# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_i2927
_database_code_depnum_ccdc_archive 'CCDC 1939115'
loop_
_audit_author_name
_audit_author_address
'Clemens Bruhn'
;University of Kassel
Germany
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-07-19 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         'C13 H15 N4, Cl'
_chemical_formula_sum            'C13 H15 Cl N4'
_chemical_formula_weight         262.74

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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                   13.8200(7)
_cell_length_b                   11.3092(4)
_cell_length_c                   16.8646(8)
_cell_angle_alpha                90
_cell_angle_beta                 104.920(4)
_cell_angle_gamma                90
_cell_volume                     2547.0(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    11006
_cell_measurement_theta_min      1.52
_cell_measurement_theta_max      27.35

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_F_000             1104
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.287
_shelx_estimated_absorpt_T_min   0.955
_shelx_estimated_absorpt_T_max   0.994
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in: F. R. Ahmed (Editor), "Crystallographic
Computing", Munksgaard, Copenhagen (1970), 255 - 270.
Afterwards scaling of reflection intensities was performed within 
STOE LANA.
J. Koziskova et al., Acta Chimica Slovaca, 
vol. 9, no. 2, 2016, pp. 136 - 140.
;
_exptl_absorpt_correction_T_min  0.8276
_exptl_absorpt_correction_T_max  0.9970
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       '2-circle diffractometer'
_diffrn_measurement_device_type  'STOE IPDS II'

_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            'STOE Imaging Plate'
_diffrn_detector_area_resol_mean 6.67

_diffrn_source                   'Genix Mo HF'
_diffrn_source_type              ?
_diffrn_radiation_probe          x-ray
_diffrn_source_target            ?
_diffrn_source_voltage           50
_diffrn_source_current           1.000
_diffrn_source_power             0.050
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_collimation    '1.2, 0.6 mm diameter, multiple pinhole'

_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_measurement_details      
; 132 frames, detector distance = 120 mm
;
_diffrn_reflns_number            10079
_diffrn_reflns_av_unetI/netI     0.0504
_diffrn_reflns_av_R_equivalents  0.0463
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.705
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4743
_reflns_number_gt                3462
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0731P)²+4.6226P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4743
_refine_ls_number_parameters     335
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0894
_refine_ls_R_factor_gt           0.0575
_refine_ls_wR_factor_ref         0.1759
_refine_ls_wR_factor_gt          0.1383
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.093
_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 0.7841(2) 0.5878(3) 0.7968(2) 0.0245(8) Uani 1 1 d . . . . .
H1 H 0.734696 0.609257 0.748442 0.029 Uiso 1 1 calc R U . . .
C2 C 0.9219(3) 0.5184(3) 0.8813(2) 0.0265(8) Uani 1 1 d . . . . .
H2 H 0.985649 0.482123 0.900598 0.032 Uiso 1 1 calc R U . . .
C3 C 0.8666(3) 0.5666(3) 0.9276(2) 0.0253(8) Uani 1 1 d . . . . .
H3 H 0.883526 0.570620 0.985865 0.030 Uiso 1 1 calc R U . . .
C4 C 0.6991(3) 0.6639(3) 0.8951(2) 0.0234(7) Uani 1 1 d . . . . .
C5 C 0.5572(2) 0.7392(3) 0.8878(2) 0.0235(7) Uani 1 1 d . . . . .
C6 C 0.4611(3) 0.7859(3) 0.8631(2) 0.0281(8) Uani 1 1 d . . . . .
H6 H 0.423680 0.783613 0.807346 0.034 Uiso 1 1 calc R U . . .
C7 C 0.4225(3) 0.8358(3) 0.9228(2) 0.0298(8) Uani 1 1 d . . . . .
H7 H 0.357216 0.869027 0.907505 0.036 Uiso 1 1 calc R U . . .
C8 C 0.4764(3) 0.8390(3) 1.0054(2) 0.0307(8) Uani 1 1 d . . . . .
H8 H 0.446569 0.873142 1.044890 0.037 Uiso 1 1 calc R U . . .
C9 C 0.5720(3) 0.7934(3) 1.0304(2) 0.0295(8) Uani 1 1 d . . . . .
H9 H 0.609154 0.796201 1.086261 0.035 Uiso 1 1 calc R U . . .
C10 C 0.6113(2) 0.7434(3) 0.9707(2) 0.0235(7) Uani 1 1 d . . . . .
C11 C 0.9075(3) 0.4919(3) 0.7298(2) 0.0263(8) Uani 1 1 d . . . . .
H11 H 0.934700 0.410095 0.741838 0.032 Uiso 1 1 calc R U . . .
C12 C 0.8237(3) 0.4879(3) 0.6513(2) 0.0283(8) Uani 1 1 d . . . . .
H12A H 0.767747 0.441489 0.660503 0.034 Uiso 1 1 calc R U . . .
H12B H 0.848395 0.451168 0.607630 0.034 Uiso 1 1 calc R U . . .
H12C H 0.800989 0.568535 0.635059 0.034 Uiso 1 1 calc R U . . .
C13 C 0.9925(3) 0.5722(3) 0.7235(2) 0.0306(8) Uani 1 1 d . . . . .
H13A H 0.967206 0.652720 0.710721 0.037 Uiso 1 1 calc R U . . .
H13B H 1.021666 0.543661 0.679826 0.037 Uiso 1 1 calc R U . . .
H13C H 1.043969 0.572124 0.775793 0.037 Uiso 1 1 calc R U . . .
C14 C 0.4809(3) 0.6044(3) 0.6676(2) 0.0248(8) Uani 1 1 d . . . . .
H14 H 0.528964 0.626362 0.716545 0.030 Uiso 1 1 calc R U . . .
C15 C 0.3464(3) 0.5322(3) 0.5815(2) 0.0278(8) Uani 1 1 d . . . . .
H15 H 0.283636 0.494157 0.561138 0.033 Uiso 1 1 calc R U . . .
C16 C 0.4032(3) 0.5813(3) 0.5361(2) 0.0287(8) Uani 1 1 d . . . . .
H16 H 0.388469 0.584546 0.477905 0.034 Uiso 1 1 calc R U . . .
C17 C 0.5671(3) 0.6890(3) 0.5748(2) 0.0242(7) Uani 1 1 d . . . . .
C18 C 0.7054(3) 0.7787(3) 0.5904(2) 0.0243(7) Uani 1 1 d . . . . .
C19 C 0.7980(3) 0.8315(3) 0.6195(2) 0.0289(8) Uani 1 1 d . . . . .
H19 H 0.831888 0.829568 0.676202 0.035 Uiso 1 1 calc R U . . .
C20 C 0.8394(3) 0.8871(3) 0.5630(2) 0.0288(8) Uani 1 1 d . . . . .
H20 H 0.903349 0.923200 0.581338 0.035 Uiso 1 1 calc R U . . .
C21 C 0.7897(3) 0.8919(3) 0.4795(2) 0.0296(8) Uani 1 1 d . . . . .
H21 H 0.820221 0.931788 0.442682 0.035 Uiso 1 1 calc R U . . .
C22 C 0.6972(3) 0.8397(3) 0.4497(2) 0.0296(8) Uani 1 1 d . . . . .
H22 H 0.663501 0.842480 0.392994 0.035 Uiso 1 1 calc R U . . .
C23 C 0.6557(3) 0.7829(3) 0.5059(2) 0.0242(7) Uani 1 1 d . . . . .
C24 C 0.3616(3) 0.5102(3) 0.7356(2) 0.0286(8) Uani 1 1 d . . . . .
H24 H 0.411856 0.538218 0.785946 0.034 Uiso 1 1 calc R U . . .
C25 C 0.2625(3) 0.5691(3) 0.7339(2) 0.0326(9) Uani 1 1 d . . . . .
H25A H 0.270407 0.655150 0.733224 0.039 Uiso 1 1 calc R U . . .
H25B H 0.241116 0.545999 0.782804 0.039 Uiso 1 1 calc R U . . .
H25C H 0.211872 0.544138 0.684618 0.039 Uiso 1 1 calc R U . . .
C26 C 0.3569(3) 0.3775(3) 0.7401(3) 0.0351(9) Uani 1 1 d . . . . .
H26A H 0.306704 0.347517 0.692247 0.042 Uiso 1 1 calc R U . . .
H26B H 0.338477 0.354416 0.790331 0.042 Uiso 1 1 calc R U . . .
H26C H 0.422567 0.344055 0.740822 0.042 Uiso 1 1 calc R U . . .
Cl1 Cl 0.85921(6) 0.64565(7) 1.13487(5) 0.0274(2) Uani 1 1 d . . . . .
Cl2 Cl 0.41538(6) 0.65504(8) 0.33853(5) 0.0283(2) Uani 1 1 d . . . . .
N1 N 0.8688(2) 0.5315(3) 0.79973(17) 0.0243(6) Uani 1 1 d . . . . .
N2 N 0.7803(2) 0.6092(3) 0.87449(17) 0.0238(6) Uani 1 1 d . . . . .
N3 N 0.7033(2) 0.6946(3) 0.97300(18) 0.0255(7) Uani 1 1 d . . . . .
H3A H 0.754(3) 0.684(4) 1.015(3) 0.031 Uiso 1 1 d . U . . .
N4 N 0.6148(2) 0.6862(3) 0.84118(17) 0.0251(7) Uani 1 1 d . . . . .
N5 N 0.3966(2) 0.5477(3) 0.66361(18) 0.0268(7) Uani 1 1 d . . . . .
N6 N 0.4873(2) 0.6258(3) 0.59145(17) 0.0251(7) Uani 1 1 d . . . . .
N7 N 0.5659(2) 0.7249(3) 0.49836(18) 0.0263(7) Uani 1 1 d . . . . .
H7A H 0.518(3) 0.707(4) 0.450(2) 0.032 Uiso 1 1 d . U . . .
N8 N 0.6467(2) 0.7175(3) 0.63259(17) 0.0260(7) 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 N1 1.322(4) . ?
C1 N2 1.347(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.342(5) . ?
C2 N1 1.390(4) . ?
C2 H2 0.9500 . ?
C3 N2 1.381(4) . ?
C3 H3 0.9500 . ?
C4 N4 1.305(4) . ?
C4 N3 1.346(5) . ?
C4 N2 1.402(4) . ?
C5 N4 1.389(4) . ?
C5 C6 1.390(5) . ?
C5 C10 1.407(5) . ?
C6 C7 1.376(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.401(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.379(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.383(5) . ?
C9 H9 0.9500 . ?
C10 N3 1.378(4) . ?
C11 N1 1.484(5) . ?
C11 C13 1.510(5) . ?
C11 C12 1.519(5) . ?
C11 H11 1.0000 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 N5 1.315(5) . ?
C14 N6 1.332(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.349(5) . ?
C15 N5 1.391(4) . ?
C15 H15 0.9500 . ?
C16 N6 1.385(4) . ?
C16 H16 0.9500 . ?
C17 N8 1.308(4) . ?
C17 N7 1.348(5) . ?
C17 N6 1.401(5) . ?
C18 C19 1.383(5) . ?
C18 N8 1.393(5) . ?
C18 C23 1.414(5) . ?
C19 C20 1.384(5) . ?
C19 H19 0.9500 . ?
C20 C21 1.399(5) . ?
C20 H20 0.9500 . ?
C21 C22 1.379(5) . ?
C21 H21 0.9500 . ?
C22 C23 1.386(5) . ?
C22 H22 0.9500 . ?
C23 N7 1.381(5) . ?
C24 N5 1.481(5) . ?
C24 C26 1.505(5) . ?
C24 C25 1.517(5) . ?
C24 H24 1.0000 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
N3 H3A 0.87(4) . ?
N7 H7A 0.93(4) . ?

