# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2018

####################################################################### 
# 
# 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_RS26_0m
_database_code_depnum_ccdc_archive 'CCDC 1584854'
_audit_update_record             
;
2017-11-10 deposited with the CCDC.
2018-02-19 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT431_RS26_0m             
;
PROBLEM: Short Inter HL..A Contact Br1      ..S1        .       3.18 Ang.
RESPONSE: This is result of halogen bonding - a topic of a work 
;
# Added during the CSD deposition process: Friday 10 November 2017 01:32 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H36 Br8 K N3 O6 S'
_chemical_formula_weight         1136.97

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.3728(7)
_cell_length_b                   13.0176(9)
_cell_length_c                   14.4077(9)
_cell_angle_alpha                104.596(3)
_cell_angle_beta                 96.894(2)
_cell_angle_gamma                104.555(3)
_cell_volume                     1787.0(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9886
_cell_measurement_theta_min      2.9798
_cell_measurement_theta_max      33.1963

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.113
_exptl_crystal_F_000             1092
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.570
_exptl_crystal_size_mid          0.440
_exptl_crystal_size_min          0.350
_exptl_absorpt_coefficient_mu    9.189
_shelx_estimated_absorpt_T_min   0.077
_shelx_estimated_absorpt_T_max   0.141
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4367
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube X-ray source'
_diffrn_radiation_monochromator  'Triumph curved graphite crystal'
_diffrn_measurement_device_type  'Bruker AXS D8 Quest CMOS diffractometer'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            44229
_diffrn_reflns_av_unetI/netI     0.0643
_diffrn_reflns_av_R_equivalents  0.0509
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.963
_diffrn_reflns_theta_max         33.257
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             13335
_reflns_number_gt                9284
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Apex3 v2016.9-0 (Bruker, 2016)'
_computing_cell_refinement       'SAINT V8.37A (Bruker, 2016)'
_computing_data_reduction        'SAINT V8.37A (Bruker, 2016)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  
;  
SHELXL-2017/1 (Sheldrick, 2017), 
SHELXLE Rev859 (Hübschle et al., 2011)
;
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0406P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_extinction_coef       0.0029(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         13335
_refine_ls_number_parameters     362
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0724
_refine_ls_R_factor_gt           0.0381
_refine_ls_wR_factor_ref         0.0898
_refine_ls_wR_factor_gt          0.0800
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1624(3) 0.2114(2) 0.4596(2) 0.0159(5) Uani 1 1 d . . . . .
C2 C 0.5892(3) 0.4721(2) 0.8035(2) 0.0167(5) Uani 1 1 d . . . . .
C3 C 0.0333(3) 0.2696(2) 0.8046(2) 0.0165(5) Uani 1 1 d . . . . .
C4 C 0.6976(3) -0.0178(3) 0.3504(2) 0.0223(6) Uani 1 1 d . . . . .
H4A H 0.649407 -0.077136 0.376177 0.027 Uiso 1 1 calc R U . . .
H4AB H 0.773586 0.033560 0.403090 0.027 Uiso 1 1 calc R U . . .
C5 C 0.7556(3) -0.0696(2) 0.2655(2) 0.0217(6) Uani 1 1 d . . . . .
H5A H 0.815879 -0.110849 0.286949 0.026 Uiso 1 1 calc R U . . .
H5AB H 0.681024 -0.122840 0.212719 0.026 Uiso 1 1 calc R U . . .
C6 C 0.8983(3) -0.0323(2) 0.1569(2) 0.0175(6) Uani 1 1 d . . . . .
H6A H 0.831191 -0.079577 0.097084 0.021 Uiso 1 1 calc R U . . .
H6AB H 0.947729 -0.079204 0.181260 0.021 Uiso 1 1 calc R U . . .
C7 C 0.9966(3) 0.0597(2) 0.1336(2) 0.0161(5) Uani 1 1 d . . . . .
H7A H 1.062765 0.107578 0.193743 0.019 Uiso 1 1 calc R U . . .
H7AB H 1.047414 0.027939 0.085586 0.019 Uiso 1 1 calc R U . . .
C8 C 1.0169(3) 0.2130(2) 0.0743(2) 0.0177(6) Uani 1 1 d . . . . .
H8A H 1.068343 0.183423 0.025678 0.021 Uiso 1 1 calc R U . . .
H8AB H 1.082642 0.260360 0.134830 0.021 Uiso 1 1 calc R U . . .
C9 C 0.9384(3) 0.2807(2) 0.0350(2) 0.0183(6) Uani 1 1 d . . . . .
H9A H 1.001394 0.336444 0.013060 0.022 Uiso 1 1 calc R U . . .
H9AB H 0.869274 0.231088 -0.022976 0.022 Uiso 1 1 calc R U . . .
C10 C 0.5763(3) 0.1091(3) 0.4174(2) 0.0252(7) Uani 1 1 d . . . . .
H10A H 0.561250 0.062588 0.462130 0.030 Uiso 1 1 calc R U . . .
H10B H 0.491472 0.128341 0.401555 0.030 Uiso 1 1 calc R U . . .
C11 C 0.6886(3) 0.2145(3) 0.4696(2) 0.0234(6) Uani 1 1 d . . . . .
H11A H 0.666618 0.252069 0.531873 0.028 Uiso 1 1 calc R U . . .
H11B H 0.774818 0.196971 0.484807 0.028 Uiso 1 1 calc R U . . .
C12 C 0.7923(3) 0.3926(2) 0.4601(2) 0.0221(6) Uani 1 1 d . . . . .
H12A H 0.880703 0.386070 0.488404 0.026 Uiso 1 1 calc R U . . .
H12B H 0.753182 0.428414 0.514331 0.026 Uiso 1 1 calc R U . . .
C13 C 0.8129(3) 0.4619(2) 0.3911(2) 0.0224(6) Uani 1 1 d . . . . .
H13A H 0.723980 0.464687 0.359919 0.027 Uiso 1 1 calc R U . . .
H13B H 0.868257 0.538741 0.427753 0.027 Uiso 1 1 calc R U . . .
C14 C 0.9202(3) 0.4911(2) 0.2628(2) 0.0183(6) Uani 1 1 d . . . . .
H14A H 0.992530 0.557781 0.304556 0.022 Uiso 1 1 calc R U . . .
H14B H 0.841677 0.514897 0.240097 0.022 Uiso 1 1 calc R U . . .
C15 C 0.9716(3) 0.4350(2) 0.1759(2) 0.0165(5) Uani 1 1 d . . . . .
H15A H 1.005504 0.490020 0.141305 0.020 Uiso 1 1 calc R U . . .
H15B H 1.049493 0.411316 0.200000 0.020 Uiso 1 1 calc R U . . .
C16 C 0.4748(3) -0.0332(3) 0.2655(2) 0.0229(6) Uani 1 1 d . . . . .
H16A H 0.421317 -0.069548 0.306994 0.028 Uiso 1 1 calc R U . . .
H16B H 0.494919 -0.091789 0.215726 0.028 Uiso 1 1 calc R U . . .
C17 C 0.3897(3) 0.0225(3) 0.2141(2) 0.0250(7) Uani 1 1 d . . . . .
H17A H 0.301095 -0.031776 0.179311 0.030 Uiso 1 1 calc R U . . .
H17B H 0.372373 0.083755 0.262863 0.030 Uiso 1 1 calc R U . . .
C18 C 0.3801(3) 0.1184(3) 0.0979(2) 0.0237(6) Uani 1 1 d . . . . .
H18A H 0.368192 0.182875 0.146043 0.028 Uiso 1 1 calc R U . . .
H18B H 0.289114 0.065984 0.066305 0.028 Uiso 1 1 calc R U . . .
C19 C 0.4502(3) 0.1563(3) 0.0225(2) 0.0232(6) Uani 1 1 d . . . . .
H19A H 0.466790 0.092581 -0.023605 0.028 Uiso 1 1 calc R U . . .
H19B H 0.392312 0.187781 -0.015172 0.028 Uiso 1 1 calc R U . . .
C20 C 0.6407(3) 0.2832(3) 0.0005(2) 0.0207(6) Uani 1 1 d . . . . .
H20A H 0.578481 0.312311 -0.036092 0.025 Uiso 1 1 calc R U . . .
H20B H 0.663844 0.224288 -0.046898 0.025 Uiso 1 1 calc R U . . .
C21 C 0.7678(3) 0.3752(3) 0.0539(2) 0.0207(6) Uani 1 1 d . . . . .
H21A H 0.808385 0.409829 0.006292 0.025 Uiso 1 1 calc R U . . .
H21B H 0.743147 0.432784 0.101726 0.025 Uiso 1 1 calc R U . . .
N1 N 0.1372(3) 0.3138(2) 0.8563(2) 0.0248(6) Uani 1 1 d . . . . .
N2 N 0.6035(2) 0.0436(2) 0.32674(17) 0.0174(5) Uani 1 1 d . . . . .
N3 N 0.8703(2) 0.33828(18) 0.10582(16) 0.0136(4) Uani 1 1 d . . . . .
O1 O 0.8303(2) 0.01421(16) 0.22950(15) 0.0177(4) Uani 1 1 d . . . . .
O2 O 0.92559(19) 0.12389(16) 0.09466(14) 0.0161(4) Uani 1 1 d . . . . .
O3 O 0.7030(2) 0.28530(17) 0.40846(15) 0.0206(4) Uani 1 1 d . . . . .
O4 O 0.8800(2) 0.41524(15) 0.31814(14) 0.0171(4) Uani 1 1 d . . . . .
O5 O 0.4590(2) 0.06518(17) 0.14633(15) 0.0189(4) Uani 1 1 d . . . . .
O6 O 0.5755(2) 0.23816(18) 0.06967(14) 0.0195(4) Uani 1 1 d . . . . .
S1 S -0.11510(8) 0.20242(6) 0.72921(6) 0.02109(15) Uani 1 1 d . . . . .
Br1 Br 0.06538(3) 0.20956(2) 0.56633(2) 0.01811(7) Uani 1 1 d . . . . .
Br2 Br 0.08084(3) 0.28383(2) 0.37614(2) 0.02162(7) Uani 1 1 d . . . . .
Br3 Br 0.14785(3) 0.06015(2) 0.38782(2) 0.01746(7) Uani 1 1 d . . . . .
Br4 Br 0.35141(3) 0.29649(3) 0.50952(3) 0.03092(8) Uani 1 1 d . . . . .
Br5 Br 0.40440(3) 0.39814(2) 0.80730(2) 0.01960(7) Uani 1 1 d . . . . .
Br6 Br 0.59343(4) 0.55557(3) 0.70918(2) 0.02864(8) Uani 1 1 d . . . . .
Br7 Br 0.68836(3) 0.36379(2) 0.76753(2) 0.01996(7) Uani 1 1 d . . . . .
Br8 Br 0.67780(3) 0.57193(2) 0.93223(2) 0.01910(7) Uani 1 1 d . . . . .
K32 K 0.73527(6) 0.19187(5) 0.21508(4) 0.01375(11) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 Br4 1.938(3) . ?
C1 Br3 1.938(3) . ?
C1 Br1 1.938(3) . ?
C1 Br2 1.944(3) . ?
