.00 140.00   1.00   10.00    --  112.00 -30.00-120.00  104
 11  ω     58.00 151.00   1.00   10.00    --  112.00-178.00-120.00   93
 12  ω     39.00 109.00   1.00   10.00    --  112.00-111.00 -90.00   70
 13  ω    104.00 178.00   1.00   10.00    --  112.00 111.00-180.00   74
 14  ω     39.00 109.00   1.00   10.00    --  112.00-111.00 150.00   70
 15  ω     40.00 141.00   1.00   10.00    --  112.00 -61.00 150.00  101
 16  ω     40.00 141.00   1.00   10.00    --  112.00 -61.00 -30.00  101
 17  ω     36.00 140.00   1.00   10.00    --  112.00 -30.00 120.00  104
 18  ω    103.00 178.00   1.00   10.00    --  112.00  77.00-150.00   75
 19  ω     29.00 107.00   1.00   10.00    --  112.00 -94.00 -60.00   78
 20  ω     29.00 107.00   1.00   10.00    --  112.00 -94.00 -60.00   78
 21  ω     36.00 140.00   1.00   10.00    --  112.00 -30.00 -30.00  104
 22  ω     36.00 140.00   1.00   10.00    --  112.00 -30.00 -30.00  104
 23  ω     39.00 109.00   1.00   10.00    --  112.00-111.00  60.00   70
 24  ω     58.00 151.00   1.00   10.00    --  112.00-178.00-120.00   93
 25  ω     39.00 109.00   1.00   10.00    --  112.00-111.00-120.00   70
 26  ω     40.00 141.00   1.00   10.00    --  112.00 -61.00 150.00  101
 27  ω     39.00 109.00   1.00   10.00    --  112.00-111.00-180.00   70
 28  ω     24.00 178.00   1.00   10.00    --  112.00   0.00-150.00  154
 29  ω    -66.00  33.00   1.00    2.50    --  -41.18  38.00 120.00   99
 30  ω   -115.00 -17.00   1.00    2.50    --  -41.18 -38.00-180.00   98
 31  ω      9.00  42.00   1.00    2.50    --   41.18  77.00  -7.59   33
 32  ω      7.00  42.00   1.00    2.50    --   41.18  82.00 170.12   35
 33  ω      6.00  32.00   1.00    2.50    --   41.18  85.00 149.80   26
 34  ω      7.00  42.00   1.00    2.50    --   41.18  82.00-141.46   35
 35  ω     59.00 178.00   1.00   10.00    --  112.00  15.00   0.00  119
 36  ω     86.00 178.00   1.00   10.00    --  112.00  45.00-150.00   92
 37  ω     83.00 178.00   1.00   10.00    --  112.00  61.00  90.00   95
 38  ω     83.00 178.00   1.00   10.00    --  112.00  61.00 150.00   95
 39  ω     84.00 178.00   1.00   10.00    --  112.00  30.00 -90.00   94
 40  ω     84.00 178.00   1.00   10.00    --  112.00  30.00  60.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0135756000
_diffrn_orient_matrix_UB_12      -0.1485796000
_diffrn_orient_matrix_UB_13      -0.0747654000
_diffrn_orient_matrix_UB_21      -0.0653471000
_diffrn_orient_matrix_UB_22      0.1048174000
_diffrn_orient_matrix_UB_23      -0.0940922000
_diffrn_orient_matrix_UB_31      0.1577057000
_diffrn_orient_matrix_UB_32      0.0561714000
_diffrn_orient_matrix_UB_33      -0.0221292000
_diffrn_oxdiff_digest_od_ed      
;

;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1763
_reflns_number_total             2080
_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       'CrysAlisPro 1.171.44.68a (Rigaku OD, 2024)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.136a 64-bit (release 23-08-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.44.68a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         2.761
_refine_diff_density_min         -1.649
_refine_diff_density_rms         0.207
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     115
_refine_ls_number_reflns         2080
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.0567
_refine_ls_R_factor_gt           0.0499
_refine_ls_restrained_S_all      1.036
_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)+(0.0992P)²+0.8628P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1382
_refine_ls_wR_factor_ref         0.1494
_refine_special_details          
'The pendant tetrahydrofuran was refined with rigid bond restraints (RIGU) and similar thermal displacement parameters for neighboring atoms (SIMU).'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
O1 \\sim C6 \\sim C8 \\sim C7 \\sim C5: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08 within 2A
3. Rigid body (RIGU) restrains
 O1, C6, C8, C7, C5
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Fixed Sof: C6(0.5) H6A(0.5) H6B(0.5) C8(0.5) H8A(0.5) H8B(0.5) C7(0.5)
 H7A(0.5) H7B(0.5) C5(0.5) H5A(0.5) H5B(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C8(H8A,H8B), C7(H7A,H7B), C5(H5A,H5B)
5.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C3(H3), C2(H2), C1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Sm1 Sm 0.69663(5) 0.750000 0.26633(3) 0.0449(2) Uani 1 2 d S T P A .
I1 I 1.00898(7) 0.750000 0.39966(5) 0.0559(2) Uani 1 2 d S T P . .
I2 I 0.38517(7) 0.750000 0.13111(5) 0.0596(2) Uani 1 2 d S T P . .
N2 N 0.7401(8) 0.4234(8) 0.2364(4) 0.0589(14) Uani 1 1 d . . . . .
N1 N 0.5673(7) 0.9319(9) 0.4140(5) 0.0585(14) Uani 1 1 d . . . . .
C4 C 0.6437(10) 0.3355(11) 0.1750(6) 0.070(2) Uani 1 1 d . . . . .
H4 H 0.572732 0.391328 0.129741 0.084 Uiso 1 1 calc R U . . .
C3 C 0.8402(9) 0.3365(10) 0.2958(7) 0.0672(19) Uani 1 1 d . . . . .
H3 H 0.913155 0.392873 0.339116 0.081 Uiso 1 1 calc R U . . .
C2 C 0.4210(9) 0.9590(11) 0.4114(6) 0.0638(18) Uani 1 1 d . . . . .
H2 H 0.361224 0.930447 0.349842 0.077 Uiso 1 1 calc R U . . .
C1 C 0.6455(9) 0.9727(12) 0.5045(7) 0.068(2) Uani 1 1 d . . . . .
H1 H 0.748634 0.954222 0.510942 0.081 Uiso 1 1 calc R U . . .
O1 O 0.8110(9) 0.750000 0.0840(8) 0.074(2) Uani 1 2 d S TU P . .
C6 C 0.745(3) 0.703(4) -0.0109(19) 0.107(7) Uani 0.5 1 d . U P A -1
H6A H 0.653479 0.766466 -0.025464 0.128 Uiso 0.5 1 calc R U P A -1
H6B H 0.717552 0.585975 -0.006872 0.128 Uiso 0.5 1 calc R U P A -1
C8 C 0.834(3) 0.724(6) -0.0951(18) 0.118(9) Uani 0.5 1 d . U P A -1
H8A H 0.828840 0.836900 -0.122517 0.142 Uiso 0.5 1 calc R U P A -1
H8B H 0.807378 0.646072 -0.152959 0.142 Uiso 0.5 1 calc R U P A -1
C7 C 0.983(3) 0.686(4) -0.041(2) 0.131(9) Uani 0.5 1 d . U P A -1
H7A H 1.021996 0.581720 -0.066402 0.158 Uiso 0.5 1 calc R U P A -1
H7B H 1.053751 0.774908 -0.051623 0.158 Uiso 0.5 1 calc R U P A -1
C5 C 0.948(3) 0.674(4) 0.071(2) 0.116(7) Uani 0.5 1 d . U P A -1
H5A H 0.944225 0.558094 0.092280 0.140 Uiso 0.5 1 calc R U P A -1
H5B H 1.026394 0.728875 0.116678 0.140 Uiso 0.5 1 calc R U P A -1


_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
Sm1 I1 3.1672(7) . ?
Sm1 I2 3.1715(7) . ?
Sm1 N2 2.704(7) . ?
Sm1 N2 2.704(7) 4_575 ?
Sm1 N1 2.714(6) . ?
Sm1 N1 2.714(6) 4_575 ?
Sm1 O1 2.599(9) . ?
N2 C4 1.326(10) . ?
N2 C3 1.330(10) . ?
N1 C2 1.336(10) . ?
N1 C1 1.337(10) . ?
C4 C4 1.384(18) 4_565 ?
C4 H4 0.9400 . ?
C3 C3 1.401(16) 4_565 ?
C3 H3 0.9400 . ?
C2 H2 0.9400 . ?
C2 C1 1.378(11) 3_676 ?
C1 H1 0.9400 . ?
O1 C6 1.35(2) . ?
O1 C5 1.40(2) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 C8 1.39(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 C7 1.49(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 C5 1.48(4) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?