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
N1 C1 N2 107.8(3) . . ?
N1 C1 H1 126.1 . . ?
N2 C1 H1 126.1 . . ?
C3 C2 N1 107.4(3) . . ?
C3 C2 H2 126.3 . . ?
N1 C2 H2 126.3 . . ?
C2 C3 N2 106.8(3) . . ?
C2 C3 H3 126.6 . . ?
N2 C3 H3 126.6 . . ?
N4 C4 N3 115.9(3) . . ?
N4 C4 N2 122.8(3) . . ?
N3 C4 N2 121.3(3) . . ?
N4 C5 C6 129.6(3) . . ?
N4 C5 C10 110.0(3) . . ?
C6 C5 C10 120.5(3) . . ?
C7 C6 C5 117.2(3) . . ?
C7 C6 H6 121.4 . . ?
C5 C6 H6 121.4 . . ?
C6 C7 C8 122.1(3) . . ?
C6 C7 H7 118.9 . . ?
C8 C7 H7 118.9 . . ?
C9 C8 C7 121.1(3) . . ?
C9 C8 H8 119.5 . . ?
C7 C8 H8 119.5 . . ?
C8 C9 C10 117.1(3) . . ?
C8 C9 H9 121.4 . . ?
C10 C9 H9 121.4 . . ?
N3 C10 C9 132.6(3) . . ?
N3 C10 C5 105.4(3) . . ?
C9 C10 C5 122.0(3) . . ?
N1 C11 C13 108.8(3) . . ?
N1 C11 C12 110.6(3) . . ?
C13 C11 C12 112.9(3) . . ?
N1 C11 H11 108.1 . . ?
C13 C11 H11 108.1 . . ?
C12 C11 H11 108.1 . . ?
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 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N5 C14 N6 108.5(3) . . ?
N5 C14 H14 125.7 . . ?
N6 C14 H14 125.7 . . ?
C16 C15 N5 107.4(3) . . ?
C16 C15 H15 126.3 . . ?
N5 C15 H15 126.3 . . ?
C15 C16 N6 106.1(3) . . ?
C15 C16 H16 127.0 . . ?
N6 C16 H16 127.0 . . ?
N8 C17 N7 116.0(3) . . ?
N8 C17 N6 122.1(3) . . ?
N7 C17 N6 121.9(3) . . ?
C19 C18 N8 129.8(3) . . ?
C19 C18 C23 120.6(3) . . ?
N8 C18 C23 109.6(3) . . ?
C18 C19 C20 117.4(3) . . ?
C18 C19 H19 121.3 . . ?
C20 C19 H19 121.3 . . ?
C19 C20 C21 121.9(3) . . ?
C19 C20 H20 119.1 . . ?
C21 C20 H20 119.1 . . ?
C22 C21 C20 121.3(4) . . ?
C22 C21 H21 119.4 . . ?
C20 C21 H21 119.4 . . ?
C21 C22 C23 117.1(3) . . ?
C21 C22 H22 121.4 . . ?
C23 C22 H22 121.4 . . ?
N7 C23 C22 132.7(3) . . ?
N7 C23 C18 105.6(3) . . ?
C22 C23 C18 121.7(3) . . ?
N5 C24 C26 110.8(3) . . ?
N5 C24 C25 110.1(3) . . ?
C26 C24 C25 112.9(3) . . ?
N5 C24 H24 107.6 . . ?
C26 C24 H24 107.6 . . ?
C25 C24 H24 107.6 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C1 N1 C2 109.0(3) . . ?
C1 N1 C11 127.7(3) . . ?
C2 N1 C11 123.2(3) . . ?
C1 N2 C3 109.0(3) . . ?
C1 N2 C4 123.7(3) . . ?
C3 N2 C4 127.3(3) . . ?
C4 N3 C10 105.5(3) . . ?
C4 N3 H3A 126(3) . . ?
C10 N3 H3A 129(3) . . ?
C4 N4 C5 103.2(3) . . ?
C14 N5 C15 108.7(3) . . ?
C14 N5 C24 124.7(3) . . ?
C15 N5 C24 126.6(3) . . ?
C14 N6 C16 109.3(3) . . ?
C14 N6 C17 122.5(3) . . ?
C16 N6 C17 128.2(3) . . ?
C17 N7 C23 105.4(3) . . ?
C17 N7 H7A 127(2) . . ?
C23 N7 H7A 127(2) . . ?
C17 N8 C18 103.3(3) . . ?