C2 Br5 1.931(3) . ?
C2 Br8 1.937(3) . ?
C2 Br6 1.940(3) . ?
C2 Br7 1.949(3) . ?
C3 N1 1.152(4) . ?
C3 S1 1.661(3) . ?
C4 N2 1.468(4) . ?
C4 C5 1.510(4) . ?
C4 H4A 0.9900 . ?
C4 H4AB 0.9900 . ?
C5 O1 1.420(3) . ?
C5 H5A 0.9900 . ?
C5 H5AB 0.9900 . ?
C6 O1 1.425(3) . ?
C6 C7 1.503(4) . ?
C6 H6A 0.9900 . ?
C6 H6AB 0.9900 . ?
C7 O2 1.415(3) . ?
C7 H7A 0.9900 . ?
C7 H7AB 0.9900 . ?
C8 O2 1.419(3) . ?
C8 C9 1.504(4) . ?
C8 H8A 0.9900 . ?
C8 H8AB 0.9900 . ?
C9 N3 1.469(4) . ?
C9 H9A 0.9900 . ?
C9 H9AB 0.9900 . ?
C10 N2 1.469(4) . ?
C10 C11 1.508(5) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 O3 1.421(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 O3 1.422(4) . ?
C12 C13 1.502(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 O4 1.423(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 O4 1.433(3) . ?
C14 C15 1.510(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 N3 1.467(4) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 N2 1.470(4) . ?
C16 C17 1.513(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 O5 1.422(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 O5 1.424(4) . ?
C18 C19 1.495(4) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 O6 1.419(4) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 O6 1.432(3) . ?
C20 C21 1.504(4) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 N3 1.472(4) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
N2 K32 2.992(2) . ?
N3 K32 2.962(2) . ?
O1 K32 2.775(2) . ?
O2 K32 2.936(2) . ?
O3 K32 2.842(2) . ?
O4 K32 2.830(2) . ?
O5 K32 2.835(2) . ?
O6 K32 2.793(2) . ?
Br2 K32 3.7567(7) 1_455 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Br4 C1 Br3 110.37(13) . . ?
Br4 C1 Br1 110.28(13) . . ?
Br3 C1 Br1 109.12(13) . . ?
Br4 C1 Br2 108.37(13) . . ?
Br3 C1 Br2 110.92(13) . . ?
Br1 C1 Br2 107.74(13) . . ?
Br5 C2 Br8 108.87(14) . . ?
Br5 C2 Br6 110.74(14) . . ?
Br8 C2 Br6 109.51(14) . . ?
Br5 C2 Br7 110.30(14) . . ?
Br8 C2 Br7 108.58(13) . . ?
Br6 C2 Br7 108.80(14) . . ?
N1 C3 S1 178.3(3) . . ?
N2 C4 C5 114.7(2) . . ?
N2 C4 H4A 108.6 . . ?
C5 C4 H4A 108.6 . . ?
N2 C4 H4AB 108.6 . . ?
C5 C4 H4AB 108.6 . . ?
H4A C4 H4AB 107.6 . . ?
O1 C5 C4 109.9(2) . . ?
O1 C5 H5A 109.7 . . ?
C4 C5 H5A 109.7 . . ?
O1 C5 H5AB 109.7 . . ?
C4 C5 H5AB 109.7 . . ?
H5A C5 H5AB 108.2 . . ?
O1 C6 C7 109.3(2) . . ?
O1 C6 H6A 109.8 . . ?
C7 C6 H6A 109.8 . . ?
O1 C6 H6AB 109.8 . . ?
C7 C6 H6AB 109.8 . . ?
H6A C6 H6AB 108.3 . . ?
O2 C7 C6 109.9(2) . . ?
O2 C7 H7A 109.7 . . ?
C6 C7 H7A 109.7 . . ?
O2 C7 H7AB 109.7 . . ?
C6 C7 H7AB 109.7 . . ?
H7A C7 H7AB 108.2 . . ?
O2 C8 C9 109.4(2) . . ?
O2 C8 H8A 109.8 . . ?
C9 C8 H8A 109.8 . . ?
O2 C8 H8AB 109.8 . . ?
C9 C8 H8AB 109.8 . . ?
H8A C8 H8AB 108.2 . . ?
N3 C9 C8 114.0(2) . . ?
N3 C9 H9A 108.7 . . ?
C8 C9 H9A 108.7 . . ?
N3 C9 H9AB 108.7 . . ?
C8 C9 H9AB 108.7 . . ?
H9A C9 H9AB 107.6 . . ?
N2 C10 C11 114.0(3) . . ?
N2 C10 H10A 108.8 . . ?
C11 C10 H10A 108.8 . . ?
N2 C10 H10B 108.8 . . ?
C11 C10 H10B 108.8 . . ?
H10A C10 H10B 107.6 . . ?
O3 C11 C10 108.9(2) . . ?
O3 C11 H11A 109.9 . . ?
C10 C11 H11A 109.9 . . ?
O3 C11 H11B 109.9 . . ?
C10 C11 H11B 109.9 . . ?
H11A C11 H11B 108.3 . . ?
O3 C12 C13 109.3(2) . . ?
O3 C12 H12A 109.8 . . ?
C13 C12 H12A 109.8 . . ?
O3 C12 H12B 109.8 . . ?
C13 C12 H12B 109.8 . . ?
H12A C12 H12B 108.3 . . ?
O4 C13 C12 109.6(2) . . ?
O4 C13 H13A 109.8 . . ?
C12 C13 H13A 109.8 . . ?
O4 C13 H13B 109.8 . . ?
C12 C13 H13B 109.8 . . ?
H13A C13 H13B 108.2 . . ?
O4 C14 C15 109.5(2) . . ?
O4 C14 H14A 109.8 . . ?
C15 C14 H14A 109.8 . . ?
O4 C14 H14B 109.8 . . ?
C15 C14 H14B 109.8 . . ?
H14A C14 H14B 108.2 . . ?
N3 C15 C14 114.6(2) . . ?
N3 C15 H15A 108.6 . . ?
C14 C15 H15A 108.6 . . ?
N3 C15 H15B 108.6 . . ?
C14 C15 H15B 108.6 . . ?
H15A C15 H15B 107.6 . . ?
N2 C16 C17 113.6(3) . . ?
N2 C16 H16A 108.8 . . ?
C17 C16 H16A 108.8 . . ?
N2 C16 H16B 108.8 . . ?
C17 C16 H16B 108.8 . . ?
H16A C16 H16B 107.7 . . ?
O5 C17 C16 109.7(2) . . ?
O5 C17 H17A 109.7 . . ?
C16 C17 H17A 109.7 . . ?
O5 C17 H17B 109.7 . . ?
C16 C17 H17B 109.7 . . ?
H17A C17 H17B 108.2 . . ?
O5 C18 C19 109.5(2) . . ?
O5 C18 H18A 109.8 . . ?
C19 C18 H18A 109.8 . . ?
O5 C18 H18B 109.8 . . ?
C19 C18 H18B 109.8 . . ?
H18A C18 H18B 108.2 . . ?
O6 C19 C18 109.1(2) . . ?
O6 C19 H19A 109.9 . . ?
C18 C19 H19A 109.9 . . ?
O6 C19 H19B 109.9 . . ?
C18 C19 H19B 109.9 . . ?
H19A C19 H19B 108.3 . . ?
O6 C20 C21 109.3(2) . . ?
O6 C20 H20A 109.8 . . ?
C21 C20 H20A 109.8 . . ?
O6 C20 H20B 109.8 . . ?
C21 C20 H20B 109.8 . . ?
H20A C20 H20B 108.3 . . ?
N3 C21 C20 113.7(2) . . ?
N3 C21 H21A 108.8 . . ?
C20 C21 H21A 108.8 . . ?
N3 C21 H21B 108.8 . . ?
C20 C21 H21B 108.8 . . ?
H21A C21 H21B 107.7 . . ?
C4 N2 C10 109.7(2) . . ?
C4 N2 C16 110.7(2) . . ?
C10 N2 C16 109.3(2) . . ?
C4 N2 K32 107.37(16) . . ?
C10 N2 K32 110.71(17) . . ?
C16 N2 K32 109.00(16) . . ?
C15 N3 C9 108.9(2) . . ?
C15 N3 C21 109.5(2) . . ?
C9 N3 C21 109.4(2) . . ?
C15 N3 K32 108.52(15) . . ?
C9 N3 K32 111.45(16) . . ?
C21 N3 K32 109.03(16) . . ?
C5 O1 C6 110.3(2) . . ?
C5 O1 K32 120.57(16) . . ?
C6 O1 K32 119.83(15) . . ?
C7 O2 C8 110.8(2) . . ?
C7 O2 K32 112.35(15) . . ?
C8 O2 K32 114.03(15) . . ?
C11 O3 C12 111.0(2) . . ?
C11 O3 K32 116.70(17) . . ?
C12 O3 K32 116.58(16) . . ?
C13 O4 C14 109.4(2) . . ?
C13 O4 K32 111.86(16) . . ?
C14 O4 K32 118.25(16) . . ?
C17 O5 C18 110.2(2) . . ?
C17 O5 K32 116.98(17) . . ?
C18 O5 K32 113.34(16) . . ?
C19 O6 C20 110.8(2) . . ?
C19 O6 K32 116.50(16) . . ?
C20 O6 K32 118.28(16) . . ?
C1 Br2 K32 130.32(9) . 1_455 ?
O1 K32 O6 135.59(7) . . ?
O1 K32 O4 123.05(6) . . ?
O6 K32 O4 96.40(6) . . ?
O1 K32 O5 95.67(6) . . ?
O6 K32 O5 60.16(6) . . ?
O4 K32 O5 136.52(6) . . ?
O1 K32 O3 103.35(6) . . ?
O6 K32 O3 114.59(6) . . ?
O4 K32 O3 60.03(6) . . ?
O5 K32 O3 94.91(6) . . ?
O1 K32 O2 59.04(5) . . ?
O6 K32 O2 96.23(6) . . ?
O4 K32 O2 102.03(6) . . ?
O5 K32 O2 115.66(6) . . ?
O3 K32 O2 144.91(6) . . ?
O1 K32 N3 118.15(6) . . ?
O6 K32 N3 61.15(6) . . ?
O4 K32 N3 61.19(6) . . ?
O5 K32 N3 120.00(6) . . ?
O3 K32 N3 119.87(6) . . ?
O2 K32 N3 60.19(6) . . ?
O1 K32 N2 61.07(6) . . ?
O6 K32 N2 119.79(7) . . ?
O4 K32 N2 118.60(6) . . ?
O5 K32 N2 60.86(6) . . ?
O3 K32 N2 60.15(6) . . ?
O2 K32 N2 119.16(6) . . ?
N3 K32 N2 179.03(7) . . ?
O1 K32 Br2 67.68(5) . 1_655 ?
O6 K32 Br2 143.93(5) . 1_655 ?
O4 K32 Br2 55.43(4) . 1_655 ?
O5 K32 Br2 155.77(4) . 1_655 ?
O3 K32 Br2 73.29(4) . 1_655 ?
O2 K32 Br2 71.87(4) . 1_655 ?
N3 K32 Br2 84.03(5) . 1_655 ?
N2 K32 Br2 95.09(5) . 1_655 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 C4 C5 O1 60.8(3) . . . . ?
O1 C6 C7 O2 -62.1(3) . . . . ?
O2 C8 C9 N3 65.7(3) . . . . ?
N2 C10 C11 O3 63.1(3) . . . . ?
O3 C12 C13 O4 -64.5(3) . . . . ?
O4 C14 C15 N3 62.6(3) . . . . ?
N2 C16 C17 O5 64.7(3) . . . . ?
O5 C18 C19 O6 -64.2(3) . . . . ?
O6 C20 C21 N3 62.9(3) . . . . ?
C5 C4 N2 C10 -168.2(3) . . . . ?
C5 C4 N2 C16 71.0(3) . . . . ?
C5 C4 N2 K32 -47.8(3) . . . . ?
C11 C10 N2 C4 77.9(3) . . . . ?
C11 C10 N2 C16 -160.5(3) . . . . ?
C11 C10 N2 K32 -40.4(3) . . . . ?
C17 C16 N2 C4 -163.2(2) . . . . ?
C17 C16 N2 C10 75.8(3) . . . . ?
C17 C16 N2 K32 -45.3(3) . . . . ?
C14 C15 N3 C9 -170.2(2) . . . . ?
C14 C15 N3 C21 70.2(3) . . . . ?
C14 C15 N3 K32 -48.7(3) . . . . ?
C8 C9 N3 C15 76.0(3) . . . . ?
C8 C9 N3 C21 -164.3(2) . . . . ?
C8 C9 N3 K32 -43.7(3) . . . . ?
C20 C21 N3 C15 -164.7(2) . . . . ?
C20 C21 N3 C9 76.0(3) . . . . ?
C20 C21 N3 K32 -46.1(3) . . . . ?
C4 C5 O1 C6 173.3(2) . . . . ?
C4 C5 O1 K32 -40.1(3) . . . . ?
C7 C6 O1 C5 -169.5(2) . . . . ?
C7 C6 O1 K32 43.7(3) . . . . ?
C6 C7 O2 C8 178.6(2) . . . . ?
C6 C7 O2 K32 49.7(2) . . . . ?
C9 C8 O2 C7 -178.9(2) . . . . ?
C9 C8 O2 K32 -50.9(3) . . . . ?
C10 C11 O3 C12 170.7(2) . . . . ?
C10 C11 O3 K32 -52.5(3) . . . . ?
C13 C12 O3 C11 175.8(2) . . . . ?
C13 C12 O3 K32 38.9(3) . . . . ?
C12 C13 O4 C14 -170.2(2) . . . . ?
C12 C13 O4 K32 56.8(3) . . . . ?
C15 C14 O4 C13 -171.3(2) . . . . ?
C15 C14 O4 K32 -41.7(3) . . . . ?
C16 C17 O5 C18 -179.7(3) . . . . ?
C16 C17 O5 K32 -48.3(3) . . . . ?
C19 C18 O5 C17 -176.4(3) . . . . ?
C19 C18 O5 K32 50.3(3) . . . . ?
C18 C19 O6 C20 -175.3(2) . . . . ?
C18 C19 O6 K32 45.7(3) . . . . ?
C21 C20 O6 C19 175.9(2) . . . . ?
C21 C20 O6 K32 -45.9(3) . . . . ?

