# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_1-Br4NHBoc
_database_code_depnum_ccdc_archive 'CCDC 2196083'
loop_
_audit_author_name
_audit_author_address
'Kirsten Christensen'
;University of Oxford
United Kingdom
;
_audit_update_record             
;
2022-08-10 deposited with the CCDC.	2022-09-19 downloaded from the CCDC.
;
#============================================================================== 
_audit_creation_date             2022-02-25
_audit_creation_method           'CRYSTALS_ver_14.61_build_7932 '

_oxford_structure_analysis_title 7579
_chemical_name_systematic        .
_chemical_melting_point          'not measured'

_refine_special_details          
;
?
;

_cell_length_a                   20.6359(4)
_cell_length_b                   5.18090(10)
_cell_length_c                   27.7349(6)
_cell_angle_alpha                90
_cell_angle_beta                 104.528(2)
_cell_angle_gamma                90
_cell_volume                     2870.40(10)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'I 2/a '
_symmetry_space_group_name_Hall  '-I 2ya'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,y+1/2,z+1/2
-x+1/2,-y+1/2,-z+1/2
-x+1/2,y,-z
x+1/2,-y,z
-x+1,y+1/2,-z+1/2
x+1,-y+1/2,z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Br -0.6763 1.2805 17.1789 2.1723 5.2358 16.5796 5.6377 0.2609 3.9851 41.4328
2.9557 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C48 H56 Br8 N8 O8 
# Dc =      3.50 Fooo =   2976.00 Mu =    142.93 M =   1512.25
# Found Formula = C24 H28 Br4 N4 O4 
# Dc =      1.75 FOOO =   1488.00 Mu =     71.47 M =    756.13

_chemical_formula_sum            'C24 H28 Br4 N4 O4'
_chemical_formula_moiety         'C24 H28 Br4 N4 O4'
_chemical_compound_source        .
_chemical_formula_weight         756.13


_cell_measurement_reflns_used    9511
_cell_measurement_theta_min      4.41
_cell_measurement_theta_max      75.93
_cell_measurement_temperature    150

_exptl_crystal_description       lath
_exptl_crystal_colour            clear_intense_red
_exptl_crystal_size_min          0.01
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_max          0.31

_exptl_crystal_density_diffrn    1.750
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1488
_exptl_absorpt_coefficient_mu    7.147

# Sheldrick geometric approximatio 0.70 0.93 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_exptl_absorpt_correction_T_min  0.23
_exptl_absorpt_correction_T_max  0.93
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  'focussing mirrors'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_cell_refinement       
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_data_reduction        
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        .

_diffrn_ambient_temperature      150
_diffrn_reflns_number            13970
_diffrn_reflns_av_unetI/netI     0.048
_reflns_number_total             2983
_diffrn_reflns_av_R_equivalents  0.041
_diffrn_reflns_av_sigmaI/netI    0.0581
# Number of reflections with Friedels Law is 2983 
# Theoretical number of reflections is about 6007 

_diffrn_reflns_theta_min         4.427
_diffrn_reflns_theta_max         76.043
_diffrn_measured_fraction_theta_max 0.990

_diffrn_reflns_theta_full        74.523
_diffrn_measured_fraction_theta_full 0.996


_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_reflns_limit_h_min              -25
_reflns_limit_h_max              24
_reflns_limit_k_min              0
_reflns_limit_k_max              6
_reflns_limit_l_min              0
_reflns_limit_l_max              34

_oxford_diffrn_Wilson_B_factor   4.05
_oxford_diffrn_Wilson_scale      0.68

_atom_sites_solution_primary     other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -1.12
_refine_diff_density_max         3.23


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 

# Explicitly named reflections are ALWAYS excluded from R&wR 

# The values actually used during refinement 
# These are labelled "all" for compatibility with PLATON 
_oxford_refine_reflns_threshold_expression I>-10.0\s(I)
_refine_ls_number_restraints     0
_refine_ls_number_parameters     164
_refine_ls_number_reflns         2978
_refine_ls_R_factor_ref          0.1044
_refine_ls_wR_factor_ref         0.0666
_refine_ls_goodness_of_fit_ref   1.1565
_refine_ls_shift/su_max          0.0015410
_refine_ls_shift/su_mean         0.0000529


# Computed with I/sigma = -10 
_reflns_number_all               2978
_refine_ls_R_factor_all          0.1044
_refine_ls_wR_factor_all         0.0666

# Computed with I/sigma = +2 a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                2813
_refine_ls_R_factor_gt           0.1031
_refine_ls_wR_factor_gt          0.0656


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     
;
 Method= 
 SQRT(W) = 1/(Data with the key SIGMA(/FO/) in list 6) 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N1 N 0.28050(10) 0.9196(4) 0.51082(8) 0.0460 1.0000 Uani . . . . . .
C2 C 0.32328(11) 0.9292(5) 0.47767(9) 0.0459 1.0000 Uani . . . . . .
C3 C 0.31507(11) 1.0956(5) 0.43669(9) 0.0465 1.0000 Uani . . . . . .
C4 C 0.35940(12) 1.0952(5) 0.40656(9) 0.0479 1.0000 Uani . . . . . .
C5 C 0.41420(11) 0.9270(5) 0.41678(9) 0.0450 1.0000 Uani . . . . . .
C6 C 0.42457(11) 0.7696(5) 0.45854(10) 0.0479 1.0000 Uani . . . . . .
C7 C 0.38061(11) 0.7747(5) 0.48862(8) 0.0461 1.0000 Uani . . . . . .
Br8 Br 0.246263(13) 1.34359(5) 0.421943(10) 0.0522 1.0000 Uani . . . . . .
Br9 Br 0.398025(12) 0.55496(6) 0.544600(11) 0.0575 1.0000 Uani . . . . . .
C10 C 0.46294(12) 0.9271(5) 0.38381(10) 0.0492 1.0000 Uani . . . . . .
N11 N 0.43057(11) 0.9374(4) 0.33128(8) 0.0503 1.0000 Uani . . . . . .
C12 C 0.41248(13) 0.7211(5) 0.30396(10) 0.0508 1.0000 Uani . . . . . .
O13 O 0.42124(12) 0.5052(4) 0.32082(8) 0.0608 1.0000 Uani . . . . . .
O14 O 0.38489(13) 0.7852(4) 0.25641(8) 0.0620 1.0000 Uani . . . . . .
C15 C 0.36353(19) 0.5856(5) 0.21748(11) 0.0612 1.0000 Uani . . . . . .
C16 C 0.3356(4) 0.7509(7) 0.17163(13) 0.1102 1.0000 Uani . . . . . .
C17 C 0.42298(18) 0.4227(8) 0.21322(16) 0.0760 1.0000 Uani . . . . . .
C18 C 0.30794(17) 0.4265(8) 0.22865(17) 0.0758 1.0000 Uani . . . . . .
H41 H 0.3538 1.2108 0.3804 0.0578 1.0000 Uiso R . . . . .
H61 H 0.4611 0.6574 0.4662 0.0581 1.0000 Uiso R . . . . .
H101 H 0.4940 1.0721 0.3921 0.0584 1.0000 Uiso R . . . . .
H102 H 0.4879 0.7671 0.3906 0.0589 1.0000 Uiso R . . . . .
H162 H 0.3159 0.6373 0.1442 0.1646 1.0000 Uiso R . . . . .
H161 H 0.3714 0.8489 0.1638 0.1650 1.0000 Uiso R . . . . .
H163 H 0.3022 0.8679 0.1774 0.1650 1.0000 Uiso R . . . . .
H173 H 0.4109 0.3337 0.1817 0.1139 1.0000 Uiso R . . . . .
H172 H 0.4616 0.5293 0.2148 0.1140 1.0000 Uiso R . . . . .
H171 H 0.4340 0.3000 0.2401 0.1136 1.0000 Uiso R . . . . .
H183 H 0.2896 0.3194 0.2000 0.1142 1.0000 Uiso R . . . . .
H182 H 0.3254 0.3255 0.2578 0.1137 1.0000 Uiso R . . . . .
H181 H 0.2740 0.5414 0.2349 0.1139 1.0000 Uiso R . . . . .
H111 H 0.4241 1.0820 0.3174 0.0590 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          1.99(3)

loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33

1 0.767(5) 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000 0.0000 1.0000
2 0.233(5) 1.0000 0.0000 0.0000 0.0000 -1.0000 0.0000 -0.6740 0.0000 -1.0000
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 . N1 5_556 1.251(4) yes
N1 . C2 . 1.426(3) yes
C2 . C3 . 1.403(3) yes
C2 . C7 . 1.397(3) yes
C3 . C4 . 1.385(3) yes
C3 . Br8 . 1.882(2) yes
C4 . C5 . 1.399(3) yes
C4 . H41 . 0.925 no
C5 . C6 . 1.389(3) yes
C5 . C10 . 1.520(3) yes
C6 . C7 . 1.378(3) yes
C6 . H61 . 0.933 no
C7 . Br9 . 1.886(2) yes
C10 . N11 . 1.443(3) yes
C10 . H101 . 0.976 no
C10 . H102 . 0.969 no
N11 . C12 . 1.352(3) yes
N11 . H111 . 0.838 no
C12 . O13 . 1.208(3) yes
C12 . O14 . 1.340(4) yes
O14 . C15 . 1.480(3) yes
C15 . C16 . 1.522(4) yes
C15 . C17 . 1.518(5) yes
C15 . C18 . 1.507(5) yes
C16 . H162 . 0.967 no
C16 . H161 . 0.965 no
C16 . H163 . 0.961 no
C17 . H173 . 0.963 no
C17 . H172 . 0.962 no
C17 . H171 . 0.962 no
C18 . H183 . 0.965 no
C18 . H182 . 0.955 no
C18 . H181 . 0.967 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 5_556 N1 . C2 . 113.7(3) yes
N1 . C2 . C3 . 125.1(2) yes
N1 . C2 . C7 . 117.9(2) yes
C3 . C2 . C7 . 116.9(2) yes
C2 . C3 . C4 . 121.6(2) yes
C2 . C3 . Br8 . 121.79(17) yes
C4 . C3 . Br8 . 116.51(19) yes
C3 . C4 . C5 . 120.1(2) yes
C3 . C4 . H41 . 120.1 no
C5 . C4 . H41 . 119.8 no
C4 . C5 . C6 . 118.8(2) yes
C4 . C5 . C10 . 120.1(2) yes
C6 . C5 . C10 . 121.0(2) yes
C5 . C6 . C7 . 120.4(2) yes
C5 . C6 . H61 . 120.2 no
C7 . C6 . H61 . 119.3 no
C2 . C7 . C6 . 122.0(2) yes
C2 . C7 . Br9 . 120.05(17) yes
C6 . C7 . Br9 . 117.92(18) yes
C5 . C10 . N11 . 113.5(2) yes
C5 . C10 . H101 . 110.7 no
N11 . C10 . H101 . 108.6 no
C5 . C10 . H102 . 106.4 no
N11 . C10 . H102 . 108.4 no
H101 . C10 . H102 . 109.2 no
C10 . N11 . C12 . 121.9(2) yes
C10 . N11 . H111 . 118.5 no
C12 . N11 . H111 . 119.6 no
N11 . C12 . O13 . 123.9(3) yes
N11 . C12 . O14 . 109.6(2) yes
O13 . C12 . O14 . 126.5(3) yes
C12 . O14 . C15 . 121.3(2) yes
O14 . C15 . C16 . 101.4(2) yes
O14 . C15 . C17 . 110.3(3) yes
C16 . C15 . C17 . 113.1(4) yes
O14 . C15 . C18 . 109.6(3) yes
C16 . C15 . C18 . 109.3(4) yes
C17 . C15 . C18 . 112.6(3) yes
C15 . C16 . H162 . 108.1 no
C15 . C16 . H161 . 109.5 no
H162 . C16 . H161 . 109.7 no
C15 . C16 . H163 . 110.6 no
H162 . C16 . H163 . 109.8 no
H161 . C16 . H163 . 109.1 no
C15 . C17 . H173 . 107.8 no
C15 . C17 . H172 . 110.8 no
H173 . C17 . H172 . 109.8 no
C15 . C17 . H171 . 110.3 no
H173 . C17 . H171 . 110.1 no
H172 . C17 . H171 . 108.2 no
C15 . C18 . H183 . 107.8 no
C15 . C18 . H182 . 109.2 no
H183 . C18 . H182 . 111.7 no
C15 . C18 . H181 . 108.8 no
H183 . C18 . H181 . 110.5 no
H182 . C18 . H181 . 108.8 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
N11 . H111 . O13 1_565 151 0.84 2.20 2.957(4) yes



# Manually omitted reflections

loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
3 1 4 x .
-3 1 4 x .
-3 1 2 x .
-6 0 4 x .
6 0 4 x .
####################################################################### 
# 
# 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_3-I4-ester
_database_code_depnum_ccdc_archive 'CCDC 2196085'
loop_
_audit_author_name
_audit_author_address
'Kirsten Christensen'
;University of Oxford
United Kingdom
;
_audit_update_record             
;
2022-08-10 deposited with the CCDC.	2022-09-19 downloaded from the CCDC.
;
#============================================================================== 
_audit_creation_date             2022-05-17
_audit_creation_method           'CRYSTALS_ver_*****_build_8199 '

_oxford_structure_analysis_title 7632
_chemical_name_systematic        .
_chemical_melting_point          'not measured'

_refine_special_details          
;
The highest residual peaks are all close to the four I-atoms.
;

_cell_length_a                   14.0017(3)
_cell_length_b                   8.23620(10)
_cell_length_c                   19.1456(4)
_cell_angle_alpha                90
_cell_angle_beta                 104.636(2)
_cell_angle_gamma                90
_cell_volume                     2136.24(7)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c '
_symmetry_space_group_name_Hall  '-P 2ybc'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x,-y+1/2,z+1/2
-x,y+1/2,-z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
I -0.3257 6.8362 20.1472 4.3470 18.9949 0.3814 7.5138 27.7660 2.2735 66.8776
4.0712 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C18 H14 I4 N2 O4 
# Dc =      2.58 Fooo =   1520.00 Mu =    460.60 M =    829.94
# Found Formula = C18 H14 I4 N2 O4 
# Dc =      2.58 FOOO =   1520.00 Mu =    460.60 M =    829.94

_chemical_formula_sum            'C18 H14 I4 N2 O4'
_chemical_formula_moiety         'C18 H14 I4 N2 O4'
_chemical_compound_source        .
_chemical_formula_weight         829.94


_cell_measurement_reflns_used    12224
_cell_measurement_theta_min      4.74
_cell_measurement_theta_max      76.34
_cell_measurement_temperature    150

_exptl_crystal_description       block
_exptl_crystal_colour            clear_dark_red
_exptl_crystal_size_min          0.09
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_max          0.20

_exptl_crystal_density_diffrn    2.580
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1520
_exptl_absorpt_coefficient_mu    46.060

# Sheldrick geometric approximatio 0.01 0.02 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_exptl_absorpt_correction_T_min  0.00
_exptl_absorpt_correction_T_max  0.02
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  'focussing mirrors'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_cell_refinement       
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_data_reduction        
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        .

_diffrn_ambient_temperature      150
_diffrn_reflns_number            18739
_diffrn_reflns_av_unetI/netI     0.055
_reflns_number_total             4444
_diffrn_reflns_av_R_equivalents  0.050
# Number of reflections with Friedels Law is 4444 
# Theoretical number of reflections is about 8970 

_diffrn_reflns_theta_min         5.058
_diffrn_reflns_theta_max         76.433
_diffrn_measured_fraction_theta_max 0.990

_diffrn_reflns_theta_full        74.904
_diffrn_measured_fraction_theta_full 0.995


_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_reflns_limit_h_min              -17
_reflns_limit_h_max              17
_reflns_limit_k_min              0
_reflns_limit_k_max              10
_reflns_limit_l_min              0
_reflns_limit_l_max              23

_oxford_diffrn_Wilson_B_factor   2.73
_oxford_diffrn_Wilson_scale      0.52

_atom_sites_solution_primary     other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -1.58
_refine_diff_density_max         4.27


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 

# Explicitly named reflections are ALWAYS excluded from R&wR 

# The values actually used during refinement 
# These are labelled "all" for compatibility with PLATON 
_oxford_refine_reflns_threshold_expression I>-10.0\s(I)
_refine_ls_number_restraints     0
_refine_ls_number_parameters     253
_refine_ls_number_reflns         4443
_refine_ls_R_factor_ref          0.0716
_refine_ls_wR_factor_ref         0.1791
_refine_ls_goodness_of_fit_ref   1.0359
_refine_ls_shift/su_max          0.0008691
_refine_ls_shift/su_mean         0.0000299


# Computed with I/sigma = -10 
_reflns_number_all               4443
_refine_ls_R_factor_all          0.0716
_refine_ls_wR_factor_all         0.1791

# Computed with I/sigma = +2 a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                4175
_refine_ls_R_factor_gt           0.0694
_refine_ls_wR_factor_gt          0.1752


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.16P)² + 0.00P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N1 N 0.7444(4) 0.5418(7) 0.7249(4) 0.0324 1.0000 Uani . . . . . .
C2 C 0.6814(5) 0.5725(7) 0.6544(4) 0.0311 1.0000 Uani . . . . . .
C3 C 0.5945(5) 0.6621(8) 0.6516(4) 0.0347 1.0000 Uani . . . . . .
C4 C 0.5344(5) 0.7105(8) 0.5860(4) 0.0341 1.0000 Uani . . . . . .
C5 C 0.5591(5) 0.6710(8) 0.5219(4) 0.0315 1.0000 Uani . . . . . .
C6 C 0.6449(5) 0.5817(7) 0.5246(4) 0.0338 1.0000 Uani . . . . . .
C7 C 0.7064(5) 0.5342(8) 0.5898(4) 0.0330 1.0000 Uani . . . . . .
I8 I 0.55713(3) 0.72824(5) 0.74603(2) 0.0339 1.0000 Uani . . . . . .
I9 I 0.84036(3) 0.42716(5) 0.58374(3) 0.0362 1.0000 Uani . . . . . .
C10 C 0.5007(5) 0.7258(8) 0.4486(5) 0.0359 1.0000 Uani . . . . . .
O11 O 0.5217(4) 0.6850(7) 0.3942(3) 0.0396 1.0000 Uani . . . . . .
O12 O 0.4281(4) 0.8275(6) 0.4517(3) 0.0358 1.0000 Uani . . . . . .
C13 C 0.3708(6) 0.8852(9) 0.3807(4) 0.0372 1.0000 Uani . . . . . .
C14 C 0.2863(6) 0.9840(9) 0.3930(4) 0.0390 1.0000 Uani . . . . . .
N21 N 0.7795(4) 0.4017(7) 0.7340(4) 0.0337 1.0000 Uani . . . . . .
C22 C 0.8526(4) 0.3834(8) 0.8010(4) 0.0304 1.0000 Uani . . . . . .
C23 C 0.8496(5) 0.2431(8) 0.8429(4) 0.0310 1.0000 Uani . . . . . .
C24 C 0.9205(5) 0.2146(8) 0.9055(4) 0.0328 1.0000 Uani . . . . . .
C25 C 0.9994(5) 0.3226(8) 0.9286(4) 0.0317 1.0000 Uani . . . . . .
C26 C 1.0066(5) 0.4604(8) 0.8870(4) 0.0361 1.0000 Uani . . . . . .
C27 C 0.9329(5) 0.4902(8) 0.8242(4) 0.0323 1.0000 Uani . . . . . .
I28 I 0.73427(3) 0.07665(5) 0.81360(3) 0.0382 1.0000 Uani . . . . . .
I29 I 0.95310(3) 0.69802(5) 0.76600(3) 0.0394 1.0000 Uani . . . . . .
C30 C 1.0735(5) 0.2906(8) 0.9990(4) 0.0345 1.0000 Uani . . . . . .
O31 O 1.0585(4) 0.1933(7) 1.0428(3) 0.0398 1.0000 Uani . . . . . .
O32 O 1.1539(4) 0.3798(7) 1.0070(3) 0.0383 1.0000 Uani . . . . . .
C33 C 1.2285(5) 0.3618(9) 1.0749(4) 0.0382 1.0000 Uani . . . . . .
H41 H 0.4773 0.7700 0.5851 0.0409 1.0000 Uiso R . . . . .
H61 H 0.6608 0.5533 0.4823 0.0408 1.0000 Uiso R . . . . .
H131 H 0.4120 0.9513 0.3585 0.0451 1.0000 Uiso R . . . . .
H132 H 0.3452 0.7937 0.3499 0.0450 1.0000 Uiso R . . . . .
H142 H 0.2521 1.0321 0.3481 0.0580 1.0000 Uiso R . . . . .
H141 H 0.3116 1.0676 0.4277 0.0581 1.0000 Uiso R . . . . .
H143 H 0.2426 0.9135 0.4103 0.0578 1.0000 Uiso R . . . . .
H241 H 0.9160 0.1224 0.9329 0.0389 1.0000 Uiso R . . . . .
H261 H 1.0599 0.5312 0.9012 0.0432 1.0000 Uiso R . . . . .
C34 C 1.2997(6) 0.5021(10) 1.0792(5) 0.0412 1.0000 Uani . . . . . .
H331 H 1.1981 0.3654 1.1149 0.0458 1.0000 Uiso R . . . . .
H332 H 1.2627 0.2601 1.0750 0.0461 1.0000 Uiso R . . . . .
H342 H 1.3346 0.5188 1.1288 0.0621 1.0000 Uiso R . . . . .
H341 H 1.2638 0.5989 1.0607 0.0620 1.0000 Uiso R . . . . .
H343 H 1.3456 0.4768 1.0507 0.0619 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          1.405(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 . C2 . 1.435(9) yes
N1 . N21 . 1.249(9) yes
C2 . C3 . 1.412(9) yes
C2 . C7 . 1.403(10) yes
C3 . C4 . 1.382(10) yes
C3 . I8 . 2.079(8) yes
C4 . C5 . 1.394(10) yes
C4 . H41 . 0.934 no
C5 . C6 . 1.398(9) yes
C5 . C10 . 1.505(10) yes
C6 . C7 . 1.383(10) yes
C6 . H61 . 0.922 no
C7 . I9 . 2.103(7) yes
C10 . O11 . 1.200(11) yes
C10 . O12 . 1.330(9) yes
O12 . C13 . 1.472(9) yes
C13 . C14 . 1.502(10) yes
C13 . H131 . 0.968 no
C13 . H132 . 0.969 no
C14 . H142 . 0.957 no
C14 . H141 . 0.960 no
C14 . H143 . 0.961 no
N21 . C22 . 1.433(9) yes
C22 . C23 . 1.414(9) yes
C22 . C27 . 1.407(9) yes
C23 . C24 . 1.369(10) yes
C23 . I28 . 2.085(6) yes
C24 . C25 . 1.400(9) yes
C24 . H241 . 0.933 no
C25 . C26 . 1.405(10) yes
C25 . C30 . 1.502(10) yes
C26 . C27 . 1.394(10) yes
C26 . H261 . 0.931 no
C27 . I29 . 2.100(6) yes
C30 . O31 . 1.215(10) yes
C30 . O32 . 1.321(9) yes
O32 . C33 . 1.455(9) yes
C33 . C34 . 1.515(10) yes
C33 . H331 . 0.967 no
C33 . H332 . 0.965 no
C34 . H342 . 0.962 no
C34 . H341 . 0.962 no
C34 . H343 . 0.964 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . N1 . N21 . 114.9(6) yes
N1 . C2 . C3 . 116.6(6) yes
N1 . C2 . C7 . 123.9(6) yes
C3 . C2 . C7 . 119.2(6) yes
C2 . C3 . C4 . 120.5(7) yes
C2 . C3 . I8 . 120.5(5) yes
C4 . C3 . I8 . 119.0(5) yes
C3 . C4 . C5 . 120.2(6) yes
C3 . C4 . H41 . 119.4 no
C5 . C4 . H41 . 120.5 no
C4 . C5 . C6 . 119.5(7) yes
C4 . C5 . C10 . 123.6(6) yes
C6 . C5 . C10 . 116.8(6) yes
C5 . C6 . C7 . 121.0(7) yes
C5 . C6 . H61 . 119.8 no
C7 . C6 . H61 . 119.2 no
C2 . C7 . C6 . 119.7(6) yes
C2 . C7 . I9 . 124.6(5) yes
C6 . C7 . I9 . 115.4(5) yes
C5 . C10 . O11 . 122.1(6) yes
C5 . C10 . O12 . 112.8(7) yes
O11 . C10 . O12 . 125.0(7) yes
C10 . O12 . C13 . 113.9(6) yes
O12 . C13 . C14 . 107.3(6) yes
O12 . C13 . H131 . 110.0 no
C14 . C13 . H131 . 110.2 no
O12 . C13 . H132 . 110.1 no
C14 . C13 . H132 . 109.5 no
H131 . C13 . H132 . 109.8 no
C13 . C14 . H142 . 108.6 no
C13 . C14 . H141 . 109.2 no
H142 . C14 . H141 . 109.8 no
C13 . C14 . H143 . 108.8 no
H142 . C14 . H143 . 110.0 no
H141 . C14 . H143 . 110.5 no
N1 . N21 . C22 . 112.9(6) yes
N21 . C22 . C23 . 118.5(6) yes
N21 . C22 . C27 . 123.3(6) yes
C23 . C22 . C27 . 117.9(6) yes
C22 . C23 . C24 . 121.2(6) yes
C22 . C23 . I28 . 121.1(5) yes
C24 . C23 . I28 . 117.7(5) yes
C23 . C24 . C25 . 120.5(6) yes
C23 . C24 . H241 . 119.6 no
C25 . C24 . H241 . 120.0 no
C24 . C25 . C26 . 119.9(6) yes
C24 . C25 . C30 . 118.9(6) yes
C26 . C25 . C30 . 121.2(6) yes
C25 . C26 . C27 . 119.2(6) yes
C25 . C26 . H261 . 120.5 no
C27 . C26 . H261 . 120.4 no
C22 . C27 . C26 . 121.3(6) yes
C22 . C27 . I29 . 123.1(5) yes
C26 . C27 . I29 . 115.5(5) yes
C25 . C30 . O31 . 122.3(7) yes
C25 . C30 . O32 . 112.4(6) yes
O31 . C30 . O32 . 125.3(7) yes
C30 . O32 . C33 . 116.4(6) yes
O32 . C33 . C34 . 106.6(6) yes
O32 . C33 . H331 . 110.1 no
C34 . C33 . H331 . 110.5 no
O32 . C33 . H332 . 109.6 no
C34 . C33 . H332 . 110.1 no
H331 . C33 . H332 . 110.0 no
C33 . C34 . H342 . 109.0 no
C33 . C34 . H341 . 109.7 no
H342 . C34 . H341 . 109.5 no
C33 . C34 . H343 . 109.1 no
H342 . C34 . H343 . 110.2 no
H341 . C34 . H343 . 109.4 no