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
I1 Sm1 I2 179.54(2) . . ?
N2 Sm1 I1 86.66(13) 4_575 . ?
N2 Sm1 I1 86.66(13) . . ?
N2 Sm1 I2 93.25(13) . . ?
N2 Sm1 I2 93.25(13) 4_575 . ?
N2 Sm1 N2 155.8(3) . 4_575 ?
N2 Sm1 N1 68.96(19) 4_575 . ?
N2 Sm1 N1 134.6(2) . . ?
N2 Sm1 N1 134.6(2) 4_575 4_575 ?
N2 Sm1 N1 68.96(19) . 4_575 ?
N1 Sm1 I1 92.70(13) . . ?
N1 Sm1 I1 92.70(13) 4_575 . ?
N1 Sm1 I2 87.69(13) . . ?
N1 Sm1 I2 87.69(13) 4_575 . ?
N1 Sm1 N1 65.7(3) 4_575 . ?
O1 Sm1 I1 94.16(19) . . ?
O1 Sm1 I2 85.38(19) . . ?
O1 Sm1 N2 78.67(13) . 4_575 ?
O1 Sm1 N2 78.67(13) . . ?
O1 Sm1 N1 146.41(16) . 4_575 ?
O1 Sm1 N1 146.41(16) . . ?
C4 N2 Sm1 120.8(5) . . ?
C4 N2 C3 115.6(7) . . ?
C3 N2 Sm1 122.5(5) . . ?
C2 N1 Sm1 123.4(5) . . ?
C2 N1 C1 115.7(6) . . ?
C1 N1 Sm1 119.8(5) . . ?
N2 C4 C4 122.5(5) . 4_565 ?
N2 C4 H4 118.8 . . ?
C4 C4 H4 118.8 4_565 . ?
N2 C3 C3 121.9(4) . 4_565 ?
N2 C3 H3 119.0 . . ?
C3 C3 H3 119.0 4_565 . ?
N1 C2 H2 118.8 . . ?
N1 C2 C1 122.5(7) . 3_676 ?
C1 C2 H2 118.8 3_676 . ?
N1 C1 C2 121.8(7) . 3_676 ?
N1 C1 H1 119.1 . . ?
C2 C1 H1 119.1 3_676 . ?
C6 O1 Sm1 127.6(11) . . ?
C6 O1 C5 95.9(18) . . ?
C5 O1 Sm1 121.3(13) . . ?
O1 C6 H6A 108.8 . . ?
O1 C6 H6B 108.8 . . ?
O1 C6 C8 113.9(19) . . ?
H6A C6 H6B 107.7 . . ?
C8 C6 H6A 108.8 . . ?
C8 C6 H6B 108.8 . . ?
C6 C8 H8A 111.7 . . ?
C6 C8 H8B 111.7 . . ?
C6 C8 C7 100(2) . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8A 111.7 . . ?
C7 C8 H8B 111.7 . . ?
C8 C7 H7A 111.4 . . ?
C8 C7 H7B 111.4 . . ?
H7A C7 H7B 109.3 . . ?
C5 C7 C8 101.6(19) . . ?
C5 C7 H7A 111.4 . . ?
C5 C7 H7B 111.4 . . ?
O1 C5 C7 110(2) . . ?
O1 C5 H5A 109.7 . . ?
O1 C5 H5B 109.7 . . ?
C7 C5 H5A 109.7 . . ?
C7 C5 H5B 109.7 . . ?
H5A C5 H5B 108.2 . . ?

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
Sm1 N2 C4 C4 -165.93(16) . . . 4_565 ?
Sm1 N2 C3 C3 165.71(18) . . . 4_565 ?
Sm1 N1 C2 C1 168.8(7) . . . 3_676 ?
Sm1 N1 C1 C2 -169.3(7) . . . 3_676 ?
Sm1 O1 C6 C8 178(2) . . . . ?
Sm1 O1 C5 C7 177.3(18) . . . . ?
C4 N2 C3 C3 -2.0(9) . . . 4_565 ?
C3 N2 C4 C4 2.0(9) . . . 4_565 ?
C2 N1 C1 C2 -1.1(16) . . . 3_676 ?
C1 N1 C2 C1 1.1(16) . . . 3_676 ?
O1 C6 C8 C7 35(4) . . . . ?
C6 O1 C5 C7 36(3) . . . . ?
C6 C8 C7 C5 -8(4) . . . . ?
C8 C7 C5 O1 -18(4) . . . . ?
C5 O1 C6 C8 -45(3) . . . . ?

_olex2_exptl_crystal_mounting_method 
'Crystals were covered in polybutene oil under an inert atmosphere and transferred to a nylon loop, then placed under a nitrogen stream'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.889
_oxdiff_exptl_absorpt_empirical_full_min 0.402

# start Validation Reply Form
_vrf_PLAT971_SmI2pyz2thf_230k    
;
PROBLEM: Check Calcd Resid. Dens.  0.79Ang From Sm1             2.80 eA-3  
RESPONSE: Residual maximum and minimum electron density present near 
heavy atoms due to insufficiency of the absorption correction.
;
# end Validation Reply Form
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# 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_SrI2pyz2thf_295K
_database_code_depnum_ccdc_archive 'CCDC 2420164'
loop_
_audit_author_name
_audit_author_address
'Anton Viborg'
;Technical University of Denmark
Denmark
;
_audit_update_record             
;
2025-01-28 deposited with the CCDC.	2025-03-07 downloaded from the CCDC.
;
_audit_creation_date             2024-11-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
loop_
_audit_author_email
antvib@kemi.dtu.dk
majdu@kemi.dtu.dk
nathan.yutronkie@esrf.fr
amitch@dtu.dk
fetri@dtu.dk
nipr@dtu.dk
rogalev@esrf.fr
dawid.pinkowicz@uj.edu.pl
kastp@kemi.dtu.dk
_chemical_name_common            ?
_chemical_name_systematic        
catena-[bis(pyrazine)-tetrahydrofuran-diiodo-samarium(ii)]
_chemical_formula_moiety         'C12 H16 I2 N4 O Sr'
_chemical_formula_sum            'C12 H16 I2 N4 O Sr'
_chemical_formula_weight         573.71
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C12 H16 N4 O Sr I2'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sr Sr -0.3528 1.8200 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 '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           11
_space_group_name_H-M_alt        'P 1 21/m 1'
_space_group_name_Hall           '-P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   9.07390(10)
_cell_length_b                   8.20390(10)
_cell_length_c                   12.71610(10)
_cell_angle_alpha                90
_cell_angle_beta                 94.7400(10)
_cell_angle_gamma                90
_cell_volume                     943.366(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8852
_cell_measurement_temperature    294.99(10)
_cell_measurement_theta_max      76.3140
_cell_measurement_theta_min      3.4370
_shelx_estimated_absorpt_T_max   0.175
_shelx_estimated_absorpt_T_min   0.025
_exptl_absorpt_coefficient_mu    29.678
_exptl_absorpt_correction_T_max  0.583
_exptl_absorpt_correction_T_min  0.031
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.44.68a (Rigaku Oxford Diffraction, 2024)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.020
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plank
_exptl_crystal_F_000             536
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 0 0.2519
0 1 0 0.2208
0 0 -1 0.0328
0 0 1 0.0738
1 0 0 0.0244
-1 0 0 0.0762
1 0 2 0.0636
-1 0 -2 0.0377
1 0 -2 0.0177
-1 0 2 0.0723