_refine_diff_density_max         1.415
_refine_diff_density_min         -1.486
_refine_diff_density_rms         0.174

####################################################################### 
# 
# 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_RS_21_0m
_database_code_depnum_ccdc_archive 'CCDC 1584855'
_audit_update_record             
;
2017-11-10 deposited with the CCDC.
2018-02-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'2(C18 H36 K N2 O6), 3(C8 N6), 2.78(C H2 Cl2), 2(Br)'
_chemical_formula_sum            'C62.78 H77.55 Br2 Cl5.56 K2 N22 O12'
_chemical_formula_weight         1767.46

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.3868 1.0657 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3 :H'
_space_group_name_Hall           '-R 3'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   12.4744(3)
_cell_length_b                   12.4744(3)
_cell_length_c                   45.0300(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     6068.4(3)
_cell_formula_units_Z            3
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6763
_cell_measurement_theta_min      2.9436
_cell_measurement_theta_max      79.6635

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_F_000             2720.2
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    4.461
_shelx_estimated_absorpt_T_min   0.339
_shelx_estimated_absorpt_T_max   0.916
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5538
_exptl_absorpt_correction_T_max  0.7543
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'I-mu-S microsource X-ray tube'
_diffrn_radiation_monochromator  'laterally graded multilayer (Goebel) mirror'
_diffrn_measurement_device_type  'Bruker AXS D8 Quest CMOS diffractometer'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7858
_diffrn_reflns_av_unetI/netI     0.0397
_diffrn_reflns_av_R_equivalents  0.0326
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -55
_diffrn_reflns_limit_l_max       49
_diffrn_reflns_theta_min         2.944
_diffrn_reflns_theta_max         79.700
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measured_fraction_theta_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_point_group_measured_fraction_full 0.981
_reflns_number_total             2808
_reflns_number_gt                2695
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Apex3 v2016.9-0 (Bruker, 2016)'
_computing_cell_refinement       'SAINT V8.37A (Bruker, 2016)'
_computing_data_reduction        'SAINT V8.37A (Bruker, 2016)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  
;  
SHELXL-2016/6 (Sheldrick, 2015, 2016), 
SHELXLE Rev714 (Hübschle et al., 2011)
;
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
Two sites in the crystal structure are occupied by methylene chloride 
molecules disordered around special positions. All methylene chloride 
moieties were restrained to have similar C-Cl and Cl...Cl distances 
and Uij components of ADPs were restrained to be similar for atoms 
closer to each other than 1.7 Angstrom. One of the molecules is 
disordered around a three fold axis, with the C atom close to the axis. 
The molecule is in addition disordered by a slight rotation over two 
alternative crystallographically not equivalent orientations. The 
major moiety carbon atom and one of the minor moiety chlorine atoms 
were restrained to be close to isotropic. Subject to these conditions 
the occupancies refined to three times 0.214(4) for the major moiety, 
and three times 0.120(4) for the minor moiety. The other methylene 
chloride molecule is disordered around a three fold inversion axis 
over six symmetry equivalent positions. The site is not fully occupied. 
The occupancy refined to six times 0.1293(9), or ca. 77.6% occupancy 
for the site as a whole. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0331P)²+5.8346P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2808
_refine_ls_number_parameters     231
_refine_ls_number_restraints     102
_refine_ls_R_factor_all          0.0307
_refine_ls_R_factor_gt           0.0299
_refine_ls_wR_factor_ref         0.0823
_refine_ls_wR_factor_gt          0.0817
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_restrained_S_all      1.117
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
K1 K 0.000000 0.000000 0.16805(2) 0.02226(13) Uani 1 3 d S T P . .
C11 C 0.3454(16) 0.6733(19) 0.0843(2) 0.049(3) Uani 0.214(4) 1 d D U P A -1
H11A H 0.382678 0.624230 0.091503 0.059 Uiso 0.214(4) 1 calc R U P A -1
H11B H 0.352627 0.682993 0.062435 0.059 Uiso 0.214(4) 1 calc R U P A -1
Cl1 Cl 0.3965(11) 0.8153(8) 0.1039(2) 0.071(3) Uani 0.214(4) 1 d D U P A -1
Cl2 Cl 0.1920(9) 0.6210(11) 0.0982(2) 0.077(2) Uani 0.214(4) 1 d D U P A -1
C11B C 0.338(2) 0.6263(19) 0.0836(4) 0.065(5) Uani 0.120(4) 1 d D U P A -2
H11C H 0.306468 0.647922 0.065777 0.078 Uiso 0.119(4) 1 calc R U P A -2
H11D H 0.372359 0.572093 0.078292 0.078 Uiso 0.119(4) 1 calc R U P A -2
Cl1B Cl 0.4411(8) 0.7581(19) 0.1060(3) 0.101(4) Uani 0.120(4) 1 d D U P A -2
Cl2B Cl 0.233(2) 0.5707(10) 0.1137(3) 0.109(4) Uani 0.120(4) 1 d D U P A -2
C12 C 0.069(2) 0.007(2) -0.0023(6) 0.093(10) Uani 0.1293(9) 1 d D U P B -1
H12A H 0.128405 -0.002923 0.010426 0.111 Uiso 0.1293(9) 1 calc R U P B -1
H12B H 0.090899 0.009536 -0.023548 0.111 Uiso 0.1293(9) 1 calc R U P B -1
Cl3 Cl 0.0476(15) 0.1326(7) 0.0087(3) 0.074(3) Uani 0.1293(9) 1 d D U P B -1
Cl4 Cl -0.091(2) -0.1024(19) 0.0058(4) 0.126(7) Uani 0.1293(9) 1 d D U P B -1
O1 O 0.20285(9) 0.19810(9) 0.13740(2) 0.0268(2) Uani 1 1 d . . . . .
N1 N 0.49594(12) 0.49530(12) 0.03124(3) 0.0276(3) Uani 1 1 d . . . . .
C1 C 0.44630(14) 0.39341(14) 0.01464(3) 0.0266(3) Uani 1 1 d . . . . .
N2 N 0.34839(14) 0.18274(14) 0.04186(3) 0.0422(3) Uani 1 1 d . . . . .
O2 O 0.17751(9) 0.21985(9) 0.19871(2) 0.0265(2) Uani 1 1 d . . . . .
C2 C 0.45036(14) 0.39815(14) -0.01653(3) 0.0269(3) Uani 1 1 d . . . . .
N4 N 0.000000 0.000000 0.10258(4) 0.0216(4) Uani 1 3 d S T P . .
C4 C 0.39619(16) 0.28524(16) -0.03378(3) 0.0350(4) Uani 1 1 d . . . . .
C5 C 0.12386(13) 0.09095(13) 0.09128(3) 0.0263(3) Uani 1 1 d . . . . .
H5A H 0.117108 0.104445 0.069857 0.032 Uiso 1 1 calc R U . . .
H5AB H 0.179198 0.055782 0.093313 0.032 Uiso 1 1 calc R U . . .
N5 N 0.000000 0.000000 0.23336(4) 0.0229(4) Uani 1 3 d S T P . .
C6 C 0.18217(14) 0.21427(13) 0.10695(3) 0.0265(3) Uani 1 1 d . . . . .
H6A H 0.261774 0.272452 0.097325 0.032 Uiso 1 1 calc R U . . .
H6AB H 0.126878 0.249723 0.105588 0.032 Uiso 1 1 calc R U . . .
C7 C 0.26854(13) 0.31389(13) 0.15222(3) 0.0279(3) Uani 1 1 d . . . . .
H7A H 0.219454 0.356346 0.151874 0.033 Uiso 1 1 calc R U . . .
H7AB H 0.348145 0.367243 0.141996 0.033 Uiso 1 1 calc R U . . .
C8 C 0.29216(13) 0.29229(15) 0.18380(3) 0.0297(3) Uani 1 1 d . . . . .
H8A H 0.340251 0.248791 0.184101 0.036 Uiso 1 1 calc R U . . .
H8AB H 0.341105 0.372650 0.194084 0.036 Uiso 1 1 calc R U . . .
C9 C 0.19849(14) 0.20039(14) 0.22893(3) 0.0298(3) Uani 1 1 d . . . . .
H9A H 0.248958 0.281159 0.238931 0.036 Uiso 1 1 calc R U . . .
H9AB H 0.244515 0.154836 0.229672 0.036 Uiso 1 1 calc R U . . .
C10 C 0.07649(14) 0.12735(13) 0.24469(3) 0.0276(3) Uani 1 1 d . . . . .
H10A H 0.092363 0.123577 0.266099 0.033 Uiso 1 1 calc R U . . .
H10B H 0.029343 0.171437 0.242684 0.033 Uiso 1 1 calc R U . . .
C3 C 0.39071(15) 0.27585(15) 0.02998(3) 0.0316(3) Uani 1 1 d . . . . .
N3 N 0.35260(18) 0.19571(16) -0.04712(4) 0.0526(4) Uani 1 1 d . . . . .
Br1 Br 0.333333 0.666667 0.00079(2) 0.02809(11) Uani 1 3 d S T P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
K1 O1 2.8566(10) 3 ?
K1 O1 2.8567(10) 2 ?
K1 O1 2.8567(10) . ?
K1 O2 2.8736(10) 3 ?
K1 O2 2.8736(10) 2 ?
K1 O2 2.8737(10) . ?
K1 N5 2.941(2) . ?
K1 N4 2.9478(19) . ?
C11 Cl1 1.789(17) . ?
C11 Cl2 1.797(16) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11B Cl2B 1.774(17) . ?
C11B Cl1B 1.806(17) . ?
C11B H11C 0.9900 . ?
C11B H11D 0.9900 . ?
C12 Cl3 1.787(18) . ?
C12 Cl4 1.803(18) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
O1 C7 1.4210(17) . ?
O1 C6 1.4280(15) . ?
N1 C2 1.328(2) 10_665 ?
N1 C1 1.3306(19) . ?
C1 C2 1.4045(18) . ?
C1 C3 1.446(2) . ?
N2 C3 1.140(2) . ?
O2 C8 1.4214(17) . ?
O2 C9 1.4292(16) . ?
C2 C4 1.447(2) . ?
N4 C5 1.4767(15) 3 ?
N4 C5 1.4767(15) 2 ?
N4 C5 1.4767(15) . ?
C4 N3 1.139(2) . ?
C5 C6 1.508(2) . ?
C5 H5A 0.9900 . ?
C5 H5AB 0.9900 . ?
N5 C10 1.4759(16) 2 ?
N5 C10 1.4759(15) 3 ?
N5 C10 1.4759(16) . ?
C6 H6A 0.9900 . ?
C6 H6AB 0.9900 . ?
C7 C8 1.5036(19) . ?
C7 H7A 0.9900 . ?
C7 H7AB 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8AB 0.9900 . ?
C9 C10 1.504(2) . ?
C9 H9A 0.9900 . ?
C9 H9AB 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 K1 O1 98.63(3) 3 2 ?
O1 K1 O1 98.63(3) 3 . ?
O1 K1 O1 98.63(3) 2 . ?
O1 K1 O2 58.66(3) 3 3 ?
O1 K1 O2 137.92(3) 2 3 ?
O1 K1 O2 118.30(3) . 3 ?
O1 K1 O2 118.30(3) 3 2 ?
O1 K1 O2 58.66(3) 2 2 ?
O1 K1 O2 137.92(3) . 2 ?
O2 K1 O2 98.84(3) 3 2 ?
O1 K1 O2 137.92(3) 3 . ?
O1 K1 O2 118.30(3) 2 . ?
O1 K1 O2 58.66(3) . . ?
O2 K1 O2 98.84(3) 3 . ?
O2 K1 O2 98.84(3) 2 . ?
O1 K1 N5 118.88(2) 3 . ?
O1 K1 N5 118.88(2) 2 . ?
O1 K1 N5 118.88(2) . . ?
O2 K1 N5 61.29(2) 3 . ?
O2 K1 N5 61.29(2) 2 . ?
O2 K1 N5 61.28(2) . . ?
O1 K1 N4 61.12(2) 3 . ?
O1 K1 N4 61.12(2) 2 . ?
O1 K1 N4 61.12(2) . . ?
O2 K1 N4 118.71(2) 3 . ?
O2 K1 N4 118.71(2) 2 . ?
O2 K1 N4 118.72(2) . . ?
N5 K1 N4 180.0 . . ?
Cl1 C11 Cl2 88.5(10) . . ?
Cl1 C11 H11A 113.9 . . ?
Cl2 C11 H11A 113.9 . . ?
Cl1 C11 H11B 113.9 . . ?
Cl2 C11 H11B 113.9 . . ?
H11A C11 H11B 111.1 . . ?
Cl2B C11B Cl1B 88.7(11) . . ?
Cl2B C11B H11C 113.9 . . ?
Cl1B C11B H11C 113.9 . . ?
Cl2B C11B H11D 113.9 . . ?
Cl1B C11B H11D 113.9 . . ?
H11C C11B H11D 111.1 . . ?
Cl3 C12 Cl4 90.8(12) . . ?
Cl3 C12 H12A 113.5 . . ?
Cl4 C12 H12A 113.5 . . ?
Cl3 C12 H12B 113.5 . . ?
Cl4 C12 H12B 113.5 . . ?
H12A C12 H12B 110.8 . . ?
C7 O1 C6 111.12(10) . . ?
C7 O1 K1 117.62(8) . . ?
C6 O1 K1 116.20(8) . . ?
C2 N1 C1 115.90(12) 10_665 . ?
N1 C1 C2 122.09(14) . . ?
N1 C1 C3 117.28(12) . . ?
C2 C1 C3 120.59(13) . . ?
C8 O2 C9 110.26(11) . . ?
C8 O2 K1 115.47(8) . . ?
C9 O2 K1 114.49(8) . . ?
N1 C2 C1 122.00(13) 10_665 . ?
N1 C2 C4 117.58(13) 10_665 . ?
C1 C2 C4 120.42(14) . . ?
C5 N4 C5 108.77(9) 3 2 ?
C5 N4 C5 108.77(9) 3 . ?
C5 N4 C5 108.77(9) 2 . ?
C5 N4 K1 110.17(9) 3 . ?
C5 N4 K1 110.17(9) 2 . ?
C5 N4 K1 110.16(9) . . ?
N3 C4 C2 179.2(2) . . ?
N4 C5 C6 114.08(11) . . ?
N4 C5 H5A 108.7 . . ?
C6 C5 H5A 108.7 . . ?
N4 C5 H5AB 108.7 . . ?
C6 C5 H5AB 108.7 . . ?
H5A C5 H5AB 107.6 . . ?
C10 N5 C10 108.71(9) 2 3 ?
C10 N5 C10 108.71(9) 2 . ?
C10 N5 C10 108.71(9) 3 . ?
C10 N5 K1 110.22(9) 2 . ?
C10 N5 K1 110.22(9) 3 . ?
C10 N5 K1 110.22(9) . . ?
O1 C6 C5 109.53(11) . . ?
O1 C6 H6A 109.8 . . ?
C5 C6 H6A 109.8 . . ?
O1 C6 H6AB 109.8 . . ?
C5 C6 H6AB 109.8 . . ?
H6A C6 H6AB 108.2 . . ?
O1 C7 C8 109.09(12) . . ?
O1 C7 H7A 109.9 . . ?
C8 C7 H7A 109.9 . . ?
O1 C7 H7AB 109.9 . . ?
C8 C7 H7AB 109.9 . . ?
H7A C7 H7AB 108.3 . . ?
O2 C8 C7 109.61(11) . . ?
O2 C8 H8A 109.7 . . ?
C7 C8 H8A 109.7 . . ?
O2 C8 H8AB 109.7 . . ?
C7 C8 H8AB 109.7 . . ?
H8A C8 H8AB 108.2 . . ?
O2 C9 C10 109.66(12) . . ?
O2 C9 H9A 109.7 . . ?
C10 C9 H9A 109.7 . . ?
O2 C9 H9AB 109.7 . . ?
C10 C9 H9AB 109.7 . . ?
H9A C9 H9AB 108.2 . . ?
N5 C10 C9 113.74(12) . . ?
N5 C10 H10A 108.8 . . ?
C9 C10 H10A 108.8 . . ?
N5 C10 H10B 108.8 . . ?
C9 C10 H10B 108.8 . . ?
H10A C10 H10B 107.7 . . ?
N2 C3 C1 178.78(19) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N1 C1 C2 0.0(2) 10_665 . . . ?
C2 N1 C1 C3 177.99(13) 10_665 . . . ?
N1 C1 C2 N1 0.0(2) . . . 10_665 ?
C3 C1 C2 N1 -177.93(14) . . . 10_665 ?
N1 C1 C2 C4 179.48(14) . . . . ?
C3 C1 C2 C4 1.5(2) . . . . ?
C5 N4 C5 C6 -165.59(12) 3 . . . ?
C5 N4 C5 C6 76.09(19) 2 . . . ?
K1 N4 C5 C6 -44.75(12) . . . . ?
C7 O1 C6 C5 174.37(12) . . . . ?
K1 O1 C6 C5 -47.56(13) . . . . ?
N4 C5 C6 O1 63.62(16) . . . . ?
C6 O1 C7 C8 -177.89(12) . . . . ?
K1 O1 C7 C8 44.69(14) . . . . ?
C9 O2 C8 C7 -178.97(12) . . . . ?
K1 O2 C8 C7 49.33(14) . . . . ?
O1 C7 C8 O2 -61.87(16) . . . . ?
C8 O2 C9 C10 178.09(12) . . . . ?
K1 O2 C9 C10 -49.71(14) . . . . ?
C10 N5 C10 C9 -165.56(12) 2 . . . ?
C10 N5 C10 C9 76.2(2) 3 . . . ?
K1 N5 C10 C9 -44.66(12) . . . . ?
O2 C9 C10 N5 65.57(16) . . . . ?