# Manually omitted reflections

loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
0 1 1 x .
####################################################################### 
# 
# 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_2-I4-N3
_database_code_depnum_ccdc_archive 'CCDC 2196084'
loop_
_audit_author_name
_audit_author_address
'Kirsten Christensen'
;University of Oxford
United Kingdom
;
_audit_update_record             
;
2022-08-10 deposited with the CCDC.	2022-09-19 downloaded from the CCDC.
;
#============================================================================== 
_audit_creation_date             2022-03-08
_audit_creation_method           'CRYSTALS_ver_*****_build_8199 '

_oxford_structure_analysis_title 7586
_chemical_name_systematic        .
_chemical_melting_point          'not measured'

_refine_special_details          
;
The highest residual peak found in the difference Fourier map are 
all close to the heaviest atoms.
;

_cell_length_a                   11.9316(3)
_cell_length_b                   12.2715(5)
_cell_length_c                   15.2444(7)
_cell_angle_alpha                73.159(4)
_cell_angle_beta                 73.857(3)
_cell_angle_gamma                79.026(3)
_cell_volume                     2037.41(14)

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1 '
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
I -0.3257 6.8362 20.1472 4.3470 18.9949 0.3814 7.5138 27.7660 2.2735 66.8776
4.0712 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C14 H8 I4 N8 
# Dc =      2.59 Fooo =   1440.00 Mu =    481.88 M =    795.89
# Found Formula = C14 H8 I4 N8 
# Dc =      2.59 FOOO =   1440.00 Mu =    481.88 M =    795.89

_chemical_formula_sum            'C14 H8 I4 N8'
_chemical_formula_moiety         'C14 H8 I4 N8'
_chemical_compound_source        .
_chemical_formula_weight         795.89


_cell_measurement_reflns_used    10840
_cell_measurement_theta_min      3.07
_cell_measurement_theta_max      76.05
_cell_measurement_temperature    150

_exptl_crystal_description       lath
_exptl_crystal_colour            clear_intense_red
_exptl_crystal_size_min          0.03
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_max          0.22

_exptl_crystal_density_diffrn    2.595
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1440
_exptl_absorpt_coefficient_mu    48.188

# Sheldrick geometric approximatio 0.01 0.24 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_exptl_absorpt_correction_T_min  0.01
_exptl_absorpt_correction_T_max  0.24
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  'focussing mirrors'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_cell_refinement       
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_data_reduction        
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        .

_diffrn_ambient_temperature      150
_diffrn_reflns_number            20715
_diffrn_reflns_av_unetI/netI     0.074
_reflns_number_total             8417
_diffrn_reflns_av_R_equivalents  0.073
_diffrn_reflns_av_sigmaI/netI    0.0738
# Number of reflections with Friedels Law is 8417 
# Theoretical number of reflections is about 17040 

_diffrn_reflns_theta_min         3.791
_diffrn_reflns_theta_max         76.110
_diffrn_measured_fraction_theta_max 0.988

_diffrn_reflns_theta_full        73.827
_diffrn_measured_fraction_theta_full 0.997


_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_reflns_limit_h_min              -14
_reflns_limit_h_max              14
_reflns_limit_k_min              -14
_reflns_limit_k_max              15
_reflns_limit_l_min              0
_reflns_limit_l_max              19

_oxford_diffrn_Wilson_B_factor   4.35
_oxford_diffrn_Wilson_scale      0.73

_atom_sites_solution_primary     other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -2.29
_refine_diff_density_max         6.41


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 

# Explicitly named reflections are ALWAYS excluded from R&wR 

# The values actually used during refinement 
# These are labelled "all" for compatibility with PLATON 
_oxford_refine_reflns_threshold_expression I>-10.0\s(I)
_refine_ls_number_restraints     0
_refine_ls_number_parameters     469
_refine_ls_number_reflns         8412
_refine_ls_R_factor_ref          0.1306
_refine_ls_wR_factor_ref         0.1122
_refine_ls_goodness_of_fit_ref   1.1626
_refine_ls_shift/su_max          0.0010072
_refine_ls_shift/su_mean         0.0000383


# Computed with I/sigma = -10 
_reflns_number_all               8412
_refine_ls_R_factor_all          0.1306
_refine_ls_wR_factor_all         0.1122

# Computed with I/sigma = +2 a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                7214
_refine_ls_R_factor_gt           0.1252
_refine_ls_wR_factor_gt          0.1083


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     
;
 Method= 
 SQRT(W) = 1/(Data with the key SIGMA(/FO/) in list 6) 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N1 N 0.3254(5) 0.3081(5) 0.3967(5) 0.0497 1.0000 Uani . . . . . .
C2 C 0.4277(6) 0.2237(6) 0.3827(6) 0.0521 1.0000 Uani . . . . . .
C3 C 0.4066(6) 0.1176(6) 0.3770(6) 0.0490 1.0000 Uani . . . . . .
C4 C 0.4985(7) 0.0287(6) 0.3701(7) 0.0543 1.0000 Uani . . . . . .
C5 C 0.6115(7) 0.0438(6) 0.3743(6) 0.0547 1.0000 Uani . . . . . .
C6 C 0.6292(6) 0.1461(7) 0.3866(6) 0.0518 1.0000 Uani . . . . . .
C7 C 0.5383(6) 0.2371(6) 0.3893(6) 0.0514 1.0000 Uani . . . . . .
I8 I 0.24335(4) 0.08957(4) 0.37092(4) 0.0568 1.0000 Uani . . . . . .
I9 I 0.58199(4) 0.38673(4) 0.40542(4) 0.0552 1.0000 Uani . . . . . .
C10 C 0.7110(7) -0.0526(6) 0.3645(7) 0.0583 1.0000 Uani . . . . . .
N11 N 0.7880(6) -0.0319(6) 0.2674(6) 0.0608 1.0000 Uani . . . . . .
N12 N 0.8538(7) 0.0433(6) 0.2482(6) 0.0597 1.0000 Uani . . . . . .
N13 N 0.9178(10) 0.1081(8) 0.2237(9) 0.0822 1.0000 Uani . . . . . .
N15 N 0.3450(5) 0.4058(5) 0.3436(5) 0.0494 1.0000 Uani . . . . . .
C16 C 0.2487(6) 0.4933(6) 0.3627(6) 0.0498 1.0000 Uani . . . . . .
C17 C 0.1952(7) 0.5067(6) 0.4540(7) 0.0557 1.0000 Uani . . . . . .
C18 C 0.1106(7) 0.5996(6) 0.4643(6) 0.0513 1.0000 Uani . . . . . .
C19 C 0.0788(6) 0.6815(6) 0.3849(7) 0.0532 1.0000 Uani . . . . . .
C20 C 0.1330(6) 0.6680(6) 0.2943(7) 0.0540 1.0000 Uani . . . . . .
C21 C 0.2193(6) 0.5745(6) 0.2846(6) 0.0482 1.0000 Uani . . . . . .
I22 I 0.23420(4) 0.40058(4) 0.57745(4) 0.0543 1.0000 Uani . . . . . .
I23 I 0.29591(4) 0.56185(4) 0.14641(4) 0.0539 1.0000 Uani . . . . . .
C24 C -0.0098(7) 0.7851(7) 0.4011(7) 0.0597 1.0000 Uani . . . . . .
N25 N 0.0458(8) 0.8779(6) 0.4120(8) 0.0681 1.0000 Uani . . . . . .
N26 N 0.0706(7) 0.8582(6) 0.4886(8) 0.0696 1.0000 Uani . . . . . .
N27 N 0.0985(13) 0.8466(11) 0.5580(11) 0.0920 1.0000 Uani . . . . . .
N51 N 0.6208(6) 0.6216(6) 0.1521(6) 0.0555 1.0000 Uani . . . . . .
C52 C 0.7387(7) 0.5612(7) 0.1416(6) 0.0545 1.0000 Uani . . . . . .
C53 C 0.7564(6) 0.4514(7) 0.1282(6) 0.0507 1.0000 Uani . . . . . .
C54 C 0.8678(6) 0.3903(6) 0.1157(6) 0.0525 1.0000 Uani . . . . . .
C55 C 0.9645(7) 0.4369(7) 0.1178(6) 0.0535 1.0000 Uani . . . . . .
C56 C 0.9460(7) 0.5464(7) 0.1328(7) 0.0565 1.0000 Uani . . . . . .
C57 C 0.8358(7) 0.6078(6) 0.1439(6) 0.0508 1.0000 Uani . . . . . .
I58 I 0.61622(4) 0.37561(4) 0.12310(4) 0.0552 1.0000 Uani . . . . . .
I59 I 0.82038(4) 0.76996(4) 0.17373(4) 0.0529 1.0000 Uani . . . . . .
C60 C 1.0843(7) 0.3713(8) 0.1047(7) 0.0596 1.0000 Uani . . . . . .
N61 N 1.1095(6) 0.2939(6) 0.1924(5) 0.0565 1.0000 Uani . . . . . .
N62 N 1.0818(6) 0.3391(6) 0.2580(6) 0.0581 1.0000 Uani . . . . . .
N63 N 1.0572(8) 0.3694(9) 0.3274(7) 0.0711 1.0000 Uani . . . . . .
N65 N 0.6169(6) 0.7176(6) 0.1001(6) 0.0549 1.0000 Uani . . . . . .
C66 C 0.5041(7) 0.7829(6) 0.1068(6) 0.0513 1.0000 Uani . . . . . .
C67 C 0.4752(6) 0.8403(6) 0.0202(7) 0.0572 1.0000 Uani . . . . . .
C68 C 0.3714(8) 0.9113(7) 0.0159(7) 0.0598 1.0000 Uani . . . . . .
C69 C 0.2932(6) 0.9284(6) 0.1003(6) 0.0514 1.0000 Uani . . . . . .
C70 C 0.3204(6) 0.8739(6) 0.1845(7) 0.0547 1.0000 Uani . . . . . .
C71 C 0.4250(7) 0.8017(6) 0.1893(7) 0.0547 1.0000 Uani . . . . . .
I72 I 0.59099(4) 0.81181(5) -0.10460(4) 0.0602 1.0000 Uani . . . . . .
I73 I 0.45344(4) 0.72460(4) 0.32524(4) 0.0572 1.0000 Uani . . . . . .
C74 C 0.1794(7) 1.0044(7) 0.0956(7) 0.0575 1.0000 Uani . . . . . .
N75 N 0.0809(6) 0.9363(7) 0.1073(7) 0.0654 1.0000 Uani . . . . . .
N76 N 0.0973(7) 0.8862(8) 0.0467(7) 0.0641 1.0000 Uani . . . . . .
N77 N 0.1022(11) 0.8325(14) -0.0039(12) 0.0985 1.0000 Uani . . . . . .
H41 H 0.4853 -0.0403 0.3633 0.0651 1.0000 Uiso R . . . . .
H61 H 0.7020 0.1550 0.3930 0.0621 1.0000 Uiso R . . . . .
H102 H 0.7572 -0.0583 0.4091 0.0699 1.0000 Uiso R . . . . .
H101 H 0.6782 -0.1237 0.3785 0.0701 1.0000 Uiso R . . . . .
H181 H 0.0743 0.6092 0.5246 0.0617 1.0000 Uiso R . . . . .
H201 H 0.1128 0.7198 0.2412 0.0648 1.0000 Uiso R . . . . .
H242 H -0.0697 0.7609 0.4579 0.0720 1.0000 Uiso R . . . . .
H241 H -0.0456 0.8157 0.3477 0.0720 1.0000 Uiso R . . . . .
H541 H 0.8778 0.3178 0.1055 0.0631 1.0000 Uiso R . . . . .
H561 H 1.0091 0.5785 0.1352 0.0678 1.0000 Uiso R . . . . .
H602 H 1.1418 0.4254 0.0792 0.0719 1.0000 Uiso R . . . . .
H601 H 1.0915 0.3258 0.0607 0.0720 1.0000 Uiso R . . . . .
H681 H 0.3534 0.9470 -0.0422 0.0720 1.0000 Uiso R . . . . .
H701 H 0.2677 0.8847 0.2401 0.0659 1.0000 Uiso R . . . . .
H742 H 0.1591 1.0434 0.1457 0.0690 1.0000 Uiso R . . . . .
H741 H 0.1893 1.0601 0.0347 0.0689 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          1.128(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 . C2 . 1.453(8) yes
N1 . N15 . 1.260(10) yes
C2 . C3 . 1.403(10) yes
C2 . C7 . 1.394(12) yes
C3 . C4 . 1.396(9) yes
C3 . I8 . 2.072(7) yes
C4 . C5 . 1.417(13) yes
C4 . H41 . 0.930 no
C5 . C6 . 1.384(11) yes
C5 . C10 . 1.517(10) yes
C6 . C7 . 1.402(9) yes
C6 . H61 . 0.930 no
C7 . I9 . 2.098(8) yes
C10 . N11 . 1.489(12) yes
C10 . H102 . 0.967 no
C10 . H101 . 0.967 no
N11 . N12 . 1.243(12) yes
N12 . N13 . 1.120(14) yes
N15 . C16 . 1.443(9) yes
C16 . C17 . 1.403(13) yes
C16 . C21 . 1.395(12) yes
C17 . C18 . 1.386(10) yes
C17 . I22 . 2.072(9) yes
C18 . C19 . 1.422(12) yes
C18 . H181 . 0.932 no
C19 . C20 . 1.397(13) yes
C19 . C24 . 1.523(9) yes
C20 . C21 . 1.400(9) yes
C20 . H201 . 0.932 no
C21 . I23 . 2.088(8) yes
C24 . N25 . 1.491(12) yes
C24 . H242 . 0.968 no
C24 . H241 . 0.971 no
N25 . N26 . 1.229(17) yes
N26 . N27 . 1.16(2) yes
N51 . C52 . 1.449(9) yes
N51 . N65 . 1.215(11) yes
C52 . C53 . 1.388(11) yes
C52 . C57 . 1.399(13) yes
C53 . C54 . 1.388(10) yes
C53 . I58 . 2.092(8) yes
C54 . C55 . 1.393(12) yes
C54 . H541 . 0.927 no
C55 . C56 . 1.394(10) yes
C55 . C60 . 1.492(10) yes
C56 . C57 . 1.378(11) yes
C56 . H561 . 0.928 no
C57 . I59 . 2.131(7) yes
C60 . N61 . 1.470(12) yes
C60 . H602 . 0.968 no
C60 . H601 . 0.967 no
N61 . N62 . 1.219(12) yes
N62 . N63 . 1.165(14) yes
N65 . C66 . 1.423(10) yes
C66 . C67 . 1.407(14) yes
C66 . C71 . 1.397(13) yes
C67 . C68 . 1.378(12) yes
C67 . I72 . 2.095(9) yes
C68 . C69 . 1.409(13) yes
C68 . H681 . 0.931 no
C69 . C70 . 1.360(14) yes
C69 . C74 . 1.500(10) yes
C70 . C71 . 1.393(11) yes
C70 . H701 . 0.932 no
C71 . I73 . 2.106(9) yes
C74 . N75 . 1.510(12) yes
C74 . H742 . 0.968 no
C74 . H741 . 0.972 no
N75 . N76 . 1.205(13) yes
N76 . N77 . 1.136(17) yes
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . N1 . N15 . 111.6(6) yes
N1 . C2 . C3 . 116.2(7) yes
N1 . C2 . C7 . 123.3(7) yes
C3 . C2 . C7 . 119.8(6) yes
C2 . C3 . C4 . 120.0(7) yes
C2 . C3 . I8 . 122.1(5) yes
C4 . C3 . I8 . 117.8(6) yes
C3 . C4 . C5 . 119.8(7) yes
C3 . C4 . H41 . 120.1 no
C5 . C4 . H41 . 120.1 no
C4 . C5 . C6 . 119.5(7) yes
C4 . C5 . C10 . 119.2(7) yes
C6 . C5 . C10 . 121.3(8) yes
C5 . C6 . C7 . 120.6(8) yes
C5 . C6 . H61 . 120.0 no
C7 . C6 . H61 . 119.5 no
C6 . C7 . C2 . 120.0(7) yes
C6 . C7 . I9 . 115.3(6) yes
C2 . C7 . I9 . 124.6(5) yes
C5 . C10 . N11 . 111.6(7) yes
C5 . C10 . H102 . 108.6 no
N11 . C10 . H102 . 109.3 no
C5 . C10 . H101 . 109.0 no
N11 . C10 . H101 . 108.7 no
H102 . C10 . H101 . 109.6 no
C10 . N11 . N12 . 114.7(8) yes
N11 . N12 . N13 . 173.8(10) yes
N1 . N15 . C16 . 112.5(6) yes
N15 . C16 . C17 . 122.9(7) yes
N15 . C16 . C21 . 116.6(7) yes
C17 . C16 . C21 . 120.0(6) yes
C16 . C17 . C18 . 118.6(8) yes
C16 . C17 . I22 . 125.6(5) yes
C18 . C17 . I22 . 115.8(7) yes
C17 . C18 . C19 . 121.6(8) yes
C17 . C18 . H181 . 119.3 no
C19 . C18 . H181 . 119.2 no
C18 . C19 . C20 . 119.5(6) yes
C18 . C19 . C24 . 118.7(8) yes
C20 . C19 . C24 . 121.7(8) yes
C19 . C20 . C21 . 118.4(8) yes
C19 . C20 . H201 . 121.1 no
C21 . C20 . H201 . 120.5 no
C20 . C21 . C16 . 121.8(7) yes
C20 . C21 . I23 . 115.7(6) yes
C16 . C21 . I23 . 122.5(5) yes
C19 . C24 . N25 . 112.2(7) yes
C19 . C24 . H242 . 108.7 no
N25 . C24 . H242 . 108.8 no
C19 . C24 . H241 . 109.2 no
N25 . C24 . H241 . 108.4 no
H242 . C24 . H241 . 109.6 no
C24 . N25 . N26 . 114.2(8) yes
N25 . N26 . N27 . 175.0(10) yes
C52 . N51 . N65 . 112.8(7) yes
N51 . C52 . C53 . 118.4(8) yes
N51 . C52 . C57 . 123.5(7) yes
C53 . C52 . C57 . 118.2(7) yes
C52 . C53 . C54 . 121.0(7) yes
C52 . C53 . I58 . 120.7(5) yes
C54 . C53 . I58 . 118.3(6) yes
C53 . C54 . C55 . 120.8(7) yes
C53 . C54 . H541 . 119.4 no
C55 . C54 . H541 . 119.8 no
C54 . C55 . C56 . 118.0(7) yes
C54 . C55 . C60 . 121.0(7) yes
C56 . C55 . C60 . 121.0(8) yes
C55 . C56 . C57 . 121.2(8) yes
C55 . C56 . H561 . 119.3 no
C57 . C56 . H561 . 119.4 no
C52 . C57 . C56 . 120.8(7) yes
C52 . C57 . I59 . 122.5(5) yes
C56 . C57 . I59 . 116.6(6) yes
C55 . C60 . N61 . 113.6(7) yes
C55 . C60 . H602 . 108.5 no
N61 . C60 . H602 . 108.1 no
C55 . C60 . H601 . 108.5 no
N61 . C60 . H601 . 108.2 no
H602 . C60 . H601 . 109.8 no
C60 . N61 . N62 . 113.1(7) yes
N61 . N62 . N63 . 171.9(9) yes
N51 . N65 . C66 . 116.2(7) yes
N65 . C66 . C67 . 115.4(7) yes
N65 . C66 . C71 . 126.5(8) yes
C67 . C66 . C71 . 118.0(7) yes
C66 . C67 . C68 . 121.7(8) yes
C66 . C67 . I72 . 118.8(5) yes
C68 . C67 . I72 . 119.5(8) yes
C67 . C68 . C69 . 119.1(9) yes
C67 . C68 . H681 . 120.1 no
C69 . C68 . H681 . 120.8 no
C68 . C69 . C70 . 119.8(7) yes
C68 . C69 . C74 . 119.0(8) yes
C70 . C69 . C74 . 121.2(7) yes
C69 . C70 . C71 . 121.4(8) yes
C69 . C70 . H701 . 119.3 no
C71 . C70 . H701 . 119.3 no
C66 . C71 . C70 . 120.1(8) yes
C66 . C71 . I73 . 123.4(6) yes
C70 . C71 . I73 . 116.5(7) yes
C69 . C74 . N75 . 111.6(6) yes
C69 . C74 . H742 . 108.7 no
N75 . C74 . H742 . 108.7 no
C69 . C74 . H741 . 108.9 no
N75 . C74 . H741 . 109.0 no
H742 . C74 . H741 . 110.0 no
C74 . N75 . N76 . 113.6(8) yes
N75 . N76 . N77 . 172.1(12) yes
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C18 . H181 . N63 2_666 168 0.93 2.42 3.334(12) yes