_exptl_crystal_preparation       
'A warm solution of strontiumdiiodide in tetrahydrofuran was added to a melt of pyrazine and left to cool'
_exptl_crystal_recrystallization_method 
'Single crystals were obtained directly from the reaction mixture'
_exptl_crystal_size_max          0.473
_exptl_crystal_size_mid          0.112
_exptl_crystal_size_min          0.09
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0011 -1.0012 0.0023 -0.1776 0.0209 -0.0583
-0.0011 1.0012 -0.0023 0.1776 -0.0209 0.0583
-0.0036 0.0003 -0.9990 -0.0130 -0.1208 -0.0038
0.0036 -0.0003 0.9990 0.0130 0.1208 0.0038
1.0012 0.0010 -0.0070 -0.0515 0.0146 0.1618
-1.0012 -0.0010 0.0070 0.0515 -0.0146 -0.1618
1.0084 0.0004 1.9911 -0.0255 0.2561 0.1693
-1.0084 -0.0004 -1.9911 0.0255 -0.2561 -0.1693
0.9940 0.0017 -2.0051 -0.0774 -0.2269 0.1543
-0.9940 -0.0017 2.0051 0.0774 0.2269 -0.1543

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_av_unetI/netI     0.0210
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9871
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.462
_diffrn_reflns_theta_min         3.488
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      294.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.6146
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -81.00  15.00   1.00    5.00    --  -41.18  99.00-134.00   96
  2  ω      6.00  81.00   1.00    5.00    --   41.18 -99.00 119.00   75
  3  ω     32.00 107.00   1.00   15.00    --  112.00 -99.00 119.00   75
  4  ω    104.00 178.00   1.00   15.00    --  112.00  99.00-134.00   74
  5  ω   -121.00   0.00   1.00    5.00    --  -41.18 -19.00  90.00  121
  6  ω   -121.00   0.00   1.00    5.00    --  -41.18 -19.00  90.00  121
  7  ω     17.00 115.00   1.00    5.00    --   41.18  38.00  60.00   98
  8  ω    104.00 178.00   1.00   15.00    --  112.00 111.00-180.00   74
  9  ω     39.00 109.00   1.00   15.00    --  112.00-111.00-150.00   70
 10  ω     39.00 109.00   1.00   15.00    --  112.00-111.00-150.00   70
 11  ω    104.00 178.00   1.00   15.00    --  112.00 111.00 120.00   74
 12  ω    103.00 178.00   1.00   15.00    --  112.00  77.00-150.00   75
 13  ω    103.00 178.00   1.00   15.00    --  112.00  77.00-150.00   75
 14  ω     39.00 138.00   1.00   15.00    --  112.00 -45.00 120.00   99
 15  ω     36.00 145.00   1.00   15.00    --  112.00 -77.00 120.00  109
 16  ω     36.00 140.00   1.00   15.00    --  112.00 -30.00 120.00  104
 17  ω     36.00 140.00   1.00   15.00    --  112.00 -30.00 120.00  104
 18  ω     39.00 109.00   1.00   15.00    --  112.00-111.00  60.00   70
 19  ω    104.00 178.00   1.00   15.00    --  112.00 111.00  90.00   74
 20  ω    -69.00  32.00   1.00    5.00    --  -41.18  57.00  30.00  101
 21  ω   -115.00 -17.00   1.00    5.00    --  -41.18 -38.00-120.00   98
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0515093000
_diffrn_orient_matrix_UB_12      0.1773255000
_diffrn_orient_matrix_UB_13      0.0132324000
_diffrn_orient_matrix_UB_21      0.0154692000
_diffrn_orient_matrix_UB_22      -0.0206271000
_diffrn_orient_matrix_UB_23      0.1208135000
_diffrn_orient_matrix_UB_31      0.1615661000
_diffrn_orient_matrix_UB_32      0.0584613000
_diffrn_orient_matrix_UB_33      0.0032059000
_diffrn_oxdiff_digest_od_ed      
;

;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2082
_reflns_number_total             2106
_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       'CrysAlisPro 1.171.44.68a (Rigaku OD, 2024)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.136a 64-bit (release 23-08-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.44.68a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.489
_refine_diff_density_min         -1.351
_refine_diff_density_rms         0.180
_refine_ls_extinction_coef       0.0022(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     116
_refine_ls_number_reflns         2106
_refine_ls_number_restraints     30
_refine_ls_R_factor_all          0.0365
_refine_ls_R_factor_gt           0.0364
_refine_ls_restrained_S_all      1.097
_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)+(0.0716P)²+0.9240P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1039
_refine_ls_wR_factor_ref         0.1042
_refine_special_details          
'The pendant tetrahydrofuran was refined with rigid bond restraints (RIGU) and similar thermal.displacement parameters for neighboring atoms (SIMU).'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
O1 \\sim C6 \\sim C8 \\sim C7 \\sim C5: within 2A with sigma of 0.02 and sigma
for terminal atoms of 0.04 within 2A
3. Others
 Fixed Sof: C6(0.5) H6A(0.5) H6B(0.5) C8(0.5) H8A(0.5) H8B(0.5) C7(0.5)
 H7A(0.5) H7B(0.5) C5(0.5) H5A(0.5) H5B(0.5)
4.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C8(H8A,H8B), C7(H7A,H7B), C5(H5A,H5B)
4.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C3(H3), C2(H2), C1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
I2 I 1.01093(4) 0.250000 0.90275(3) 0.04248(17) Uani 1 2 d S T P . .
I1 I 0.38291(4) 0.250000 0.63049(3) 0.04660(18) Uani 1 2 d S T P . .
Sr1 Sr 0.69902(4) 0.250000 0.76412(3) 0.02400(17) Uani 1 2 d S T P A .
N2 N 0.7422(4) 0.5799(4) 0.7349(2) 0.0390(7) Uani 1 1 d . . . . .
N1 N 0.5664(4) 0.4321(4) 0.9148(3) 0.0453(8) Uani 1 1 d . . . . .
C4 C 0.8420(5) 0.6667(5) 0.7938(3) 0.0443(9) Uani 1 1 d . . . . .
H4 H 0.914142 0.611972 0.836366 0.053 Uiso 1 1 calc R U . . .
C3 C 0.6452(5) 0.6675(5) 0.6743(3) 0.0489(10) Uani 1 1 d . . . . .
H3 H 0.574571 0.613130 0.630187 0.059 Uiso 1 1 calc R U . . .
C2 C 0.6440(5) 0.4739(6) 1.0042(4) 0.0516(10) Uani 1 1 d . . . . .
H2 H 0.745724 0.457190 1.010144 0.062 Uiso 1 1 calc R U . . .
C1 C 0.4212(5) 0.4590(6) 0.9118(3) 0.0519(10) Uani 1 1 d . . . . .
H1 H 0.362080 0.431707 0.851137 0.062 Uiso 1 1 calc R U . . .
O1 O 0.8103(5) 0.250000 0.5850(3) 0.0533(10) Uani 1 2 d S TU P . .
C6 C 0.9495(12) 0.190(2) 0.5719(9) 0.094(4) Uani 0.5 1 d . U P A -1
H6A H 0.958592 0.080821 0.600496 0.112 Uiso 0.5 1 calc R U P A -1
H6B H 1.023061 0.258319 0.610214 0.112 Uiso 0.5 1 calc R U P A -1
C8 C 0.9766(17) 0.187(2) 0.4598(10) 0.111(5) Uani 0.5 1 d . U P A -1
H8A H 1.009890 0.080634 0.439242 0.133 Uiso 0.5 1 calc R U P A -1
H8B H 1.050249 0.267820 0.444536 0.133 Uiso 0.5 1 calc R U P A -1
C7 C 0.8311(16) 0.227(5) 0.4044(8) 0.101(6) Uani 0.5 1 d . U P A -1
H7A H 0.841910 0.305231 0.348227 0.121 Uiso 0.5 1 calc R U P A -1
H7B H 0.783394 0.130011 0.374662 0.121 Uiso 0.5 1 calc R U P A -1
C5 C 0.7450(13) 0.2981(18) 0.4869(8) 0.082(4) Uani 0.5 1 d . U P A -1
H5A H 0.744593 0.416098 0.481713 0.098 Uiso 0.5 1 calc R U P A -1
H5B H 0.643517 0.260022 0.478022 0.098 Uiso 0.5 1 calc R U P A -1


_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
I2 Sr1 3.2083(4) . ?
I1 Sr1 3.2107(4) . ?
Sr1 N2 2.764(3) . ?
Sr1 N2 2.764(3) 4_565 ?
Sr1 N1 2.781(3) 4_565 ?
Sr1 N1 2.781(3) . ?
Sr1 O1 2.567(4) . ?
N2 C4 1.332(5) . ?
N2 C3 1.332(5) . ?
N1 C2 1.332(6) . ?
N1 C1 1.334(5) . ?
C4 C4 1.367(8) 4_575 ?
C4 H4 0.9300 . ?
C3 C3 1.354(9) 4_575 ?
C3 H3 0.9300 . ?
C2 H2 0.9300 . ?
C2 C1 1.378(6) 3_667 ?
C1 H1 0.9300 . ?
O1 C6 1.377(11) . ?
O1 C5 1.393(11) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C8 1.466(14) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C7 1.48(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C5 1.48(2) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?