_refine_diff_density_max         0.724
_refine_diff_density_min         -0.439
_refine_diff_density_rms         0.048

####################################################################### 
# 
# 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_RS29_0m
_database_code_depnum_ccdc_archive 'CCDC 1584860'
_audit_update_record             
;
2017-11-10 deposited with the CCDC.
2018-02-19 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT431_RS29_0m             
;
PROBLEM: Short Inter HL..A Contact Br1      ..S4        .       3.10 Ang.
RESPONSE: This is result of halogen bonding - a topic of a work 
;
_vrf_PLAT431_RS29_0m_2           
;
PROBLEM: Short Inter HL..A Contact Br2      ..S4        .       3.25 Ang.
RESPONSE: This is result of halogen bonding - a topic of a work 
;
# Added during the CSD deposition process: Friday 10 November 2017 01:32 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H28 N, C Br3 F, C N S'
_chemical_formula_sum            'C14 H28 Br3 F N2 S'
_chemical_formula_weight         515.17

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   9.1839(5)
_cell_length_b                   15.2227(8)
_cell_length_c                   14.7732(8)
_cell_angle_alpha                90
_cell_angle_beta                 93.029(2)
_cell_angle_gamma                90
_cell_volume                     2062.46(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9714
_cell_measurement_theta_min      3.0118
_cell_measurement_theta_max      34.5406

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.659
_exptl_crystal_F_000             1024
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.420
_exptl_crystal_size_min          0.320
_exptl_absorpt_coefficient_mu    5.974
_shelx_estimated_absorpt_T_min   0.154
_shelx_estimated_absorpt_T_max   0.251
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5908
_exptl_absorpt_correction_T_max  0.7471
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube X-ray source'
_diffrn_radiation_monochromator  'Triumph curved graphite crystal'
_diffrn_measurement_device_type  'Bruker AXS D8 Quest CMOS diffractometer'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            86865
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_av_R_equivalents  0.0432
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.012
_diffrn_reflns_theta_max         36.437
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             10017
_reflns_number_gt                7298
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Apex3 v2016.9-0 (Bruker, 2016)'
_computing_cell_refinement       'SAINT V8.37A (Bruker, 2016)'
_computing_data_reduction        'SAINT V8.37A (Bruker, 2016)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  
;  
SHELXL-2017/1 (Sheldrick, 2017), 
SHELXLE Rev859 (Hübschle et al., 2011)
;
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0397P)²+0.4639P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_extinction_coef       0.0034(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         10017
_refine_ls_number_parameters     195
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0585
_refine_ls_R_factor_gt           0.0317
_refine_ls_wR_factor_ref         0.0794
_refine_ls_wR_factor_gt          0.0708
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.65758(2) 0.15870(2) 0.83142(2) 0.02274(4) Uani 1 1 d . . . . .
N1 N 1.05719(14) 0.19087(9) 0.64441(9) 0.0204(2) Uani 1 1 d . . . . .
F1 F 0.60645(11) 0.04944(8) 0.96833(8) 0.0293(2) Uani 1 1 d . . . . .
C1 C 0.72464(16) 0.07462(10) 0.92314(11) 0.0195(3) Uani 1 1 d . . . . .
Br2 Br 0.86154(2) 0.12725(2) 1.01090(2) 0.02347(4) Uani 1 1 d . . . . .
C2 C 1.4727(2) 0.35573(12) 0.77336(13) 0.0290(4) Uani 1 1 d . . . . .
N2 N 1.4281(2) 0.39815(14) 0.83046(15) 0.0488(5) Uani 1 1 d . . . . .
Br3 Br 0.80823(2) -0.02867(2) 0.87077(2) 0.02537(5) Uani 1 1 d . . . . .
C3 C 1.08091(17) 0.12910(11) 0.72450(11) 0.0230(3) Uani 1 1 d . . . . .
H3A H 1.063348 0.068261 0.702905 0.028 Uiso 1 1 calc R U . . .
H3AB H 1.006905 0.142420 0.768884 0.028 Uiso 1 1 calc R U . . .
S4 S 1.53527(5) 0.29483(3) 0.69115(3) 0.02730(9) Uani 1 1 d . . . . .
C4 C 1.23068(19) 0.13264(13) 0.77333(13) 0.0300(4) Uani 1 1 d . . . . .
H4A H 1.253465 0.193660 0.792456 0.036 Uiso 1 1 calc R U . . .
H4AB H 1.305883 0.113017 0.732189 0.036 Uiso 1 1 calc R U . . .
C5 C 1.2307(2) 0.07272(14) 0.85612(13) 0.0345(4) Uani 1 1 d . . . . .
H5A H 1.207307 0.012574 0.836715 0.052 Uiso 1 1 calc R U . . .
H5AB H 1.157627 0.093351 0.897175 0.052 Uiso 1 1 calc R U . . .
H5AC H 1.327333 0.073761 0.887645 0.052 Uiso 1 1 calc R U . . .
C6 C 1.07960(17) 0.28617(11) 0.67269(11) 0.0219(3) Uani 1 1 d . . . . .
H6A H 1.183249 0.293941 0.693015 0.026 Uiso 1 1 calc R U . . .
H6AB H 1.061131 0.323563 0.618461 0.026 Uiso 1 1 calc R U . . .
C7 C 0.98617(19) 0.31993(12) 0.74700(12) 0.0253(3) Uani 1 1 d . . . . .
H7A H 1.001009 0.283167 0.801989 0.030 Uiso 1 1 calc R U . . .
H7AB H 0.881775 0.317456 0.726710 0.030 Uiso 1 1 calc R U . . .
C8 C 1.0310(2) 0.41475(13) 0.76800(14) 0.0318(4) Uani 1 1 d . . . . .
H8A H 1.018504 0.450238 0.712783 0.048 Uiso 1 1 calc R U . . .
H8AB H 1.133407 0.416254 0.790181 0.048 Uiso 1 1 calc R U . . .
H8AC H 0.969728 0.438565 0.814492 0.048 Uiso 1 1 calc R U . . .
C9 C 1.16675(18) 0.17296(12) 0.57290(12) 0.0247(3) Uani 1 1 d . . . . .
H9A H 1.150406 0.216448 0.523577 0.030 Uiso 1 1 calc R U . . .
H9AB H 1.265765 0.183351 0.600594 0.030 Uiso 1 1 calc R U . . .
C10 C 1.1638(2) 0.08235(13) 0.53111(15) 0.0358(4) Uani 1 1 d . . . . .
H10A H 1.067844 0.071520 0.499354 0.043 Uiso 1 1 calc R U . . .
H10B H 1.179463 0.037294 0.578957 0.043 Uiso 1 1 calc R U . . .
C11 C 1.2846(3) 0.07685(16) 0.46401(19) 0.0491(6) Uani 1 1 d . . . . .
H11A H 1.285232 0.018027 0.437074 0.074 Uiso 1 1 calc R U . . .
H11B H 1.379036 0.088304 0.495831 0.074 Uiso 1 1 calc R U . . .
H11C H 1.267007 0.120693 0.416098 0.074 Uiso 1 1 calc R U . . .
C12 C 0.90189(17) 0.17509(12) 0.60673(12) 0.0245(3) Uani 1 1 d . . . . .
H12A H 0.893683 0.112921 0.587460 0.029 Uiso 1 1 calc R U . . .
H12B H 0.835261 0.183571 0.656543 0.029 Uiso 1 1 calc R U . . .
C14 C 0.7009(2) 0.19891(16) 0.49134(15) 0.0393(5) Uani 1 1 d . . . . .
H14A H 0.660897 0.239463 0.444893 0.059 Uiso 1 1 calc R U . . .
H14B H 0.634474 0.195323 0.540963 0.059 Uiso 1 1 calc R U . . .
H14C H 0.712192 0.140524 0.464659 0.059 Uiso 1 1 calc R U . . .
C13 C 0.8490(2) 0.23223(14) 0.52787(13) 0.0319(4) Uani 1 1 d . . . . .
H13A H 0.919661 0.230056 0.479557 0.038 Uiso 1 1 calc R U . . .
H13B H 0.840600 0.293940 0.548089 0.038 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C1 1.9404(15) . ?
N1 C3 1.518(2) . ?
N1 C6 1.521(2) . ?
N1 C9 1.522(2) . ?
N1 C12 1.522(2) . ?
F1 C1 1.3592(18) . ?
C1 Br3 1.9296(15) . ?
C1 Br2 1.9317(16) . ?
C2 N2 1.154(3) . ?
C2 S4 1.655(2) . ?
C3 C4 1.520(2) . ?
C3 H3A 0.9900 . ?
C3 H3AB 0.9900 . ?
C4 C5 1.526(3) . ?
C4 H4A 0.9900 . ?
C4 H4AB 0.9900 . ?
C5 H5A 0.9800 . ?
C5 H5AB 0.9800 . ?
C5 H5AC 0.9800 . ?
C6 C7 1.518(2) . ?
C6 H6A 0.9900 . ?
C6 H6AB 0.9900 . ?
C7 C8 1.528(3) . ?
C7 H7A 0.9900 . ?
C7 H7AB 0.9900 . ?
C8 H8A 0.9800 . ?
C8 H8AB 0.9800 . ?
C8 H8AC 0.9800 . ?
C9 C10 1.511(3) . ?
C9 H9A 0.9900 . ?
C9 H9AB 0.9900 . ?
C10 C11 1.529(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.513(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C14 C13 1.523(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 N1 C6 111.41(13) . . ?
C3 N1 C9 110.93(13) . . ?
C6 N1 C9 106.08(12) . . ?
C3 N1 C12 106.27(12) . . ?
C6 N1 C12 111.20(13) . . ?
C9 N1 C12 111.04(13) . . ?
F1 C1 Br3 108.19(10) . . ?
F1 C1 Br2 107.19(10) . . ?
Br3 C1 Br2 110.39(7) . . ?
F1 C1 Br1 107.26(10) . . ?
Br3 C1 Br1 112.08(8) . . ?
Br2 C1 Br1 111.49(8) . . ?
N2 C2 S4 179.6(2) . . ?
N1 C3 C4 115.91(13) . . ?
N1 C3 H3A 108.3 . . ?
C4 C3 H3A 108.3 . . ?
N1 C3 H3AB 108.3 . . ?
C4 C3 H3AB 108.3 . . ?
H3A C3 H3AB 107.4 . . ?
C3 C4 C5 108.74(14) . . ?
C3 C4 H4A 109.9 . . ?
C5 C4 H4A 109.9 . . ?
C3 C4 H4AB 109.9 . . ?
C5 C4 H4AB 109.9 . . ?
H4A C4 H4AB 108.3 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5AB 109.5 . . ?
H5A C5 H5AB 109.5 . . ?
C4 C5 H5AC 109.5 . . ?
H5A C5 H5AC 109.5 . . ?
H5AB C5 H5AC 109.5 . . ?
C7 C6 N1 116.62(13) . . ?
C7 C6 H6A 108.1 . . ?
N1 C6 H6A 108.1 . . ?
C7 C6 H6AB 108.1 . . ?
N1 C6 H6AB 108.1 . . ?
H6A C6 H6AB 107.3 . . ?
C6 C7 C8 108.07(14) . . ?
C6 C7 H7A 110.1 . . ?
C8 C7 H7A 110.1 . . ?
C6 C7 H7AB 110.1 . . ?
C8 C7 H7AB 110.1 . . ?
H7A C7 H7AB 108.4 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8AB 109.5 . . ?
H8A C8 H8AB 109.5 . . ?
C7 C8 H8AC 109.5 . . ?
H8A C8 H8AC 109.5 . . ?
H8AB C8 H8AC 109.5 . . ?
C10 C9 N1 116.69(14) . . ?
C10 C9 H9A 108.1 . . ?
N1 C9 H9A 108.1 . . ?
C10 C9 H9AB 108.1 . . ?
N1 C9 H9AB 108.1 . . ?
H9A C9 H9AB 107.3 . . ?
C9 C10 C11 108.48(16) . . ?
C9 C10 H10A 110.0 . . ?
C11 C10 H10A 110.0 . . ?
C9 C10 H10B 110.0 . . ?
C11 C10 H10B 110.0 . . ?
H10A C10 H10B 108.4 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 N1 116.54(14) . . ?
C13 C12 H12A 108.2 . . ?
N1 C12 H12A 108.2 . . ?
C13 C12 H12B 108.2 . . ?
N1 C12 H12B 108.2 . . ?
H12A C12 H12B 107.3 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C13 C14 108.99(17) . . ?
C12 C13 H13A 109.9 . . ?
C14 C13 H13A 109.9 . . ?
C12 C13 H13B 109.9 . . ?
C14 C13 H13B 109.9 . . ?
H13A C13 H13B 108.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 N1 C3 C4 -59.13(19) . . . . ?
C9 N1 C3 C4 58.80(19) . . . . ?
C12 N1 C3 C4 179.60(15) . . . . ?
N1 C3 C4 C5 175.13(16) . . . . ?
C3 N1 C6 C7 -56.92(18) . . . . ?
C9 N1 C6 C7 -177.74(14) . . . . ?
C12 N1 C6 C7 61.43(18) . . . . ?
N1 C6 C7 C8 177.28(14) . . . . ?
C3 N1 C9 C10 60.7(2) . . . . ?
C6 N1 C9 C10 -178.20(16) . . . . ?
C12 N1 C9 C10 -57.3(2) . . . . ?
N1 C9 C10 C11 -178.05(18) . . . . ?
C3 N1 C12 C13 177.51(15) . . . . ?
C6 N1 C12 C13 56.10(19) . . . . ?
C9 N1 C12 C13 -61.76(19) . . . . ?
N1 C12 C13 C14 172.28(16) . . . . ?