# Manually omitted reflections

loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
1 0 0 x .
0 0 4 x .
0 9 7 x .
1 -1 3 x .
1 -1 3 x .
1 -1 3 x .
3 1 1 x .
####################################################################### 
# 
# 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_5-SEt4-ester
_database_code_depnum_ccdc_archive 'CCDC 2196087'
loop_
_audit_author_name
_audit_author_address
'Kirsten Christensen'
;University of Oxford
United Kingdom
;
_audit_update_record             
;
2022-08-10 deposited with the CCDC.	2022-09-19 downloaded from the CCDC.
;
#============================================================================== 
_audit_creation_date             2022-04-25
_audit_creation_method           'CRYSTALS_ver_*****_build_8199 '

_oxford_structure_analysis_title 7620
_chemical_name_systematic        .
_chemical_melting_point          'not measured'

_cell_length_a                   7.2152(2)
_cell_length_b                   8.0923(3)
_cell_length_c                   12.5451(4)
_cell_angle_alpha                87.957(3)
_cell_angle_beta                 82.964(3)
_cell_angle_gamma                66.841(3)
_cell_volume                     668.32(4)

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1 '
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.3331 0.5567 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            1

# Given Formula = C26 H34 N2 O4 S4 
# Dc =      1.41 Fooo =    300.00 Mu =     35.61 M =    566.83
# Found Formula = C26 H34 N2 O4 S4 
# Dc =      1.41 FOOO =    300.00 Mu =     35.61 M =    566.83

_chemical_formula_sum            'C26 H34 N2 O4 S4'
_chemical_formula_moiety         'C26 H34 N2 O4 S4'
_chemical_compound_source        .
_chemical_formula_weight         566.83


_cell_measurement_reflns_used    9944
_cell_measurement_theta_min      5.92
_cell_measurement_theta_max      76.07
_cell_measurement_temperature    150

_exptl_crystal_description       lath
_exptl_crystal_colour            clear_intense_red
_exptl_crystal_size_min          0.02
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_max          0.25

_exptl_crystal_density_diffrn    1.408
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             300
_exptl_absorpt_coefficient_mu    3.561

# Sheldrick geometric approximatio 0.73 0.93 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_exptl_absorpt_correction_T_min  0.68
_exptl_absorpt_correction_T_max  0.93
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  'focussing mirrors'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_cell_refinement       
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_data_reduction        
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        .

_diffrn_ambient_temperature      150
_diffrn_reflns_number            12330
_diffrn_reflns_av_unetI/netI     0.023
_reflns_number_total             2761
_diffrn_reflns_av_R_equivalents  0.021
_diffrn_reflns_av_sigmaI/netI    0.0232
# Number of reflections with Friedels Law is 2761 
# Theoretical number of reflections is about 5586 


_diffrn_reflns_theta_min         3.550
_diffrn_reflns_theta_max         76.057
_diffrn_measured_fraction_theta_max 0.988

_diffrn_reflns_theta_full        73.776
_diffrn_measured_fraction_theta_full 0.997


_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_reflns_limit_h_min              -8
_reflns_limit_h_max              9
_reflns_limit_k_min              -10
_reflns_limit_k_max              10
_reflns_limit_l_min              0
_reflns_limit_l_max              15

_oxford_diffrn_Wilson_B_factor   1.28
_oxford_diffrn_Wilson_scale      0.01

_atom_sites_solution_primary     other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.27
_refine_diff_density_max         0.40


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 

# Explicitly named reflections are ALWAYS excluded from R&wR 

# The values actually used during refinement 
# These are labelled "all" for compatibility with PLATON 
_oxford_refine_reflns_threshold_expression I>-3.0\s(I)
_refine_ls_number_restraints     0
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2761
_refine_ls_R_factor_ref          0.0252
_refine_ls_wR_factor_ref         0.0703
_refine_ls_goodness_of_fit_ref   0.9995
_refine_ls_shift/su_max          0.0012939
_refine_ls_shift/su_mean         0.0000623


# Computed with I/sigma = -10 
_reflns_number_all               2761
_refine_ls_R_factor_all          0.0252
_refine_ls_wR_factor_all         0.0703

# Computed with I/sigma = +2 a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                2647
_refine_ls_R_factor_gt           0.0245
_refine_ls_wR_factor_gt          0.0696


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.05P)² + 0.22P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N1 N 0.43742(14) 0.02547(12) 0.54251(7) 0.0157 1.0000 Uani . . . . . .
C2 C 0.44567(16) 0.16595(14) 0.60115(8) 0.0151 1.0000 Uani . . . . . .
C3 C 0.29915(17) 0.22127(14) 0.69399(9) 0.0160 1.0000 Uani . . . . . .
C4 C 0.28988(17) 0.35919(15) 0.75970(9) 0.0174 1.0000 Uani . . . . . .
C5 C 0.42502(17) 0.44341(14) 0.73522(9) 0.0174 1.0000 Uani . . . . . .
C6 C 0.56953(17) 0.39147(15) 0.64568(9) 0.0176 1.0000 Uani . . . . . .
C7 C 0.58280(16) 0.25383(14) 0.57673(8) 0.0156 1.0000 Uani . . . . . .
S8 S 0.13437(4) 0.10805(4) 0.71929(2) 0.0191 1.0000 Uani . . . . . .
C9 C -0.02187(19) 0.21174(17) 0.84235(9) 0.0237 1.0000 Uani . . . . . .
C10 C -0.1553(2) 0.10744(19) 0.87445(11) 0.0301 1.0000 Uani . . . . . .
S11 S 0.76202(4) 0.18948(3) 0.46319(2) 0.0172 1.0000 Uani . . . . . .
C12 C 0.90319(18) 0.33083(16) 0.46905(9) 0.0197 1.0000 Uani . . . . . .
C13 C 1.06786(19) 0.27207(17) 0.37308(10) 0.0246 1.0000 Uani . . . . . .
C14 C 0.40571(18) 0.59224(15) 0.80851(9) 0.0196 1.0000 Uani . . . . . .
O15 O 0.27120(15) 0.65099(13) 0.88164(7) 0.0298 1.0000 Uani . . . . . .
O16 O 0.55449(13) 0.65180(11) 0.78430(6) 0.0220 1.0000 Uani . . . . . .
C17 C 0.54866(19) 0.79798(16) 0.85038(9) 0.0227 1.0000 Uani . . . . . .
C18 C 0.6780(2) 0.72640(19) 0.93984(11) 0.0326 1.0000 Uani . . . . . .
H41 H 0.1947 0.3977 0.8196 0.0221 1.0000 Uiso R . . . . .
H61 H 0.6554 0.4522 0.6337 0.0209 1.0000 Uiso R . . . . .
H91 H 0.0658 0.2043 0.8967 0.0280 1.0000 Uiso R . . . . .
H92 H -0.1029 0.3385 0.8309 0.0282 1.0000 Uiso R . . . . .
H101 H -0.2424 0.1596 0.9401 0.0447 1.0000 Uiso R . . . . .
H102 H -0.0731 -0.0189 0.8873 0.0442 1.0000 Uiso R . . . . .
H103 H -0.2407 0.1151 0.8188 0.0441 1.0000 Uiso R . . . . .
H121 H 0.9619 0.3113 0.5367 0.0241 1.0000 Uiso R . . . . .
H122 H 0.8120 0.4572 0.4639 0.0230 1.0000 Uiso R . . . . .
H133 H 1.1476 0.3440 0.3730 0.0386 1.0000 Uiso R . . . . .
H132 H 1.1569 0.1452 0.3774 0.0374 1.0000 Uiso R . . . . .
H131 H 1.0064 0.2905 0.3064 0.0362 1.0000 Uiso R . . . . .
H171 H 0.5983 0.8709 0.8020 0.0272 1.0000 Uiso R . . . . .
H172 H 0.4102 0.8685 0.8771 0.0275 1.0000 Uiso R . . . . .
H181 H 0.6634 0.8244 0.9847 0.0482 1.0000 Uiso R . . . . .
H182 H 0.8186 0.6658 0.9125 0.0485 1.0000 Uiso R . . . . .
H183 H 0.6315 0.6466 0.9819 0.0477 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          10.9(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 . N1 2_656 1.2751(19) yes
N1 . C2 . 1.4002(14) yes
C2 . C3 . 1.4275(15) yes
C2 . C7 . 1.4290(15) yes
C3 . C4 . 1.3866(15) yes
C3 . S8 . 1.7599(11) yes
C4 . C5 . 1.3943(15) yes
C4 . H41 . 0.925 no
C5 . C6 . 1.3883(16) yes
C5 . C14 . 1.4936(15) yes
C6 . C7 . 1.4009(15) yes
C6 . H61 . 0.927 no
C7 . S11 . 1.7447(11) yes
S8 . C9 . 1.8112(12) yes
C9 . C10 . 1.5238(16) yes
C9 . H91 . 0.970 no
C9 . H92 . 0.976 no
C10 . H101 . 0.970 no
C10 . H102 . 0.978 no
C10 . H103 . 0.971 no
S11 . C12 . 1.8143(11) yes
C12 . C13 . 1.5275(16) yes
C12 . H121 . 0.975 no
C12 . H122 . 0.979 no
C13 . H133 . 0.966 no
C13 . H132 . 0.978 no
C13 . H131 . 0.974 no
C14 . O15 . 1.2082(15) yes
C14 . O16 . 1.3393(14) yes
O16 . C17 . 1.4528(13) yes
C17 . C18 . 1.5003(18) yes
C17 . H171 . 0.966 no
C17 . H172 . 0.959 no
C18 . H181 . 0.953 no
C18 . H182 . 0.961 no
C18 . H183 . 0.954 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 2_656 N1 . C2 . 116.12(11) yes
N1 . C2 . C3 . 113.99(9) yes
N1 . C2 . C7 . 126.64(10) yes
C3 . C2 . C7 . 119.37(10) yes
C2 . C3 . C4 . 120.27(10) yes
C2 . C3 . S8 . 117.09(8) yes
C4 . C3 . S8 . 122.63(9) yes
C3 . C4 . C5 . 119.81(10) yes
C3 . C4 . H41 . 121.4 no
C5 . C4 . H41 . 118.8 no
C4 . C5 . C6 . 121.02(10) yes
C4 . C5 . C14 . 117.18(10) yes
C6 . C5 . C14 . 121.80(10) yes
C5 . C6 . C7 . 120.97(10) yes
C5 . C6 . H61 . 117.1 no
C7 . C6 . H61 . 121.9 no
C2 . C7 . C6 . 118.56(10) yes
C2 . C7 . S11 . 120.17(8) yes
C6 . C7 . S11 . 121.27(8) yes
C3 . S8 . C9 . 103.90(5) yes
S8 . C9 . C10 . 106.49(8) yes
S8 . C9 . H91 . 108.8 no
C10 . C9 . H91 . 111.5 no
S8 . C9 . H92 . 110.3 no
C10 . C9 . H92 . 111.6 no
H91 . C9 . H92 . 108.2 no
C9 . C10 . H101 . 109.0 no
C9 . C10 . H102 . 111.1 no
H101 . C10 . H102 . 108.5 no
C9 . C10 . H103 . 110.4 no
H101 . C10 . H103 . 108.3 no
H102 . C10 . H103 . 109.4 no
C7 . S11 . C12 . 103.97(5) yes
S11 . C12 . C13 . 105.32(8) yes
S11 . C12 . H121 . 109.3 no
C13 . C12 . H121 . 111.4 no
S11 . C12 . H122 . 109.6 no
C13 . C12 . H122 . 111.4 no
H121 . C12 . H122 . 109.8 no
C12 . C13 . H133 . 108.2 no
C12 . C13 . H132 . 111.3 no
H133 . C13 . H132 . 109.1 no
C12 . C13 . H131 . 110.2 no
H133 . C13 . H131 . 109.4 no
H132 . C13 . H131 . 108.7 no
C5 . C14 . O15 . 123.49(10) yes
C5 . C14 . O16 . 112.41(10) yes
O15 . C14 . O16 . 124.10(10) yes
C14 . O16 . C17 . 116.78(9) yes
O16 . C17 . C18 . 110.66(10) yes
O16 . C17 . H171 . 105.2 no
C18 . C17 . H171 . 111.8 no
O16 . C17 . H172 . 108.8 no
C18 . C17 . H172 . 111.7 no
H171 . C17 . H172 . 108.4 no
C17 . C18 . H181 . 108.7 no
C17 . C18 . H182 . 111.3 no
H181 . C18 . H182 . 108.9 no
C17 . C18 . H183 . 109.2 no
H181 . C18 . H183 . 108.3 no
H182 . C18 . H183 . 110.4 no



_refine_special_details          
;
?
  Reflections are selected by the following conditions :-
  Minimum value of SQRTW        is   0.00
  Minimum value of RATIO        is  -3.00
;
####################################################################### 
# 
# 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_10-F2H2-NHBoc
_database_code_depnum_ccdc_archive 'CCDC 2196092'
loop_
_audit_author_name
_audit_author_address
'Kirsten Christensen'
;University of Oxford
United Kingdom
;
_audit_update_record             
;
2022-08-11 deposited with the CCDC.	2022-09-19 downloaded from the CCDC.
;
#============================================================================== 
_audit_creation_date             2020-02-24
_audit_creation_method           'CRYSTALS_ver_14.61_build_7453 '

_oxford_structure_analysis_title 7274
_chemical_name_systematic        .
_chemical_melting_point          'not measured'
_cell_length_a                   10.1072(7)
_cell_length_b                   11.4012(8)
_cell_length_c                   11.5402(9)
_cell_angle_alpha                94.868(6)
_cell_angle_beta                 95.841(6)
_cell_angle_gamma                112.726(7)
_cell_volume                     1208.99(17)

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1 '
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0727 0.0534 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            2

# Given Formula = C24 H30 F2 N4 O4 
# Dc =      1.31 Fooo =    504.00 Mu =      8.41 M =    476.52
# Found Formula = C24 H30 F2 N4 O4 
# Dc =      1.31 FOOO =    504.00 Mu =      8.41 M =    476.52

_chemical_formula_sum            'C24 H30 F2 N4 O4'
_chemical_formula_moiety         'C24 H30 F2 N4 O4'
_chemical_compound_source        .
_chemical_formula_weight         476.52


_cell_measurement_reflns_used    3475
_cell_measurement_theta_min      3.89
_cell_measurement_theta_max      76.40
_cell_measurement_temperature    150

_exptl_crystal_description       lath
_exptl_crystal_colour            clear_intense_orange
_exptl_crystal_size_min          0.02
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_max          0.26

_exptl_crystal_density_diffrn    1.309
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             504
_exptl_absorpt_coefficient_mu    0.841

# Sheldrick geometric approximatio 0.96 0.98 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_exptl_absorpt_correction_T_min  0.88
_exptl_absorpt_correction_T_max  0.98
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  'focussing mirrors'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_cell_refinement       
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_data_reduction        
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        .

_diffrn_ambient_temperature      150
_diffrn_reflns_number            12314
_diffrn_reflns_av_unetI/netI     0.060
_reflns_number_total             5019
_diffrn_reflns_av_R_equivalents  0.038
_diffrn_reflns_av_sigmaI/netI    0.0594
# Number of reflections with Friedels Law is 5019 
# Theoretical number of reflections is about 10243 

_diffrn_reflns_theta_min         3.886
_diffrn_reflns_theta_max         77.150
_diffrn_measured_fraction_theta_max 0.979

_diffrn_reflns_theta_full        72.521
_diffrn_measured_fraction_theta_full 0.995


_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_reflns_limit_h_min              -12
_reflns_limit_h_max              12
_reflns_limit_k_min              -14
_reflns_limit_k_max              14
_reflns_limit_l_min              0
_reflns_limit_l_max              14

_oxford_diffrn_Wilson_B_factor   2.79
_oxford_diffrn_Wilson_scale      0.03

_atom_sites_solution_primary     other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.33
_refine_diff_density_max         0.37


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 

# Explicitly named reflections are ALWAYS excluded from R&wR 

# The values actually used during refinement 
# These are labelled "all" for compatibility with PLATON 
_oxford_refine_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_restraints     0
_refine_ls_number_parameters     307
_refine_ls_number_reflns         5012
_oxford_refine_ls_R_factor_ref   0.0760
_refine_ls_R_factor_all          0.0760
_refine_ls_wR_factor_ref         0.1584
_refine_ls_wR_factor_all         0.1584
_refine_ls_goodness_of_fit_ref   0.9792
_refine_ls_shift/su_max          0.0003922
_refine_ls_shift/su_mean         0.0000440


# Computed with no filters except I/sigma = -10 
_oxford_reflns_number_all        5016
_oxford_refine_ls_R_factor_all   0.0764
_oxford_refine_ls_wR_factor_all  0.1593

# Computed with no filters except I/sigma = +2 a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                3396
_refine_ls_R_factor_gt           0.0509
_refine_ls_wR_factor_gt          0.1349