_refine_diff_density_max         0.425
_refine_diff_density_min         -0.505
_refine_diff_density_rms         0.089

####################################################################### 
# 
# 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_sv0686
_database_code_depnum_ccdc_archive 'CCDC 1939118'
loop_
_audit_author_name
_audit_author_address
'Clemens Bruhn'
;University of Kassel
Germany
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-07-19 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         'C13 H14 N4, 2(H2 O)'
_chemical_formula_sum            'C13 H18 N4 O2'
_chemical_formula_weight         262.31

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.1903(7)
_cell_length_b                   13.3007(8)
_cell_length_c                   8.4206(5)
_cell_angle_alpha                90
_cell_angle_beta                 102.568(5)
_cell_angle_gamma                90
_cell_volume                     1332.60(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8288
_cell_measurement_theta_min      4.99
_cell_measurement_theta_max      70.90

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_F_000             560
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    0.745
_shelx_estimated_absorpt_T_min   0.813
_shelx_estimated_absorpt_T_max   0.957
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in
F. R. Ahmed (Editor), "Crystallographic Computing",
Munksgaard, Copenhagen (1970), 255 - 270
;
_exptl_absorpt_correction_T_min  0.8428
_exptl_absorpt_correction_T_max  0.9566
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'

_diffrn_detector                 Pilatus200K
_diffrn_detector_type            'DECTRIS PILATUS 200K'
_diffrn_detector_area_resol_mean 5.81

_diffrn_source                   Cu-Genix
_diffrn_source_type              ?
_diffrn_radiation_probe          x-ray
_diffrn_source_target            ?
_diffrn_source_voltage           50
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '1.2 mm, 0.6 diameter'

_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_measurement_details      
; 911 frames, detector distance = 40 mm
;

_diffrn_reflns_number            5603
_diffrn_reflns_av_unetI/netI     0.0602
_diffrn_reflns_av_R_equivalents  0.0839
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         4.987
_diffrn_reflns_theta_max         68.459
_diffrn_reflns_theta_full        67.686
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             2433
_reflns_number_gt                2119
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2433
_refine_ls_number_parameters     186
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1087
_refine_ls_R_factor_gt           0.1028
_refine_ls_wR_factor_ref         0.2665
_refine_ls_wR_factor_gt          0.2527
_refine_ls_goodness_of_fit_ref   1.180
_refine_ls_restrained_S_all      1.180
_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
C1 C 0.62318(19) 0.56987(17) 0.7176(3) 0.0166(6) Uani 1 1 d . . . . .
H1A H 0.635612 0.624198 0.650450 0.020 Uiso 1 1 calc R U . . .
C2 C 0.6513(2) 0.44528(19) 0.8931(3) 0.0216(6) Uani 1 1 d . . . . .
H2A H 0.688336 0.397527 0.970316 0.026 Uiso 1 1 calc R U . . .
C3 C 0.5393(2) 0.45431(18) 0.8381(3) 0.0194(6) Uani 1 1 d . . . . .
H3A H 0.482681 0.414493 0.868914 0.023 Uiso 1 1 calc R U . . .
C4 C 0.41742(18) 0.57074(16) 0.6399(2) 0.0150(6) Uani 1 1 d . . . . .
C5 C 0.24372(19) 0.58813(16) 0.5585(2) 0.0149(6) Uani 1 1 d . . . . .
C6 C 0.12580(19) 0.58571(18) 0.5268(3) 0.0185(6) Uani 1 1 d . . . . .
H6A H 0.087249 0.540378 0.582739 0.022 Uiso 1 1 calc R U . . .
C7 C 0.0676(2) 0.65165(17) 0.4112(3) 0.0208(6) Uani 1 1 d . . . . .
H7A H -0.012269 0.651800 0.388098 0.025 Uiso 1 1 calc R U . . .
C8 C 0.1246(2) 0.71849(18) 0.3274(3) 0.0213(6) Uani 1 1 d . . . . .
H8A H 0.082245 0.762045 0.247667 0.026 Uiso 1 1 calc R U . . .
C9 C 0.2407(2) 0.72230(17) 0.3583(3) 0.0189(6) Uani 1 1 d . . . . .
H9A H 0.278545 0.767845 0.301634 0.023 Uiso 1 1 calc R U . . .
C10 C 0.30069(19) 0.65666(16) 0.4760(2) 0.0147(5) Uani 1 1 d . . . . .
C11 C 0.82554(19) 0.53522(19) 0.8477(3) 0.0212(6) Uani 1 1 d . . . . .
H11A H 0.862653 0.470560 0.829099 0.025 Uiso 1 1 calc R U . . .
C12 C 0.8673(2) 0.5653(3) 1.0247(3) 0.0359(8) Uani 1 1 d . . . . .
H12A H 0.829499 0.627204 1.046436 0.043 Uiso 1 1 calc R U . . .
H12B H 0.948624 0.576619 1.046518 0.043 Uiso 1 1 calc R U . . .
H12C H 0.850647 0.511431 1.095345 0.043 Uiso 1 1 calc R U . . .
C13 C 0.8547(2) 0.61346(19) 0.7331(3) 0.0251(6) Uani 1 1 d . . . . .
H13A H 0.936363 0.614974 0.743306 0.030 Uiso 1 1 calc R U . . .
H13B H 0.828905 0.679638 0.760757 0.030 Uiso 1 1 calc R U . . .
H13C H 0.817885 0.596403 0.620936 0.030 Uiso 1 1 calc R U . . .
N1 N 0.70228(16) 0.51783(15) 0.8172(2) 0.0178(5) Uani 1 1 d . . . . .
N2 N 0.52309(15) 0.53291(14) 0.7280(2) 0.0154(5) Uani 1 1 d . . . . .
N3 N 0.32231(16) 0.53133(14) 0.6645(2) 0.0154(5) Uani 1 1 d . . . . .
N4 N 0.41508(15) 0.64464(14) 0.5319(2) 0.0165(5) Uani 1 1 d . . . . .
O2 O 0.40934(16) 0.22665(14) 0.5150(2) 0.0236(5) Uani 1 1 d . . . . .
H4 H 0.469(3) 0.270(2) 0.512(4) 0.028 Uiso 1 1 d . U . . .
H3 H 0.378(3) 0.252(3) 0.566(4) 0.028 Uiso 1 1 d . U . . .
O1 O 0.28813(14) 0.32484(14) 0.7095(2) 0.0230(5) Uani 1 1 d . . . . .
H1 H 0.298(3) 0.391(3) 0.701(4) 0.028 Uiso 1 1 d . U . . .
H2 H 0.330(2) 0.314(2) 0.817(4) 0.028 Uiso 1 1 d . 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
C1 N1 1.326(3) . ?
C1 N2 1.336(3) . ?
C1 H1A 0.9500 . ?
C2 C3 1.348(3) . ?
C2 N1 1.378(3) . ?
C2 H2A 0.9500 . ?
C3 N2 1.383(3) . ?
C3 H3A 0.9500 . ?
C4 N3 1.329(3) . ?
C4 N4 1.335(3) . ?
C4 N2 1.431(3) . ?
C5 N3 1.383(3) . ?
C5 C6 1.404(3) . ?
C5 C10 1.416(3) . ?
C6 C7 1.385(3) . ?
C6 H6A 0.9500 . ?
C7 C8 1.409(3) . ?
C7 H7A 0.9500 . ?
C8 C9 1.384(3) . ?
C8 H8A 0.9500 . ?
C9 C10 1.401(3) . ?
C9 H9A 0.9500 . ?
C10 N4 1.381(3) . ?
C11 N1 1.486(3) . ?
C11 C13 1.514(4) . ?
C11 C12 1.520(3) . ?
C11 H11A 1.0000 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
O2 H4 0.93(3) . ?
O2 H3 0.72(4) . ?
O1 H1 0.89(4) . ?
O1 H2 0.95(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 N2 108.4(2) . . ?
N1 C1 H1A 125.8 . . ?
N2 C1 H1A 125.8 . . ?
C3 C2 N1 107.7(2) . . ?
C3 C2 H2A 126.2 . . ?
N1 C2 H2A 126.2 . . ?
C2 C3 N2 106.5(2) . . ?
C2 C3 H3A 126.7 . . ?
N2 C3 H3A 126.7 . . ?
N3 C4 N4 120.4(2) . . ?
N3 C4 N2 119.9(2) . . ?
N4 C4 N2 119.7(2) . . ?
N3 C5 C6 130.3(2) . . ?
N3 C5 C10 108.87(19) . . ?
C6 C5 C10 120.8(2) . . ?
C7 C6 C5 117.8(2) . . ?
C7 C6 H6A 121.1 . . ?
C5 C6 H6A 121.1 . . ?
C6 C7 C8 121.2(2) . . ?
C6 C7 H7A 119.4 . . ?
C8 C7 H7A 119.4 . . ?
C9 C8 C7 121.7(2) . . ?
C9 C8 H8A 119.2 . . ?
C7 C8 H8A 119.2 . . ?
C8 C9 C10 117.7(2) . . ?
C8 C9 H9A 121.2 . . ?
C10 C9 H9A 121.2 . . ?
N4 C10 C9 130.2(2) . . ?
N4 C10 C5 108.95(18) . . ?
C9 C10 C5 120.8(2) . . ?
N1 C11 C13 111.46(19) . . ?
N1 C11 C12 108.72(19) . . ?
C13 C11 C12 111.7(2) . . ?
N1 C11 H11A 108.3 . . ?
C13 C11 H11A 108.3 . . ?
C12 C11 H11A 108.3 . . ?
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 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C1 N1 C2 108.61(19) . . ?
C1 N1 C11 126.63(19) . . ?
C2 N1 C11 124.74(19) . . ?
C1 N2 C3 108.81(19) . . ?
C1 N2 C4 124.7(2) . . ?
C3 N2 C4 126.5(2) . . ?
C4 N3 C5 100.90(18) . . ?
C4 N4 C10 100.83(17) . . ?
H4 O2 H3 104(3) . . ?
H1 O1 H2 100(3) . . ?