_refine_diff_density_max         0.874
_refine_diff_density_min         -0.999
_refine_diff_density_rms         0.108

####################################################################### 
# 
# 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_RS36B_0m
_database_code_depnum_ccdc_archive 'CCDC 1584857'
_audit_update_record             
;
2017-11-10 deposited with the CCDC.
2018-02-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'2(C18 H36 K N2 O6), 3(C8 N6), 2(C2 H3 N), 2(I), H2 O'
_chemical_formula_sum            'C64 H80 I2 K2 N24 O13'
_chemical_formula_weight         1725.52

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           147
_space_group_name_H-M_alt        'P -3'
_space_group_name_Hall           '-P 3'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'

_cell_length_a                   12.4751(5)
_cell_length_b                   12.4751(5)
_cell_length_c                   15.0171(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2023.97(18)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9868
_cell_measurement_theta_min      3.2662
_cell_measurement_theta_max      32.9222

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.416
_exptl_crystal_F_000             880
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.951
_shelx_estimated_absorpt_T_min   0.770
_shelx_estimated_absorpt_T_max   0.848
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.0673
_exptl_absorpt_correction_T_max  0.1044
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube X-ray source'
_diffrn_radiation_monochromator  'Triumph curved graphite crystal'
_diffrn_measurement_device_type  'Bruker AXS D8 Quest CMOS diffractometer'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32685
_diffrn_reflns_av_unetI/netI     0.0346
_diffrn_reflns_av_R_equivalents  0.0425
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.266
_diffrn_reflns_theta_max         33.143
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5134
_reflns_number_gt                4099
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Apex3 v2016.9-0 (Bruker, 2016)'
_computing_cell_refinement       'SAINT V8.37A (Bruker, 2016)'
_computing_data_reduction        'SAINT V8.37A (Bruker, 2016)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  
;  
SHELXL-2017/1 (Sheldrick, 2015, 2017), 
SHELXLE Rev859 (Hübschle et al., 2011)
;
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
An acetonitrile and a water molecule are disordered in channels 
around three fold inversion axes. Water H atom positions were 
refined and O-H and H...H distances were restrained to 0.84(2) and 
1.36(2) Angstrom, respectively. Water H atom positions were further 
restrained based on hydrogen bonding considerations. The water 
oxygen atom was restrained to be close to isotropic. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0207P)²+0.7393P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_extinction_coef       0.0021(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5134
_refine_ls_number_parameters     190
_refine_ls_number_restraints     11
_refine_ls_R_factor_all          0.0462
_refine_ls_R_factor_gt           0.0301
_refine_ls_wR_factor_ref         0.0652
_refine_ls_wR_factor_gt          0.0603
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.666667 0.333333 0.49658(2) 0.02682(5) Uani 1 3 d S T P . .
K1 K 0.666667 0.333333 0.99301(3) 0.02535(10) Uani 1 3 d S T P . .
O1 O 0.44823(10) 0.28657(11) 0.90157(7) 0.0320(2) Uani 1 1 d . . . . .
O2 O 0.46906(9) 0.33997(10) 1.08457(7) 0.0292(2) Uani 1 1 d . . . . .
N1 N 0.99976(11) 0.48784(12) 0.59368(8) 0.0308(3) Uani 1 1 d . . . . .
N2 N 0.88097(17) 0.17550(16) 0.60860(13) 0.0581(5) Uani 1 1 d . . . . .
N3 N 1.12114(16) 0.79071(15) 0.65390(11) 0.0476(4) Uani 1 1 d . . . . .
N4 N 0.666667 0.333333 0.79697(14) 0.0304(4) Uani 1 3 d S T P . .
N5 N 0.666667 0.333333 1.18964(13) 0.0238(4) Uani 1 3 d S T P . .
C1 C 0.96238(13) 0.39164(14) 0.53915(10) 0.0300(3) Uani 1 1 d . . . . .
C2 C 0.91826(16) 0.27168(16) 0.57886(11) 0.0373(3) Uani 1 1 d . . . . .
C3 C 1.03747(13) 0.59634(14) 0.55405(10) 0.0297(3) Uani 1 1 d . . . . .
C4 C 1.08357(15) 0.70443(16) 0.61045(11) 0.0350(3) Uani 1 1 d . . . . .
C5 C 0.53834(16) 0.27237(18) 0.76414(10) 0.0388(4) Uani 1 1 d . . . . .
H5A H 0.500398 0.181947 0.772962 0.047 Uiso 1 1 calc R U . . .
H5AB H 0.539647 0.287592 0.699341 0.047 Uiso 1 1 calc R U . . .
C6 C 0.45831(17) 0.31523(19) 0.80888(11) 0.0405(4) Uani 1 1 d . . . . .
H6A H 0.495155 0.405665 0.800813 0.049 Uiso 1 1 calc R U . . .
H6AB H 0.375013 0.273765 0.781414 0.049 Uiso 1 1 calc R U . . .
C7 C 0.37204(16) 0.32559(16) 0.94466(11) 0.0339(3) Uani 1 1 d . . . . .
H7A H 0.291197 0.289763 0.913853 0.041 Uiso 1 1 calc R U . . .
H7AB H 0.411926 0.416899 0.941878 0.041 Uiso 1 1 calc R U . . .
C8 C 0.35256(14) 0.28439(16) 1.03982(10) 0.0317(3) Uani 1 1 d . . . . .
H8A H 0.297103 0.308959 1.069262 0.038 Uiso 1 1 calc R U . . .
H8AB H 0.313027 0.193116 1.042706 0.038 Uiso 1 1 calc R U . . .
C9 C 0.45313(14) 0.30389(15) 1.17599(10) 0.0296(3) Uani 1 1 d . . . . .
H9A H 0.416794 0.213067 1.180486 0.036 Uiso 1 1 calc R U . . .
H9AB H 0.395801 0.326438 1.204885 0.036 Uiso 1 1 calc R U . . .
C10 C 0.57701(13) 0.36828(14) 1.22256(9) 0.0277(3) Uani 1 1 d . . . . .
H10A H 0.613286 0.458801 1.215529 0.033 Uiso 1 1 calc R U . . .
H10B H 0.563624 0.349386 1.286985 0.033 Uiso 1 1 calc R U . . .
N6 N 0.963(2) -0.1005(14) 0.8468(8) 0.195(7) Uani 0.3333 1 d D . P A -1
C11 C 0.9796(19) -0.0576(10) 0.7782(10) 0.108(4) Uani 0.3333 1 d . . P A -1
C12 C 1.000000 0.000000 0.6910(4) 0.0821(19) Uani 0.3333 1 d S . P A -1
H12A H 1.036374 -0.035466 0.651155 0.123 Uiso 0.3333 1 calc R U P A -1
H12B H 1.056538 0.089328 0.696599 0.123 Uiso 0.3333 1 calc R U P A -1
H12C H 0.920872 -0.015037 0.666443 0.123 Uiso 0.3333 1 calc R U P A -1
O3 O 1.080(4) 0.056(7) 0.986(2) 0.149(10) Uani 0.1667 1 d D U P B -1
H3A H 1.075(10) 0.028(6) 0.934(2) 0.223 Uiso 0.1667 1 d D U P C -1
H3B H 1.07(5) 0.00(2) 1.023(3) 0.223 Uiso 0.1667 1 d D U P D -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
K1 O1 2.8394(11) . ?
K1 O1 2.8394(11) 2_655 ?
K1 O1 2.8394(11) 3_665 ?
K1 O2 2.8597(11) 2_655 ?
K1 O2 2.8597(11) 3_665 ?
K1 O2 2.8598(11) . ?
K1 N4 2.944(2) . ?
K1 N5 2.953(2) . ?
O1 C7 1.4218(19) . ?
O1 C6 1.4268(19) . ?
O2 C8 1.4272(18) . ?
O2 C9 1.4275(17) . ?
N1 C1 1.330(2) . ?
N1 C3 1.331(2) . ?
N2 C2 1.139(2) . ?
N3 C4 1.140(2) . ?
N4 C5 1.4720(18) . ?
N4 C5 1.4720(18) 2_655 ?
N4 C5 1.4720(18) 3_665 ?
N5 C10 1.4741(15) 2_655 ?
N5 C10 1.4741(16) 3_665 ?
N5 C10 1.4741(15) . ?
C1 C3 1.407(2) 4_766 ?
C1 C2 1.440(2) . ?
C3 C4 1.446(2) . ?
C5 C6 1.506(2) . ?
C5 H5A 0.9900 . ?
C5 H5AB 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6AB 0.9900 . ?
C7 C8 1.497(2) . ?
C7 H7A 0.9900 . ?
C7 H7AB 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8AB 0.9900 . ?
C9 C10 1.510(2) . ?
C9 H9A 0.9900 . ?
C9 H9AB 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
N6 C11 1.132(15) . ?
C11 C12 1.454(14) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
O3 H3A 0.84(2) . ?
O3 H3B 0.84(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 K1 O1 98.58(3) . 2_655 ?
O1 K1 O1 98.58(3) . 3_665 ?
O1 K1 O1 98.58(3) 2_655 3_665 ?
O1 K1 O2 116.88(3) . 2_655 ?
O1 K1 O2 59.06(3) 2_655 2_655 ?
O1 K1 O2 139.42(3) 3_665 2_655 ?
O1 K1 O2 139.42(3) . 3_665 ?
O1 K1 O2 116.88(3) 2_655 3_665 ?
O1 K1 O2 59.06(3) 3_665 3_665 ?
O2 K1 O2 98.82(3) 2_655 3_665 ?
O1 K1 O2 59.06(3) . . ?
O1 K1 O2 139.42(3) 2_655 . ?
O1 K1 O2 116.89(3) 3_665 . ?
O2 K1 O2 98.82(3) 2_655 . ?
O2 K1 O2 98.82(3) 3_665 . ?
O1 K1 N4 61.08(2) . . ?
O1 K1 N4 61.08(2) 2_655 . ?
O1 K1 N4 61.08(2) 3_665 . ?
O2 K1 N4 118.74(2) 2_655 . ?
O2 K1 N4 118.74(2) 3_665 . ?
O2 K1 N4 118.74(2) . . ?
O1 K1 N5 118.92(2) . . ?
O1 K1 N5 118.92(2) 2_655 . ?
O1 K1 N5 118.92(2) 3_665 . ?
O2 K1 N5 61.26(2) 2_655 . ?
O2 K1 N5 61.26(2) 3_665 . ?
O2 K1 N5 61.26(2) . . ?
N4 K1 N5 180.0 . . ?
C7 O1 C6 110.39(12) . . ?
C7 O1 K1 116.53(9) . . ?
C6 O1 K1 117.71(9) . . ?
C8 O2 C9 110.63(11) . . ?
C8 O2 K1 116.28(8) . . ?
C9 O2 K1 116.07(8) . . ?
C1 N1 C3 115.37(13) . . ?
C5 N4 C5 109.37(10) . 2_655 ?
C5 N4 C5 109.37(10) . 3_665 ?
C5 N4 C5 109.37(10) 2_655 3_665 ?
C5 N4 K1 109.57(10) . . ?
C5 N4 K1 109.57(10) 2_655 . ?
C5 N4 K1 109.57(10) 3_665 . ?
C10 N5 C10 109.35(9) 2_655 3_665 ?
C10 N5 C10 109.35(9) 2_655 . ?
C10 N5 C10 109.35(9) 3_665 . ?
C10 N5 K1 109.59(9) 2_655 . ?
C10 N5 K1 109.59(9) 3_665 . ?
C10 N5 K1 109.59(9) . . ?
N1 C1 C3 122.34(14) . 4_766 ?
N1 C1 C2 117.52(14) . . ?
C3 C1 C2 120.12(15) 4_766 . ?
N2 C2 C1 178.2(2) . . ?
N1 C3 C1 122.28(14) . 4_766 ?
N1 C3 C4 117.38(14) . . ?
C1 C3 C4 120.30(14) 4_766 . ?
N3 C4 C3 178.9(2) . . ?
N4 C5 C6 114.20(14) . . ?
N4 C5 H5A 108.7 . . ?
C6 C5 H5A 108.7 . . ?
N4 C5 H5AB 108.7 . . ?
C6 C5 H5AB 108.7 . . ?
H5A C5 H5AB 107.6 . . ?
O1 C6 C5 109.71(13) . . ?
O1 C6 H6A 109.7 . . ?
C5 C6 H6A 109.7 . . ?
O1 C6 H6AB 109.7 . . ?
C5 C6 H6AB 109.7 . . ?
H6A C6 H6AB 108.2 . . ?
O1 C7 C8 109.79(12) . . ?
O1 C7 H7A 109.7 . . ?
C8 C7 H7A 109.7 . . ?
O1 C7 H7AB 109.7 . . ?
C8 C7 H7AB 109.7 . . ?
H7A C7 H7AB 108.2 . . ?
O2 C8 C7 109.37(13) . . ?
O2 C8 H8A 109.8 . . ?
C7 C8 H8A 109.8 . . ?
O2 C8 H8AB 109.8 . . ?
C7 C8 H8AB 109.8 . . ?
H8A C8 H8AB 108.2 . . ?
O2 C9 C10 109.48(12) . . ?
O2 C9 H9A 109.8 . . ?
C10 C9 H9A 109.8 . . ?
O2 C9 H9AB 109.8 . . ?
C10 C9 H9AB 109.8 . . ?
H9A C9 H9AB 108.2 . . ?
N5 C10 C9 114.41(12) . . ?
N5 C10 H10A 108.7 . . ?
C9 C10 H10A 108.7 . . ?
N5 C10 H10B 108.7 . . ?
C9 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
N6 C11 C12 178.6(14) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
H3A O3 H3B 108(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 N1 C1 C3 -0.1(2) . . . 4_766 ?
C3 N1 C1 C2 -178.76(14) . . . . ?
C1 N1 C3 C1 0.1(2) . . . 4_766 ?
C1 N1 C3 C4 -177.63(14) . . . . ?
C5 N4 C5 C6 167.36(14) 2_655 . . . ?
C5 N4 C5 C6 -72.9(2) 3_665 . . . ?
K1 N4 C5 C6 47.24(15) . . . . ?
C7 O1 C6 C5 -179.52(14) . . . . ?
K1 O1 C6 C5 43.30(17) . . . . ?
N4 C5 C6 O1 -62.3(2) . . . . ?
C6 O1 C7 C8 174.70(14) . . . . ?
K1 O1 C7 C8 -47.56(15) . . . . ?
C9 O2 C8 C7 179.06(12) . . . . ?
K1 O2 C8 C7 -45.76(15) . . . . ?
O1 C7 C8 O2 61.45(17) . . . . ?
C8 O2 C9 C10 -177.57(12) . . . . ?
K1 O2 C9 C10 47.13(14) . . . . ?
C10 N5 C10 C9 -74.7(2) 2_655 . . . ?
C10 N5 C10 C9 165.62(12) 3_665 . . . ?
K1 N5 C10 C9 45.47(13) . . . . ?
O2 C9 C10 N5 -64.20(16) . . . . ?