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
I2 Sr1 I1 178.629(13) . . ?
N2 Sr1 I2 86.87(7) 4_565 . ?
N2 Sr1 I2 86.87(7) . . ?
N2 Sr1 I1 93.39(7) 4_565 . ?
N2 Sr1 I1 93.39(7) . . ?
N2 Sr1 N2 156.56(13) 4_565 . ?
N2 Sr1 N1 68.94(10) . . ?
N2 Sr1 N1 133.85(10) 4_565 . ?
N2 Sr1 N1 133.85(10) . 4_565 ?
N2 Sr1 N1 68.94(10) 4_565 4_565 ?
N1 Sr1 I2 91.93(8) 4_565 . ?
N1 Sr1 I2 91.93(8) . . ?
N1 Sr1 I1 86.91(8) . . ?
N1 Sr1 I1 86.91(8) 4_565 . ?
N1 Sr1 N1 64.99(15) . 4_565 ?
O1 Sr1 I2 95.37(10) . . ?
O1 Sr1 I1 86.00(10) . . ?
O1 Sr1 N2 79.06(6) . 4_565 ?
O1 Sr1 N2 79.06(6) . . ?
O1 Sr1 N1 146.71(8) . 4_565 ?
O1 Sr1 N1 146.71(8) . . ?
C4 N2 Sr1 123.0(2) . . ?
C3 N2 Sr1 120.8(3) . . ?
C3 N2 C4 115.0(3) . . ?
C2 N1 Sr1 119.9(3) . . ?
C2 N1 C1 115.7(3) . . ?
C1 N1 Sr1 123.5(3) . . ?
N2 C4 C4 122.3(2) . 4_575 ?
N2 C4 H4 118.8 . . ?
C4 C4 H4 118.8 4_575 . ?
N2 C3 C3 122.7(2) . 4_575 ?
N2 C3 H3 118.7 . . ?
C3 C3 H3 118.7 4_575 . ?
N1 C2 H2 118.9 . . ?
N1 C2 C1 122.3(4) . 3_667 ?
C1 C2 H2 118.9 3_667 . ?
N1 C1 C2 122.1(4) . 3_667 ?
N1 C1 H1 119.0 . . ?
C2 C1 H1 119.0 3_667 . ?
C6 O1 Sr1 122.6(5) . . ?
C6 O1 C5 108.6(7) . . ?
C5 O1 Sr1 128.7(5) . . ?
O1 C6 H6A 109.5 . . ?
O1 C6 H6B 109.5 . . ?
O1 C6 C8 110.6(10) . . ?
H6A C6 H6B 108.1 . . ?
C8 C6 H6A 109.5 . . ?
C8 C6 H6B 109.5 . . ?
C6 C8 H8A 110.9 . . ?
C6 C8 H8B 110.9 . . ?
C6 C8 C7 104.1(10) . . ?
H8A C8 H8B 108.9 . . ?
C7 C8 H8A 110.9 . . ?
C7 C8 H8B 110.9 . . ?
C8 C7 H7A 110.8 . . ?
C8 C7 H7B 110.8 . . ?
H7A C7 H7B 108.9 . . ?
C5 C7 C8 104.6(10) . . ?
C5 C7 H7A 110.8 . . ?
C5 C7 H7B 110.8 . . ?
O1 C5 C7 108.2(12) . . ?
O1 C5 H5A 110.1 . . ?
O1 C5 H5B 110.1 . . ?
C7 C5 H5A 110.1 . . ?
C7 C5 H5B 110.1 . . ?
H5A C5 H5B 108.4 . . ?

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
Sr1 N2 C4 C4 -166.09(9) . . . 4_575 ?
Sr1 N2 C3 C3 166.38(8) . . . 4_575 ?
Sr1 N1 C2 C1 -169.5(4) . . . 3_667 ?
Sr1 N1 C1 C2 169.1(4) . . . 3_667 ?
Sr1 O1 C6 C8 173.1(10) . . . . ?
Sr1 O1 C5 C7 -161.7(16) . . . . ?
C4 N2 C3 C3 -1.6(4) . . . 4_575 ?
C3 N2 C4 C4 1.6(4) . . . 4_575 ?
C2 N1 C1 C2 0.1(8) . . . 3_667 ?
C1 N1 C2 C1 -0.1(8) . . . 3_667 ?
O1 C6 C8 C7 -9(2) . . . . ?
C6 O1 C5 C7 15(2) . . . . ?
C6 C8 C7 C5 17(3) . . . . ?
C8 C7 C5 O1 -20(3) . . . . ?
C5 O1 C6 C8 -3.9(16) . . . . ?

_olex2_exptl_crystal_mounting_method 
'Crystals were covered in polybutene oil under an inert atmosphere and transferred to a nylon loop placed under a stream of nitrogen gas'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.113
_oxdiff_exptl_absorpt_empirical_full_min 0.491
_chemical_properties_physical    Moisture-sensitive
####################################################################### 
# 
# 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_CaI2pyz2thf_295K
_database_code_depnum_ccdc_archive 'CCDC 2420163'
loop_
_audit_author_name
_audit_author_address
'Anton Viborg'
;Technical University of Denmark
Denmark
;
_audit_update_record             
;
2025-01-28 deposited with the CCDC.	2025-03-07 downloaded from the CCDC.
;
_audit_creation_date             2024-11-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
loop_
_audit_author_email
antvib@kemi.dtu.dk
majdu@kemi.dtu.dk
nathan.yutronkie@esrf.fr
amitch@dtu.dk
fetri@dtu.dk
nipr@dtu.dk
rogalev@esrf.fr
dawid.pinkowicz@uj.edu.pl
kastp@kemi.dtu.dk
_chemical_name_common            ?
_chemical_name_systematic        
catena-[bis(pyrazine)-tetrahydrofuran-diiodo-calcium(ii)]
_chemical_formula_moiety         'C12 H16 Ca I2 N4 O'
_chemical_formula_sum            'C12 H16 Ca I2 N4 O'
_chemical_formula_weight         526.17
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C12 H16 N4 O Ca I2'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ca Ca 0.3641 1.2855 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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           11
_space_group_name_H-M_alt        'P 1 21/m 1'
_space_group_name_Hall           '-P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   8.97390(10)
_cell_length_b                   7.98790(10)
_cell_length_c                   12.6087(2)
_cell_angle_alpha                90
_cell_angle_beta                 94.220(2)
_cell_angle_gamma                90
_cell_volume                     901.37(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5302
_cell_measurement_temperature    294.99(10)
_cell_measurement_theta_max      76.4940
_cell_measurement_theta_min      3.4880
_shelx_estimated_absorpt_T_max   0.615
_shelx_estimated_absorpt_T_min   0.366
_exptl_absorpt_coefficient_mu    29.907
_exptl_absorpt_correction_T_max  0.624
_exptl_absorpt_correction_T_min  0.344
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.44.68a (Rigaku Oxford Diffraction, 2024)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.939
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plank
_exptl_crystal_F_000             500
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.0116
0 0 1 0.0334
0 0 -1 0.0068
-1 0 0 0.0068
0 1 0 0.0052
0 -1 0 0.0235