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.08P)² + 0.18P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N1 N 0.71611(18) 0.98822(14) 0.95434(16) 0.0337 1.0000 Uani . . . . . .
C2 C 0.5739(2) 0.89260(16) 0.95099(18) 0.0302 1.0000 Uani . . . . . .
C3 C 0.5156(2) 0.83747(17) 1.04743(17) 0.0312 1.0000 Uani . . . . . .
C4 C 0.3769(2) 0.74266(17) 1.03338(17) 0.0308 1.0000 Uani . . . . . .
C5 C 0.29263(19) 0.69944(16) 0.92235(17) 0.0280 1.0000 Uani . . . . . .
C6 C 0.3482(2) 0.75599(19) 0.82667(18) 0.0372 1.0000 Uani . . . . . .
C7 C 0.4862(2) 0.85146(19) 0.84237(19) 0.0381 1.0000 Uani . . . . . .
F8 F 0.53776(16) 0.90459(15) 0.74759(12) 0.0646 1.0000 Uani . . . . . .
C9 C 0.1431(2) 0.59249(17) 0.90866(18) 0.0319 1.0000 Uani . . . . . .
N10 N 0.11084(16) 0.50956(14) 0.79768(15) 0.0307 1.0000 Uani . . . . . .
C11 C -0.0264(2) 0.44332(16) 0.74460(17) 0.0289 1.0000 Uani . . . . . .
O12 O -0.13285(14) 0.45073(13) 0.77996(13) 0.0360 1.0000 Uani . . . . . .
O13 O -0.02715(14) 0.36804(13) 0.64771(14) 0.0370 1.0000 Uani . . . . . .
C14 C -0.1649(2) 0.28779(19) 0.57110(19) 0.0344 1.0000 Uani . . . . . .
C15 C -0.2338(2) 0.3726(2) 0.5212(2) 0.0400 1.0000 Uani . . . . . .
C16 C -0.1145(3) 0.2247(2) 0.4733(2) 0.0468 1.0000 Uani . . . . . .
C17 C -0.2621(2) 0.18768(19) 0.6387(2) 0.0435 1.0000 Uani . . . . . .
N21 N 0.79242(17) 1.01486(14) 1.05359(15) 0.0315 1.0000 Uani . . . . . .
C22 C 0.9339(2) 1.11095(16) 1.05601(17) 0.0296 1.0000 Uani . . . . . .
C23 C 0.9872(2) 1.17100(17) 0.95989(18) 0.0335 1.0000 Uani . . . . . .
C24 C 1.1257(2) 1.26655(17) 0.97249(18) 0.0318 1.0000 Uani . . . . . .
C25 C 1.2150(2) 1.30423(16) 1.08079(17) 0.0288 1.0000 Uani . . . . . .
C26 C 1.1646(2) 1.24354(19) 1.17651(18) 0.0362 1.0000 Uani . . . . . .
C27 C 1.0263(2) 1.14820(18) 1.16192(18) 0.0357 1.0000 Uani . . . . . .
F28 F 0.98062(15) 1.09089(13) 1.25636(12) 0.0572 1.0000 Uani . . . . . .
C29 C 1.3651(2) 1.40905(17) 1.09217(18) 0.0328 1.0000 Uani . . . . . .
N30 N 1.39606(16) 1.50271(14) 1.19612(15) 0.0298 1.0000 Uani . . . . . .
C31 C 1.53388(19) 1.57417(16) 1.24562(17) 0.0286 1.0000 Uani . . . . . .
O32 O 1.63851(14) 1.55368(13) 1.22212(14) 0.0378 1.0000 Uani . . . . . .
O33 O 1.53948(14) 1.67185(13) 1.32265(14) 0.0385 1.0000 Uani . . . . . .
C34 C 1.6749(2) 1.74982(19) 1.4029(2) 0.0386 1.0000 Uani . . . . . .
C35 C 1.7118(3) 1.6652(2) 1.4819(2) 0.0522 1.0000 Uani . . . . . .
C36 C 1.6350(3) 1.8484(3) 1.4708(3) 0.0780 1.0000 Uani . . . . . .
C37 C 1.7974(2) 1.8188(2) 1.3351(2) 0.0444 1.0000 Uani . . . . . .
H31 H 0.5708 0.8660 1.1232 0.0367 1.0000 Uiso R . . . . .
H41 H 0.3392 0.7088 1.0990 0.0380 1.0000 Uiso R . . . . .
H61 H 0.2945 0.7305 0.7515 0.0453 1.0000 Uiso R . . . . .
H91 H 0.1387 0.5433 0.9747 0.0380 1.0000 Uiso R . . . . .
H92 H 0.0727 0.6305 0.9116 0.0372 1.0000 Uiso R . . . . .
H151 H -0.3128 0.3209 0.4599 0.0593 1.0000 Uiso R . . . . .
H152 H -0.2703 0.4102 0.5820 0.0593 1.0000 Uiso R . . . . .
H153 H -0.1617 0.4411 0.4877 0.0605 1.0000 Uiso R . . . . .
H162 H -0.1966 0.1695 0.4157 0.0695 1.0000 Uiso R . . . . .
H161 H -0.0669 0.1725 0.5075 0.0696 1.0000 Uiso R . . . . .
H163 H -0.0445 0.2901 0.4362 0.0700 1.0000 Uiso R . . . . .
H172 H -0.3411 0.1235 0.5849 0.0642 1.0000 Uiso R . . . . .
H171 H -0.2994 0.2248 0.6969 0.0638 1.0000 Uiso R . . . . .
H173 H -0.2066 0.1447 0.6755 0.0651 1.0000 Uiso R . . . . .
H231 H 0.9287 1.1471 0.8846 0.0394 1.0000 Uiso R . . . . .
H241 H 1.1610 1.3084 0.9083 0.0387 1.0000 Uiso R . . . . .
H261 H 1.2232 1.2665 1.2503 0.0438 1.0000 Uiso R . . . . .
H291 H 1.4374 1.3727 1.0975 0.0397 1.0000 Uiso R . . . . .
H292 H 1.3688 1.4509 1.0224 0.0387 1.0000 Uiso R . . . . .
H352 H 1.7914 1.7189 1.5443 0.0782 1.0000 Uiso R . . . . .
H351 H 1.6281 1.6181 1.5165 0.0777 1.0000 Uiso R . . . . .
H353 H 1.7401 1.6050 1.4387 0.0771 1.0000 Uiso R . . . . .
H363 H 1.7180 1.9059 1.5261 0.1157 1.0000 Uiso R . . . . .
H362 H 1.5987 1.8953 1.4181 0.1176 1.0000 Uiso R . . . . .
H361 H 1.5599 1.8018 1.5152 0.1164 1.0000 Uiso R . . . . .
H373 H 1.8736 1.8861 1.3889 0.0669 1.0000 Uiso R . . . . .
H372 H 1.7601 1.8587 1.2748 0.0669 1.0000 Uiso R . . . . .
H371 H 1.8359 1.7602 1.2980 0.0670 1.0000 Uiso R . . . . .
H301 H 1.3301 1.5291 1.2118 0.0364 1.0000 Uiso R . . . . .
H101 H 0.1777 0.4871 0.7745 0.0366 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          6.22(19)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 . C2 . 1.423(2) yes
N1 . N21 . 1.257(3) yes
C2 . C3 . 1.396(3) yes
C2 . C7 . 1.389(3) yes
C3 . C4 . 1.383(2) yes
C3 . H31 . 0.946 no
C4 . C5 . 1.399(3) yes
C4 . H41 . 0.928 no
C5 . C6 . 1.385(3) yes
C5 . C9 . 1.514(2) yes
C6 . C7 . 1.380(3) yes
C6 . H61 . 0.934 no
C7 . F8 . 1.349(2) yes
C9 . N10 . 1.453(2) yes
C9 . H91 . 0.979 no
C9 . H92 . 0.967 no
N10 . C11 . 1.345(2) yes
N10 . H101 . 0.867 no
C11 . O12 . 1.218(2) yes
C11 . O13 . 1.348(2) yes
O13 . C14 . 1.478(2) yes
C14 . C15 . 1.511(3) yes
C14 . C16 . 1.521(3) yes
C14 . C17 . 1.523(3) yes
C15 . H151 . 0.968 no
C15 . H152 . 0.968 no
C15 . H153 . 0.979 no
C16 . H162 . 0.969 no
C16 . H161 . 0.982 no
C16 . H163 . 0.974 no
C17 . H172 . 0.964 no
C17 . H171 . 0.948 no
C17 . H173 . 0.967 no
N21 . C22 . 1.422(2) yes
C22 . C23 . 1.398(3) yes
C22 . C27 . 1.385(3) yes
C23 . C24 . 1.386(2) yes
C23 . H231 . 0.954 no
C24 . C25 . 1.393(3) yes
C24 . H241 . 0.941 no
C25 . C26 . 1.390(3) yes
C25 . C29 . 1.509(2) yes
C26 . C27 . 1.382(3) yes
C26 . H261 . 0.940 no
C27 . F28 . 1.348(2) yes
C29 . N30 . 1.458(2) yes
C29 . H291 . 0.969 no
C29 . H292 . 0.966 no
N30 . C31 . 1.346(2) yes
N30 . H301 . 0.860 no
C31 . O32 . 1.219(2) yes
C31 . O33 . 1.344(2) yes
O33 . C34 . 1.478(2) yes
C34 . C35 . 1.503(3) yes
C34 . C36 . 1.518(3) yes
C34 . C37 . 1.521(3) yes
C35 . H352 . 0.984 no
C35 . H351 . 0.957 no
C35 . H353 . 0.962 no
C36 . H363 . 0.967 no
C36 . H362 . 0.976 no
C36 . H361 . 0.967 no
C37 . H373 . 0.966 no
C37 . H372 . 0.983 no
C37 . H371 . 0.983 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . N1 . N21 . 113.48(17) yes
N1 . C2 . C3 . 125.51(18) yes
N1 . C2 . C7 . 116.95(17) yes
C3 . C2 . C7 . 117.54(17) yes
C2 . C3 . C4 . 120.57(18) yes
C2 . C3 . H31 . 119.7 no
C4 . C3 . H31 . 119.7 no
C3 . C4 . C5 . 120.79(18) yes
C3 . C4 . H41 . 119.2 no
C5 . C4 . H41 . 120.0 no
C4 . C5 . C6 . 119.02(16) yes
C4 . C5 . C9 . 119.77(17) yes
C6 . C5 . C9 . 121.20(18) yes
C5 . C6 . C7 . 119.45(19) yes
C5 . C6 . H61 . 121.4 no
C7 . C6 . H61 . 119.2 no
C2 . C7 . C6 . 122.56(18) yes
C2 . C7 . F8 . 119.22(17) yes
C6 . C7 . F8 . 118.21(19) yes
C5 . C9 . N10 . 111.18(15) yes
C5 . C9 . H91 . 108.5 no
N10 . C9 . H91 . 110.5 no
C5 . C9 . H92 . 108.4 no
N10 . C9 . H92 . 109.4 no
H91 . C9 . H92 . 108.7 no
C9 . N10 . C11 . 121.34(16) yes
C9 . N10 . H101 . 118.9 no
C11 . N10 . H101 . 117.9 no
N10 . C11 . O12 . 124.63(18) yes
N10 . C11 . O13 . 109.54(16) yes
O12 . C11 . O13 . 125.84(17) yes
C11 . O13 . C14 . 120.44(15) yes
O13 . C14 . C15 . 109.65(16) yes
O13 . C14 . C16 . 102.46(16) yes
C15 . C14 . C16 . 109.76(19) yes
O13 . C14 . C17 . 109.70(17) yes
C15 . C14 . C17 . 113.84(18) yes
C16 . C14 . C17 . 110.83(18) yes
C14 . C15 . H151 . 108.6 no
C14 . C15 . H152 . 110.5 no
H151 . C15 . H152 . 109.6 no
C14 . C15 . H153 . 109.5 no
H151 . C15 . H153 . 109.3 no
H152 . C15 . H153 . 109.3 no
C14 . C16 . H162 . 110.4 no
C14 . C16 . H161 . 108.7 no
H162 . C16 . H161 . 108.9 no
C14 . C16 . H163 . 109.9 no
H162 . C16 . H163 . 110.4 no
H161 . C16 . H163 . 108.5 no
C14 . C17 . H172 . 109.7 no
C14 . C17 . H171 . 112.0 no
H172 . C17 . H171 . 109.6 no
C14 . C17 . H173 . 108.7 no
H172 . C17 . H173 . 107.2 no
H171 . C17 . H173 . 109.5 no
N1 . N21 . C22 . 112.97(16) yes
N21 . C22 . C23 . 125.15(18) yes
N21 . C22 . C27 . 117.50(17) yes
C23 . C22 . C27 . 117.35(17) yes
C22 . C23 . C24 . 120.58(19) yes
C22 . C23 . H231 . 120.6 no
C24 . C23 . H231 . 118.9 no
C23 . C24 . C25 . 120.81(18) yes
C23 . C24 . H241 . 120.7 no
C25 . C24 . H241 . 118.5 no
C24 . C25 . C26 . 119.24(17) yes
C24 . C25 . C29 . 119.69(17) yes
C26 . C25 . C29 . 121.07(18) yes
C25 . C26 . C27 . 119.01(19) yes
C25 . C26 . H261 . 120.8 no
C27 . C26 . H261 . 120.1 no
C22 . C27 . C26 . 122.98(18) yes
C22 . C27 . F28 . 119.43(17) yes
C26 . C27 . F28 . 117.59(19) yes
C25 . C29 . N30 . 111.76(15) yes
C25 . C29 . H291 . 110.2 no
N30 . C29 . H291 . 108.4 no
C25 . C29 . H292 . 106.9 no
N30 . C29 . H292 . 109.6 no
H291 . C29 . H292 . 109.9 no
C29 . N30 . C31 . 120.47(15) yes
C29 . N30 . H301 . 118.5 no
C31 . N30 . H301 . 118.2 no
N30 . C31 . O32 . 124.44(17) yes
N30 . C31 . O33 . 110.44(16) yes
O32 . C31 . O33 . 125.11(17) yes
C31 . O33 . C34 . 120.18(15) yes
O33 . C34 . C35 . 109.01(17) yes
O33 . C34 . C36 . 102.84(17) yes
C35 . C34 . C36 . 111.8(2) yes
O33 . C34 . C37 . 111.35(18) yes
C35 . C34 . C37 . 112.43(19) yes
C36 . C34 . C37 . 109.0(2) yes
C34 . C35 . H352 . 109.2 no
C34 . C35 . H351 . 108.9 no
H352 . C35 . H351 . 109.5 no
C34 . C35 . H353 . 111.3 no
H352 . C35 . H353 . 109.4 no
H351 . C35 . H353 . 108.4 no
C34 . C36 . H363 . 109.6 no
C34 . C36 . H362 . 111.4 no
H363 . C36 . H362 . 111.4 no
C34 . C36 . H361 . 106.8 no
H363 . C36 . H361 . 108.0 no
H362 . C36 . H361 . 109.4 no
C34 . C37 . H373 . 108.3 no
C34 . C37 . H372 . 108.1 no
H373 . C37 . H372 . 108.2 no
C34 . C37 . H371 . 112.1 no
H373 . C37 . H371 . 109.9 no
H372 . C37 . H371 . 110.0 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
N30 . H301 . O12 2_677 165 0.86 2.10 2.941(3) yes
N10 . H101 . O32 2_777 161 0.87 2.08 2.914(3) yes



# Manually omitted reflections

loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
2 3 7 x .
7 0 4 x .
4 3 6 x .

# start Validation Reply Form
_vrf_DIFMX02_1-Br4NHBoc          
;
PROBLEM: The maximum difference density is > 0.1*ZMAX*0.75
RESPONSE: The residual density is close to the heaviest atoms.
;
_vrf_PLAT094_1-Br4NHBoc          
;
PROBLEM: Ratio of Maximum / Minimum Residual Density ....       2.88 Report
RESPONSE: The residual density is close to the heaviest atoms.
;
_vrf_PLAT097_1-Br4NHBoc          
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       3.23 eA-3  
RESPONSE: The residual density is close to the heaviest atoms.
;
_vrf_DIFMX02_2-I4-N3             
;
PROBLEM: The maximum difference density is > 0.1*ZMAX*0.75
RESPONSE: The residual density is close to the heaviest atoms.
;
_vrf_PLAT097_2-I4-N3             
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       6.41 eA-3  
RESPONSE: The residual density is close to the heaviest atoms.
;
_vrf_PLAT094_2-I4-N3             
;
PROBLEM: Ratio of Maximum / Minimum Residual Density ....       2.80 Report
RESPONSE: The residual density is close to the heaviest atoms.
;
_vrf_DIFMX02_3-I4-ester          
;
PROBLEM: The maximum difference density is > 0.1*ZMAX*0.75
RESPONSE: The residual density is close to the heaviest atoms.
;
_vrf_PLAT094_3-I4-ester          
;
PROBLEM: Ratio of Maximum / Minimum Residual Density ....       2.70 Report
RESPONSE: The residual density is close to the heaviest atoms.
;
_vrf_PLAT097_3-I4-ester          
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       4.27 eA-3  
RESPONSE: The residual density is close to the heaviest atoms.
;
_vrf_PLAT094_7-TeMe4-H           
;
PROBLEM: Ratio of Maximum / Minimum Residual Density ....       2.05 Report
RESPONSE: The residual density is close to the heaviest atoms.
;
_vrf_PLAT920_9-Te2Fe-H           
;
PROBLEM: Theta(Max)  in CIF and FCF Differ by ...........       3.78 Degree
RESPONSE: Data has been truncated due to being very weak at high angle.
;
####################################################################### 
# 
# 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_6-SeMe4-H
_database_code_depnum_ccdc_archive 'CCDC 2196088'
loop_
_audit_author_name
_audit_author_address
'Kirsten Christensen'
;University of Oxford
United Kingdom
;
_audit_update_record             
;
2022-08-10 deposited with the CCDC.	2022-09-19 downloaded from the CCDC.
;
#============================================================================== 
_audit_creation_date             2022-01-19
_audit_creation_method           'CRYSTALS_ver_*****_build_8199 '

_oxford_structure_analysis_title 7553
_chemical_name_systematic        .
_chemical_melting_point          'not measured'

_cell_length_a                   15.5783(2)
_cell_length_b                   7.94990(10)
_cell_length_c                   29.5587(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.3204(10)
_cell_angle_gamma                90
_cell_volume                     3660.67(8)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 2/n '
_symmetry_space_group_name_Hall  '-P 2yac'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,-y,z+1/2
-x+1/2,y,-z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Se -0.7943 1.1372 17.0006 2.4098 5.8196 0.2726 3.9731 15.2372 4.3543 43.8163
2.8409 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            8

# Given Formula = C16 H18 N2 Se4 
# Dc =      2.01 Fooo =   2112.00 Mu =     95.71 M =    554.17
# Found Formula = C16 H18.00 N2 Se4 
# Dc =      2.01 FOOO =   2111.99 Mu =     95.71 M =    554.17

_chemical_formula_sum            'C16 H18 N2 Se4'
_chemical_formula_moiety         'C16 H18 N2 Se4'
_chemical_compound_source        .
_chemical_formula_weight         554.17


_cell_measurement_reflns_used    25684
_cell_measurement_theta_min      5.28
_cell_measurement_theta_max      76.30
_cell_measurement_temperature    150

_exptl_crystal_description       plate
_exptl_crystal_colour            clear_intense_red
_exptl_crystal_size_min          0.06
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_max          0.23

_exptl_crystal_density_diffrn    2.011
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             2111.991
_exptl_absorpt_coefficient_mu    9.571

# Sheldrick geometric approximatio 0.38 0.56 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_exptl_absorpt_correction_T_min  0.27
_exptl_absorpt_correction_T_max  0.56
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  'focussing mirrors'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_cell_refinement       
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_data_reduction        
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        .

_diffrn_ambient_temperature      150
_diffrn_reflns_number            38021
_diffrn_reflns_av_unetI/netI     0.041
_reflns_number_total             7607
_diffrn_reflns_av_R_equivalents  0.034
_diffrn_reflns_av_sigmaI/netI    0.0409
# Number of reflections with Friedels Law is 7607 
# Theoretical number of reflections is about 15343 


_diffrn_reflns_theta_min         5.299
_diffrn_reflns_theta_max         76.285
_diffrn_measured_fraction_theta_max 0.993

_diffrn_reflns_theta_full        74.759
_diffrn_measured_fraction_theta_full 0.999


_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       36
_reflns_limit_h_min              -19
_reflns_limit_h_max              19
_reflns_limit_k_min              0
_reflns_limit_k_max              9
_reflns_limit_l_min              0
_reflns_limit_l_max              36

_oxford_diffrn_Wilson_B_factor   1.92
_oxford_diffrn_Wilson_scale      0.63

_atom_sites_solution_primary     other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -1.29
_refine_diff_density_max         0.79


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 

# Explicitly named reflections are ALWAYS excluded from R&wR 

# The values actually used during refinement 
# These are labelled "all" for compatibility with PLATON 
_oxford_refine_reflns_threshold_expression I>-3.0\s(I)
_refine_ls_number_restraints     0
_refine_ls_number_parameters     398
_refine_ls_number_reflns         7605
_refine_ls_R_factor_ref          0.0266
_refine_ls_wR_factor_ref         0.0625
_refine_ls_goodness_of_fit_ref   1.0394
_refine_ls_shift/su_max          0.0025891
_refine_ls_shift/su_mean         0.0000878


# Computed with I/sigma = -10 
_reflns_number_all               7605
_refine_ls_R_factor_all          0.0266
_refine_ls_wR_factor_all         0.0625

# Computed with I/sigma = +2 a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                7245
_refine_ls_R_factor_gt           0.0250
_refine_ls_wR_factor_gt          0.0614