_refine_diff_density_max         2.809
_refine_diff_density_min         -0.790
_refine_diff_density_rms         0.070

####################################################################### 
# 
# 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_RS35_0m
_database_code_depnum_ccdc_archive 'CCDC 1584856'
_audit_update_record             
;
2017-11-10 deposited with the CCDC.
2018-02-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C18 H36 K N2 O6), 3(C8 N6), C H2 Cl2, 2(Cl)'
_chemical_formula_sum            'C61 H74 Cl4 K2 N22 O12'
_chemical_formula_weight         1527.42

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3 :H'
_space_group_name_Hall           '-R 3'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   12.4970(8)
_cell_length_b                   12.4970(8)
_cell_length_c                   40.188(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     5435.6(8)
_cell_formula_units_Z            3
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    8815
_cell_measurement_theta_min      3.0436
_cell_measurement_theta_max      32.8782

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.400
_exptl_crystal_F_000             2388
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.260
_exptl_absorpt_coefficient_mu    0.352
_shelx_estimated_absorpt_T_min   0.902
_shelx_estimated_absorpt_T_max   0.914
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7098
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube X-ray source'
_diffrn_radiation_monochromator  'Triumph curved graphite crystal'
_diffrn_measurement_device_type  'Bruker AXS D8 Quest CMOS diffractometer'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14045
_diffrn_reflns_av_unetI/netI     0.0308
_diffrn_reflns_av_R_equivalents  0.0219
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -61
_diffrn_reflns_limit_l_max       61
_diffrn_reflns_theta_min         3.260
_diffrn_reflns_theta_max         33.156
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4612
_reflns_number_gt                3576
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Apex3 v2016.9-0 (Bruker, 2016)'
_computing_cell_refinement       'SAINT V8.37A (Bruker, 2016)'
_computing_data_reduction        'SAINT V8.37A (Bruker, 2016)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  
;  
SHELXL-2017/1 (Sheldrick, 2015, 2017), 
SHELXLE Rev859 (Hübschle et al., 2011)
;
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
A methylene chloride molecule is disordered around a three fold inversion axis. 
The C-Cl distances were restrained to 1.78(2) Angstrom. Uij components of ADPs 
for disordered atoms closer to each other than 2 Angstrom were restrained to 
be similar. 

Refined as a 2-component twin by 180 degree rotation around the c-axis. Twin 
matrix -1 0 0, 0 -1 0, 0 0 1. Minor twin rate 0.084(1).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0472P)²+4.2007P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4612
_refine_ls_number_parameters     177
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.0603
_refine_ls_R_factor_gt           0.0419
_refine_ls_wR_factor_ref         0.1084
_refine_ls_wR_factor_gt          0.0995
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
K1 K 0.333333 0.666667 0.00889(2) 0.02557(10) Uani 1 3 d S T P . .
Cl1 Cl 0.666667 0.333333 0.16429(2) 0.02638(11) Uani 1 3 d S T P . .
O1 O 0.29025(9) 0.45064(8) 0.04299(2) 0.03080(19) Uani 1 1 d . . . . .
O2 O 0.33781(9) 0.47262(8) -0.02603(2) 0.03017(19) Uani 1 1 d . . . . .
N1 N 0.88089(10) 0.66827(10) 0.13472(3) 0.0293(2) Uani 1 1 d . . . . .
N2 N 0.79276(16) 0.85060(14) 0.09321(4) 0.0538(4) Uani 1 1 d . . . . .
N3 N 1.00992(12) 0.48777(12) 0.14795(3) 0.0397(3) Uani 1 1 d . . . . .
N4 N 0.333333 0.666667 0.08333(4) 0.0284(3) Uani 1 3 d S T P . .
N5 N 0.333333 0.666667 -0.06560(4) 0.0250(3) Uani 1 3 d S T P . .
C1 C 0.82268(12) 0.73068(11) 0.14168(3) 0.0279(2) Uani 1 1 d . . . . .
C2 C 0.80878(14) 0.80009(13) 0.11473(3) 0.0363(3) Uani 1 1 d . . . . .
C3 C 0.89155(11) 0.60486(11) 0.15995(3) 0.0273(2) Uani 1 1 d . . . . .
C4 C 0.95642(12) 0.53832(12) 0.15324(3) 0.0318(3) Uani 1 1 d . . . . .
C5 C 0.28244(13) 0.53892(12) 0.09544(3) 0.0323(3) Uani 1 1 d . . . . .
H5A H 0.191311 0.495236 0.093397 0.039 Uiso 1 1 calc R U . . .
H5AB H 0.302794 0.541141 0.119333 0.039 Uiso 1 1 calc R U . . .
C6 C 0.33090(13) 0.46715(12) 0.07682(3) 0.0321(3) Uani 1 1 d . . . . .
H6A H 0.422332 0.512352 0.077581 0.038 Uiso 1 1 calc R U . . .
H6AB H 0.300603 0.385563 0.087469 0.038 Uiso 1 1 calc R U . . .
C7 C 0.32808(14) 0.37551(13) 0.02587(3) 0.0347(3) Uani 1 1 d . . . . .
H7A H 0.294185 0.294684 0.037223 0.042 Uiso 1 1 calc R U . . .
H7AB H 0.419353 0.415928 0.026120 0.042 Uiso 1 1 calc R U . . .
C8 C 0.28289(13) 0.35616(12) -0.00942(3) 0.0326(3) Uani 1 1 d . . . . .
H8A H 0.305400 0.300199 -0.020967 0.039 Uiso 1 1 calc R U . . .
H8AB H 0.191781 0.317599 -0.009754 0.039 Uiso 1 1 calc R U . . .
C9 C 0.31054(12) 0.45672(12) -0.06078(3) 0.0292(2) Uani 1 1 d . . . . .
H9A H 0.220056 0.415715 -0.064147 0.035 Uiso 1 1 calc R U . . .
H9AB H 0.340150 0.403434 -0.070524 0.035 Uiso 1 1 calc R U . . .
C10 C 0.37254(12) 0.58054(11) -0.07790(3) 0.0281(2) Uani 1 1 d . . . . .
H10A H 0.463029 0.619074 -0.074964 0.034 Uiso 1 1 calc R U . . .
H10B H 0.354925 0.567527 -0.102040 0.034 Uiso 1 1 calc R U . . .
C11 C -0.0511(14) -0.030(4) -0.0218(3) 0.043(2) Uani 0.1667 1 d D U P A -1
H11A H -0.098610 0.009057 -0.029850 0.052 Uiso 0.1667 1 calc R U P A -1
H11B H -0.094324 -0.116408 -0.029670 0.052 Uiso 0.1667 1 calc R U P A -1
Cl2 Cl -0.0544(5) -0.0309(13) 0.02070(9) 0.0582(10) Uani 0.1667 1 d D U P A -1
Cl3 Cl 0.0955(2) 0.0470(3) -0.04023(8) 0.0557(6) Uani 0.1667 1 d D U P A -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
K1 O2 2.8262(9) 2_665 ?
K1 O2 2.8263(9) 3_565 ?
K1 O2 2.8263(9) . ?
K1 O1 2.8288(9) 3_565 ?
K1 O1 2.8288(9) 2_665 ?
K1 O1 2.8289(9) . ?
K1 N4 2.9919(18) . ?
K1 N5 2.9937(17) . ?
O1 C7 1.4221(16) . ?
O1 C6 1.4298(15) . ?
O2 C8 1.4268(15) . ?
O2 C9 1.4278(14) . ?
N1 C3 1.3338(16) . ?
N1 C1 1.3354(16) . ?
N2 C2 1.1455(19) . ?
N3 C4 1.1461(18) . ?
N4 C5 1.4747(14) . ?
N4 C5 1.4747(14) 3_565 ?
N4 C5 1.4747(14) 2_665 ?
N5 C10 1.4731(13) . ?
N5 C10 1.4732(13) 3_565 ?
N5 C10 1.4732(13) 2_665 ?
C1 C3 1.4008(18) 13_665 ?
C1 C2 1.4514(18) . ?
C3 C4 1.4475(18) . ?
C5 C6 1.5083(19) . ?
C5 H5A 0.9900 . ?
C5 H5AB 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6AB 0.9900 . ?
C7 C8 1.5007(18) . ?
C7 H7A 0.9900 . ?
C7 H7AB 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8AB 0.9900 . ?
C9 C10 1.5064(17) . ?
C9 H9A 0.9900 . ?
C9 H9AB 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 Cl2 1.708(11) . ?
C11 Cl3 1.751(14) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 K1 O2 97.49(2) 2_665 3_565 ?
O2 K1 O2 97.49(2) 2_665 . ?
O2 K1 O2 97.49(2) 3_565 . ?
O2 K1 O1 118.38(3) 2_665 3_565 ?
O2 K1 O1 59.84(3) 3_565 3_565 ?
O2 K1 O1 138.46(3) . 3_565 ?
O2 K1 O1 59.84(3) 2_665 2_665 ?
O2 K1 O1 138.46(3) 3_565 2_665 ?
O2 K1 O1 118.38(3) . 2_665 ?
O1 K1 O1 98.51(3) 3_565 2_665 ?
O2 K1 O1 138.47(3) 2_665 . ?
O2 K1 O1 118.38(3) 3_565 . ?
O2 K1 O1 59.84(3) . . ?
O1 K1 O1 98.51(3) 3_565 . ?
O1 K1 O1 98.51(3) 2_665 . ?
O2 K1 N4 119.763(19) 2_665 . ?
O2 K1 N4 119.762(19) 3_565 . ?
O2 K1 N4 119.765(19) . . ?
O1 K1 N4 61.03(2) 3_565 . ?
O1 K1 N4 61.03(2) 2_665 . ?
O1 K1 N4 61.025(19) . . ?
O2 K1 N5 60.237(19) 2_665 . ?
O2 K1 N5 60.238(19) 3_565 . ?
O2 K1 N5 60.235(19) . . ?
O1 K1 N5 118.97(2) 3_565 . ?
O1 K1 N5 118.97(2) 2_665 . ?
O1 K1 N5 118.975(19) . . ?
N4 K1 N5 180.0 . . ?
C7 O1 C6 110.11(9) . . ?
C7 O1 K1 115.36(7) . . ?
C6 O1 K1 116.02(7) . . ?
C8 O2 C9 110.85(9) . . ?
C8 O2 K1 115.93(7) . . ?
C9 O2 K1 119.95(7) . . ?
C3 N1 C1 115.66(11) . . ?
C5 N4 C5 109.67(8) . 3_565 ?
C5 N4 C5 109.67(8) . 2_665 ?
C5 N4 C5 109.67(8) 3_565 2_665 ?
C5 N4 K1 109.27(8) . . ?
C5 N4 K1 109.27(8) 3_565 . ?
C5 N4 K1 109.27(8) 2_665 . ?
C10 N5 C10 109.34(8) . 3_565 ?
C10 N5 C10 109.34(8) . 2_665 ?
C10 N5 C10 109.34(8) 3_565 2_665 ?
C10 N5 K1 109.60(8) . . ?
C10 N5 K1 109.60(8) 3_565 . ?
C10 N5 K1 109.60(8) 2_665 . ?
N1 C1 C3 121.93(11) . 13_665 ?
N1 C1 C2 117.11(11) . . ?
C3 C1 C2 120.95(12) 13_665 . ?
N2 C2 C1 177.01(17) . . ?
N1 C3 C1 122.40(11) . 13_665 ?
N1 C3 C4 116.80(11) . . ?
C1 C3 C4 120.80(11) 13_665 . ?
N3 C4 C3 178.66(15) . . ?
N4 C5 C6 113.32(11) . . ?
N4 C5 H5A 108.9 . . ?
C6 C5 H5A 108.9 . . ?
N4 C5 H5AB 108.9 . . ?
C6 C5 H5AB 108.9 . . ?
H5A C5 H5AB 107.7 . . ?
O1 C6 C5 109.78(10) . . ?
O1 C6 H6A 109.7 . . ?
C5 C6 H6A 109.7 . . ?
O1 C6 H6AB 109.7 . . ?
C5 C6 H6AB 109.7 . . ?
H6A C6 H6AB 108.2 . . ?
O1 C7 C8 109.94(10) . . ?
O1 C7 H7A 109.7 . . ?
C8 C7 H7A 109.7 . . ?
O1 C7 H7AB 109.7 . . ?
C8 C7 H7AB 109.7 . . ?
H7A C7 H7AB 108.2 . . ?
O2 C8 C7 109.10(11) . . ?
O2 C8 H8A 109.9 . . ?
C7 C8 H8A 109.9 . . ?
O2 C8 H8AB 109.9 . . ?
C7 C8 H8AB 109.9 . . ?
H8A C8 H8AB 108.3 . . ?
O2 C9 C10 109.85(10) . . ?
O2 C9 H9A 109.7 . . ?
C10 C9 H9A 109.7 . . ?
O2 C9 H9AB 109.7 . . ?
C10 C9 H9AB 109.7 . . ?
H9A C9 H9AB 108.2 . . ?
N5 C10 C9 114.15(10) . . ?
N5 C10 H10A 108.7 . . ?
C9 C10 H10A 108.7 . . ?
N5 C10 H10B 108.7 . . ?
C9 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
Cl2 C11 Cl3 116.2(10) . . ?
Cl2 C11 H11A 108.2 . . ?
Cl3 C11 H11A 108.2 . . ?
Cl2 C11 H11B 108.2 . . ?
Cl3 C11 H11B 108.2 . . ?
H11A C11 H11B 107.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 N1 C1 C3 -0.55(19) . . . 13_665 ?
C3 N1 C1 C2 -179.63(11) . . . . ?
C1 N1 C3 C1 0.55(19) . . . 13_665 ?
C1 N1 C3 C4 -178.82(11) . . . . ?
C5 N4 C5 C6 163.43(11) 3_565 . . . ?
C5 N4 C5 C6 -76.09(18) 2_665 . . . ?
K1 N4 C5 C6 43.67(11) . . . . ?
C7 O1 C6 C5 -175.83(11) . . . . ?
K1 O1 C6 C5 50.83(12) . . . . ?
N4 C5 C6 O1 -65.24(14) . . . . ?
C6 O1 C7 C8 178.78(11) . . . . ?
K1 O1 C7 C8 -47.55(13) . . . . ?
C9 O2 C8 C7 172.14(11) . . . . ?
K1 O2 C8 C7 -46.66(12) . . . . ?
O1 C7 C8 O2 62.53(15) . . . . ?
C8 O2 C9 C10 -178.34(10) . . . . ?
K1 O2 C9 C10 42.23(12) . . . . ?
C10 N5 C10 C9 -73.88(17) 3_565 . . . ?
C10 N5 C10 C9 166.45(10) 2_665 . . . ?
K1 N5 C10 C9 46.29(10) . . . . ?
O2 C9 C10 N5 -60.29(14) . . . . ?