_refine_diff_density_max         0.651
_refine_diff_density_min         -0.570
_refine_diff_density_rms         0.158

####################################################################### 
# 
# 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_i2520
_database_code_depnum_ccdc_archive 'CCDC 1939120'
loop_
_audit_author_name
_audit_author_address
'Clemens Bruhn'
;University of Kassel
Germany
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-07-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11 H10 N4 S'
_chemical_formula_weight         230.29

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'
S S 0.1246 0.1234 '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/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   5.7440(4)
_cell_length_b                   14.7496(13)
_cell_length_c                   12.5630(8)
_cell_angle_alpha                90
_cell_angle_beta                 99.892(5)
_cell_angle_gamma                90
_cell_volume                     1048.54(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5573
_cell_measurement_theta_min      2.15
_cell_measurement_theta_max      26.27

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.459
_exptl_crystal_F_000             480
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.550
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.283
_shelx_estimated_absorpt_T_min   0.860
_shelx_estimated_absorpt_T_max   0.994
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.9656
_exptl_absorpt_correction_T_max  0.9957
_exptl_absorpt_process_details   'X-red ver. 1.58 (Stoe & Cie. 2012)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 6.67
_diffrn_source                   'Genix Mo HF'
_diffrn_source_voltage           50
_diffrn_source_current           1.000
_diffrn_source_power             0.050
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_collimation    '1.2, 0.6 mm diameter, multiple pinhole'
_diffrn_measurement_method       'rotation method'
_diffrn_measurement_details      
; 136 frames, detector distance = 130 mm
;

_diffrn_reflns_number            4849
_diffrn_reflns_av_unetI/netI     0.0275
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.148
_diffrn_reflns_theta_max         25.638
_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 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             1966
_reflns_number_gt                1642
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0535P)²+0.3610P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1966
_refine_ls_number_parameters     149
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0344
_refine_ls_wR_factor_ref         0.0919
_refine_ls_wR_factor_gt          0.0880
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_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 0.6218(3) 0.66043(12) 0.35506(14) 0.0229(4) Uani 1 1 d . . . . .
C2 C 0.7489(3) 0.72503(13) 0.21300(14) 0.0269(4) Uani 1 1 d . . . . .
H2A H 0.8427 0.7597 0.1727 0.032 Uiso 1 1 calc R U . . .
C3 C 0.5552(3) 0.67829(12) 0.17257(14) 0.0244(4) Uani 1 1 d . . . . .
H3A H 0.4852 0.6736 0.0986 0.029 Uiso 1 1 calc R U . . .
C4 C 0.9803(4) 0.75636(14) 0.39920(16) 0.0331(4) Uani 1 1 d . . . . .
H4C H 1.0724 0.7957 0.3592 0.040 Uiso 1 1 calc R U . . .
H4B H 1.0832 0.7092 0.4368 0.040 Uiso 1 1 calc R U . . .
H4A H 0.9137 0.7926 0.4521 0.040 Uiso 1 1 calc R U . . .
C5 C 0.2735(3) 0.58314(12) 0.24686(13) 0.0212(4) Uani 1 1 d . . . . .
C6 C -0.0009(3) 0.49216(12) 0.28578(13) 0.0225(4) Uani 1 1 d . . . . .
C7 C -0.1533(3) 0.43760(13) 0.33116(14) 0.0253(4) Uani 1 1 d . . . . .
H7A H -0.1252 0.4235 0.4061 0.030 Uiso 1 1 calc R U . . .
C8 C -0.3493(3) 0.40446(13) 0.26196(14) 0.0264(4) Uani 1 1 d . . . . .
H8A H -0.4595 0.3673 0.2901 0.032 Uiso 1 1 calc R U . . .
C9 C -0.3875(3) 0.42474(12) 0.15138(14) 0.0267(4) Uani 1 1 d . . . . .
H9A H -0.5229 0.4007 0.1061 0.032 Uiso 1 1 calc R U . . .
C10 C -0.2339(3) 0.47871(12) 0.10641(14) 0.0250(4) Uani 1 1 d . . . . .
H10A H -0.2605 0.4915 0.0312 0.030 Uiso 1 1 calc R U . . .
C11 C -0.0379(3) 0.51381(12) 0.17519(13) 0.0220(4) Uani 1 1 d . . . . .
N1 N 0.7892(3) 0.71410(11) 0.32410(12) 0.0254(3) Uani 1 1 d . . . . .
N2 N 0.4744(3) 0.63740(10) 0.26015(11) 0.0217(3) Uani 1 1 d . . . . .
N3 N 0.2022(3) 0.53830(10) 0.32992(11) 0.0228(3) Uani 1 1 d . . . . .
H3 H 0.279(4) 0.5383(14) 0.3904(17) 0.027 Uiso 1 1 d . U . . .
N4 N 0.1381(3) 0.57207(10) 0.15278(11) 0.0230(3) Uani 1 1 d . . . . .
S1 S 0.60314(8) 0.63182(3) 0.48260(3) 0.02742(16) 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 N1 1.353(2) . ?
C1 N2 1.381(2) . ?
C1 S1 1.6781(17) . ?
C2 C3 1.333(3) . ?
C2 N1 1.384(2) . ?
C2 H2A 0.9500 . ?
C3 N2 1.402(2) . ?
C3 H3A 0.9500 . ?
C4 N1 1.459(2) . ?
C4 H4C 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4A 0.9800 . ?
C5 N4 1.309(2) . ?
C5 N3 1.357(2) . ?
C5 N2 1.390(2) . ?
C6 N3 1.382(2) . ?
C6 C7 1.382(3) . ?
C6 C11 1.406(2) . ?
C7 C8 1.388(3) . ?
C7 H7A 0.9500 . ?
C8 C9 1.401(2) . ?
C8 H8A 0.9500 . ?
C9 C10 1.380(3) . ?
C9 H9A 0.9500 . ?
C10 C11 1.395(3) . ?
C10 H10A 0.9500 . ?
C11 N4 1.392(2) . ?
N3 H3 0.81(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
N1 C1 N2 104.85(14) . . ?
N1 C1 S1 125.93(13) . . ?
N2 C1 S1 129.21(14) . . ?
C3 C2 N1 107.94(16) . . ?
C3 C2 H2A 126.0 . . ?
N1 C2 H2A 126.0 . . ?
C2 C3 N2 106.90(15) . . ?
C2 C3 H3A 126.6 . . ?
N2 C3 H3A 126.6 . . ?
N1 C4 H4C 109.5 . . ?
N1 C4 H4B 109.5 . . ?
H4C C4 H4B 109.5 . . ?
N1 C4 H4A 109.5 . . ?
H4C C4 H4A 109.5 . . ?
H4B C4 H4A 109.5 . . ?
N4 C5 N3 115.00(16) . . ?
N4 C5 N2 122.18(15) . . ?
N3 C5 N2 122.82(15) . . ?
N3 C6 C7 132.22(16) . . ?
N3 C6 C11 104.99(15) . . ?
C7 C6 C11 122.76(16) . . ?
C6 C7 C8 116.72(16) . . ?
C6 C7 H7A 121.6 . . ?
C8 C7 H7A 121.6 . . ?
C7 C8 C9 121.21(17) . . ?
C7 C8 H8A 119.4 . . ?
C9 C8 H8A 119.4 . . ?
C10 C9 C8 121.79(17) . . ?
C10 C9 H9A 119.1 . . ?
C8 C9 H9A 119.1 . . ?
C9 C10 C11 117.73(16) . . ?
C9 C10 H10A 121.1 . . ?
C11 C10 H10A 121.1 . . ?
N4 C11 C10 129.82(15) . . ?
N4 C11 C6 110.39(15) . . ?
C10 C11 C6 119.77(17) . . ?
C1 N1 C2 110.73(15) . . ?
C1 N1 C4 123.84(15) . . ?
C2 N1 C4 125.40(16) . . ?
C1 N2 C5 128.20(15) . . ?
C1 N2 C3 109.58(15) . . ?
C5 N2 C3 122.21(14) . . ?
C5 N3 C6 106.08(14) . . ?
C5 N3 H3 122.2(15) . . ?
C6 N3 H3 131.5(15) . . ?
C5 N4 C11 103.54(14) . . ?