_exptl_crystal_preparation       
'Prepared by adding solution of calciumdiiodide in tetrahydrofuran to a melt of pyrazine'
_exptl_crystal_recrystallization_method 
'Single crystals were obtained directly from the reaction mixture'
_exptl_crystal_size_max          0.042
_exptl_crystal_size_mid          0.029
_exptl_crystal_size_min          0.018
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.0002 0.0014 -0.0007 0.1696 0.0097 0.0286
-0.0001 0.0004 0.9999 0.0061 0.1203 -0.0227
0.0001 -0.0004 -0.9999 -0.0061 -0.1203 0.0227
-1.0002 -0.0014 0.0007 -0.1696 -0.0097 -0.0286
-0.0007 1.0014 -0.0009 0.0337 -0.0368 -0.1864
0.0007 -1.0014 0.0009 -0.0337 0.0368 0.1864

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0421
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10363
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.610
_diffrn_reflns_theta_min         3.515
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      294.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.6146
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -87.00  -6.00   1.00    5.00    --  -41.18 125.00 150.00   81
  2  ω    -66.00  33.00   1.00    5.00    --  -41.18  38.00  60.00   99
  3  ω   -121.00   0.00   1.00    5.00    --  -41.18 -19.00-120.00  121
  4  ω     27.00  95.00   1.00    5.00    --   41.18-125.00 -60.00   68
  5  ω      6.00  81.00   1.00    5.00    --   41.18 -99.00 120.00   75
  6  ω     83.00 178.00   1.00   25.00    --  112.00  61.00-120.00   95
  7  ω     39.00 109.00   1.00   25.00    --  112.00-111.00-120.00   70
  8  ω    104.00 178.00   1.00   25.00    --  112.00 111.00  60.00   74
  9  ω     39.00 109.00   1.00   25.00    --  112.00-111.00   0.00   70
 10  ω     29.00 107.00   1.00   25.00    --  112.00 -94.00-180.00   78
 11  ω     39.00 138.00   1.00   25.00    --  112.00 -45.00  60.00   99
 12  ω     39.00 109.00   1.00   25.00    --  112.00-111.00 -60.00   70
 13  ω     39.00 109.00   1.00   25.00    --  112.00-111.00 -60.00   70
 14  ω    104.00 178.00   1.00   25.00    --  112.00 111.00   0.00   74
 15  ω     61.00 146.00   1.00   25.00    --  112.00 178.00 150.00   85
 16  ω     84.00 174.00   1.00   25.00    --  112.00  30.00 120.00   90
 17  ω     84.00 126.00   1.00   25.00    --  112.00  30.00 120.00   42
 18  ω     74.00 107.00   1.00   25.00    --  112.00 -94.00  30.00   33
 19  ω     34.00  59.00   1.00   25.00    --  112.00 -94.00  30.00   25
 20  ω    106.00 153.00   1.00   25.00    --  112.00 111.00-180.00   47
 21  ω    103.00 152.00   1.00   25.00    --  112.00  77.00 120.00   49
 22  ω    102.00 128.00   1.00   25.00    --  112.00  45.00 -30.00   26
 23  ω    140.00 178.00   1.00   25.00    --  112.00  45.00 -30.00   38
 24  ω     65.00  91.00   1.00   25.00    --  112.00-111.00 -90.00   26
 25  ω     42.00  68.00   1.00   25.00    --  112.00 -61.00 -30.00   26
 26  ω     98.00 136.00   1.00   25.00    --  112.00 -61.00 -30.00   38
 27  ω     95.00 177.00   1.00   25.00    --  112.00  45.00   0.00   82
 28  ω     71.00  96.00   1.00   25.00    --  112.00-111.00 -30.00   25
 29  ω     91.00 140.00   1.00   25.00    --  112.00 -77.00  30.00   49
 30  ω     36.00  66.00   1.00   25.00    --  112.00 -77.00  30.00   30
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1694962000
_diffrn_orient_matrix_UB_12      0.0337948000
_diffrn_orient_matrix_UB_13      0.0060863000
_diffrn_orient_matrix_UB_21      0.0098336000
_diffrn_orient_matrix_UB_22      -0.0366507000
_diffrn_orient_matrix_UB_23      0.1203115000
_diffrn_orient_matrix_UB_31      0.0287980000
_diffrn_orient_matrix_UB_32      -0.1861514000
_diffrn_orient_matrix_UB_33      -0.0225971000
_diffrn_oxdiff_digest_od_ed      
;

;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1769
_reflns_number_total             2021
_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       'CrysAlisPro 1.171.44.68a (Rigaku OD, 2024)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.136a 64-bit (release 23-08-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.44.68a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.738
_refine_diff_density_min         -0.566
_refine_diff_density_rms         0.101
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     115
_refine_ls_number_reflns         2021
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.0333
_refine_ls_R_factor_gt           0.0276
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0351P)²+0.5639P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0658
_refine_ls_wR_factor_ref         0.0697
_refine_special_details          
'The pendant tetrahydrofuran was refined with rigid bond restraints (RIGU) and similar thermal.displacement parameters for neighboring atoms (SIMU).'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
O1 \\sim C6 \\sim C8 \\sim C7 \\sim C5: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08 within 2A
3. Rigid body (RIGU) restrains
 O1, C6, C8, C7, C5
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Fixed Sof: C6(0.5) H6A(0.5) H6B(0.5) C8(0.5) H8A(0.5) H8B(0.5) C7(0.5)
 H7A(0.5) H7B(0.5) C5(0.5) H5A(0.5) H5B(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C8(H8A,H8B), C7(H7A,H7B), C5(H5A,H5B)
5.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C3(H3), C2(H2), C1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
I2 I 1.00166(3) 0.250000 0.89902(3) 0.03940(11) Uani 1 2 d S T P . .
I1 I 0.39308(4) 0.250000 0.63558(2) 0.04327(11) Uani 1 2 d S T P . .
Ca1 Ca 0.69709(9) 0.250000 0.76730(6) 0.02629(17) Uani 1 2 d S T P A .
N2 N 0.7367(4) 0.5742(4) 0.7350(2) 0.0378(6) Uani 1 1 d . . . . .
N1 N 0.5686(4) 0.4305(4) 0.9141(3) 0.0419(7) Uani 1 1 d . . . . .
C4 C 0.8374(5) 0.6634(5) 0.7938(4) 0.0474(9) Uani 1 1 d . . . . .
H4 H 0.910287 0.607206 0.836388 0.057 Uiso 1 1 calc R U . . .
C3 C 0.6389(5) 0.6634(5) 0.6740(3) 0.0487(9) Uani 1 1 d . . . . .
H3 H 0.568023 0.607259 0.629684 0.058 Uiso 1 1 calc R U . . .
C2 C 0.6457(5) 0.4713(5) 1.0045(4) 0.0489(9) Uani 1 1 d . . . . .
H2 H 0.748317 0.453329 1.010728 0.059 Uiso 1 1 calc R U . . .
C1 C 0.4221(5) 0.4601(5) 0.9104(3) 0.0490(9) Uani 1 1 d . . . . .
H1 H 0.363609 0.433942 0.848694 0.059 Uiso 1 1 calc R U . . .
O1 O 0.8132(5) 0.250000 0.5950(3) 0.0513(9) Uani 1 2 d S TU P . .
C6 C 0.9569(13) 0.1947(18) 0.5853(9) 0.082(4) Uani 0.5 1 d . U P A -1
H6A H 0.967411 0.081680 0.613011 0.098 Uiso 0.5 1 calc R U P A -1
H6B H 1.026471 0.265985 0.626891 0.098 Uiso 0.5 1 calc R U P A -1
C8 C 0.9931(17) 0.197(2) 0.4730(11) 0.104(5) Uani 0.5 1 d . U P A -1
H8A H 1.038078 0.091652 0.453814 0.125 Uiso 0.5 1 calc R U P A -1
H8B H 1.061629 0.287246 0.460244 0.125 Uiso 0.5 1 calc R U P A -1
C7 C 0.8426(19) 0.223(4) 0.4093(8) 0.098(7) Uani 0.5 1 d . U P A -1
H7A H 0.801084 0.118486 0.381618 0.118 Uiso 0.5 1 calc R U P A -1
H7B H 0.851093 0.301334 0.351106 0.118 Uiso 0.5 1 calc R U P A -1
C5 C 0.7476(13) 0.2980(18) 0.4978(8) 0.083(5) Uani 0.5 1 d . U P A -1
H5A H 0.745045 0.419188 0.492685 0.099 Uiso 0.5 1 calc R U P A -1
H5B H 0.645863 0.256505 0.488976 0.099 Uiso 0.5 1 calc R U P A -1