_refine_diff_density_max         0.591
_refine_diff_density_min         -0.434
_refine_diff_density_rms         0.053

####################################################################### 
# 
# 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_RS_17_0m
_database_code_depnum_ccdc_archive 'CCDC 1584858'
_audit_update_record             
;
2017-11-10 deposited with the CCDC.
2018-02-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '4(C8 N6), C12 H28 N, C H2 Cl2, Cl'
_chemical_formula_sum            'C45 H30 Cl3 N25'
_chemical_formula_weight         1027.29

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           82
_space_group_name_H-M_alt        'I -4'
_space_group_name_Hall           'I -4'

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

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

_cell_length_a                   13.1749(6)
_cell_length_b                   13.1749(6)
_cell_length_c                   15.0846(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2618.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9905
_cell_measurement_theta_min      3.0952
_cell_measurement_theta_max      36.2626

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_F_000             1052
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.430
_exptl_crystal_size_min          0.370
_exptl_absorpt_coefficient_mu    0.234
_shelx_estimated_absorpt_T_min   0.902
_shelx_estimated_absorpt_T_max   0.918
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7166
_exptl_absorpt_correction_T_max  0.7471
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube X-ray source'
_diffrn_radiation_monochromator  'Triumph curved graphite crystal'
_diffrn_measurement_device_type  'Bruker AXS D8 Quest CMOS diffractometer'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33687
_diffrn_reflns_av_unetI/netI     0.0310
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.092
_diffrn_reflns_theta_max         36.312
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6294
_reflns_number_gt                5191
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.932
_reflns_Friedel_fraction_max     0.989
_reflns_Friedel_fraction_full    0.999

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

_computing_data_collection       'Apex3 v2016.9-0 (Bruker, 2016)'
_computing_cell_refinement       'SAINT V8.37A (Bruker, 2016)'
_computing_data_reduction        'SAINT V8.37A (Bruker, 2016)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  
;  
SHELXL-2017/1 (Sheldrick, 2015, 2016), 
SHELXLE Rev714 (Hübschle et al., 2011)
;
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
A methylene chloride molecule is disordered around a four fold 
rotinversion axis. The two C-Cl distances were restrained to be 
similar and Uij components of ADPs were restrained to be similar 
for atoms closer to each other than 1.7 Angstroms. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0532P)²+0.5414P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_extinction_coef       0.0037(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 2197 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.012(13)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6294
_refine_ls_number_parameters     187
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.0549
_refine_ls_R_factor_gt           0.0385
_refine_ls_wR_factor_ref         0.1006
_refine_ls_wR_factor_gt          0.0918
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.500000 0.500000 1.000000 0.02214(13) Uani 1 4 d S T P . .
N1 N 0.19489(9) 0.53609(9) 0.91763(8) 0.0206(2) Uani 1 1 d . . . . .
N2 N 0.35693(9) 0.50091(9) 0.79929(9) 0.0212(2) Uani 1 1 d . . . . .
N3 N 0.28677(12) 0.73814(12) 1.03333(11) 0.0356(3) Uani 1 1 d . . . . .
N4 N 0.50228(11) 0.71062(11) 0.84356(13) 0.0362(3) Uani 1 1 d . . . . .
N5 N 0.26978(12) 0.27956(12) 0.70410(12) 0.0373(3) Uani 1 1 d . . . . .
N6 N 0.02698(11) 0.35737(12) 0.84310(11) 0.0364(3) Uani 1 1 d . . . . .
N7 N 0.000000 0.500000 1.250000 0.0203(4) Uani 1 4 d S T P . .
C1 C 0.27806(10) 0.59364(10) 0.91708(9) 0.0193(2) Uani 1 1 d . . . . .
C2 C 0.35717(10) 0.57844(9) 0.85596(10) 0.0197(2) Uani 1 1 d . . . . .
C3 C 0.27557(10) 0.44049(9) 0.80277(9) 0.0196(2) Uani 1 1 d . . . . .
C4 C 0.19312(10) 0.46070(10) 0.85869(9) 0.0196(2) Uani 1 1 d . . . . .
C5 C 0.28284(11) 0.67408(11) 0.98194(10) 0.0251(3) Uani 1 1 d . . . . .
C6 C 0.44013(11) 0.64977(10) 0.84995(11) 0.0250(3) Uani 1 1 d . . . . .
C7 C 0.27464(11) 0.35197(11) 0.74606(11) 0.0262(3) Uani 1 1 d . . . . .
C8 C 0.10103(11) 0.40201(11) 0.85237(11) 0.0250(3) Uani 1 1 d . . . . .
C9 C 0.03149(11) 0.41010(11) 1.19282(11) 0.0250(3) Uani 1 1 d . . . . .
H9A H 0.094952 0.428143 1.161409 0.030 Uiso 1 1 calc R U . . .
H9AB H 0.046985 0.352173 1.232370 0.030 Uiso 1 1 calc R U . . .
C10 C -0.04592(13) 0.37533(15) 1.12451(14) 0.0372(4) Uani 1 1 d . . . . .
H10A H -0.110520 0.357945 1.154392 0.045 Uiso 1 1 calc R U . . .
H10B H -0.059392 0.430860 1.081885 0.045 Uiso 1 1 calc R U . . .
C11 C -0.00560(17) 0.28325(17) 1.07555(16) 0.0448(5) Uani 1 1 d . . . . .
H11A H -0.054634 0.262384 1.030223 0.067 Uiso 1 1 calc R U . . .
H11B H 0.004775 0.227499 1.117599 0.067 Uiso 1 1 calc R U . . .
H11C H 0.059101 0.300344 1.047200 0.067 Uiso 1 1 calc R U . . .
C12 C 0.5427(8) 0.505(2) 0.5169(6) 0.069(3) Uani 0.25 1 d D U P A -1
H12A H 0.578002 0.439044 0.513143 0.083 Uiso 0.25 1 calc R U P A -1
H12B H 0.591842 0.555810 0.539452 0.083 Uiso 0.25 1 calc R U P A -1
Cl2 Cl 0.4431(7) 0.4950(6) 0.5914(7) 0.0714(18) Uani 0.25 1 d D U P A -1
Cl3 Cl 0.5041(9) 0.5411(11) 0.4107(9) 0.111(4) Uani 0.25 1 d D U P A -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.3325(17) . ?
N1 C4 1.3332(17) . ?
N2 C2 1.3319(18) . ?
N2 C3 1.3362(17) . ?
N3 C5 1.147(2) . ?
N4 C6 1.1500(19) . ?
N5 C7 1.147(2) . ?
N6 C8 1.1477(19) . ?
N7 C9 1.5228(14) . ?
N7 C9 1.5228(15) 8_557 ?
N7 C9 1.5228(15) 7_457 ?
N7 C9 1.5228(14) 2_565 ?
C1 C2 1.406(2) . ?
C1 C5 1.444(2) . ?
C2 C6 1.4443(19) . ?
C3 C4 1.401(2) . ?
C3 C7 1.446(2) . ?
C4 C8 1.4419(18) . ?
C9 C10 1.520(2) . ?
C9 H9A 0.9900 . ?
C9 H9AB 0.9900 . ?
C10 C11 1.516(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 Cl2 1.733(11) . ?
C12 Cl3 1.745(14) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C4 115.73(12) . . ?
C2 N2 C3 115.69(12) . . ?
C9 N7 C9 108.71(6) . 8_557 ?
C9 N7 C9 108.71(6) . 7_457 ?
C9 N7 C9 110.99(12) 8_557 7_457 ?
C9 N7 C9 111.00(12) . 2_565 ?
C9 N7 C9 108.71(6) 8_557 2_565 ?
C9 N7 C9 108.71(6) 7_457 2_565 ?
N1 C1 C2 122.19(12) . . ?
N1 C1 C5 116.70(12) . . ?
C2 C1 C5 121.11(12) . . ?
N2 C2 C1 121.89(11) . . ?
N2 C2 C6 117.42(13) . . ?
C1 C2 C6 120.63(12) . . ?
N2 C3 C4 122.17(12) . . ?
N2 C3 C7 117.64(13) . . ?
C4 C3 C7 120.19(12) . . ?
N1 C4 C3 121.97(11) . . ?
N1 C4 C8 117.28(13) . . ?
C3 C4 C8 120.71(12) . . ?
N3 C5 C1 179.8(2) . . ?
N4 C6 C2 176.11(16) . . ?
N5 C7 C3 176.17(19) . . ?
N6 C8 C4 176.49(18) . . ?
C10 C9 N7 115.82(11) . . ?
C10 C9 H9A 108.3 . . ?
N7 C9 H9A 108.3 . . ?
C10 C9 H9AB 108.3 . . ?
N7 C9 H9AB 108.3 . . ?
H9A C9 H9AB 107.4 . . ?
C11 C10 C9 109.64(14) . . ?
C11 C10 H10A 109.7 . . ?
C9 C10 H10A 109.7 . . ?
C11 C10 H10B 109.7 . . ?
C9 C10 H10B 109.7 . . ?
H10A C10 H10B 108.2 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
Cl2 C12 Cl3 113.3(8) . . ?
Cl2 C12 H12A 108.9 . . ?
Cl3 C12 H12A 108.9 . . ?
Cl2 C12 H12B 108.9 . . ?
Cl3 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 N1 C1 C2 2.43(19) . . . . ?
C4 N1 C1 C5 -178.40(12) . . . . ?
C3 N2 C2 C1 1.74(19) . . . . ?
C3 N2 C2 C6 -175.60(12) . . . . ?
N1 C1 C2 N2 -5.0(2) . . . . ?
C5 C1 C2 N2 175.82(13) . . . . ?
N1 C1 C2 C6 172.21(13) . . . . ?
C5 C1 C2 C6 -6.9(2) . . . . ?
C2 N2 C3 C4 3.63(19) . . . . ?
C2 N2 C3 C7 -176.50(12) . . . . ?
C1 N1 C4 C3 2.94(19) . . . . ?
C1 N1 C4 C8 -175.07(12) . . . . ?
N2 C3 C4 N1 -6.3(2) . . . . ?
C7 C3 C4 N1 173.81(13) . . . . ?
N2 C3 C4 C8 171.62(13) . . . . ?
C7 C3 C4 C8 -8.2(2) . . . . ?
C9 N7 C9 C10 -174.01(15) 8_557 . . . ?
C9 N7 C9 C10 65.05(11) 7_457 . . . ?
C9 N7 C9 C10 -54.48(13) 2_565 . . . ?
N7 C9 C10 C11 -177.78(15) . . . . ?