_refine_diff_density_max         0.213
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.049

####################################################################### 
# 
# 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_i2828
_database_code_depnum_ccdc_archive 'CCDC 1939117'
loop_
_audit_author_name
_audit_author_address
'Clemens Bruhn'
;University of Kassel
Germany
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-07-19 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         'C24 H20 B, C14 H17 N4'
_chemical_formula_sum            'C38 H37 B N4'
_chemical_formula_weight         560.52

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'
B B 0.0013 0.0007 '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'

_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                   10.9377(4)
_cell_length_b                   16.6444(7)
_cell_length_c                   16.3724(6)
_cell_angle_alpha                90
_cell_angle_beta                 92.771(3)
_cell_angle_gamma                90
_cell_volume                     2977.1(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    18528
_cell_measurement_theta_min      1.74
_cell_measurement_theta_max      26.24

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_F_000             1192
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.292
_exptl_crystal_size_mid          0.151
_exptl_crystal_size_min          0.139
_exptl_absorpt_coefficient_mu    0.073
_shelx_estimated_absorpt_T_min   0.979
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in
F. R. Ahmed (Editor), "Crystallographic Computing",
Munksgaard, Copenhagen (1970), 255 - 270
;
_exptl_absorpt_correction_T_min  0.9853
_exptl_absorpt_correction_T_max  0.9919
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       '2-circle diffractometer'
_diffrn_measurement_device_type  'STOE IPDS II'

_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            'STOE Imaging Plate'
_diffrn_detector_area_resol_mean 6.67

_diffrn_source                   'Genix Mo HF'
_diffrn_source_type              ?
_diffrn_radiation_probe          x-ray
_diffrn_source_target            ?
_diffrn_source_voltage           50
_diffrn_source_current           1.000
_diffrn_source_power             0.050
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_collimation    '1.2, 0.6 mm diameter, multiple pinhole'

_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_measurement_details      
; 142 frames, detector distance = 130 mm
;