_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
I2 Ca1 3.0920(9) . ?
I1 Ca1 3.0878(9) . ?
Ca1 N2 2.650(3) 4_565 ?
Ca1 N2 2.650(3) . ?
Ca1 N1 2.674(3) . ?
Ca1 N1 2.674(3) 4_565 ?
Ca1 O1 2.478(4) . ?
N2 C4 1.332(5) . ?
N2 C3 1.331(5) . ?
N1 C2 1.329(6) . ?
N1 C1 1.333(6) . ?
C4 C4 1.384(8) 4_575 ?
C4 H4 0.9300 . ?
C3 C3 1.384(8) 4_575 ?
C3 H3 0.9300 . ?
C2 H2 0.9300 . ?
C2 C1 1.385(5) 3_667 ?
C1 H1 0.9300 . ?
O1 C6 1.377(11) . ?
O1 C5 1.375(11) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C8 1.476(14) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C7 1.53(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C5 1.57(2) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?

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
I1 Ca1 I2 179.95(3) . . ?
N2 Ca1 I2 87.66(8) . . ?
N2 Ca1 I2 87.66(8) 4_565 . ?
N2 Ca1 I1 92.33(8) . . ?
N2 Ca1 I1 92.33(8) 4_565 . ?
N2 Ca1 N2 155.61(14) . 4_565 ?
N2 Ca1 N1 134.67(10) . 4_565 ?
N2 Ca1 N1 134.67(10) 4_565 . ?
N2 Ca1 N1 69.44(10) 4_565 4_565 ?
N2 Ca1 N1 69.44(10) . . ?
N1 Ca1 I2 92.14(8) . . ?
N1 Ca1 I2 92.14(8) 4_565 . ?
N1 Ca1 I1 87.91(8) . . ?
N1 Ca1 I1 87.91(8) 4_565 . ?
N1 Ca1 N1 65.27(14) 4_565 . ?
O1 Ca1 I2 93.38(11) . . ?
O1 Ca1 I1 86.56(11) . . ?
O1 Ca1 N2 78.20(7) . 4_565 ?
O1 Ca1 N2 78.20(7) . . ?
O1 Ca1 N1 146.89(8) . 4_565 ?
O1 Ca1 N1 146.89(8) . . ?
C4 N2 Ca1 122.0(2) . . ?
C3 N2 Ca1 121.5(3) . . ?
C3 N2 C4 115.3(3) . . ?
C2 N1 Ca1 120.1(3) . . ?
C2 N1 C1 115.9(3) . . ?
C1 N1 Ca1 123.1(3) . . ?
N2 C4 C4 122.3(2) . 4_575 ?
N2 C4 H4 118.8 . . ?
C4 C4 H4 118.8 4_575 . ?
N2 C3 C3 122.4(2) . 4_575 ?
N2 C3 H3 118.8 . . ?
C3 C3 H3 118.8 4_575 . ?
N1 C2 H2 119.0 . . ?
N1 C2 C1 122.1(4) . 3_667 ?
C1 C2 H2 119.0 3_667 . ?
N1 C1 C2 122.1(4) . 3_667 ?
N1 C1 H1 119.0 . . ?
C2 C1 H1 119.0 3_667 . ?
C6 O1 Ca1 122.3(5) . . ?
C5 O1 Ca1 127.0(5) . . ?
C5 O1 C6 110.7(7) . . ?
O1 C6 H6A 109.5 . . ?
O1 C6 H6B 109.5 . . ?
O1 C6 C8 110.8(10) . . ?
H6A C6 H6B 108.1 . . ?
C8 C6 H6A 109.5 . . ?
C8 C6 H6B 109.5 . . ?
C6 C8 H8A 110.8 . . ?
C6 C8 H8B 110.8 . . ?
C6 C8 C7 104.9(10) . . ?
H8A C8 H8B 108.8 . . ?
C7 C8 H8A 110.8 . . ?
C7 C8 H8B 110.8 . . ?
C8 C7 H7A 111.7 . . ?
C8 C7 H7B 111.7 . . ?
C8 C7 C5 100.5(10) . . ?
H7A C7 H7B 109.4 . . ?
C5 C7 H7A 111.7 . . ?
C5 C7 H7B 111.7 . . ?
O1 C5 C7 107.9(11) . . ?
O1 C5 H5A 110.1 . . ?
O1 C5 H5B 110.1 . . ?
C7 C5 H5A 110.1 . . ?
C7 C5 H5B 110.1 . . ?
H5A C5 H5B 108.4 . . ?

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
Ca1 N2 C4 C4 -165.59(9) . . . 4_575 ?
Ca1 N2 C3 C3 165.66(9) . . . 4_575 ?
Ca1 N1 C2 C1 -169.1(3) . . . 3_667 ?
Ca1 N1 C1 C2 168.7(3) . . . 3_667 ?
Ca1 O1 C6 C8 175.8(9) . . . . ?
Ca1 O1 C5 C7 -162.0(12) . . . . ?
C4 N2 C3 C3 -1.9(4) . . . 4_575 ?
C3 N2 C4 C4 1.9(4) . . . 4_575 ?
C2 N1 C1 C2 -0.2(7) . . . 3_667 ?
C1 N1 C2 C1 0.2(7) . . . 3_667 ?
O1 C6 C8 C7 -12(2) . . . . ?
C6 O1 C5 C7 16.4(17) . . . . ?
C6 C8 C7 C5 20(2) . . . . ?
C8 C7 C5 O1 -22(2) . . . . ?
C5 O1 C6 C8 -2.7(15) . . . . ?

_olex2_exptl_crystal_mounting_method 
'Crystals were covered in polybutene oil under an inert atmosphere and transferred to a nylon loop placed under a stream of nitrogen gas'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.150
_oxdiff_exptl_absorpt_empirical_full_min 0.522
_chemical_properties_physical    Moisture-sensitive
####################################################################### 
# 
# 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_SmI2pyz2thf_295k
_database_code_depnum_ccdc_archive 'CCDC 2420162'
loop_
_audit_author_name
_audit_author_address
'Anton Viborg'
;Technical University of Denmark
Denmark
;
_audit_update_record             
;
2025-01-28 deposited with the CCDC.	2025-03-07 downloaded from the CCDC.
;
_audit_creation_date             2025-01-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
loop_
_audit_author_email
antvib@kemi.dtu.dk
majdu@kemi.dtu.dk
nathan.yutronkie@esrf.fr
amitch@dtu.dk
fetri@dtu.dk
nipr@dtu.dk
rogalev@esrf.fr
dawid.pinkowicz@uj.edu.pl
kastp@kemi.dtu.dk
_chemical_name_common            ?
_chemical_name_systematic        
catena-[bis(pyrazine)-tetrahydrofuran-diiodo-samarium(ii)]
_chemical_formula_moiety         'C12 H16 I2 N4 O Sm'
_chemical_formula_sum            'C12 H16 I2 N4 O Sm'
_chemical_formula_weight         636.44
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C12 H16 N4 O I2 Sm '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sm Sm -5.3236 12.2178 '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           11
_space_group_name_H-M_alt        'P 1 21/m 1'
_space_group_name_Hall           '-P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   9.07712(19)
_cell_length_b                   8.15614(16)
_cell_length_c                   12.7219(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.6744(19)
_cell_angle_gamma                90
_cell_volume                     938.73(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9081
_cell_measurement_temperature    295.00(10)
_cell_measurement_theta_max      76.4820
_cell_measurement_theta_min      3.4460
_shelx_estimated_absorpt_T_max   0.329
_shelx_estimated_absorpt_T_min   0.072
_exptl_absorpt_coefficient_mu    49.319
_exptl_absorpt_correction_T_max  0.375
_exptl_absorpt_correction_T_min  0.044
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.44.68a (Rigaku Oxford Diffraction, 2024)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark blue'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    2.252
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plank
_exptl_crystal_F_000             584
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 0 0.0213
1 0 0 0.0073
0 1 0 0.0601
0 -1 0 0.0518
0 0 -1 0.0132
0 0 1 0.0232