_refine_diff_density_max         0.256
_refine_diff_density_min         -0.214
_refine_diff_density_rms         0.044

####################################################################### 
# 
# 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_RS_19_0m
_database_code_depnum_ccdc_archive 'CCDC 1584859'
_audit_update_record             
;
2017-11-10 deposited with the CCDC.
2018-02-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H36 N, 4(C8 N6), Br'
_chemical_formula_sum            'C48 H36 Br N25'
_chemical_formula_weight         1042.93

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           82
_space_group_name_H-M_alt        'I -4'
_space_group_name_Hall           'I -4'

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

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

_cell_length_a                   13.3307(6)
_cell_length_b                   13.3307(6)
_cell_length_c                   15.2977(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2718.5(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9928
_cell_measurement_theta_min      3.0583
_cell_measurement_theta_max      35.9353

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_F_000             1068
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.230
_exptl_absorpt_coefficient_mu    0.814
_shelx_estimated_absorpt_T_min   0.775
_shelx_estimated_absorpt_T_max   0.835
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6869
_exptl_absorpt_correction_T_max  0.7350
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube X-ray source'
_diffrn_radiation_monochromator  'Triumph curved graphite crystal'
_diffrn_measurement_device_type  'Bruker AXS D8 Quest CMOS diffractometer'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29226
_diffrn_reflns_av_unetI/netI     0.0696
_diffrn_reflns_av_R_equivalents  0.0401
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.430
_diffrn_reflns_theta_max         36.266
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6357
_reflns_number_gt                4805
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.942
_reflns_Friedel_fraction_max     0.991
_reflns_Friedel_fraction_full    0.999

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

_computing_data_collection       'Apex3 v2016.9-0 (Bruker, 2016)'
_computing_cell_refinement       'SAINT V8.37A (Bruker, 2016)'
_computing_data_reduction        'SAINT V8.37A (Bruker, 2016)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  
;  
SHELXL-2017/1 (Sheldrick, 2015, 2016), 
SHELXLE Rev714 (Hübschle et al., 2011)
;
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
The outer three carbon atoms of a butyl chain were refined as disordered 
over two configurations. The two moieties were restrained to have similar 
geometries, and Uij components of ADPs were restrained to be similar 
for atoms closer to each other than 1.7 Angstroms. Subject to these conditions 
the occupancy factors refined to 0.779(5) to 0.221(5). 

Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0168P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.012(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6357
_refine_ls_number_parameters     198
_refine_ls_number_restraints     82
_refine_ls_R_factor_all          0.0604
_refine_ls_R_factor_gt           0.0331
_refine_ls_wR_factor_ref         0.0587
_refine_ls_wR_factor_gt          0.0538
_refine_ls_goodness_of_fit_ref   0.930
_refine_ls_restrained_S_all      0.929
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.500000 0.500000 0.000000 0.02291(7) Uani 1 4 d S T P . .
N1 N 0.79814(9) 0.45806(9) 0.08515(8) 0.0232(2) Uani 1 1 d . . . . .
N2 N 0.64437(9) 0.49369(9) 0.20815(9) 0.0255(3) Uani 1 1 d . . . . .
N3 N 0.69443(12) 0.26640(12) -0.03060(11) 0.0444(4) Uani 1 1 d . . . . .
N4 N 0.49476(12) 0.29095(12) 0.16726(13) 0.0472(4) Uani 1 1 d . . . . .
N5 N 0.73743(11) 0.71326(12) 0.29638(12) 0.0417(4) Uani 1 1 d . . . . .
N6 N 0.96919(11) 0.63230(12) 0.15638(11) 0.0371(3) Uani 1 1 d . . . . .
N7 N 1.000000 0.500000 -0.250000 0.0264(5) Uani 1 4 d S T P B .
C1 C 0.71465(11) 0.40351(10) 0.08760(10) 0.0233(3) Uani 1 1 d . . . . .
C2 C 0.64019(11) 0.41840(10) 0.15142(10) 0.0248(3) Uani 1 1 d . . . . .
C3 C 0.72541(11) 0.55235(10) 0.20211(10) 0.0229(3) Uani 1 1 d . . . . .
C4 C 0.80399(10) 0.53137(10) 0.14430(9) 0.0209(3) Uani 1 1 d . . . . .
C5 C 0.70365(12) 0.32687(12) 0.02153(11) 0.0311(4) Uani 1 1 d . . . . .
C6 C 0.55697(12) 0.34898(12) 0.15952(12) 0.0321(3) Uani 1 1 d . . . . .
C7 C 0.73004(11) 0.64039(12) 0.25722(11) 0.0292(3) Uani 1 1 d . . . . .
C8 C 0.89601(11) 0.58844(11) 0.14834(10) 0.0257(3) Uani 1 1 d . . . . .
C9 C 0.96136(12) 0.58658(13) -0.19362(13) 0.0333(4) Uani 1 1 d D U . . .
H9A H 0.935350 0.639201 -0.233272 0.040 Uiso 1 1 calc R U . A 1
H9AB H 0.903817 0.561484 -0.159048 0.040 Uiso 1 1 calc R U . A 1
C10 C 1.0345(3) 0.6355(3) -0.1311(3) 0.0350(8) Uani 0.779(5) 1 d D U P B 1
H10A H 1.092518 0.662564 -0.163876 0.042 Uiso 0.779(5) 1 calc R U P B 1
H10B H 1.059496 0.585400 -0.088658 0.042 Uiso 0.779(5) 1 calc R U P B 1
C11 C 0.9812(2) 0.7200(3) -0.0831(2) 0.0420(8) Uani 0.779(5) 1 d D U P B 1
H11A H 0.952501 0.766949 -0.126507 0.050 Uiso 0.779(5) 1 calc R U P B 1
H11B H 0.925029 0.691458 -0.048852 0.050 Uiso 0.779(5) 1 calc R U P B 1
C12 C 1.04933(19) 0.7775(2) -0.02235(17) 0.0505(9) Uani 0.779(5) 1 d D U P B 1
H12A H 1.075646 0.732074 0.022526 0.076 Uiso 0.779(5) 1 calc R U P B 1
H12B H 1.011430 0.831636 0.005642 0.076 Uiso 0.779(5) 1 calc R U P B 1
H12C H 1.105179 0.806013 -0.055769 0.076 Uiso 0.779(5) 1 calc R U P B 1
C10B C 1.0363(14) 0.6098(11) -0.1187(11) 0.043(3) Uani 0.221(5) 1 d D U P B 2
H10C H 1.038556 0.551242 -0.078897 0.051 Uiso 0.221(5) 1 calc R U P B 2
H10D H 1.104073 0.617709 -0.144289 0.051 Uiso 0.221(5) 1 calc R U P B 2
C11B C 1.0127(9) 0.7030(10) -0.0647(9) 0.047(2) Uani 0.221(5) 1 d D U P B 2
H11C H 0.941515 0.700115 -0.046394 0.056 Uiso 0.221(5) 1 calc R U P B 2
H11D H 1.054267 0.701773 -0.011064 0.056 Uiso 0.221(5) 1 calc R U P B 2
C12B C 1.0303(9) 0.7999(8) -0.1108(8) 0.062(3) Uani 0.221(5) 1 d D U P B 2
H12D H 1.010577 0.855666 -0.072763 0.094 Uiso 0.221(5) 1 calc R U P B 2
H12E H 0.990329 0.801769 -0.164560 0.094 Uiso 0.221(5) 1 calc R U P B 2
H12F H 1.101611 0.806038 -0.125494 0.094 Uiso 0.221(5) 1 calc R U P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.3301(18) . ?
N1 C4 1.3341(19) . ?
N2 C2 1.328(2) . ?
N2 C3 1.3368(19) . ?
N3 C5 1.141(2) . ?
N4 C6 1.140(2) . ?
N5 C7 1.146(2) . ?
N6 C8 1.144(2) . ?
N7 C9 1.5301(17) . ?
N7 C9 1.5302(17) 8_644 ?
N7 C9 1.5302(17) 7_564 ?
N7 C9 1.5302(17) 2_765 ?
C1 C2 1.406(2) . ?
C1 C5 1.445(2) . ?
C2 C6 1.450(2) . ?
C3 C4 1.399(2) . ?
C3 C7 1.446(2) . ?
C4 C8 1.445(2) . ?
C9 C10 1.513(4) . ?
C9 C10B 1.552(11) . ?
C9 H9A 0.9900 . ?
C9 H9AB 0.9900 . ?
C10 C11 1.520(5) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.508(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C10B C11B 1.525(16) . ?
C10B H10C 0.9900 . ?
C10B H10D 0.9900 . ?
C11B C12B 1.490(15) . ?
C11B H11C 0.9900 . ?
C11B H11D 0.9900 . ?
C12B H12D 0.9800 . ?
C12B H12E 0.9800 . ?
C12B H12F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C4 115.49(13) . . ?
C2 N2 C3 115.52(13) . . ?
C9 N7 C9 108.52(7) . 8_644 ?
C9 N7 C9 108.52(7) . 7_564 ?
C9 N7 C9 111.39(14) 8_644 7_564 ?
C9 N7 C9 111.39(14) . 2_765 ?
C9 N7 C9 108.52(7) 8_644 2_765 ?
C9 N7 C9 108.52(7) 7_564 2_765 ?
N1 C1 C2 122.21(13) . . ?
N1 C1 C5 116.87(14) . . ?
C2 C1 C5 120.92(13) . . ?
N2 C2 C1 122.05(12) . . ?
N2 C2 C6 117.30(15) . . ?
C1 C2 C6 120.61(14) . . ?
N2 C3 C4 122.13(13) . . ?
N2 C3 C7 117.96(14) . . ?
C4 C3 C7 119.91(13) . . ?
N1 C4 C3 122.10(12) . . ?
N1 C4 C8 117.66(13) . . ?
C3 C4 C8 120.23(13) . . ?
N3 C5 C1 179.64(18) . . ?
N4 C6 C2 176.67(17) . . ?
N5 C7 C3 175.28(19) . . ?
N6 C8 C4 176.18(17) . . ?
C10 C9 N7 117.7(2) . . ?
N7 C9 C10B 110.5(7) . . ?
C10 C9 H9A 107.9 . . ?
N7 C9 H9A 107.9 . . ?
C10 C9 H9AB 107.9 . . ?
N7 C9 H9AB 107.9 . . ?
H9A C9 H9AB 107.2 . . ?
C9 C10 C11 108.9(3) . . ?
C9 C10 H10A 109.9 . . ?
C11 C10 H10A 109.9 . . ?
C9 C10 H10B 109.9 . . ?
C11 C10 H10B 109.9 . . ?
H10A C10 H10B 108.3 . . ?
C12 C11 C10 113.1(2) . . ?
C12 C11 H11A 108.9 . . ?
C10 C11 H11A 109.0 . . ?
C12 C11 H11B 109.0 . . ?
C10 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11B C10B C9 115.4(12) . . ?
C11B C10B H10C 108.4 . . ?
C9 C10B H10C 108.4 . . ?
C11B C10B H10D 108.4 . . ?
C9 C10B H10D 108.4 . . ?
H10C C10B H10D 107.5 . . ?
C12B C11B C10B 114.7(12) . . ?
C12B C11B H11C 108.6 . . ?
C10B C11B H11C 108.6 . . ?
C12B C11B H11D 108.6 . . ?
C10B C11B H11D 108.6 . . ?
H11C C11B H11D 107.6 . . ?
C11B C12B H12D 109.5 . . ?
C11B C12B H12E 109.5 . . ?
H12D C12B H12E 109.5 . . ?
C11B C12B H12F 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 N1 C1 C2 -3.51(19) . . . . ?
C4 N1 C1 C5 176.89(12) . . . . ?
C3 N2 C2 C1 -1.9(2) . . . . ?
C3 N2 C2 C6 175.96(13) . . . . ?
N1 C1 C2 N2 6.3(2) . . . . ?
C5 C1 C2 N2 -174.12(13) . . . . ?
N1 C1 C2 C6 -171.50(13) . . . . ?
C5 C1 C2 C6 8.1(2) . . . . ?
C2 N2 C3 C4 -4.6(2) . . . . ?
C2 N2 C3 C7 174.92(13) . . . . ?
C1 N1 C4 C3 -2.97(19) . . . . ?
C1 N1 C4 C8 175.87(12) . . . . ?
N2 C3 C4 N1 7.4(2) . . . . ?
C7 C3 C4 N1 -172.05(13) . . . . ?
N2 C3 C4 C8 -171.38(13) . . . . ?
C7 C3 C4 C8 9.1(2) . . . . ?
C9 N7 C9 C10 179.0(2) 8_644 . . . ?
C9 N7 C9 C10 -59.8(2) 7_564 . . . ?
C9 N7 C9 C10 59.6(2) 2_765 . . . ?
C9 N7 C9 C10B 165.0(8) 8_644 . . . ?
C9 N7 C9 C10B -73.8(8) 7_564 . . . ?
C9 N7 C9 C10B 45.6(8) 2_765 . . . ?
N7 C9 C10 C11 179.2(2) . . . . ?
C9 C10 C11 C12 -176.9(3) . . . . ?
N7 C9 C10B C11B 172.7(11) . . . . ?
C9 C10B C11B C12B -71.9(18) . . . . ?

_refine_diff_density_max         0.463
_refine_diff_density_min         -0.294
_refine_diff_density_rms         0.047