_diffrn_reflns_number            13311
_diffrn_reflns_av_unetI/netI     0.0143
_diffrn_reflns_av_R_equivalents  0.0141
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.746
_diffrn_reflns_theta_max         25.721
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5594
_reflns_number_gt                4927
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0331P)²+1.2749P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5594
_refine_ls_number_parameters     394
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0335
_refine_ls_wR_factor_ref         0.0817
_refine_ls_wR_factor_gt          0.0782
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_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
C1 C 0.43078(11) 0.33842(7) 0.52980(7) 0.0208(2) Uani 1 1 d . . . . .
H1A H 0.494863 0.301511 0.520441 0.025 Uiso 1 1 calc R U . . .
C2 C 0.25894(11) 0.40601(8) 0.51785(8) 0.0254(3) Uani 1 1 d . . . . .
H2A H 0.181007 0.424000 0.497229 0.030 Uiso 1 1 calc R U . . .
C3 C 0.31945(11) 0.43320(7) 0.58536(7) 0.0243(3) Uani 1 1 d . . . . .
H3A H 0.293240 0.473828 0.621324 0.029 Uiso 1 1 calc R U . . .
C4 C 0.52471(11) 0.40396(7) 0.65071(7) 0.0199(2) Uani 1 1 d . . . . .
C5 C 0.61484(11) 0.43170(7) 0.76860(7) 0.0197(2) Uani 1 1 d . . . . .
C6 C 0.64897(11) 0.45298(7) 0.84850(7) 0.0227(3) Uani 1 1 d . . . . .
H6A H 0.590649 0.458807 0.889243 0.027 Uiso 1 1 calc R U . . .
C7 C 0.77227(11) 0.46515(7) 0.86532(7) 0.0233(3) Uani 1 1 d . . . . .
H7A H 0.799517 0.480623 0.919011 0.028 Uiso 1 1 calc R U . . .
C8 C 0.85862(11) 0.45540(7) 0.80562(7) 0.0237(3) Uani 1 1 d . . . . .
H8A H 0.942838 0.463927 0.819902 0.028 Uiso 1 1 calc R U . . .
C9 C 0.82400(11) 0.43372(7) 0.72667(7) 0.0229(3) Uani 1 1 d . . . . .
H9A H 0.882886 0.426675 0.686478 0.027 Uiso 1 1 calc R U . . .
C10 C 0.69941(11) 0.42248(7) 0.70779(7) 0.0194(2) Uani 1 1 d . . . . .
C11 C 0.29332(11) 0.30464(7) 0.40484(7) 0.0233(3) Uani 1 1 d . . . . .
C12 C 0.39763(13) 0.25038(8) 0.38215(8) 0.0296(3) Uani 1 1 d . . . . .
H12A H 0.471764 0.282573 0.376522 0.036 Uiso 1 1 calc R U . . .
H12B H 0.376120 0.223466 0.330185 0.036 Uiso 1 1 calc R U . . .
H12C H 0.412447 0.210007 0.425057 0.036 Uiso 1 1 calc R U . . .
C13 C 0.27017(13) 0.36945(8) 0.34055(8) 0.0322(3) Uani 1 1 d . . . . .
H13A H 0.246798 0.344326 0.287954 0.039 Uiso 1 1 calc R U . . .
H13B H 0.344827 0.401165 0.335127 0.039 Uiso 1 1 calc R U . . .
H13C H 0.203941 0.404649 0.357108 0.039 Uiso 1 1 calc R U . . .
C14 C 0.17782(13) 0.25680(9) 0.41862(9) 0.0354(3) Uani 1 1 d . . . . .
H14A H 0.193967 0.218061 0.462909 0.042 Uiso 1 1 calc R U . . .
H14B H 0.152637 0.228038 0.368350 0.042 Uiso 1 1 calc R U . . .
H14C H 0.112370 0.293435 0.433475 0.042 Uiso 1 1 calc R U . . .
C15 C 0.15891(10) 0.15579(7) 0.66887(7) 0.0185(2) Uani 1 1 d . . . . .
C16 C 0.03901(11) 0.12784(7) 0.67600(7) 0.0222(2) Uani 1 1 d . . . . .
H16A H 0.027722 0.074115 0.693725 0.027 Uiso 1 1 calc R U . . .
C17 C -0.06362(11) 0.17431(8) 0.65859(7) 0.0232(3) Uani 1 1 d . . . . .
H17A H -0.142917 0.151860 0.662829 0.028 Uiso 1 1 calc R U . . .
C18 C -0.05089(11) 0.25317(8) 0.63510(8) 0.0254(3) Uani 1 1 d . . . . .
H18A H -0.120836 0.285592 0.622734 0.030 Uiso 1 1 calc R U . . .
C19 C 0.06585(12) 0.28430(8) 0.62986(8) 0.0281(3) Uani 1 1 d . . . . .
H19A H 0.076187 0.339065 0.615361 0.034 Uiso 1 1 calc R U . . .
C20 C 0.16801(11) 0.23612(7) 0.64563(7) 0.0226(3) Uani 1 1 d . . . . .
H20A H 0.246998 0.258725 0.640389 0.027 Uiso 1 1 calc R U . . .
C21 C 0.40079(10) 0.12752(7) 0.64927(7) 0.0187(2) Uani 1 1 d . . . . .
C22 C 0.47871(11) 0.18471(7) 0.68741(7) 0.0212(2) Uani 1 1 d . . . . .
H22A H 0.456422 0.207462 0.737781 0.025 Uiso 1 1 calc R U . . .
C23 C 0.58718(11) 0.20932(7) 0.65433(7) 0.0228(3) Uani 1 1 d . . . . .
H23A H 0.638125 0.247309 0.682796 0.027 Uiso 1 1 calc R U . . .
C24 C 0.62153(11) 0.17881(7) 0.58010(7) 0.0236(3) Uani 1 1 d . . . . .
H24A H 0.695409 0.195763 0.557189 0.028 Uiso 1 1 calc R U . . .
C25 C 0.54621(11) 0.12320(7) 0.53997(7) 0.0231(3) Uani 1 1 d . . . . .
H25A H 0.567970 0.101919 0.488825 0.028 Uiso 1 1 calc R U . . .
C26 C 0.43867(10) 0.09838(7) 0.57438(7) 0.0208(2) Uani 1 1 d . . . . .
H26A H 0.388711 0.059940 0.545778 0.025 Uiso 1 1 calc R U . . .
C27 C 0.30181(10) 0.09648(7) 0.79116(7) 0.0186(2) Uani 1 1 d . . . . .
C28 C 0.22548(11) 0.13289(7) 0.84639(7) 0.0223(3) Uani 1 1 d . . . . .
H28A H 0.152921 0.158632 0.825666 0.027 Uiso 1 1 calc R U . . .
C29 C 0.25134(12) 0.13300(7) 0.93038(8) 0.0266(3) Uani 1 1 d . . . . .
H29A H 0.197532 0.159350 0.965525 0.032 Uiso 1 1 calc R U . . .
C30 C 0.35476(12) 0.09503(8) 0.96299(7) 0.0257(3) Uani 1 1 d . . . . .
H30A H 0.372035 0.094099 1.020405 0.031 Uiso 1 1 calc R U . . .
C31 C 0.43289(11) 0.05828(7) 0.91025(7) 0.0240(3) Uani 1 1 d . . . . .
H31A H 0.504315 0.031644 0.931580 0.029 Uiso 1 1 calc R U . . .
C32 C 0.40732(11) 0.06021(7) 0.82663(7) 0.0216(2) Uani 1 1 d . . . . .
H32A H 0.463630 0.035931 0.791769 0.026 Uiso 1 1 calc R U . . .
C33 C 0.24114(10) 0.00509(7) 0.65795(7) 0.0193(2) Uani 1 1 d . . . . .
C34 C 0.17481(11) -0.00566(7) 0.58300(7) 0.0219(3) Uani 1 1 d . . . . .
H34A H 0.150682 0.040644 0.552358 0.026 Uiso 1 1 calc R U . . .
C35 C 0.14293(11) -0.08058(8) 0.55167(8) 0.0255(3) Uani 1 1 d . . . . .
H35A H 0.098004 -0.084586 0.500709 0.031 Uiso 1 1 calc R U . . .
C36 C 0.17633(12) -0.14959(8) 0.59439(8) 0.0272(3) Uani 1 1 d . . . . .
H36A H 0.153057 -0.201025 0.573854 0.033 Uiso 1 1 calc R U . . .
C37 C 0.24419(12) -0.14225(8) 0.66748(8) 0.0263(3) Uani 1 1 d . . . . .
H37A H 0.269669 -0.188988 0.696945 0.032 Uiso 1 1 calc R U . . .
C38 C 0.27528(11) -0.06634(7) 0.69801(7) 0.0219(2) Uani 1 1 d . . . . .
H38A H 0.321849 -0.062959 0.748401 0.026 Uiso 1 1 calc R U . . .
B1 B 0.27549(12) 0.09641(8) 0.69146(8) 0.0186(3) Uani 1 1 d . . . . .
N1 N 0.32921(9) 0.34743(6) 0.48343(6) 0.0202(2) Uani 1 1 d . . . . .
N2 N 0.42764(9) 0.39032(6) 0.59222(6) 0.0204(2) Uani 1 1 d . . . . .
N3 N 0.50128(9) 0.41863(6) 0.72963(6) 0.0213(2) Uani 1 1 d . . . . .
H1 H 0.4276(13) 0.4174(8) 0.7519(8) 0.026 Uiso 1 1 d . U . . .
N4 N 0.63881(9) 0.40548(6) 0.63279(6) 0.0210(2) 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 N1 1.3234(15) . ?
C1 N2 1.3399(15) . ?
C1 H1A 0.9500 . ?
C2 C3 1.3392(17) . ?
C2 N1 1.3787(15) . ?
C2 H2A 0.9500 . ?
C3 N2 1.3818(15) . ?
C3 H3A 0.9500 . ?
C4 N4 1.2959(15) . ?
C4 N3 1.3515(15) . ?
C4 N2 1.4134(15) . ?
C5 N3 1.3859(15) . ?
C5 C6 1.3889(16) . ?
C5 C10 1.3998(16) . ?
C6 C7 1.3783(17) . ?
C6 H6A 0.9500 . ?
C7 C8 1.4011(17) . ?
C7 H7A 0.9500 . ?
C8 C9 1.3774(17) . ?
C8 H8A 0.9500 . ?
C9 C10 1.3953(16) . ?
C9 H9A 0.9500 . ?
C10 N4 1.3958(15) . ?
C11 N1 1.5060(14) . ?
C11 C12 1.5154(17) . ?
C11 C14 1.5194(18) . ?
C11 C13 1.5198(17) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C20 1.3951(17) . ?
C15 C16 1.4017(16) . ?
C15 B1 1.6414(17) . ?
C16 C17 1.3815(17) . ?
C16 H16A 0.9500 . ?
C17 C18 1.3768(18) . ?
C17 H17A 0.9500 . ?
C18 C19 1.3845(18) . ?
C18 H18A 0.9500 . ?
C19 C20 1.3894(17) . ?
C19 H19A 0.9500 . ?
C20 H20A 0.9500 . ?
C21 C26 1.3997(16) . ?
C21 C22 1.4040(17) . ?
C21 B1 1.6477(17) . ?
C22 C23 1.3895(17) . ?
C22 H22A 0.9500 . ?
C23 C24 1.3857(18) . ?
C23 H23A 0.9500 . ?
C24 C25 1.3839(18) . ?
C24 H24A 0.9500 . ?
C25 C26 1.3913(17) . ?
C25 H25A 0.9500 . ?
C26 H26A 0.9500 . ?
C27 C28 1.3981(17) . ?
C27 C32 1.4031(16) . ?
C27 B1 1.6437(17) . ?
C28 C29 1.3905(17) . ?
C28 H28A 0.9500 . ?
C29 C30 1.3804(18) . ?
C29 H29A 0.9500 . ?
C30 C31 1.3861(18) . ?
C30 H30A 0.9500 . ?
C31 C32 1.3843(17) . ?
C31 H31A 0.9500 . ?
C32 H32A 0.9500 . ?
C33 C38 1.3999(17) . ?
C33 C34 1.4065(16) . ?
C33 B1 1.6530(17) . ?
C34 C35 1.3865(17) . ?
C34 H34A 0.9500 . ?
C35 C36 1.3845(18) . ?
C35 H35A 0.9500 . ?
C36 C37 1.3828(18) . ?
C36 H36A 0.9500 . ?
C37 C38 1.3948(17) . ?
C37 H37A 0.9500 . ?
C38 H38A 0.9500 . ?
N3 H1 0.901(14) . ?