_exptl_crystal_preparation       
'A tetrahydrofuran solution of SmI2 was added to a melt of pyrazine and coooled,Magnetic properties'
_exptl_crystal_recrystallization_method 
'Single crystals were obtained directly from the reaction mixture.'
_exptl_crystal_size_max          0.112
_exptl_crystal_size_mid          0.036
_exptl_crystal_size_min          0.029
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.0029 -0.0005 0.0077 0.0147 -0.0633 0.1579
1.0029 0.0005 -0.0077 -0.0147 0.0633 -0.1579
0.0000 1.0016 0.0056 -0.1475 0.1046 0.0555
-0.0000 -1.0016 -0.0056 0.1475 -0.1046 -0.0555
-0.0034 0.0020 -0.9996 -0.0742 -0.0940 -0.0202
0.0034 -0.0020 0.9996 0.0742 0.0940 0.0202

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0789
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            19406
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.748
_diffrn_reflns_theta_min         3.486
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      295.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.6146
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -66.00  33.00   1.00    2.50    --  -41.18  38.00 150.00   99
  2  ω    -66.00  33.00   1.00    2.50    --  -41.18  38.00  30.00   99
  3  ω   -115.00 -17.00   1.00    2.50    --  -41.18 -38.00-150.00   98
  4  ω     27.00  95.00   1.00    2.50    --   41.18-125.00  30.00   68
  5  ω      5.00  31.00   1.00    2.50    --   41.18  87.00 117.57   26
  6  ω      6.00  81.00   1.00    2.50    --   41.18 -99.00-180.00   75
  7  ω      8.00  42.00   1.00    2.50    --   41.18  80.00-148.03   34
  8  ω     36.00 140.00   1.00   10.00    --  112.00 -30.00-120.00  104
  9  ω     39.00 138.00   1.00   10.00    --  112.00 -45.00 150.00   99
 10  ω     36.00 145.00   1.00   10.00    --  112.00 -77.00 120.00  109
 11  ω     58.00 151.00   1.00   10.00    --  112.00-178.00 -90.00   93
 12  ω     39.00 109.00   1.00   10.00    --  112.00-111.00 -30.00   70
 13  ω     39.00 109.00   1.00   10.00    --  112.00-111.00 120.00   70
 14  ω     39.00 109.00   1.00   10.00    --  112.00-111.00 -90.00   70
 15  ω     61.00 146.00   1.00   10.00    --  112.00 178.00 120.00   85
 16  ω     29.00 107.00   1.00   10.00    --  112.00 -94.00 -30.00   78
 17  ω     36.00 145.00   1.00   10.00    --  112.00 -77.00 120.00  109
 18  ω     58.00 151.00   1.00   10.00    --  112.00-178.00 150.00   93
 19  ω     39.00 109.00   1.00   10.00    --  112.00-111.00-150.00   70
 20  ω    103.00 178.00   1.00   10.00    --  112.00  77.00-120.00   75
 21  ω    104.00 178.00   1.00   10.00    --  112.00 111.00 -90.00   74
 22  ω     58.00 151.00   1.00   10.00    --  112.00-178.00 -90.00   93
 23  ω    104.00 178.00   1.00   10.00    --  112.00 111.00 120.00   74
 24  ω     39.00 109.00   1.00   10.00    --  112.00-111.00 -60.00   70
 25  ω    103.00 178.00   1.00   10.00    --  112.00  77.00 -90.00   75
 26  ω     39.00 109.00   1.00   10.00    --  112.00-111.00  30.00   70
 27  ω     84.00 178.00   1.00   10.00    --  112.00  30.00-120.00   94
 28  ω    103.00 178.00   1.00   10.00    --  112.00  77.00 -60.00   75
 29  ω   -115.00 -17.00   1.00    2.50    --  -41.18 -38.00 -60.00   98
 30  ω   -114.00 -13.00   1.00    2.50    --  -41.18 -57.00 150.00  101
 31  ω   -115.00 -17.00   1.00    2.50    --  -41.18 -38.00  30.00   98
 32  ω      6.00  32.00   1.00    2.50    --   41.18  85.00 -30.49   26
 33  ω      8.00  42.00   1.00    2.50    --   41.18  81.00 158.28   34
 34  ω      7.00  42.00   1.00    2.50    --   41.18  82.00  23.78   35
 35  ω     59.00 178.00   1.00   10.00    --  112.00  15.00  60.00  119
 36  ω     83.00 178.00   1.00   10.00    --  112.00  61.00  30.00   95
 37  ω     83.00 178.00   1.00   10.00    --  112.00  61.00 -90.00   95
 38  ω     83.00 178.00   1.00   10.00    --  112.00  61.00 -60.00   95
 39  ω     86.00 178.00   1.00   10.00    --  112.00  45.00-180.00   92
 40  ω     86.00 178.00   1.00   10.00    --  112.00  45.00  90.00   92
 41  ω     83.00 129.00   1.00   10.00    --  112.00  61.00-120.00   46
 42  ω     84.00 178.00   1.00   10.00    --  112.00  30.00 150.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0140251000
_diffrn_orient_matrix_UB_12      -0.1476823000
_diffrn_orient_matrix_UB_13      0.0740243000
_diffrn_orient_matrix_UB_21      0.0638358000
_diffrn_orient_matrix_UB_22      0.1039003000
_diffrn_orient_matrix_UB_23      0.0940681000
_diffrn_orient_matrix_UB_31      -0.1572733000
_diffrn_orient_matrix_UB_32      0.0552911000
_diffrn_orient_matrix_UB_33      0.0208545000
_diffrn_oxdiff_digest_od_ed      
;