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.03P)² + 3.54P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N1 N 0.56533(13) 0.6060(2) 0.60930(6) 0.0191 1.0000 Uani . . . . . .
C2 C 0.58434(16) 0.7041(3) 0.64768(8) 0.0203 1.0000 Uani . . . . . .
C3 C 0.51648(16) 0.7247(3) 0.67871(8) 0.0234 1.0000 Uani . . . . . .
C4 C 0.52908(18) 0.8164(4) 0.71797(8) 0.0298 1.0000 Uani . . . . . .
C5 C 0.60943(19) 0.8870(4) 0.72677(8) 0.0313 1.0000 Uani . . . . . .
C6 C 0.67712(18) 0.8644(3) 0.69723(9) 0.0282 1.0000 Uani . . . . . .
C7 C 0.66606(16) 0.7732(3) 0.65732(8) 0.0217 1.0000 Uani . . . . . .
Se8 Se 0.758632(16) 0.74188(3) 0.616289(9) 0.0245 1.0000 Uani . . . . . .
C9 C 0.85496(18) 0.7709(4) 0.65807(10) 0.0360 1.0000 Uani . . . . . .
Se10 Se 0.407635(18) 0.63435(4) 0.661100(9) 0.0315 1.0000 Uani . . . . . .
C11 C 0.3474(2) 0.6498(6) 0.71850(11) 0.0541 1.0000 Uani . . . . . .
N12 N 0.61233(12) 0.6368(2) 0.57547(6) 0.0182 1.0000 Uani . . . . . .
C13 C 0.60449(13) 0.5228(3) 0.53950(7) 0.0167 1.0000 Uani . . . . . .
C14 C 0.57329(14) 0.3570(3) 0.54394(7) 0.0172 1.0000 Uani . . . . . .
C15 C 0.57761(16) 0.2497(3) 0.50664(8) 0.0212 1.0000 Uani . . . . . .
C16 C 0.61106(16) 0.3060(3) 0.46603(8) 0.0224 1.0000 Uani . . . . . .
C17 C 0.64001(15) 0.4711(3) 0.46107(8) 0.0207 1.0000 Uani . . . . . .
C18 C 0.63761(14) 0.5786(3) 0.49770(7) 0.0178 1.0000 Uani . . . . . .
Se19 Se 0.674563(17) 0.80716(3) 0.494711(8) 0.0230 1.0000 Uani . . . . . .
C20 C 0.70569(16) 0.8190(3) 0.43107(8) 0.0257 1.0000 Uani . . . . . .
Se21 Se 0.527680(15) 0.28015(3) 0.599980(8) 0.0189 1.0000 Uani . . . . . .
C22 C 0.5272(2) 0.0392(3) 0.58749(10) 0.0334 1.0000 Uani . . . . . .
N31 N 0.44611(13) 1.0995(3) 0.84158(7) 0.0240 1.0000 Uani . . . . . .
C32 C 0.50090(16) 1.1952(3) 0.81385(8) 0.0249 1.0000 Uani . . . . . .
C33 C 0.58250(17) 1.2552(3) 0.82732(9) 0.0260 1.0000 Uani . . . . . .
C34 C 0.63373(19) 1.3347(4) 0.79513(11) 0.0347 1.0000 Uani . . . . . .
C35 C 0.6044(2) 1.3575(4) 0.75129(11) 0.0405 1.0000 Uani . . . . . .
C36 C 0.5237(2) 1.3020(4) 0.73788(10) 0.0371 1.0000 Uani . . . . . .
C37 C 0.47248(17) 1.2177(4) 0.76880(9) 0.0293 1.0000 Uani . . . . . .
Se38 Se 0.35977(2) 1.13898(6) 0.755304(10) 0.0456 1.0000 Uani . . . . . .
C39 C 0.3604(2) 1.1536(5) 0.68959(9) 0.0466 1.0000 Uani . . . . . .
Se40 Se 0.622034(17) 1.22756(4) 0.888088(10) 0.0270 1.0000 Uani . . . . . .
C41 C 0.74552(17) 1.2445(4) 0.87828(12) 0.0371 1.0000 Uani . . . . . .
N42 N 0.45609(13) 1.1262(3) 0.88351(7) 0.0223 1.0000 Uani . . . . . .
C43 C 0.41264(14) 1.0154(3) 0.91257(8) 0.0216 1.0000 Uani . . . . . .
C44 C 0.40645(14) 1.0731(3) 0.95776(8) 0.0212 1.0000 Uani . . . . . .
C45 C 0.37164(16) 0.9697(3) 0.99072(8) 0.0258 1.0000 Uani . . . . . .
C46 C 0.34182(18) 0.8108(4) 0.97882(9) 0.0297 1.0000 Uani . . . . . .
C47 C 0.34580(18) 0.7542(3) 0.93447(9) 0.0287 1.0000 Uani . . . . . .
C48 C 0.38106(15) 0.8549(3) 0.90070(8) 0.0239 1.0000 Uani . . . . . .
Se49 Se 0.387570(19) 0.77473(4) 0.839891(9) 0.0291 1.0000 Uani . . . . . .
C50 C 0.3662(3) 0.5345(4) 0.85144(11) 0.0527 1.0000 Uani . . . . . .
Se51 Se 0.441910(18) 1.29862(4) 0.968978(9) 0.0270 1.0000 Uani . . . . . .
C52 C 0.4180(2) 1.3103(4) 1.03322(10) 0.0380 1.0000 Uani . . . . . .
H41 H 0.4846 0.8340 0.7385 0.0354 1.0000 Uiso R . . . . .
H51 H 0.6166 0.9514 0.7528 0.0380 1.0000 Uiso R . . . . .
H61 H 0.7309 0.9113 0.7039 0.0339 1.0000 Uiso R . . . . .
H151 H 0.5591 0.1412 0.5091 0.0245 1.0000 Uiso R . . . . .
H161 H 0.6146 0.2329 0.4420 0.0269 1.0000 Uiso R . . . . .
H171 H 0.6610 0.5070 0.4330 0.0250 1.0000 Uiso R . . . . .
H341 H 0.6892 1.3728 0.8035 0.0420 1.0000 Uiso R . . . . .
H351 H 0.6376 1.4139 0.7305 0.0488 1.0000 Uiso R . . . . .
H361 H 0.5041 1.3190 0.7082 0.0448 1.0000 Uiso R . . . . .
H451 H 0.3668 1.0066 1.0204 0.0305 1.0000 Uiso R . . . . .
H461 H 0.3178 0.7402 1.0008 0.0362 1.0000 Uiso R . . . . .
H471 H 0.3245 0.6479 0.9270 0.0339 1.0000 Uiso R . . . . .
H412 H 0.7610 1.3569 0.8713 0.0554 1.0000 Uiso R . . . . .
H413 H 0.7616 1.1733 0.8541 0.0558 1.0000 Uiso R . . . . .
H92 H 0.8621 0.8881 0.6645 0.0536 1.0000 Uiso R . . . . .
H501 H 0.4064 0.4941 0.8729 0.0784 1.0000 Uiso R . . . . .
H411 H 0.7738 1.2111 0.9056 0.0557 1.0000 Uiso R . . . . .
H502 H 0.3083 0.5170 0.8626 0.0788 1.0000 Uiso R . . . . .
H91 H 0.8455 0.7101 0.6855 0.0540 1.0000 Uiso R . . . . .
H503 H 0.3744 0.4776 0.8232 0.0786 1.0000 Uiso R . . . . .
H93 H 0.9057 0.7303 0.6436 0.0542 1.0000 Uiso R . . . . .
H113 H 0.3825 0.5988 0.7412 0.0809 1.0000 Uiso R . . . . .
H111 H 0.2945 0.5887 0.7160 0.0810 1.0000 Uiso R . . . . .
H112 H 0.3364 0.7651 0.7264 0.0809 1.0000 Uiso R . . . . .
H201 H 0.7540 0.7461 0.4257 0.0388 1.0000 Uiso R . . . . .
H223 H 0.5069 -0.0141 0.6142 0.0497 1.0000 Uiso R . . . . .
H222 H 0.5843 0.0024 0.5808 0.0496 1.0000 Uiso R . . . . .
H203 H 0.7220 0.9339 0.4250 0.0391 1.0000 Uiso R . . . . .
H202 H 0.6574 0.7895 0.4122 0.0388 1.0000 Uiso R . . . . .
H521 H 0.3590 1.2862 1.0375 0.0566 1.0000 Uiso R . . . . .
H221 H 0.4901 0.0149 0.5623 0.0499 1.0000 Uiso R . . . . .
H523 H 0.4537 1.2319 1.0492 0.0571 1.0000 Uiso R . . . . .
H393 H 0.3057 1.1100 0.6794 0.0694 1.0000 Uiso R . . . . .
H391 H 0.4065 1.0884 0.6776 0.0697 1.0000 Uiso R . . . . .
H522 H 0.4304 1.4223 1.0430 0.0570 1.0000 Uiso R . . . . .
H392 H 0.3664 1.2692 0.6808 0.0702 1.0000 Uiso R . . . . .

_refine_ls_extinction_coef       7.9(9)
_refine_ls_extinction_method     'Larson (1970), Equation 22'
_oxford_refine_ls_scale          1.354(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 . C2 . 1.407(3) yes
N1 . N12 . 1.266(3) yes
C2 . C3 . 1.413(3) yes
C2 . C7 . 1.414(3) yes
C3 . C4 . 1.384(4) yes
C3 . Se10 . 1.911(3) yes
C4 . C5 . 1.395(4) yes
C4 . H41 . 0.934 no
C5 . C6 . 1.385(4) yes
C5 . H51 . 0.930 no
C6 . C7 . 1.394(3) yes
C6 . H61 . 0.938 no
C7 . Se8 . 1.906(2) yes
Se8 . C9 . 1.952(3) yes
C9 . H92 . 0.958 no
C9 . H91 . 0.956 no
C9 . H93 . 0.957 no
Se10 . C11 . 1.947(3) yes
C11 . H113 . 0.953 no
C11 . H111 . 0.960 no
C11 . H112 . 0.961 no
N12 . C13 . 1.402(3) yes
C13 . C14 . 1.411(3) yes
C13 . C18 . 1.413(3) yes
C14 . C15 . 1.396(3) yes
C14 . Se21 . 1.907(2) yes
C15 . C16 . 1.386(3) yes
C15 . H151 . 0.912 no
C16 . C17 . 1.396(3) yes
C16 . H161 . 0.920 no
C17 . C18 . 1.380(3) yes
C17 . H171 . 0.936 no
C18 . Se19 . 1.908(2) yes
Se19 . C20 . 1.947(2) yes
C20 . H201 . 0.964 no
C20 . H203 . 0.965 no
C20 . H202 . 0.962 no
Se21 . C22 . 1.951(3) yes
C22 . H223 . 0.952 no
C22 . H222 . 0.957 no
C22 . H221 . 0.961 no
N31 . C32 . 1.410(3) yes
N31 . N42 . 1.266(3) yes
C32 . C33 . 1.413(4) yes
C32 . C37 . 1.412(4) yes
C33 . C34 . 1.397(4) yes
C33 . Se40 . 1.908(3) yes
C34 . C35 . 1.384(5) yes
C34 . H341 . 0.947 no
C35 . C36 . 1.388(5) yes
C35 . H351 . 0.921 no
C36 . C37 . 1.389(4) yes
C36 . H361 . 0.936 no
C37 . Se38 . 1.904(3) yes
Se38 . C39 . 1.946(3) yes
C39 . H393 . 0.967 no
C39 . H391 . 0.954 no
C39 . H392 . 0.960 no
Se40 . C41 . 1.952(3) yes
C41 . H412 . 0.949 no
C41 . H413 . 0.947 no
C41 . H411 . 0.956 no
N42 . C43 . 1.407(3) yes
C43 . C44 . 1.416(3) yes
C43 . C48 . 1.411(4) yes
C44 . C45 . 1.387(3) yes
C44 . Se51 . 1.905(2) yes
C45 . C46 . 1.390(4) yes
C45 . H451 . 0.929 no
C46 . C47 . 1.388(4) yes
C46 . H461 . 0.938 no
C47 . C48 . 1.394(4) yes
C47 . H471 . 0.934 no
C48 . Se49 . 1.910(2) yes
Se49 . C50 . 1.969(3) yes
C50 . H501 . 0.946 no
C50 . H502 . 0.972 no
C50 . H503 . 0.957 no
Se51 . C52 . 1.939(3) yes
C52 . H521 . 0.949 no
C52 . H523 . 0.958 no
C52 . H522 . 0.956 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . N1 . N12 . 114.18(19) yes
N1 . C2 . C3 . 115.7(2) yes
N1 . C2 . C7 . 124.3(2) yes
C3 . C2 . C7 . 120.0(2) yes
C2 . C3 . C4 . 120.2(2) yes
C2 . C3 . Se10 . 116.46(18) yes
C4 . C3 . Se10 . 123.2(2) yes
C3 . C4 . C5 . 119.4(2) yes
C3 . C4 . H41 . 121.4 no
C5 . C4 . H41 . 119.1 no
C4 . C5 . C6 . 121.1(2) yes
C4 . C5 . H51 . 118.6 no
C6 . C5 . H51 . 120.3 no
C5 . C6 . C7 . 120.7(2) yes
C5 . C6 . H61 . 119.9 no
C7 . C6 . H61 . 119.4 no
C2 . C7 . C6 . 118.6(2) yes
C2 . C7 . Se8 . 120.30(17) yes
C6 . C7 . Se8 . 121.06(19) yes
C7 . Se8 . C9 . 99.43(12) yes
Se8 . C9 . H92 . 109.2 no
Se8 . C9 . H91 . 110.8 no
H92 . C9 . H91 . 109.9 no
Se8 . C9 . H93 . 108.1 no
H92 . C9 . H93 . 108.8 no
H91 . C9 . H93 . 109.9 no
C3 . Se10 . C11 . 99.78(13) yes
Se10 . C11 . H113 . 108.0 no
Se10 . C11 . H111 . 108.5 no
H113 . C11 . H111 . 109.1 no
Se10 . C11 . H112 . 111.0 no
H113 . C11 . H112 . 109.8 no
H111 . C11 . H112 . 110.3 no
N1 . N12 . C13 . 115.19(19) yes
N12 . C13 . C14 . 124.2(2) yes
N12 . C13 . C18 . 115.4(2) yes
C14 . C13 . C18 . 120.1(2) yes
C13 . C14 . C15 . 118.7(2) yes
C13 . C14 . Se21 . 120.69(17) yes
C15 . C14 . Se21 . 120.65(17) yes
C14 . C15 . C16 . 120.4(2) yes
C14 . C15 . H151 . 119.9 no
C16 . C15 . H151 . 119.6 no
C15 . C16 . C17 . 121.2(2) yes
C15 . C16 . H161 . 119.3 no
C17 . C16 . H161 . 119.5 no
C16 . C17 . C18 . 119.3(2) yes
C16 . C17 . H171 . 119.6 no
C18 . C17 . H171 . 121.1 no
C13 . C18 . C17 . 120.2(2) yes
C13 . C18 . Se19 . 116.82(17) yes
C17 . C18 . Se19 . 122.94(17) yes
C18 . Se19 . C20 . 99.64(10) yes
Se19 . C20 . H201 . 109.3 no
Se19 . C20 . H203 . 107.0 no
H201 . C20 . H203 . 109.3 no
Se19 . C20 . H202 . 110.4 no
H201 . C20 . H202 . 111.5 no
H203 . C20 . H202 . 109.2 no
C14 . Se21 . C22 . 98.71(11) yes
Se21 . C22 . H223 . 106.3 no
Se21 . C22 . H222 . 109.7 no
H223 . C22 . H222 . 110.4 no
Se21 . C22 . H221 . 110.2 no
H223 . C22 . H221 . 110.6 no
H222 . C22 . H221 . 109.6 no
C32 . N31 . N42 . 114.0(2) yes
N31 . C32 . C33 . 124.4(2) yes
N31 . C32 . C37 . 115.4(2) yes
C33 . C32 . C37 . 120.0(2) yes
C32 . C33 . C34 . 118.5(3) yes
C32 . C33 . Se40 . 120.76(19) yes
C34 . C33 . Se40 . 120.7(2) yes
C33 . C34 . C35 . 120.7(3) yes
C33 . C34 . H341 . 119.4 no
C35 . C34 . H341 . 119.9 no
C34 . C35 . C36 . 121.3(3) yes
C34 . C35 . H351 . 120.2 no
C36 . C35 . H351 . 118.4 no
C35 . C36 . C37 . 119.2(3) yes
C35 . C36 . H361 . 120.7 no
C37 . C36 . H361 . 120.0 no
C32 . C37 . C36 . 120.2(3) yes
C32 . C37 . Se38 . 116.1(2) yes
C36 . C37 . Se38 . 123.6(2) yes
C37 . Se38 . C39 . 100.34(13) yes
Se38 . C39 . H393 . 106.3 no
Se38 . C39 . H391 . 110.2 no
H393 . C39 . H391 . 110.7 no
Se38 . C39 . H392 . 109.2 no
H393 . C39 . H392 . 110.2 no
H391 . C39 . H392 . 110.2 no
C33 . Se40 . C41 . 99.52(13) yes
Se40 . C41 . H412 . 110.5 no
Se40 . C41 . H413 . 109.6 no
H412 . C41 . H413 . 109.3 no
Se40 . C41 . H411 . 107.7 no
H412 . C41 . H411 . 109.1 no
H413 . C41 . H411 . 110.5 no
N31 . N42 . C43 . 115.8(2) yes
N42 . C43 . C44 . 114.1(2) yes
N42 . C43 . C48 . 125.6(2) yes
C44 . C43 . C48 . 120.1(2) yes
C43 . C44 . C45 . 120.0(2) yes
C43 . C44 . Se51 . 116.61(18) yes
C45 . C44 . Se51 . 123.33(18) yes
C44 . C45 . C46 . 119.5(2) yes
C44 . C45 . H451 . 120.7 no
C46 . C45 . H451 . 119.8 no
C45 . C46 . C47 . 121.1(2) yes
C45 . C46 . H461 . 120.2 no
C47 . C46 . H461 . 118.7 no
C46 . C47 . C48 . 120.7(2) yes
C46 . C47 . H471 . 120.0 no
C48 . C47 . H471 . 119.4 no
C43 . C48 . C47 . 118.6(2) yes
C43 . C48 . Se49 . 121.01(18) yes
C47 . C48 . Se49 . 120.4(2) yes
C48 . Se49 . C50 . 98.65(13) yes
Se49 . C50 . H501 . 109.5 no
Se49 . C50 . H502 . 110.8 no
H501 . C50 . H502 . 109.6 no
Se49 . C50 . H503 . 106.5 no
H501 . C50 . H503 . 109.5 no
H502 . C50 . H503 . 110.9 no
C44 . Se51 . C52 . 99.12(12) yes
Se51 . C52 . H521 . 108.2 no
Se51 . C52 . H523 . 109.8 no
H521 . C52 . H523 . 111.3 no
Se51 . C52 . H522 . 107.6 no
H521 . C52 . H522 . 110.0 no
H523 . C52 . H522 . 109.9 no



_refine_special_details          
;
?
  Reflections are selected by the following conditions :-
  Minimum value of SQRTW        is  0.100E-06
  Minimum value of RATIO        is  -3.00
;

# Manually omitted reflections

loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
19 0 3 x .
2 2 13 x .
####################################################################### 
# 
# 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_8-SeMe4-ester
_database_code_depnum_ccdc_archive 'CCDC 2196090'
loop_
_audit_author_name
_audit_author_address
'Kirsten Christensen'
;University of Oxford
United Kingdom
;
_audit_update_record             
;
2022-08-10 deposited with the CCDC.	2022-09-19 downloaded from the CCDC.
;
#============================================================================== 
_audit_creation_date             2022-06-01
_audit_creation_method           'CRYSTALS_ver_*****_build_8199 '

_oxford_structure_analysis_title 7631
_chemical_name_systematic        .
_chemical_melting_point          'not measured'

_cell_length_a                   16.0349(3)
_cell_length_b                   15.8463(4)
_cell_length_c                   19.0464(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4839.57(18)

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c n '
_symmetry_space_group_name_Hall  '-P 2n 2ab'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x,-y,z+1/2
-x,y,-z+1/2
-x+1/2,-y+1/2,z+1/2
x+1/2,y+1/2,-z+1/2
x+1/2,-y+1/2,-z
-x+1/2,y+1/2,z

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Se -0.7943 1.1372 17.0006 2.4098 5.8196 0.2726 3.9731 15.2372 4.3543 43.8163
2.8409 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            8

# Given Formula = C22 H26 N2 O4 Se4 
# Dc =      1.92 Fooo =   2720.00 Mu =     75.31 M =    698.30
# Found Formula = C22 H26.00 N2 O4 Se4 
# Dc =      1.92 FOOO =   2719.99 Mu =     75.31 M =    698.30

_chemical_formula_sum            'C22 H26 N2 O4 Se4'
_chemical_formula_moiety         'C22 H26 N2 O4 Se4'
_chemical_compound_source        .
_chemical_formula_weight         698.30


_cell_measurement_reflns_used    15686
_cell_measurement_theta_min      3.89
_cell_measurement_theta_max      75.86
_cell_measurement_temperature    150

_exptl_crystal_description       block
_exptl_crystal_colour            dark_intense_red
_exptl_crystal_size_min          0.09
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_max          0.14

_exptl_crystal_density_diffrn    1.917
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             2719.987
_exptl_absorpt_coefficient_mu    7.531

# Sheldrick geometric approximatio 0.44 0.51 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_exptl_absorpt_correction_T_min  0.35
_exptl_absorpt_correction_T_max  0.51
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  'focussing mirrors'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_cell_refinement       
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_data_reduction        
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        .

_diffrn_ambient_temperature      150
_diffrn_reflns_number            43637
_diffrn_reflns_av_unetI/netI     0.065
_reflns_number_total             5050
_diffrn_reflns_av_R_equivalents  0.050
_diffrn_reflns_av_sigmaI/netI    0.0657
# Number of reflections with Friedels Law is 5050 
# Theoretical number of reflections is about 10293 


_diffrn_reflns_theta_min         3.922
_diffrn_reflns_theta_max         77.501
_diffrn_measured_fraction_theta_max 0.981

_diffrn_reflns_theta_full        75.176
_diffrn_measured_fraction_theta_full 0.998


_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_reflns_limit_h_min              0
_reflns_limit_h_max              20
_reflns_limit_k_min              0
_reflns_limit_k_max              19
_reflns_limit_l_min              0
_reflns_limit_l_max              23

_oxford_diffrn_Wilson_B_factor   2.54
_oxford_diffrn_Wilson_scale      0.80

_atom_sites_solution_primary     other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.77
_refine_diff_density_max         1.48


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 

# Explicitly named reflections are ALWAYS excluded from R&wR 

# The values actually used during refinement 
# These are labelled "all" for compatibility with PLATON 
_oxford_refine_reflns_threshold_expression I>-10.0\s(I)
_refine_ls_number_restraints     0
_refine_ls_number_parameters     289
_refine_ls_number_reflns         5050
_refine_ls_R_factor_ref          0.0502
_refine_ls_wR_factor_ref         0.1190
_refine_ls_goodness_of_fit_ref   1.0194
_refine_ls_shift/su_max          0.0012075
_refine_ls_shift/su_mean         0.0000477


# Computed with I/sigma = -10 
_reflns_number_all               5050
_refine_ls_R_factor_all          0.0502
_refine_ls_wR_factor_all         0.1190

# Computed with I/sigma = +2 a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                4087
_refine_ls_R_factor_gt           0.0399
_refine_ls_wR_factor_gt          0.1076