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
N1 C1 N2 108.22(10) . . ?
N1 C1 H1A 125.9 . . ?
N2 C1 H1A 125.9 . . ?
C3 C2 N1 108.26(11) . . ?
C3 C2 H2A 125.9 . . ?
N1 C2 H2A 125.9 . . ?
C2 C3 N2 106.24(11) . . ?
C2 C3 H3A 126.9 . . ?
N2 C3 H3A 126.9 . . ?
N4 C4 N3 116.24(10) . . ?
N4 C4 N2 123.35(10) . . ?
N3 C4 N2 120.38(10) . . ?
N3 C5 C6 131.90(11) . . ?
N3 C5 C10 105.29(10) . . ?
C6 C5 C10 122.76(11) . . ?
C7 C6 C5 116.20(11) . . ?
C7 C6 H6A 121.9 . . ?
C5 C6 H6A 121.9 . . ?
C6 C7 C8 121.98(11) . . ?
C6 C7 H7A 119.0 . . ?
C8 C7 H7A 119.0 . . ?
C9 C8 C7 121.40(11) . . ?
C9 C8 H8A 119.3 . . ?
C7 C8 H8A 119.3 . . ?
C8 C9 C10 117.66(11) . . ?
C8 C9 H9A 121.2 . . ?
C10 C9 H9A 121.2 . . ?
C9 C10 N4 129.73(11) . . ?
C9 C10 C5 119.98(11) . . ?
N4 C10 C5 110.23(10) . . ?
N1 C11 C12 108.85(10) . . ?
N1 C11 C14 107.77(10) . . ?
C12 C11 C14 111.42(11) . . ?
N1 C11 C13 106.50(10) . . ?
C12 C11 C13 110.82(11) . . ?
C14 C11 C13 111.28(11) . . ?
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 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C20 C15 C16 114.84(11) . . ?
C20 C15 B1 125.01(10) . . ?
C16 C15 B1 120.08(10) . . ?
C17 C16 C15 123.45(11) . . ?
C17 C16 H16A 118.3 . . ?
C15 C16 H16A 118.3 . . ?
C18 C17 C16 119.95(11) . . ?
C18 C17 H17A 120.0 . . ?
C16 C17 H17A 120.0 . . ?
C17 C18 C19 118.70(11) . . ?
C17 C18 H18A 120.7 . . ?
C19 C18 H18A 120.7 . . ?
C18 C19 C20 120.55(12) . . ?
C18 C19 H19A 119.7 . . ?
C20 C19 H19A 119.7 . . ?
C19 C20 C15 122.45(11) . . ?
C19 C20 H20A 118.8 . . ?
C15 C20 H20A 118.8 . . ?
C26 C21 C22 115.18(10) . . ?
C26 C21 B1 123.08(10) . . ?
C22 C21 B1 121.73(10) . . ?
C23 C22 C21 122.54(11) . . ?
C23 C22 H22A 118.7 . . ?
C21 C22 H22A 118.7 . . ?
C24 C23 C22 120.44(11) . . ?
C24 C23 H23A 119.8 . . ?
C22 C23 H23A 119.8 . . ?
C25 C24 C23 118.75(11) . . ?
C25 C24 H24A 120.6 . . ?
C23 C24 H24A 120.6 . . ?
C24 C25 C26 120.13(11) . . ?
C24 C25 H25A 119.9 . . ?
C26 C25 H25A 119.9 . . ?
C25 C26 C21 122.94(11) . . ?
C25 C26 H26A 118.5 . . ?
C21 C26 H26A 118.5 . . ?
C28 C27 C32 115.07(10) . . ?
C28 C27 B1 124.14(10) . . ?
C32 C27 B1 120.78(10) . . ?
C29 C28 C27 122.74(11) . . ?
C29 C28 H28A 118.6 . . ?
C27 C28 H28A 118.6 . . ?
C30 C29 C28 120.37(12) . . ?
C30 C29 H29A 119.8 . . ?
C28 C29 H29A 119.8 . . ?
C29 C30 C31 118.65(11) . . ?
C29 C30 H30A 120.7 . . ?
C31 C30 H30A 120.7 . . ?
C32 C31 C30 120.31(11) . . ?
C32 C31 H31A 119.8 . . ?
C30 C31 H31A 119.8 . . ?
C31 C32 C27 122.83(11) . . ?
C31 C32 H32A 118.6 . . ?
C27 C32 H32A 118.6 . . ?
C38 C33 C34 114.55(11) . . ?
C38 C33 B1 125.04(10) . . ?
C34 C33 B1 120.40(10) . . ?
C35 C34 C33 123.16(11) . . ?
C35 C34 H34A 118.4 . . ?
C33 C34 H34A 118.4 . . ?
C36 C35 C34 120.25(11) . . ?
C36 C35 H35A 119.9 . . ?
C34 C35 H35A 119.9 . . ?
C37 C36 C35 118.77(12) . . ?
C37 C36 H36A 120.6 . . ?
C35 C36 H36A 120.6 . . ?
C36 C37 C38 120.10(12) . . ?
C36 C37 H37A 119.9 . . ?
C38 C37 H37A 119.9 . . ?
C37 C38 C33 123.13(11) . . ?
C37 C38 H38A 118.4 . . ?
C33 C38 H38A 118.4 . . ?
C15 B1 C27 108.67(9) . . ?
C15 B1 C21 111.66(9) . . ?
C27 B1 C21 107.87(9) . . ?
C15 B1 C33 108.50(9) . . ?
C27 B1 C33 110.88(9) . . ?
C21 B1 C33 109.27(9) . . ?
C1 N1 C2 108.35(10) . . ?
C1 N1 C11 127.83(10) . . ?
C2 N1 C11 123.80(10) . . ?
C1 N2 C3 108.93(10) . . ?
C1 N2 C4 125.04(10) . . ?
C3 N2 C4 125.76(10) . . ?
C4 N3 C5 105.15(10) . . ?
C4 N3 H1 126.7(9) . . ?
C5 N3 H1 128.0(9) . . ?
C4 N4 C10 103.08(10) . . ?