;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1845
_reflns_number_total             2109
_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       'CrysAlisPro 1.171.44.68a (Rigaku OD, 2024)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.136a 64-bit (release 23-08-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.44.68a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.969
_refine_diff_density_min         -0.994
_refine_diff_density_rms         0.156
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     115
_refine_ls_number_reflns         2109
_refine_ls_number_restraints     19
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0355
_refine_ls_restrained_S_all      1.046
_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)+(0.0663P)²+0.3125P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0948
_refine_ls_wR_factor_ref         0.1024
_refine_special_details          
'The pendant tetrahydrofuran was refined with similar thermal displacement parameters for neighboring atoms (SIMU)'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 C5-C7
 1.45 with sigma of 0.05
3. Uiso/Uaniso restraints and constraints
C6 \\sim C8 \\sim C7 \\sim C5: within 2A with sigma of 0.02 and sigma for
terminal atoms of 0.04 within 2A
4. Others
 Fixed Sof: C6(0.5) H6A(0.5) H6B(0.5) C8(0.5) H8A(0.5) H8B(0.5) C7(0.5)
 H7A(0.5) H7B(0.5) C5(0.5) H5A(0.5) H5B(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C8(H8A,H8B), C7(H7A,H7B), C5(H5A,H5B)
5.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C1(H1), C2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
Sm1 Sm 0.19853(3) 0.250000 0.26586(2) 0.03590(14) Uani 1 2 d S T P A .
I1 I 0.51012(5) 0.250000 0.40219(4) 0.05381(17) Uani 1 2 d S T P . .
I2 I -0.11449(5) 0.250000 0.13136(4) 0.05861(18) Uani 1 2 d S T P . .
N2 N 0.2422(5) -0.0793(5) 0.2356(3) 0.0524(10) Uani 1 1 d . . . . .
N1 N 0.0664(5) 0.0686(6) 0.4151(4) 0.0579(11) Uani 1 1 d . . . . .
C3 C 0.3414(7) -0.1650(6) 0.2946(5) 0.0579(13) Uani 1 1 d . . . . .
H3 H 0.413064 -0.109659 0.337280 0.069 Uiso 1 1 calc R U . . .
C4 C 0.1449(7) -0.1655(7) 0.1745(5) 0.0642(15) Uani 1 1 d . . . . .
H4 H 0.074689 -0.110182 0.130500 0.077 Uiso 1 1 calc R U . . .
C1 C 0.1436(7) 0.0255(8) 0.5037(5) 0.0619(14) Uani 1 1 d . . . . .
H1 H 0.245495 0.040328 0.509059 0.074 Uiso 1 1 calc R U . . .
C2 C -0.0788(7) 0.0404(8) 0.4120(5) 0.0647(15) Uani 1 1 d . . . . .
H2 H -0.137695 0.065999 0.350943 0.078 Uiso 1 1 calc R U . . .
O1 O 0.3118(7) 0.250000 0.0843(5) 0.0701(16) Uani 1 2 d S T P . .
C6 C 0.2459(19) 0.211(4) -0.0120(12) 0.112(9) Uani 0.5 1 d . U P A -1
H6A H 0.158911 0.279532 -0.025903 0.134 Uiso 0.5 1 calc R U P A -1
H6B H 0.213361 0.098077 -0.011180 0.134 Uiso 0.5 1 calc R U P A -1
C8 C 0.342(2) 0.233(10) -0.0972(13) 0.135(8) Uani 0.5 1 d . U P A -1
H8A H 0.338385 0.343871 -0.124436 0.163 Uiso 0.5 1 calc R U P A -1
H8B H 0.318541 0.156041 -0.154417 0.163 Uiso 0.5 1 calc R U P A -1
C7 C 0.487(2) 0.195(3) -0.0386(17) 0.132(8) Uani 0.5 1 d D U P A -1
H7A H 0.569758 0.237805 -0.073468 0.159 Uiso 0.5 1 calc R U P A -1
H7B H 0.499978 0.079017 -0.024573 0.159 Uiso 0.5 1 calc R U P A -1
C5 C 0.4529(18) 0.305(3) 0.0729(14) 0.115(8) Uani 0.5 1 d D U P A -1
H5A H 0.520975 0.276921 0.132810 0.138 Uiso 0.5 1 calc R U P A -1
H5B H 0.455610 0.422846 0.060873 0.138 Uiso 0.5 1 calc R U P A -1


_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
Sm1 I1 3.1951(5) . ?
Sm1 I2 3.1950(5) . ?
Sm1 N2 2.747(4) . ?
Sm1 N2 2.747(4) 4_565 ?
Sm1 N1 2.758(4) 4_565 ?
Sm1 N1 2.758(4) . ?
Sm1 O1 2.604(7) . ?
N2 C3 1.324(7) . ?
N2 C4 1.329(7) . ?
N1 C1 1.325(8) . ?
N1 C2 1.335(8) . ?
C3 C3 1.386(10) 4 ?
C3 H3 0.9300 . ?
C4 C4 1.378(12) 4 ?
C4 H4 0.9300 . ?
C1 H1 0.9300 . ?
C1 C2 1.374(8) 3_556 ?
C2 H2 0.9300 . ?
O1 C6 1.356(16) . ?
O1 C5 1.377(16) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C8 1.46(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C7 1.49(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C5 1.73(2) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?

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
I2 Sm1 I1 179.504(17) . . ?
N2 Sm1 I1 86.82(10) 4_565 . ?
N2 Sm1 I1 86.82(10) . . ?
N2 Sm1 I2 93.28(10) . . ?
N2 Sm1 I2 93.28(10) 4_565 . ?
N2 Sm1 N2 155.8(2) . 4_565 ?
N2 Sm1 N1 134.19(15) 4_565 . ?
N2 Sm1 N1 134.19(15) . 4_565 ?
N2 Sm1 N1 69.37(14) . . ?
N2 Sm1 N1 69.37(14) 4_565 4_565 ?
N1 Sm1 I1 92.38(11) 4_565 . ?
N1 Sm1 I1 92.38(11) . . ?
N1 Sm1 I2 87.20(11) . . ?
N1 Sm1 I2 87.20(11) 4_565 . ?
N1 Sm1 N1 64.9(2) . 4_565 ?
O1 Sm1 I1 94.91(14) . . ?
O1 Sm1 I2 85.59(14) . . ?
O1 Sm1 N2 78.68(9) . . ?
O1 Sm1 N2 78.68(9) . 4_565 ?
O1 Sm1 N1 146.74(12) . . ?
O1 Sm1 N1 146.74(12) . 4_565 ?
C3 N2 Sm1 122.4(3) . . ?
C3 N2 C4 116.2(5) . . ?
C4 N2 Sm1 120.2(4) . . ?
C1 N1 Sm1 119.9(4) . . ?
C1 N1 C2 115.6(5) . . ?
C2 N1 Sm1 123.7(4) . . ?
N2 C3 C3 121.9(3) . 4 ?
N2 C3 H3 119.1 . . ?
C3 C3 H3 119.1 4 . ?
N2 C4 C4 121.9(3) . 4 ?
N2 C4 H4 119.0 . . ?
C4 C4 H4 119.0 4 . ?
N1 C1 H1 118.7 . . ?
N1 C1 C2 122.5(6) . 3_556 ?
C2 C1 H1 118.7 3_556 . ?
N1 C2 C1 121.9(6) . 3_556 ?
N1 C2 H2 119.1 . . ?
C1 C2 H2 119.1 3_556 . ?
C6 O1 Sm1 128.6(8) . . ?
C6 O1 C5 109.1(12) . . ?
C5 O1 Sm1 122.1(8) . . ?
O1 C6 H6A 108.9 . . ?
O1 C6 H6B 108.9 . . ?
O1 C6 C8 113.4(15) . . ?
H6A C6 H6B 107.7 . . ?
C8 C6 H6A 108.9 . . ?
C8 C6 H6B 108.9 . . ?
C6 C8 H8A 111.9 . . ?
C6 C8 H8B 111.9 . . ?
C6 C8 C7 99(2) . . ?
H8A C8 H8B 109.6 . . ?
C7 C8 H8A 111.9 . . ?
C7 C8 H8B 111.9 . . ?
C8 C7 H7A 112.6 . . ?
C8 C7 H7B 112.6 . . ?
C8 C7 C5 95(2) . . ?
H7A C7 H7B 110.1 . . ?
C5 C7 H7A 112.6 . . ?
C5 C7 H7B 112.6 . . ?
O1 C5 C7 98.3(13) . . ?
O1 C5 H5A 112.1 . . ?
O1 C5 H5B 112.1 . . ?
C7 C5 H5A 112.1 . . ?
C7 C5 H5B 112.1 . . ?
H5A C5 H5B 109.7 . . ?

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
Sm1 N2 C3 C3 165.74(14) . . . 4 ?
Sm1 N2 C4 C4 -166.05(11) . . . 4 ?
Sm1 N1 C1 C2 168.8(5) . . . 3_556 ?
Sm1 N1 C2 C1 -168.4(5) . . . 3_556 ?
Sm1 O1 C6 C8 177(3) . . . . ?
Sm1 O1 C5 C7 155.2(10) . . . . ?
C3 N2 C4 C4 1.5(7) . . . 4 ?
C4 N2 C3 C3 -1.5(7) . . . 4 ?
C1 N1 C2 C1 1.5(12) . . . 3_556 ?
C2 N1 C1 C2 -1.5(12) . . . 3_556 ?
O1 C6 C8 C7 31(5) . . . . ?
C6 O1 C5 C7 -29(2) . . . . ?
C6 C8 C7 C5 -43(4) . . . . ?
C8 C7 C5 O1 46(3) . . . . ?
C5 O1 C6 C8 2(4) . . . . ?

_olex2_exptl_crystal_mounting_method 
'Crystals were covered in polybutene oil under an inert atmosphere and transferred to a nylon loop, then placed under a stream of nitrogen.'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.752
_oxdiff_exptl_absorpt_empirical_full_min 0.356
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