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.07P)² + 5.64P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N1 N 0.46823(19) 0.65454(19) 0.26954(16) 0.0275 1.0000 Uani . . . . . .
C2 C 0.4846(2) 0.6503(2) 0.34211(18) 0.0265 1.0000 Uani . . . . . .
C3 C 0.4175(2) 0.6748(2) 0.38554(19) 0.0288 1.0000 Uani . . . . . .
C4 C 0.4240(2) 0.6675(2) 0.45782(19) 0.0288 1.0000 Uani . . . . . .
C5 C 0.4962(2) 0.6338(2) 0.48738(18) 0.0281 1.0000 Uani . . . . . .
C6 C 0.5630(2) 0.6093(2) 0.44520(18) 0.0285 1.0000 Uani . . . . . .
C7 C 0.5582(2) 0.6178(2) 0.37251(18) 0.0274 1.0000 Uani . . . . . .
Se8 Se 0.31903(3) 0.71613(3) 0.34085(2) 0.0372 1.0000 Uani . . . . . .
C9 C 0.2546(3) 0.7463(4) 0.4238(2) 0.0481 1.0000 Uani . . . . . .
Se10 Se 0.64939(2) 0.58244(3) 0.314800(19) 0.0314 1.0000 Uani . . . . . .
C11 C 0.7117(3) 0.5174(3) 0.3840(2) 0.0431 1.0000 Uani . . . . . .
C12 C 0.4971(2) 0.6226(2) 0.56550(19) 0.0307 1.0000 Uani . . . . . .
O13 O 0.43920(18) 0.6419(2) 0.60283(15) 0.0400 1.0000 Uani . . . . . .
O14 O 0.56702(17) 0.58615(19) 0.58888(13) 0.0344 1.0000 Uani . . . . . .
C15 C 0.5704(3) 0.5675(3) 0.66395(19) 0.0349 1.0000 Uani . . . . . .
C16 C 0.6023(3) 0.6419(3) 0.7043(2) 0.0412 1.0000 Uani . . . . . .
N51 N 0.46752(18) 0.8981(2) 0.26868(16) 0.0279 1.0000 Uani . . . . . .
C52 C 0.4815(2) 0.8949(2) 0.34151(18) 0.0266 1.0000 Uani . . . . . .
C53 C 0.4138(2) 0.9222(2) 0.38334(18) 0.0278 1.0000 Uani . . . . . .
C54 C 0.4189(2) 0.9177(3) 0.45586(18) 0.0301 1.0000 Uani . . . . . .
C55 C 0.4900(2) 0.8836(2) 0.48700(19) 0.0298 1.0000 Uani . . . . . .
C56 C 0.5571(2) 0.8587(3) 0.44695(19) 0.0304 1.0000 Uani . . . . . .
C57 C 0.5550(2) 0.8654(2) 0.37391(18) 0.0274 1.0000 Uani . . . . . .
Se58 Se 0.31984(2) 0.96968(3) 0.33659(2) 0.0362 1.0000 Uani . . . . . .
C59 C 0.2617(3) 1.0124(3) 0.4185(2) 0.0450 1.0000 Uani . . . . . .
Se60 Se 0.64975(2) 0.83619(3) 0.31929(2) 0.0333 1.0000 Uani . . . . . .
C61 C 0.7218(3) 0.7923(3) 0.3938(2) 0.0424 1.0000 Uani . . . . . .
C62 C 0.4963(2) 0.8754(3) 0.56517(19) 0.0336 1.0000 Uani . . . . . .
O63 O 0.5536(2) 0.8417(2) 0.59468(15) 0.0455 1.0000 Uani . . . . . .
O64 O 0.43169(17) 0.9122(2) 0.59780(14) 0.0373 1.0000 Uani . . . . . .
C65 C 0.4337(3) 0.9134(3) 0.67413(19) 0.0381 1.0000 Uani . . . . . .
C66 C 0.3914(3) 0.8371(3) 0.7031(2) 0.0454 1.0000 Uani . . . . . .
H41 H 0.3801 0.6837 0.4876 0.0345 1.0000 Uiso R . . . . .
H61 H 0.6104 0.5880 0.4653 0.0338 1.0000 Uiso R . . . . .
H151 H 0.6071 0.5209 0.6705 0.0415 1.0000 Uiso R . . . . .
H152 H 0.5150 0.5516 0.6792 0.0415 1.0000 Uiso R . . . . .
H162 H 0.6007 0.6294 0.7532 0.0618 1.0000 Uiso R . . . . .
H161 H 0.6581 0.6521 0.6903 0.0619 1.0000 Uiso R . . . . .
H163 H 0.5686 0.6898 0.6948 0.0618 1.0000 Uiso R . . . . .
H541 H 0.3753 0.9368 0.4829 0.0361 1.0000 Uiso R . . . . .
H561 H 0.6039 0.8371 0.4685 0.0358 1.0000 Uiso R . . . . .
H651 H 0.4913 0.9145 0.6898 0.0456 1.0000 Uiso R . . . . .
H652 H 0.4028 0.9645 0.6896 0.0459 1.0000 Uiso R . . . . .
H662 H 0.3965 0.8377 0.7531 0.0680 1.0000 Uiso R . . . . .
H661 H 0.4183 0.7878 0.6843 0.0680 1.0000 Uiso R . . . . .
H663 H 0.3339 0.8380 0.6900 0.0680 1.0000 Uiso R . . . . .
H611 H 0.7741 0.7759 0.3734 0.0641 1.0000 Uiso R . . . . .
H612 H 0.6964 0.7439 0.4162 0.0640 1.0000 Uiso R . . . . .
H613 H 0.7316 0.8358 0.4287 0.0636 1.0000 Uiso R . . . . .
H591 H 0.2167 1.0476 0.4020 0.0678 1.0000 Uiso R . . . . .
H592 H 0.2407 0.9656 0.4460 0.0681 1.0000 Uiso R . . . . .
H593 H 0.3004 1.0456 0.4452 0.0679 1.0000 Uiso R . . . . .
H91 H 0.2016 0.7680 0.4095 0.0719 1.0000 Uiso R . . . . .
H92 H 0.2846 0.7888 0.4495 0.0719 1.0000 Uiso R . . . . .
H93 H 0.2484 0.6971 0.4523 0.0719 1.0000 Uiso R . . . . .
H111 H 0.7529 0.4856 0.3594 0.0646 1.0000 Uiso R . . . . .
H112 H 0.7371 0.5542 0.4170 0.0652 1.0000 Uiso R . . . . .
H113 H 0.6750 0.4792 0.4073 0.0646 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          1.185(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 . N1 4_655 1.262(6) yes
N1 . C2 . 1.409(5) yes
C2 . C3 . 1.412(5) yes
C2 . C7 . 1.413(5) yes
C3 . C4 . 1.385(5) yes
C3 . Se8 . 1.909(4) yes
C4 . C5 . 1.394(5) yes
C4 . H41 . 0.939 no
C5 . C6 . 1.394(5) yes
C5 . C12 . 1.499(5) yes
C6 . C7 . 1.393(5) yes
C6 . H61 . 0.915 no
C7 . Se10 . 1.913(3) yes
Se8 . C9 . 1.947(4) yes
C9 . H91 . 0.956 no
C9 . H92 . 0.961 no
C9 . H93 . 0.955 no
Se10 . C11 . 1.948(4) yes
C11 . H111 . 0.954 no
C11 . H112 . 0.949 no
C11 . H113 . 0.953 no
C12 . O13 . 1.209(5) yes
C12 . O14 . 1.338(5) yes
O14 . C15 . 1.461(4) yes
C15 . C16 . 1.497(6) yes
C15 . H151 . 0.953 no
C15 . H152 . 0.969 no
C16 . H162 . 0.953 no
C16 . H161 . 0.948 no
C16 . H163 . 0.949 no
N51 . N51 4_655 1.261(6) yes
N51 . C52 . 1.406(4) yes
C52 . C53 . 1.415(5) yes
C52 . C57 . 1.410(5) yes
C53 . C54 . 1.386(5) yes
C53 . Se58 . 1.905(3) yes
C54 . C55 . 1.395(5) yes
C54 . H541 . 0.919 no
C55 . C56 . 1.376(5) yes
C55 . C62 . 1.498(5) yes
C56 . C57 . 1.396(5) yes
C56 . H561 . 0.922 no
C57 . Se60 . 1.899(3) yes
Se58 . C59 . 1.939(4) yes
C59 . H591 . 0.964 no
C59 . H592 . 0.969 no
C59 . H593 . 0.960 no
Se60 . C61 . 1.957(4) yes
C61 . H611 . 0.960 no
C61 . H612 . 0.968 no
C61 . H613 . 0.970 no
C62 . O63 . 1.202(5) yes
C62 . O64 . 1.341(5) yes
O64 . C65 . 1.454(4) yes
C65 . C66 . 1.493(6) yes
C65 . H651 . 0.971 no
C65 . H652 . 0.994 no
C66 . H662 . 0.955 no
C66 . H661 . 0.961 no
C66 . H663 . 0.954 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 4_655 N1 . C2 . 115.4(4) yes
N1 . C2 . C3 . 114.8(3) yes
N1 . C2 . C7 . 125.1(3) yes
C3 . C2 . C7 . 119.8(3) yes
C2 . C3 . C4 . 120.1(3) yes
C2 . C3 . Se8 . 117.6(3) yes
C4 . C3 . Se8 . 122.3(3) yes
C3 . C4 . C5 . 119.7(3) yes
C3 . C4 . H41 . 121.4 no
C5 . C4 . H41 . 118.9 no
C4 . C5 . C6 . 120.8(3) yes
C4 . C5 . C12 . 117.0(3) yes
C6 . C5 . C12 . 122.2(3) yes
C5 . C6 . C7 . 120.2(3) yes
C5 . C6 . H61 . 120.0 no
C7 . C6 . H61 . 119.8 no
C2 . C7 . C6 . 119.2(3) yes
C2 . C7 . Se10 . 120.7(3) yes
C6 . C7 . Se10 . 120.0(3) yes
C3 . Se8 . C9 . 99.28(17) yes
Se8 . C9 . H91 . 109.3 no
Se8 . C9 . H92 . 108.7 no
H91 . C9 . H92 . 109.8 no
Se8 . C9 . H93 . 108.4 no
H91 . C9 . H93 . 111.1 no
H92 . C9 . H93 . 109.6 no
C7 . Se10 . C11 . 99.06(16) yes
Se10 . C11 . H111 . 107.6 no
Se10 . C11 . H112 . 110.1 no
H111 . C11 . H112 . 110.6 no
Se10 . C11 . H113 . 109.6 no
H111 . C11 . H113 . 108.6 no
H112 . C11 . H113 . 110.3 no
C5 . C12 . O13 . 123.2(3) yes
C5 . C12 . O14 . 112.9(3) yes
O13 . C12 . O14 . 123.9(3) yes
C12 . O14 . C15 . 116.4(3) yes
O14 . C15 . C16 . 110.8(3) yes
O14 . C15 . H151 . 107.9 no
C16 . C15 . H151 . 109.5 no
O14 . C15 . H152 . 108.2 no
C16 . C15 . H152 . 111.4 no
H151 . C15 . H152 . 109.0 no
C15 . C16 . H162 . 109.1 no
C15 . C16 . H161 . 108.2 no
H162 . C16 . H161 . 109.6 no
C15 . C16 . H163 . 109.8 no
H162 . C16 . H163 . 109.8 no
H161 . C16 . H163 . 110.3 no
N51 4_655 N51 . C52 . 115.1(4) yes
N51 . C52 . C53 . 115.0(3) yes
N51 . C52 . C57 . 125.3(3) yes
C53 . C52 . C57 . 119.8(3) yes
C52 . C53 . C54 . 120.0(3) yes
C52 . C53 . Se58 . 117.7(3) yes
C54 . C53 . Se58 . 122.2(3) yes
C53 . C54 . C55 . 119.5(3) yes
C53 . C54 . H541 . 119.8 no
C55 . C54 . H541 . 120.7 no
C54 . C55 . C56 . 121.0(3) yes
C54 . C55 . C62 . 120.7(3) yes
C56 . C55 . C62 . 118.3(3) yes
C55 . C56 . C57 . 120.8(3) yes
C55 . C56 . H561 . 119.8 no
C57 . C56 . H561 . 119.5 no
C52 . C57 . C56 . 118.8(3) yes
C52 . C57 . Se60 . 120.6(3) yes
C56 . C57 . Se60 . 120.5(3) yes
C53 . Se58 . C59 . 98.16(17) yes
Se58 . C59 . H591 . 107.4 no
Se58 . C59 . H592 . 109.6 no
H591 . C59 . H592 . 111.0 no
Se58 . C59 . H593 . 107.9 no
H591 . C59 . H593 . 109.8 no
H592 . C59 . H593 . 110.9 no
C57 . Se60 . C61 . 99.30(17) yes
Se60 . C61 . H611 . 108.6 no
Se60 . C61 . H612 . 110.7 no
H611 . C61 . H612 . 109.3 no
Se60 . C61 . H613 . 109.9 no
H611 . C61 . H613 . 109.1 no
H612 . C61 . H613 . 109.1 no
C55 . C62 . O63 . 123.7(4) yes
C55 . C62 . O64 . 111.8(3) yes
O63 . C62 . O64 . 124.5(4) yes
C62 . O64 . C65 . 116.9(3) yes
O64 . C65 . C66 . 110.4(4) yes
O64 . C65 . H651 . 109.2 no
C66 . C65 . H651 . 109.5 no
O64 . C65 . H652 . 107.2 no
C66 . C65 . H652 . 108.9 no
H651 . C65 . H652 . 111.6 no
C65 . C66 . H662 . 108.7 no
C65 . C66 . H661 . 108.4 no
H662 . C66 . H661 . 110.0 no
C65 . C66 . H663 . 109.2 no
H662 . C66 . H663 . 110.1 no
H661 . C66 . H663 . 110.4 no



_refine_special_details          
;
?
  Reflections are selected by the following conditions :-
;
####################################################################### 
# 
# 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_4-SMe4-H
_database_code_depnum_ccdc_archive 'CCDC 2196086'
loop_
_audit_author_name
_audit_author_address
'Kirsten Christensen'
;University of Oxford
United Kingdom
;
_audit_update_record             
;
2022-08-10 deposited with the CCDC.	2022-09-19 downloaded from the CCDC.
;
#============================================================================== 
_audit_creation_date             2022-03-10
_audit_creation_method           'CRYSTALS_ver_*****_build_8199 '

_oxford_structure_analysis_title 7587
_chemical_name_systematic        .
_chemical_melting_point          'not measured'

_cell_length_a                   15.1050(2)
_cell_length_b                   7.88010(10)
_cell_length_c                   28.9196(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.6804(12)
_cell_angle_gamma                90
_cell_volume                     3442.03(7)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 2/n '
_symmetry_space_group_name_Hall  '-P 2yac'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,-y,z+1/2
-x+1/2,y,-z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.3331 0.5567 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            8

# Given Formula = C16 H18 N2 S2 
# Dc =      1.17 Fooo =   1280.00 Mu =     27.28 M =    302.46
# Found Formula = C16 H18.00 N2 S4 
# Dc =      1.41 FOOO =   1535.99 Mu =     50.38 M =    366.60

_chemical_formula_sum            'C16 H18 N2 S4'
_chemical_formula_moiety         'C16 H18 N2 S4'
_chemical_compound_source        .
_chemical_formula_weight         366.60


_cell_measurement_reflns_used    13026
_cell_measurement_theta_min      3.25
_cell_measurement_theta_max      76.04
_cell_measurement_temperature    150

_exptl_crystal_description       lath
_exptl_crystal_colour            clear_intense_red
_exptl_crystal_size_min          0.03
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_max          0.28

_exptl_crystal_density_diffrn    1.415
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1535.991
_exptl_absorpt_coefficient_mu    5.038

# Sheldrick geometric approximatio 0.60 0.86 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_exptl_absorpt_correction_T_min  0.46
_exptl_absorpt_correction_T_max  0.86
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  'focussing mirrors'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_cell_refinement       
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_data_reduction        
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        .

_diffrn_ambient_temperature      150
_diffrn_reflns_number            24880
_diffrn_reflns_av_unetI/netI     0.058
_reflns_number_total             7138
_diffrn_reflns_av_R_equivalents  0.040
_diffrn_reflns_av_sigmaI/netI    0.0585
# Number of reflections with Friedels Law is 7138 
# Theoretical number of reflections is about 14410 

_diffrn_reflns_theta_min         3.285
_diffrn_reflns_theta_max         76.196
_diffrn_measured_fraction_theta_max 0.991

_diffrn_reflns_theta_full        74.672
_diffrn_measured_fraction_theta_full 0.996


_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       36
_reflns_limit_h_min              -18
_reflns_limit_h_max              18
_reflns_limit_k_min              0
_reflns_limit_k_max              9
_reflns_limit_l_min              0
_reflns_limit_l_max              36

_oxford_diffrn_Wilson_B_factor   2.13
_oxford_diffrn_Wilson_scale      0.15

_atom_sites_solution_primary     other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.55
_refine_diff_density_max         1.10


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 

# Explicitly named reflections are ALWAYS excluded from R&wR 

# The values actually used during refinement 
# These are labelled "all" for compatibility with PLATON 
_oxford_refine_reflns_threshold_expression I>-10.0\s(I)
_refine_ls_number_restraints     0
_refine_ls_number_parameters     397
_refine_ls_number_reflns         7138
_refine_ls_R_factor_ref          0.0486
_refine_ls_wR_factor_ref         0.1183
_refine_ls_goodness_of_fit_ref   1.0088
_refine_ls_shift/su_max          0.0015905
_refine_ls_shift/su_mean         0.0000752


# Computed with I/sigma = -10 
_reflns_number_all               7138
_refine_ls_R_factor_all          0.0486
_refine_ls_wR_factor_all         0.1183

# Computed with I/sigma = +2 a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                6159
_refine_ls_R_factor_gt           0.0418
_refine_ls_wR_factor_gt          0.1073


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.07P)² + 1.04P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N1 N 0.43385(12) 0.6048(2) 0.60949(5) 0.0250 1.0000 Uani . . . . . .
C2 C 0.41442(15) 0.7063(3) 0.64826(6) 0.0255 1.0000 Uani . . . . . .
C3 C 0.33016(15) 0.7760(3) 0.65693(7) 0.0263 1.0000 Uani . . . . . .
C4 C 0.31931(16) 0.8703(3) 0.69782(7) 0.0314 1.0000 Uani . . . . . .
C5 C 0.38969(17) 0.8930(3) 0.72816(7) 0.0350 1.0000 Uani . . . . . .
C6 C 0.47196(16) 0.8227(3) 0.72018(7) 0.0335 1.0000 Uani . . . . . .
C7 C 0.48521(15) 0.7293(3) 0.68008(7) 0.0278 1.0000 Uani . . . . . .
S8 S 0.24147(4) 0.74637(7) 0.617610(17) 0.0299 1.0000 Uani . . . . . .
C9 C 0.14593(17) 0.7747(4) 0.65381(8) 0.0383 1.0000 Uani . . . . . .
S10 S 0.58827(4) 0.64365(9) 0.663904(17) 0.0358 1.0000 Uani . . . . . .
C11 C 0.6530(2) 0.6632(5) 0.71648(9) 0.0536 1.0000 Uani . . . . . .
N15 N 0.38686(12) 0.6376(2) 0.57403(5) 0.0240 1.0000 Uani . . . . . .
C16 C 0.39451(13) 0.5208(3) 0.53768(6) 0.0223 1.0000 Uani . . . . . .
C17 C 0.36359(13) 0.5810(3) 0.49414(6) 0.0228 1.0000 Uani . . . . . .
C18 C 0.36185(14) 0.4721(3) 0.45646(6) 0.0250 1.0000 Uani . . . . . .
C19 C 0.38821(15) 0.3047(3) 0.46219(7) 0.0278 1.0000 Uani . . . . . .
C20 C 0.41820(15) 0.2435(3) 0.50420(7) 0.0265 1.0000 Uani . . . . . .
C21 C 0.42367(13) 0.3509(3) 0.54293(6) 0.0224 1.0000 Uani . . . . . .
S22 S 0.33153(4) 0.79558(7) 0.491472(16) 0.0282 1.0000 Uani . . . . . .
C23 C 0.30096(15) 0.8211(3) 0.43140(7) 0.0301 1.0000 Uani . . . . . .
S24 S 0.46281(3) 0.27620(7) 0.596760(16) 0.0250 1.0000 Uani . . . . . .
C25 C 0.46075(19) 0.0496(3) 0.58822(8) 0.0391 1.0000 Uani . . . . . .
N31 N -0.05587(12) 1.1028(3) 0.66046(6) 0.0294 1.0000 Uani . . . . . .
C32 C 0.00000(15) 1.2015(3) 0.68904(7) 0.0293 1.0000 Uani . . . . . .
C33 C -0.02969(16) 1.2257(3) 0.73487(7) 0.0324 1.0000 Uani . . . . . .
C34 C 0.02355(18) 1.3100(4) 0.76679(8) 0.0413 1.0000 Uani . . . . . .
C35 C 0.10513(19) 1.3688(4) 0.75369(9) 0.0445 1.0000 Uani . . . . . .
C36 C 0.13575(17) 1.3468(3) 0.70920(9) 0.0394 1.0000 Uani . . . . . .
C37 C 0.08367(15) 1.2648(3) 0.67550(8) 0.0302 1.0000 Uani . . . . . .
S38 S -0.13687(4) 1.14972(11) 0.746554(18) 0.0438 1.0000 Uani . . . . . .
C39 C -0.1421(2) 1.1638(5) 0.80883(8) 0.0505 1.0000 Uani . . . . . .
S40 S 0.12082(4) 1.23841(8) 0.618516(19) 0.0332 1.0000 Uani . . . . . .
C41 C 0.23969(17) 1.2589(4) 0.62520(10) 0.0420 1.0000 Uani . . . . . .
N45 N -0.04603(12) 1.1310(3) 0.61774(6) 0.0282 1.0000 Uani . . . . . .
C46 C -0.08868(13) 1.0173(3) 0.58731(7) 0.0265 1.0000 Uani . . . . . .
C47 C -0.09546(14) 1.0790(3) 0.54127(7) 0.0278 1.0000 Uani . . . . . .
C48 C -0.12892(15) 0.9740(3) 0.50661(7) 0.0324 1.0000 Uani . . . . . .
C49 C -0.15613(17) 0.8111(3) 0.51753(8) 0.0351 1.0000 Uani . . . . . .
C50 C -0.15104(17) 0.7499(3) 0.56256(8) 0.0332 1.0000 Uani . . . . . .
C51 C -0.11742(15) 0.8518(3) 0.59841(7) 0.0291 1.0000 Uani . . . . . .
S52 S -0.06410(4) 1.29129(8) 0.532684(17) 0.0327 1.0000 Uani . . . . . .
C53 C -0.08530(18) 1.3208(4) 0.47182(8) 0.0404 1.0000 Uani . . . . . .
S54 S -0.10871(4) 0.77307(8) 0.655538(18) 0.0338 1.0000 Uani . . . . . .
C55 C -0.1242(3) 0.5472(4) 0.64671(9) 0.0571 1.0000 Uani . . . . . .
H41 H 0.2646 0.9193 0.7040 0.0378 1.0000 Uiso R . . . . .
H51 H 0.3817 0.9587 0.7549 0.0419 1.0000 Uiso R . . . . .
H61 H 0.5184 0.8375 0.7414 0.0399 1.0000 Uiso R . . . . .
H91 H 0.0952 0.7408 0.6360 0.0570 1.0000 Uiso R . . . . .
H92 H 0.1382 0.8933 0.6618 0.0562 1.0000 Uiso R . . . . .
H93 H 0.1513 0.7076 0.6806 0.0567 1.0000 Uiso R . . . . .
H111 H 0.7105 0.6157 0.7093 0.0795 1.0000 Uiso R . . . . .
H112 H 0.6607 0.7827 0.7251 0.0794 1.0000 Uiso R . . . . .
H113 H 0.6257 0.5960 0.7408 0.0791 1.0000 Uiso R . . . . .
H181 H 0.3414 0.5105 0.4269 0.0310 1.0000 Uiso R . . . . .
H191 H 0.3862 0.2291 0.4371 0.0333 1.0000 Uiso R . . . . .
H201 H 0.4343 0.1305 0.5072 0.0321 1.0000 Uiso R . . . . .
H231 H 0.2854 0.9370 0.4268 0.0445 1.0000 Uiso R . . . . .
H232 H 0.3492 0.7905 0.4109 0.0431 1.0000 Uiso R . . . . .
H233 H 0.2496 0.7523 0.4235 0.0445 1.0000 Uiso R . . . . .
H251 H 0.4759 0.0025 0.6178 0.0594 1.0000 Uiso R . . . . .
H252 H 0.5038 0.0149 0.5655 0.0592 1.0000 Uiso R . . . . .
H253 H 0.4021 0.0102 0.5793 0.0588 1.0000 Uiso R . . . . .
H341 H 0.0036 1.3261 0.7963 0.0499 1.0000 Uiso R . . . . .
H351 H 0.1401 1.4241 0.7759 0.0528 1.0000 Uiso R . . . . .
H361 H 0.1919 1.3897 0.7011 0.0469 1.0000 Uiso R . . . . .
H391 H -0.1991 1.1206 0.8173 0.0747 1.0000 Uiso R . . . . .
H392 H -0.1377 1.2806 0.8193 0.0759 1.0000 Uiso R . . . . .
H393 H -0.0964 1.0941 0.8233 0.0754 1.0000 Uiso R . . . . .
H411 H 0.2654 1.2311 0.5966 0.0633 1.0000 Uiso R . . . . .
H412 H 0.2549 1.3745 0.6331 0.0625 1.0000 Uiso R . . . . .
H413 H 0.2609 1.1851 0.6487 0.0624 1.0000 Uiso R . . . . .
H481 H -0.1309 1.0126 0.4758 0.0391 1.0000 Uiso R . . . . .
H491 H -0.1776 0.7389 0.4939 0.0420 1.0000 Uiso R . . . . .
H501 H -0.1696 0.6402 0.5685 0.0386 1.0000 Uiso R . . . . .
H531 H -0.0709 1.4372 0.4645 0.0602 1.0000 Uiso R . . . . .
H532 H -0.1470 1.3034 0.4658 0.0608 1.0000 Uiso R . . . . .
H533 H -0.0483 1.2442 0.4547 0.0609 1.0000 Uiso R . . . . .
H551 H -0.1144 0.4901 0.6759 0.0859 1.0000 Uiso R . . . . .
H552 H -0.1842 0.5224 0.6362 0.0861 1.0000 Uiso R . . . . .
H553 H -0.0820 0.5024 0.6249 0.0861 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          2.118(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 . C2 . 1.411(3) yes
N1 . N15 . 1.267(2) yes
C2 . C3 . 1.411(3) yes
C2 . C7 . 1.414(3) yes
C3 . C4 . 1.408(3) yes
C3 . S8 . 1.762(2) yes
C4 . C5 . 1.382(3) yes
C4 . H41 . 0.932 no
C5 . C6 . 1.383(4) yes
C5 . H51 . 0.940 no
C6 . C7 . 1.390(3) yes
C6 . H61 . 0.933 no
C7 . S10 . 1.765(2) yes
S8 . C9 . 1.807(3) yes
C9 . H91 . 0.957 no
C9 . H92 . 0.970 no
C9 . H93 . 0.941 no
S10 . C11 . 1.805(2) yes
C11 . H111 . 0.970 no
C11 . H112 . 0.980 no
C11 . H113 . 0.975 no
N15 . C16 . 1.403(3) yes
C16 . C17 . 1.419(3) yes
C16 . C21 . 1.417(3) yes
C17 . C18 . 1.387(3) yes
C17 . S22 . 1.760(2) yes
C18 . C19 . 1.387(3) yes
C18 . H181 . 0.954 no
C19 . C20 . 1.379(3) yes
C19 . H191 . 0.939 no
C20 . C21 . 1.406(3) yes
C20 . H201 . 0.927 no
C21 . S24 . 1.7602(19) yes
S22 . C23 . 1.803(2) yes
C23 . H231 . 0.952 no
C23 . H232 . 0.975 no
C23 . H233 . 0.971 no
S24 . C25 . 1.803(2) yes
C25 . H251 . 0.957 no
C25 . H252 . 0.969 no
C25 . H253 . 0.971 no
N31 . C32 . 1.409(3) yes
N31 . N45 . 1.266(2) yes
C32 . C33 . 1.417(3) yes
C32 . C37 . 1.418(3) yes
C33 . C34 . 1.387(3) yes
C33 . S38 . 1.763(3) yes
C34 . C35 . 1.374(4) yes
C34 . H341 . 0.916 no
C35 . C36 . 1.383(4) yes
C35 . H351 . 0.934 no
C36 . C37 . 1.403(3) yes
C36 . H361 . 0.945 no
C37 . S40 . 1.760(2) yes
S38 . C39 . 1.807(2) yes
C39 . H391 . 0.960 no
C39 . H392 . 0.972 no
C39 . H393 . 0.973 no
S40 . C41 . 1.811(3) yes
C41 . H411 . 0.944 no
C41 . H412 . 0.966 no
C41 . H413 . 0.947 no
N45 . C46 . 1.407(3) yes
C46 . C47 . 1.420(3) yes
C46 . C51 . 1.412(3) yes
C47 . C48 . 1.390(3) yes
C47 . S52 . 1.757(2) yes
C48 . C49 . 1.385(4) yes
C48 . H481 . 0.940 no
C49 . C50 . 1.390(3) yes
C49 . H491 . 0.944 no
C50 . C51 . 1.402(3) yes
C50 . H501 . 0.926 no
C51 . S54 . 1.768(2) yes
S52 . C53 . 1.800(2) yes
C53 . H531 . 0.967 no
C53 . H532 . 0.955 no
C53 . H533 . 0.963 no
S54 . C55 . 1.813(3) yes
C55 . H551 . 0.966 no
C55 . H552 . 0.972 no
C55 . H553 . 0.969 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . N1 . N15 . 114.06(17) yes
N1 . C2 . C3 . 123.93(18) yes
N1 . C2 . C7 . 115.26(19) yes
C3 . C2 . C7 . 120.76(19) yes
C2 . C3 . C4 . 117.94(19) yes
C2 . C3 . S8 . 120.95(15) yes
C4 . C3 . S8 . 121.11(17) yes
C3 . C4 . C5 . 120.4(2) yes
C3 . C4 . H41 . 119.5 no
C5 . C4 . H41 . 120.1 no
C4 . C5 . C6 . 121.9(2) yes
C4 . C5 . H51 . 119.3 no
C6 . C5 . H51 . 118.8 no
C5 . C6 . C7 . 119.3(2) yes
C5 . C6 . H61 . 120.7 no
C7 . C6 . H61 . 120.0 no
C2 . C7 . C6 . 119.7(2) yes
C2 . C7 . S10 . 116.18(16) yes
C6 . C7 . S10 . 124.04(17) yes
C3 . S8 . C9 . 102.48(11) yes
S8 . C9 . H91 . 107.1 no
S8 . C9 . H92 . 110.8 no
H91 . C9 . H92 . 107.4 no
S8 . C9 . H93 . 110.3 no
H91 . C9 . H93 . 110.4 no
H92 . C9 . H93 . 110.8 no
C7 . S10 . C11 . 102.41(12) yes
S10 . C11 . H111 . 105.3 no
S10 . C11 . H112 . 110.9 no
H111 . C11 . H112 . 108.7 no
S10 . C11 . H113 . 109.3 no
H111 . C11 . H113 . 109.4 no
H112 . C11 . H113 . 112.9 no
N1 . N15 . C16 . 115.00(17) yes
N15 . C16 . C17 . 114.63(18) yes
N15 . C16 . C21 . 124.58(17) yes
C17 . C16 . C21 . 120.61(18) yes
C16 . C17 . C18 . 119.55(18) yes
C16 . C17 . S22 . 116.56(15) yes
C18 . C17 . S22 . 123.88(15) yes
C17 . C18 . C19 . 119.46(18) yes
C17 . C18 . H181 . 120.6 no
C19 . C18 . H181 . 119.9 no
C18 . C19 . C20 . 121.93(19) yes
C18 . C19 . H191 . 120.3 no
C20 . C19 . H191 . 117.8 no
C19 . C20 . C21 . 120.5(2) yes
C19 . C20 . H201 . 120.1 no
C21 . C20 . H201 . 119.5 no
C16 . C21 . C20 . 117.92(17) yes
C16 . C21 . S24 . 120.78(14) yes
C20 . C21 . S24 . 121.28(16) yes
C17 . S22 . C23 . 102.50(10) yes
S22 . C23 . H231 . 107.6 no
S22 . C23 . H232 . 111.9 no
H231 . C23 . H232 . 109.7 no
S22 . C23 . H233 . 111.0 no
H231 . C23 . H233 . 107.9 no
H232 . C23 . H233 . 108.7 no
C21 . S24 . C25 . 101.84(10) yes
S24 . C25 . H251 . 104.9 no
S24 . C25 . H252 . 111.2 no
H251 . C25 . H252 . 109.9 no
S24 . C25 . H253 . 111.6 no
H251 . C25 . H253 . 108.8 no
H252 . C25 . H253 . 110.3 no
C32 . N31 . N45 . 113.53(19) yes
N31 . C32 . C33 . 115.4(2) yes
N31 . C32 . C37 . 124.2(2) yes
C33 . C32 . C37 . 120.3(2) yes
C32 . C33 . C34 . 120.0(2) yes
C32 . C33 . S38 . 115.81(17) yes
C34 . C33 . S38 . 124.19(19) yes
C33 . C34 . C35 . 119.5(2) yes
C33 . C34 . H341 . 119.4 no
C35 . C34 . H341 . 121.0 no
C34 . C35 . C36 . 121.7(2) yes
C34 . C35 . H351 . 118.0 no
C36 . C35 . H351 . 120.4 no
C35 . C36 . C37 . 120.9(2) yes
C35 . C36 . H361 . 119.8 no
C37 . C36 . H361 . 119.4 no
C32 . C37 . C36 . 117.7(2) yes
C32 . C37 . S40 . 120.81(17) yes
C36 . C37 . S40 . 121.52(19) yes
C33 . S38 . C39 . 102.80(13) yes
S38 . C39 . H391 . 106.4 no
S38 . C39 . H392 . 111.4 no
H391 . C39 . H392 . 108.4 no
S38 . C39 . H393 . 110.8 no
H391 . C39 . H393 . 108.9 no
H392 . C39 . H393 . 110.8 no
C37 . S40 . C41 . 102.49(12) yes
S40 . C41 . H411 . 107.6 no
S40 . C41 . H412 . 110.0 no
H411 . C41 . H412 . 109.0 no
S40 . C41 . H413 . 110.4 no
H411 . C41 . H413 . 110.3 no
H412 . C41 . H413 . 109.5 no
N31 . N45 . C46 . 116.13(19) yes
N45 . C46 . C47 . 113.31(19) yes
N45 . C46 . C51 . 125.85(18) yes
C47 . C46 . C51 . 120.69(19) yes
C46 . C47 . C48 . 119.6(2) yes
C46 . C47 . S52 . 116.24(16) yes
C48 . C47 . S52 . 124.13(17) yes
C47 . C48 . C49 . 119.6(2) yes
C47 . C48 . H481 . 119.8 no
C49 . C48 . H481 . 120.6 no
C48 . C49 . C50 . 121.5(2) yes
C48 . C49 . H491 . 119.6 no
C50 . C49 . H491 . 118.9 no
C49 . C50 . C51 . 120.6(2) yes
C49 . C50 . H501 . 119.0 no
C51 . C50 . H501 . 120.3 no
C46 . C51 . C50 . 118.07(19) yes
C46 . C51 . S54 . 121.10(16) yes
C50 . C51 . S54 . 120.81(18) yes
C47 . S52 . C53 . 102.47(12) yes
S52 . C53 . H531 . 107.3 no
S52 . C53 . H532 . 108.8 no
H531 . C53 . H532 . 108.5 no
S52 . C53 . H533 . 108.9 no
H531 . C53 . H533 . 110.4 no
H532 . C53 . H533 . 112.8 no
C51 . S54 . C55 . 101.82(12) yes
S54 . C55 . H551 . 108.5 no
S54 . C55 . H552 . 111.1 no
H551 . C55 . H552 . 108.2 no
S54 . C55 . H553 . 111.4 no
H551 . C55 . H553 . 107.7 no
H552 . C55 . H553 . 109.8 no



_refine_special_details          
;
?
  Reflections are selected by the following conditions :-
;
####################################################################### 
# 
# 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_9-Te2Fe-H
_database_code_depnum_ccdc_archive 'CCDC 2196091'
loop_
_audit_author_name
_audit_author_address
'Kirsten Christensen'
;University of Oxford
United Kingdom
;
_audit_update_record             
;
2022-08-10 deposited with the CCDC.	2022-09-19 downloaded from the CCDC.
;
#============================================================================== 
_audit_creation_date             2022-03-04
_audit_creation_method           'CRYSTALS_ver_14.61_build_7932 '

_oxford_structure_analysis_title 7582
_chemical_name_systematic        .
_chemical_melting_point          'not measured'

_cell_length_a                   6.4567(7)
_cell_length_b                   8.6728(9)
_cell_length_c                   13.3795(13)
_cell_angle_alpha                90
_cell_angle_beta                 92.320(9)
_cell_angle_gamma                90
_cell_volume                     748.61(13)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n '
_symmetry_space_group_name_Hall  '-P 2yn'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,-y+1/2,z+1/2
-x+1/2,y+1/2,-z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Te -0.5308 1.6751 19.9644 4.8174 19.0138 0.4209 6.1449 28.5284 2.5239 70.8403
4.3520 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            2

# Given Formula = C28 H24 F4 N4 Te4 
# Dc =      4.45 Fooo =    928.00 Mu =     78.18 M =   1002.92
# Found Formula = C14 H12 F2 N2 Te2 
# Dc =      2.22 FOOO =    464.00 Mu =     39.09 M =    501.46

_chemical_formula_sum            'C14 H12 F2 N2 Te2'
_chemical_formula_moiety         'C14 H12 F2 N2 Te2'
_chemical_compound_source        .
_chemical_formula_weight         501.46


_cell_measurement_reflns_used    2226
_cell_measurement_theta_min      3.83
_cell_measurement_theta_max      26.95
_cell_measurement_temperature    150

_exptl_crystal_description       block
_exptl_crystal_colour            clear_intense_red
_exptl_crystal_size_min          0.08
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_max          0.15

_exptl_crystal_density_diffrn    2.225
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             464
_exptl_absorpt_coefficient_mu    3.909

# Sheldrick geometric approximatio 0.68 0.73 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_exptl_absorpt_correction_T_min  0.59
_exptl_absorpt_correction_T_max  0.73
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  'focussing mirrors'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_cell_refinement       
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_data_reduction        
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        .

_diffrn_ambient_temperature      150
_diffrn_reflns_number            6642
_diffrn_reflns_av_unetI/netI     0.101
_reflns_number_total             2012
_diffrn_reflns_av_R_equivalents  0.066
_diffrn_reflns_av_sigmaI/netI    0.1017
# Number of reflections without Friedels Law is 3434 
# Number of reflections with Friedels Law is 2012 
# Theoretical number of reflections is about 2282 

_diffrn_reflns_theta_min         3.450
_diffrn_reflns_theta_max         30.490
_diffrn_measured_fraction_theta_max 0.879

_diffrn_reflns_theta_full        27.727
_diffrn_measured_fraction_theta_full 0.998


_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_reflns_limit_h_min              -9
_reflns_limit_h_max              9
_reflns_limit_k_min              0
_reflns_limit_k_max              12
_reflns_limit_l_min              0
_reflns_limit_l_max              18

_oxford_diffrn_Wilson_B_factor   1.40
_oxford_diffrn_Wilson_scale      0.19

_atom_sites_solution_primary     other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -2.26
_refine_diff_density_max         2.27


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 

# Explicitly named reflections are ALWAYS excluded from R&wR 

# The values actually used during refinement 
# These are labelled "all" for compatibility with PLATON 
_oxford_refine_reflns_threshold_expression I>-10.0\s(I)
_refine_ls_number_restraints     0
_refine_ls_number_parameters     91
_refine_ls_number_reflns         1580
_refine_ls_R_factor_ref          0.0646
_refine_ls_wR_factor_ref         0.0707
_refine_ls_goodness_of_fit_ref   1.0063
_refine_ls_shift/su_max          0.0004548
_refine_ls_shift/su_mean         0.0000188


# Computed with I/sigma = -10 
_reflns_number_all               1580
_refine_ls_R_factor_all          0.0646
_refine_ls_wR_factor_all         0.0707

# Computed with I/sigma = +2 a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                1145
_refine_ls_R_factor_gt           0.0337
_refine_ls_wR_factor_gt          0.0580


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.03P)² + 0.00P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N1 N 0.0478(6) 0.5393(5) 0.4685(3) 0.0179 1.0000 Uani . . . . . .
C2 C 0.2292(8) 0.6109(7) 0.5079(4) 0.0153 1.0000 Uani . . . . . .
C3 C 0.3153(8) 0.5910(6) 0.6056(4) 0.0172 1.0000 Uani . . . . . .
C4 C 0.5017(9) 0.6676(6) 0.6302(4) 0.0231 1.0000 Uani . . . . . .
C5 C 0.5955(9) 0.7627(7) 0.5641(4) 0.0239 1.0000 Uani . . . . . .
C6 C 0.5109(9) 0.7828(7) 0.4675(4) 0.0242 1.0000 Uani . . . . . .
C7 C 0.3330(9) 0.7050(7) 0.4426(4) 0.0194 1.0000 Uani . . . . . .
F8 F 0.2537(5) 0.7198(4) 0.3469(2) 0.0300 1.0000 Uani . . . . . .
Te9 Te 0.16812(6) 0.45434(5) 0.71048(3) 0.0213 1.0000 Uani . . . . . .
C10 C 0.4103(9) 0.4731(8) 0.8255(4) 0.0305 1.0000 Uani . . . . . .
H41 H 0.5622 0.6528 0.6930 0.0278 1.0000 Uiso R . . . . .
H51 H 0.7161 0.8140 0.5833 0.0286 1.0000 Uiso R . . . . .
H61 H 0.5731 0.8465 0.4209 0.0288 1.0000 Uiso R . . . . .
H101 H 0.3662 0.4161 0.8812 0.0461 1.0000 Uiso R . . . . .
H102 H 0.4301 0.5788 0.8438 0.0462 1.0000 Uiso R . . . . .
H103 H 0.5344 0.4302 0.8023 0.0461 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          3.44(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 . N1 2_566 1.263(8) yes
N1 . Te9 2_566 2.723(4) yes
N1 . C2 . 1.409(7) yes
C2 . C3 . 1.410(7) yes
C2 . C7 . 1.387(7) yes
C3 . C4 . 1.403(7) yes
C3 . Te9 . 2.094(5) yes
C4 . C5 . 1.368(8) yes
C4 . H41 . 0.921 no
C5 . C6 . 1.394(8) yes
C5 . H51 . 0.924 no
C6 . C7 . 1.362(7) yes
C6 . H61 . 0.936 no
C7 . F8 . 1.366(6) yes
Te9 . C10 . 2.155(6) yes
C10 . H101 . 0.948 no
C10 . H102 . 0.956 no
C10 . H103 . 0.948 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 2_566 N1 . Te9 2_566 110.5(4) yes
N1 2_566 N1 . C2 . 114.2(5) yes
Te9 2_566 N1 . C2 . 135.1(3) yes
N1 . C2 . C3 . 125.7(5) yes
N1 . C2 . C7 . 116.1(5) yes
C3 . C2 . C7 . 118.2(5) yes
C2 . C3 . C4 . 117.5(5) yes
C2 . C3 . Te9 . 121.2(4) yes
C4 . C3 . Te9 . 121.3(4) yes
C3 . C4 . C5 . 122.1(5) yes
C3 . C4 . H41 . 118.4 no
C5 . C4 . H41 . 119.4 no
C4 . C5 . C6 . 120.5(6) yes
C4 . C5 . H51 . 120.1 no
C6 . C5 . H51 . 119.4 no
C5 . C6 . C7 . 117.3(5) yes
C5 . C6 . H61 . 122.0 no
C7 . C6 . H61 . 120.7 no
C2 . C7 . C6 . 124.2(5) yes
C2 . C7 . F8 . 118.2(5) yes
C6 . C7 . F8 . 117.6(5) yes
C3 . Te9 . N1 2_566 68.22(17) yes
C3 . Te9 . C10 . 95.7(2) yes
N1 2_566 Te9 . C10 . 163.23(19) yes
Te9 . C10 . H101 . 106.9 no
Te9 . C10 . H102 . 110.0 no
H101 . C10 . H102 . 109.8 no
Te9 . C10 . H103 . 109.6 no
H101 . C10 . H103 . 109.7 no
H102 . C10 . H103 . 110.8 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C4 . H41 . C10 . 123 0.92 2.58 3.185(8) yes



_refine_special_details          
;
?
  Reflections are selected by the following conditions :-
  Maximum value of SINTH/L**2   is    0.40000
;
####################################################################### 
# 
# 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_7-TeMe4-H
_database_code_depnum_ccdc_archive 'CCDC 2196089'
loop_
_audit_author_name
_audit_author_address
'Kirsten Christensen'
;University of Oxford
United Kingdom
;
_audit_update_record             
;
2022-08-10 deposited with the CCDC.	2022-09-19 downloaded from the CCDC.
;
#============================================================================== 
_audit_creation_date             2022-07-12
_audit_creation_method           'CRYSTALS_ver_*****_build_8199 '

_oxford_structure_analysis_title 7662-150K-Ruairi
_chemical_name_systematic        .
_chemical_melting_point          'not measured'

_refine_special_details          
;
Highest residual peaks are all close to the Te-atoms.
;

_cell_length_a                   10.73350(10)
_cell_length_b                   10.57430(10)
_cell_length_c                   18.02080(10)
_cell_angle_alpha                90
_cell_angle_beta                 95.2723(7)
_cell_angle_gamma                90
_cell_volume                     2036.69(3)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21 '
_symmetry_space_group_name_Hall  'P 2yb'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,y+1/2,-z

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Te -0.1759 6.3531 19.9644 4.8174 19.0138 0.4209 6.1449 28.5284 2.5239 70.8403
4.3520 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C16 H18 N2 Te4 
# Dc =      2.44 Fooo =   1344.00 Mu =    447.38 M =    748.73
# Found Formula = C16 H18 N2 Te4 
# Dc =      2.44 FOOO =   1344.00 Mu =    447.38 M =    748.73

_chemical_formula_sum            'C16 H18 N2 Te4'
_chemical_formula_moiety         'C16 H18 N2 Te4'
_chemical_compound_source        .
_chemical_formula_weight         748.73


_cell_measurement_reflns_used    28584
_cell_measurement_theta_min      4.83
_cell_measurement_theta_max      75.87
_cell_measurement_temperature    150

_exptl_crystal_description       plate
_exptl_crystal_colour            clear_intense_black
_exptl_crystal_size_min          0.005
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_max          0.03

_exptl_crystal_density_diffrn    2.442
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1344
_exptl_absorpt_coefficient_mu    44.738

# Sheldrick geometric approximatio 0.26 0.80 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_exptl_absorpt_correction_T_min  0.24
_exptl_absorpt_correction_T_max  0.80
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_diffrn_measurement_device       'Area four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_radiation_monochromator  'focussing mirrors'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_cell_refinement       
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_data_reduction        
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        .

_diffrn_ambient_temperature      150
_diffrn_reflns_number            45376
_diffrn_reflns_av_unetI/netI     0.051
_reflns_number_total             8268
_diffrn_reflns_av_R_equivalents  0.036
_diffrn_reflns_av_sigmaI/netI    0.0508
# Number of reflections without Friedels Law is 8268 
# Number of reflections with Friedels Law is 4444 
# Theoretical number of reflections is about 4275 

_diffrn_reflns_theta_min         4.136
_diffrn_reflns_theta_max         76.409
_diffrn_measured_fraction_theta_max 0.983

_diffrn_reflns_theta_full        74.117
_diffrn_measured_fraction_theta_full 0.999


_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_reflns_limit_h_min              -13
_reflns_limit_h_max              13
_reflns_limit_k_min              -13
_reflns_limit_k_max              12
_reflns_limit_l_min              0
_reflns_limit_l_max              22

_oxford_diffrn_Wilson_B_factor   2.38
_oxford_diffrn_Wilson_scale      0.57

_atom_sites_solution_primary     other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.56
_refine_diff_density_max         1.15


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 

# Explicitly named reflections are ALWAYS excluded from R&wR 

# The values actually used during refinement 
# These are labelled "all" for compatibility with PLATON 
_oxford_refine_reflns_threshold_expression I>-10.0\s(I)
_refine_ls_number_restraints     1
_refine_ls_number_parameters     398
_refine_ls_number_reflns         8268
_refine_ls_R_factor_ref          0.0263
_refine_ls_wR_factor_ref         0.0606
_refine_ls_goodness_of_fit_ref   0.9937
_refine_ls_shift/su_max          0.0034122
_refine_ls_shift/su_mean         0.0001565


# Computed with I/sigma = -10 
_reflns_number_all               8268
_refine_ls_R_factor_all          0.0263
_refine_ls_wR_factor_all         0.0606

# Computed with I/sigma = +2 a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                7940
_refine_ls_R_factor_gt           0.0249
_refine_ls_wR_factor_gt          0.0600

# For an explanation, see Cooper & Watkin, Acta Cryst. (2016). B72, 661-683 
_oxford_Hooft_y                  -0.024(3) # for 3128 Friedel pairs 
_oxford_Bijvoet_difference       -0.020(4) # for 3128 Friedel pairs 
# (Similar to the Parsons(q).) 
_oxford_refined_Flack_x          -0.012(8) # for 3824 Friedel pairs 
_refine_ls_abs_structure_Flack   -0.020(4)
_refine_ls_abs_structure_details 
; 
 Parsons, Flack & Wagner (2013), 
 3128 Friedel Pairs 
;

# choose from: 
# rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration ad


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.03P)² + 4.19P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N1 N 0.7136(4) 0.3772(5) 0.6685(3) 0.0228 1.0000 Uani . . . . . .
C2 C 0.5882(5) 0.4184(5) 0.6505(3) 0.0217 1.0000 Uani . . . . . .
C3 C 0.5347(5) 0.4858(6) 0.7086(3) 0.0250 1.0000 Uani . . . . . .
C4 C 0.4150(6) 0.5294(6) 0.6965(4) 0.0333 1.0000 Uani . . . . . .
C5 C 0.3470(6) 0.5088(7) 0.6279(4) 0.0361 1.0000 Uani . . . . . .
C6 C 0.3969(5) 0.4418(6) 0.5730(3) 0.0298 1.0000 Uani . . . . . .
C7 C 0.5189(5) 0.3935(5) 0.5826(3) 0.0249 1.0000 Uani . . . . . .
Te8 Te 0.59077(4) 0.28420(6) 0.49848(2) 0.0280 1.0000 Uani . . . . . .
C9 C 0.4098(6) 0.2290(7) 0.4480(4) 0.0400 1.0000 Uani . . . . . .
Te10 Te 0.64658(4) 0.50921(6) 0.81057(2) 0.0363 1.0000 Uani . . . . . .
C11 C 0.5193(8) 0.6325(9) 0.8590(4) 0.0550 1.0000 Uani . . . . . .
N12 N 0.7721(5) 0.3536(5) 0.6122(3) 0.0246 1.0000 Uani . . . . . .
C13 C 0.8955(5) 0.3085(5) 0.6283(3) 0.0234 1.0000 Uani . . . . . .
C14 C 0.9369(6) 0.2422(6) 0.6942(3) 0.0266 1.0000 Uani . . . . . .
C15 C 1.0603(6) 0.2007(6) 0.7033(4) 0.0351 1.0000 Uani . . . . . .
C16 C 1.1398(6) 0.2220(7) 0.6476(4) 0.0357 1.0000 Uani . . . . . .
C17 C 1.0974(6) 0.2848(6) 0.5830(4) 0.0328 1.0000 Uani . . . . . .
C18 C 0.9756(6) 0.3290(6) 0.5722(3) 0.0272 1.0000 Uani . . . . . .
Te19 Te 0.90873(4) 0.43214(6) 0.47577(2) 0.0349 1.0000 Uani . . . . . .
C20 C 1.0896(6) 0.4823(8) 0.4455(4) 0.0447 1.0000 Uani . . . . . .
Te21 Te 0.81907(4) 0.20992(6) 0.77994(2) 0.0299 1.0000 Uani . . . . . .
C22 C 0.9226(10) 0.0490(10) 0.8239(6) 0.0771 1.0000 Uani . . . . . .
N51 N 0.7418(5) 0.3667(5) 0.1683(3) 0.0257 1.0000 Uani . . . . . .
C52 C 0.7053(5) 0.4927(6) 0.1564(3) 0.0239 1.0000 Uani . . . . . .
C53 C 0.6401(6) 0.5475(6) 0.2130(3) 0.0273 1.0000 Uani . . . . . .
C54 C 0.6014(6) 0.6710(6) 0.2069(4) 0.0316 1.0000 Uani . . . . . .
C55 C 0.6271(7) 0.7428(6) 0.1454(4) 0.0367 1.0000 Uani . . . . . .
C56 C 0.6903(6) 0.6909(6) 0.0894(4) 0.0327 1.0000 Uani . . . . . .
C57 C 0.7306(5) 0.5637(6) 0.0934(3) 0.0253 1.0000 Uani . . . . . .
Te58 Te 0.82614(4) 0.48599(6) 0.00735(2) 0.0306 1.0000 Uani . . . . . .
C59 C 0.8813(7) 0.6658(6) -0.0364(4) 0.0371 1.0000 Uani . . . . . .
Te60 Te 0.60649(4) 0.43085(6) 0.30491(2) 0.0356 1.0000 Uani . . . . . .
C61 C 0.4977(9) 0.5662(7) 0.3576(4) 0.0495 1.0000 Uani . . . . . .
N62 N 0.7622(5) 0.3070(4) 0.1089(3) 0.0257 1.0000 Uani . . . . . .
C63 C 0.8103(5) 0.1823(5) 0.1193(3) 0.0233 1.0000 Uani . . . . . .
C64 C 0.8800(6) 0.1396(5) 0.1849(3) 0.0267 1.0000 Uani . . . . . .
C65 C 0.9297(6) 0.0185(6) 0.1859(4) 0.0341 1.0000 Uani . . . . . .
C66 C 0.9119(7) -0.0580(6) 0.1239(4) 0.0374 1.0000 Uani . . . . . .
C67 C 0.8414(6) -0.0160(6) 0.0598(4) 0.0353 1.0000 Uani . . . . . .
C68 C 0.7889(6) 0.1025(6) 0.0573(3) 0.0285 1.0000 Uani . . . . . .
Te69 Te 0.66853(4) 0.16469(6) -0.03572(2) 0.0315 1.0000 Uani . . . . . .
C70 C 0.6118(8) -0.0222(7) -0.0682(5) 0.0532 1.0000 Uani . . . . . .
Te71 Te 0.90544(4) 0.25386(6) 0.28212(2) 0.0303 1.0000 Uani . . . . . .
C72 C 1.0660(9) 0.1532(9) 0.3302(5) 0.0602 1.0000 Uani . . . . . .
H41 H 0.3797 0.5712 0.7339 0.0396 1.0000 Uiso R . . . . .
H51 H 0.2670 0.5426 0.6189 0.0428 1.0000 Uiso R . . . . .
H61 H 0.3487 0.4276 0.5285 0.0359 1.0000 Uiso R . . . . .
H151 H 1.0885 0.1585 0.7464 0.0418 1.0000 Uiso R . . . . .
H161 H 1.2214 0.1943 0.6536 0.0431 1.0000 Uiso R . . . . .
H171 H 1.1509 0.2966 0.5457 0.0389 1.0000 Uiso R . . . . .
H541 H 0.5579 0.7061 0.2439 0.0379 1.0000 Uiso R . . . . .
H551 H 0.6010 0.8261 0.1414 0.0439 1.0000 Uiso R . . . . .
H561 H 0.7062 0.7401 0.0484 0.0390 1.0000 Uiso R . . . . .
H651 H 0.9720 -0.0106 0.2289 0.0414 1.0000 Uiso R . . . . .
H661 H 0.9465 -0.1389 0.1245 0.0448 1.0000 Uiso R . . . . .
H671 H 0.8288 -0.0677 0.0184 0.0421 1.0000 Uiso R . . . . .
H91 H 0.4192 0.1646 0.4114 0.0601 1.0000 Uiso R . . . . .
H92 H 0.3615 0.1964 0.4857 0.0600 1.0000 Uiso R . . . . .
H93 H 0.3691 0.3001 0.4250 0.0597 1.0000 Uiso R . . . . .
H111 H 0.5492 0.6492 0.9096 0.0831 1.0000 Uiso R . . . . .
H112 H 0.5133 0.7116 0.8325 0.0829 1.0000 Uiso R . . . . .
H113 H 0.4381 0.5943 0.8580 0.0828 1.0000 Uiso R . . . . .
H201 H 1.0791 0.5289 0.4004 0.0672 1.0000 Uiso R . . . . .
H202 H 1.1316 0.5327 0.4844 0.0669 1.0000 Uiso R . . . . .
H203 H 1.1363 0.4068 0.4385 0.0668 1.0000 Uiso R . . . . .
H221 H 0.8795 0.0085 0.8616 0.1160 1.0000 Uiso R . . . . .
H222 H 1.0028 0.0752 0.8460 0.1159 1.0000 Uiso R . . . . .
H223 H 0.9334 -0.0095 0.7851 0.1161 1.0000 Uiso R . . . . .
H611 H 0.4753 0.5314 0.4036 0.0742 1.0000 Uiso R . . . . .
H612 H 0.5461 0.6419 0.3677 0.0742 1.0000 Uiso R . . . . .
H613 H 0.4231 0.5839 0.3257 0.0738 1.0000 Uiso R . . . . .
H591 H 0.9333 0.6528 -0.0769 0.0560 1.0000 Uiso R . . . . .
H592 H 0.9285 0.7119 0.0024 0.0561 1.0000 Uiso R . . . . .
H593 H 0.8094 0.7142 -0.0551 0.0562 1.0000 Uiso R . . . . .
H721 H 1.1049 0.1991 0.3715 0.0900 1.0000 Uiso R . . . . .
H722 H 1.1251 0.1412 0.2945 0.0901 1.0000 Uiso R . . . . .
H723 H 1.0396 0.0725 0.3471 0.0898 1.0000 Uiso R . . . . .
H701 H 0.5479 -0.0162 -0.1082 0.0801 1.0000 Uiso R . . . . .
H702 H 0.6814 -0.0683 -0.0832 0.0801 1.0000 Uiso R . . . . .
H703 H 0.5787 -0.0630 -0.0263 0.0799 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          1.321(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 . C2 . 1.423(7) yes
N1 . N12 . 1.266(7) yes
C2 . C3 . 1.430(8) yes
C2 . C7 . 1.398(8) yes
C3 . C4 . 1.364(9) yes
C3 . Te10 . 2.114(5) yes
C4 . C5 . 1.394(9) yes
C4 . H41 . 0.917 no
C5 . C6 . 1.365(9) yes
C5 . H51 . 0.930 no
C6 . C7 . 1.402(8) yes
C6 . H61 . 0.926 no
C7 . Te8 . 2.108(6) yes
Te8 . C9 . 2.149(6) yes
C9 . H91 . 0.959 no
C9 . H92 . 0.955 no
C9 . H93 . 0.946 no
Te10 . C11 . 2.133(7) yes
C11 . H111 . 0.954 no
C11 . H112 . 0.963 no
C11 . H113 . 0.959 no
N12 . C13 . 1.413(7) yes
C13 . C14 . 1.415(8) yes
C13 . C18 . 1.403(8) yes
C14 . C15 . 1.391(9) yes
C14 . Te21 . 2.112(6) yes
C15 . C16 . 1.395(9) yes
C15 . H151 . 0.923 no
C16 . C17 . 1.380(9) yes
C16 . H161 . 0.921 no
C17 . C18 . 1.385(8) yes
C17 . H171 . 0.932 no
C18 . Te19 . 2.121(6) yes
Te19 . C20 . 2.131(7) yes
C20 . H201 . 0.949 no
C20 . H202 . 0.959 no
C20 . H203 . 0.957 no
Te21 . C22 . 2.144(8) yes
C22 . H221 . 0.957 no
C22 . H222 . 0.956 no
C22 . H223 . 0.949 no
N51 . C52 . 1.400(7) yes
N51 . N62 . 1.279(7) yes
C52 . C53 . 1.414(8) yes
C52 . C57 . 1.407(8) yes
C53 . C54 . 1.372(9) yes
C53 . Te60 . 2.122(6) yes
C54 . C55 . 1.393(10) yes
C54 . H541 . 0.925 no
C55 . C56 . 1.381(9) yes
C55 . H551 . 0.925 no
C56 . C57 . 1.413(9) yes
C56 . H561 . 0.931 no
C57 . Te58 . 2.103(6) yes
Te58 . C59 . 2.161(6) yes
C59 . H591 . 0.969 no
C59 . H592 . 0.959 no
C59 . H593 . 0.961 no
Te60 . C61 . 2.125(7) yes
C61 . H611 . 0.958 no
C61 . H612 . 0.963 no
C61 . H613 . 0.960 no
N62 . C63 . 1.422(7) yes
C63 . C64 . 1.415(8) yes
C63 . C68 . 1.402(8) yes
C64 . C65 . 1.386(9) yes
C64 . Te71 . 2.125(6) yes
C65 . C66 . 1.379(9) yes
C65 . H651 . 0.913 no
C66 . C67 . 1.394(9) yes
C66 . H661 . 0.932 no
C67 . C68 . 1.373(9) yes
C67 . H671 . 0.925 no
C68 . Te69 . 2.124(6) yes
Te69 . C70 . 2.134(7) yes
C70 . H701 . 0.951 no
C70 . H702 . 0.952 no
C70 . H703 . 0.966 no
Te71 . C72 . 2.140(7) yes
C72 . H721 . 0.952 no
C72 . H722 . 0.953 no
C72 . H723 . 0.958 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . N1 . N12 . 114.0(5) yes
N1 . C2 . C3 . 114.9(5) yes
N1 . C2 . C7 . 123.9(5) yes
C3 . C2 . C7 . 121.2(5) yes
C2 . C3 . C4 . 119.2(5) yes
C2 . C3 . Te10 . 117.4(4) yes
C4 . C3 . Te10 . 123.4(4) yes
C3 . C4 . C5 . 119.9(6) yes
C3 . C4 . H41 . 119.5 no
C5 . C4 . H41 . 120.6 no
C4 . C5 . C6 . 121.0(6) yes
C4 . C5 . H51 . 119.7 no
C6 . C5 . H51 . 119.3 no
C5 . C6 . C7 . 121.6(6) yes
C5 . C6 . H61 . 119.2 no
C7 . C6 . H61 . 119.2 no
C6 . C7 . C2 . 117.1(5) yes
C6 . C7 . Te8 . 120.7(4) yes
C2 . C7 . Te8 . 122.2(4) yes
C7 . Te8 . C9 . 94.4(2) yes
Te8 . C9 . H91 . 109.6 no
Te8 . C9 . H92 . 108.9 no
H91 . C9 . H92 . 109.4 no
Te8 . C9 . H93 . 109.4 no
H91 . C9 . H93 . 109.7 no
H92 . C9 . H93 . 109.8 no
C3 . Te10 . C11 . 95.4(3) yes
Te10 . C11 . H111 . 109.4 no
Te10 . C11 . H112 . 110.1 no
H111 . C11 . H112 . 108.4 no
Te10 . C11 . H113 . 110.5 no
H111 . C11 . H113 . 108.7 no
H112 . C11 . H113 . 109.8 no
N1 . N12 . C13 . 115.2(5) yes
N12 . C13 . C14 . 123.8(5) yes
N12 . C13 . C18 . 115.1(5) yes
C14 . C13 . C18 . 121.0(5) yes
C13 . C14 . C15 . 118.5(6) yes
C13 . C14 . Te21 . 122.1(4) yes
C15 . C14 . Te21 . 119.4(4) yes
C14 . C15 . C16 . 120.3(6) yes
C14 . C15 . H151 . 119.1 no
C16 . C15 . H151 . 120.6 no
C15 . C16 . C17 . 120.5(6) yes
C15 . C16 . H161 . 120.1 no
C17 . C16 . H161 . 119.4 no
C16 . C17 . C18 . 121.0(6) yes
C16 . C17 . H171 . 119.7 no
C18 . C17 . H171 . 119.3 no
C13 . C18 . C17 . 118.7(5) yes
C13 . C18 . Te19 . 119.1(4) yes
C17 . C18 . Te19 . 122.2(5) yes
C18 . Te19 . C20 . 95.2(2) yes
Te19 . C20 . H201 . 108.0 no
Te19 . C20 . H202 . 109.3 no
H201 . C20 . H202 . 110.5 no
Te19 . C20 . H203 . 109.1 no
H201 . C20 . H203 . 110.0 no
H202 . C20 . H203 . 110.0 no
C14 . Te21 . C22 . 94.2(3) yes
Te21 . C22 . H221 . 110.4 no
Te21 . C22 . H222 . 109.9 no
H221 . C22 . H222 . 108.0 no
Te21 . C22 . H223 . 109.8 no
H221 . C22 . H223 . 109.4 no
H222 . C22 . H223 . 109.3 no
C52 . N51 . N62 . 114.1(5) yes
N51 . C52 . C53 . 115.4(5) yes
N51 . C52 . C57 . 124.0(5) yes
C53 . C52 . C57 . 120.6(5) yes
C52 . C53 . C54 . 119.9(5) yes
C52 . C53 . Te60 . 117.1(4) yes
C54 . C53 . Te60 . 122.9(5) yes
C53 . C54 . C55 . 120.2(6) yes
C53 . C54 . H541 . 119.5 no
C55 . C54 . H541 . 120.3 no
C54 . C55 . C56 . 120.8(6) yes
C54 . C55 . H551 . 120.0 no
C56 . C55 . H551 . 119.2 no
C55 . C56 . C57 . 120.6(6) yes
C55 . C56 . H561 . 119.7 no
C57 . C56 . H561 . 119.7 no
C56 . C57 . C52 . 117.9(5) yes
C56 . C57 . Te58 . 120.1(4) yes
C52 . C57 . Te58 . 122.0(4) yes
C57 . Te58 . C59 . 95.4(3) yes
Te58 . C59 . H591 . 110.3 no
Te58 . C59 . H592 . 109.0 no
H591 . C59 . H592 . 108.6 no
Te58 . C59 . H593 . 111.0 no
H591 . C59 . H593 . 108.2 no
H592 . C59 . H593 . 109.8 no
C53 . Te60 . C61 . 95.6(3) yes
Te60 . C61 . H611 . 108.6 no
Te60 . C61 . H612 . 109.6 no
H611 . C61 . H612 . 109.2 no
Te60 . C61 . H613 . 109.1 no
H611 . C61 . H613 . 109.3 no
H612 . C61 . H613 . 110.9 no
N51 . N62 . C63 . 115.8(5) yes
N62 . C63 . C64 . 124.3(5) yes
N62 . C63 . C68 . 114.9(5) yes
C64 . C63 . C68 . 120.7(5) yes
C63 . C64 . C65 . 118.6(5) yes
C63 . C64 . Te71 . 121.7(4) yes
C65 . C64 . Te71 . 119.6(5) yes
C64 . C65 . C66 . 120.4(6) yes
C64 . C65 . H651 . 118.8 no
C66 . C65 . H651 . 120.7 no
C65 . C66 . C67 . 120.6(6) yes
C65 . C66 . H661 . 120.2 no
C67 . C66 . H661 . 119.2 no
C66 . C67 . C68 . 120.6(6) yes
C66 . C67 . H671 . 120.5 no
C68 . C67 . H671 . 118.9 no
C63 . C68 . C67 . 119.0(6) yes
C63 . C68 . Te69 . 119.1(4) yes
C67 . C68 . Te69 . 121.8(5) yes
C68 . Te69 . C70 . 93.9(3) yes
Te69 . C70 . H701 . 108.3 no
Te69 . C70 . H702 . 109.9 no
H701 . C70 . H702 . 110.4 no
Te69 . C70 . H703 . 108.4 no
H701 . C70 . H703 . 109.4 no
H702 . C70 . H703 . 110.3 no
C64 . Te71 . C72 . 95.1(3) yes
Te71 . C72 . H721 . 110.0 no
Te71 . C72 . H722 . 110.7 no
H721 . C72 . H722 . 109.0 no
Te71 . C72 . H723 . 108.8 no
H721 . C72 . H723 . 109.1 no
H722 . C72 . H723 . 109.3 no



# looking for PLATON_SQD.SQF 

# SQUEEZE RESULTS (Version = 291119) 
# Note: Data are Listed for all Voids in the P1 Unit Cell 
# i.e. Centre of Gravity, Solvent Accessible Volume, 
# Recovered number of Electrons in the Void and 
# Details about the Squeezed Material 
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.263 0.345 0.252 41 2 ' '
2 0.737 0.845 0.747 41 2 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?