_refine_diff_density_max         0.281
_refine_diff_density_min         -0.198
_refine_diff_density_rms         0.032

####################################################################### 
# 
# 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_sv0620
_database_code_depnum_ccdc_archive 'CCDC 1939122'
loop_
_audit_author_name
_audit_author_address
'Clemens Bruhn'
;University of Kassel
Germany
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-07-19 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         ?
_chemical_formula_sum            'C14 H16 N4 S'
_chemical_formula_weight         272.37

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   17.423(2)
_cell_length_b                   11.8598(10)
_cell_length_c                   6.6646(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1377.1(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9655
_cell_measurement_theta_min      2.08
_cell_measurement_theta_max      30.09

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_F_000             576
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.227
_shelx_estimated_absorpt_T_min   0.941
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in
F. R. Ahmed (Editor), "Crystallographic Computing",
Munksgaard, Copenhagen (1970), 255 - 270
;
_exptl_absorpt_correction_T_min  0.9673
_exptl_absorpt_correction_T_max  0.9913
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'

_diffrn_detector                 Pilatus200K
_diffrn_detector_type            'DECTRIS PILATUS 200K'
_diffrn_detector_area_resol_mean 5.81

_diffrn_source                   'Mo Genix'
_diffrn_source_type              ?
_diffrn_radiation_probe          x-ray
_diffrn_source_target            ?
_diffrn_source_voltage           50
_diffrn_source_current           1.000
_diffrn_source_power             0.050
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '1.2 0.6 mm diameter'

_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_measurement_details      
; 192 frames, detector distance = 40 mm
;

_diffrn_reflns_number            4606
_diffrn_reflns_av_unetI/netI     0.0662
_diffrn_reflns_av_R_equivalents  0.0584
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         2.077
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2449
_reflns_number_gt                1983
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.834
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 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)+(0.0490P)²+13.7402P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_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   0.3(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2449
_refine_ls_number_parameters     176
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1375
_refine_ls_R_factor_gt           0.1166
_refine_ls_wR_factor_ref         0.2720
_refine_ls_wR_factor_gt          0.2577
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_restrained_S_all      1.109
_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
C1 C 0.4771(8) 0.3043(11) 0.5246(18) 0.034(3) Uani 1 1 d . . . . .
C2 C 0.5253(7) 0.3376(10) 0.8323(17) 0.033(3) Uani 1 1 d . . . . .
H2A H 0.557347 0.331907 0.947193 0.039 Uiso 1 1 calc R U . . .
C3 C 0.4650(6) 0.4109(9) 0.8074(17) 0.026(2) Uani 1 1 d . . . . .
H3A H 0.447191 0.465126 0.901512 0.031 Uiso 1 1 calc R U . . .
C4 C 0.2779(7) 0.5653(11) 0.5231(19) 0.035(3) Uani 1 1 d . . . . .
C5 C 0.2214(8) 0.6417(13) 0.556(2) 0.041(3) Uani 1 1 d . . . . .
H5A H 0.214431 0.674767 0.684402 0.049 Uiso 1 1 calc R U . . .
C6 C 0.1739(8) 0.6702(15) 0.396(2) 0.054(5) Uani 1 1 d . . . . .
H6A H 0.132079 0.720113 0.417570 0.064 Uiso 1 1 calc R U . . .
C7 C 0.1870(8) 0.6266(14) 0.207(2) 0.044(4) Uani 1 1 d . . . . .
H7A H 0.156035 0.652536 0.098796 0.052 Uiso 1 1 calc R U . . .
C008 C 0.3715(7) 0.4510(9) 0.5419(17) 0.026(3) Uani 1 1 d . . . . .
C8 C 0.2433(8) 0.5466(14) 0.167(2) 0.044(3) Uani 1 1 d . . . . .
H8A H 0.250064 0.513698 0.038568 0.053 Uiso 1 1 calc R U . . .
C9 C 0.2891(7) 0.5186(11) 0.3307(18) 0.036(3) Uani 1 1 d . . . . .
C10 C 0.5850(8) 0.1766(10) 0.637(2) 0.035(3) Uani 1 1 d . . . . .
C11 C 0.6334(11) 0.1637(13) 0.830(2) 0.058(5) Uani 1 1 d . . . . .
H11A H 0.666430 0.230014 0.846587 0.070 Uiso 1 1 calc R U . . .
H11B H 0.665337 0.095908 0.820120 0.070 Uiso 1 1 calc R U . . .
H11C H 0.599205 0.157097 0.946278 0.070 Uiso 1 1 calc R U . . .
C12 C 0.6396(9) 0.2001(11) 0.459(2) 0.040(3) Uani 1 1 d . . . . .
H12A H 0.675199 0.136763 0.443590 0.048 Uiso 1 1 calc R U . . .
H12B H 0.668740 0.269280 0.485594 0.048 Uiso 1 1 calc R U . . .
H12C H 0.609569 0.209319 0.336107 0.048 Uiso 1 1 calc R U . . .
C13 C 0.5401(9) 0.0673(10) 0.605(2) 0.049(4) Uani 1 1 d . . . . .
H13A H 0.502542 0.058236 0.713474 0.059 Uiso 1 1 calc R U . . .
H13B H 0.575695 0.003250 0.606169 0.059 Uiso 1 1 calc R U . . .
H13C H 0.513432 0.070272 0.476007 0.059 Uiso 1 1 calc R U . . .
N1 N 0.5308(6) 0.2736(7) 0.6590(13) 0.027(2) Uani 1 1 d . . . . .
N2 N 0.4348(6) 0.3900(8) 0.6155(15) 0.030(2) Uani 1 1 d . . . . .
N3 N 0.3339(6) 0.5203(9) 0.6571(14) 0.029(2) Uani 1 1 d . . . . .
N4 N 0.3501(6) 0.4443(9) 0.3490(14) 0.031(2) Uani 1 1 d . . . . .
H4A H 0.370331 0.401844 0.254469 0.037 Uiso 1 1 calc R U . . .
S1 S 0.4602(2) 0.2534(3) 0.2909(5) 0.0391(8) 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 N1 1.346(16) . ?
C1 N2 1.393(17) . ?
C1 S1 1.697(12) . ?
C2 C3 1.374(16) . ?
C2 N1 1.386(14) . ?
C2 H2A 0.9500 . ?
C3 N2 1.405(15) . ?
C3 H3A 0.9500 . ?
C4 C5 1.356(19) . ?
C4 C9 1.410(18) . ?
C4 N3 1.426(16) . ?
C5 C6 1.389(19) . ?
C5 H5A 0.9500 . ?
C6 C7 1.38(2) . ?
C6 H6A 0.9500 . ?
C7 C8 1.39(2) . ?
C7 H7A 0.9500 . ?
C008 N3 1.301(15) . ?
C008 N4 1.342(15) . ?
C008 N2 1.408(15) . ?
C8 C9 1.390(18) . ?
C8 H8A 0.9500 . ?
C9 N4 1.386(17) . ?
C10 N1 1.495(15) . ?
C10 C13 1.529(18) . ?
C10 C12 1.544(19) . ?
C10 C11 1.547(19) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
N4 H4A 0.8800 . ?

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
N1 C1 N2 106.0(9) . . ?
N1 C1 S1 129.4(10) . . ?
N2 C1 S1 124.6(10) . . ?
C3 C2 N1 107.4(10) . . ?
C3 C2 H2A 126.3 . . ?
N1 C2 H2A 126.3 . . ?
C2 C3 N2 106.5(10) . . ?
C2 C3 H3A 126.8 . . ?
N2 C3 H3A 126.8 . . ?
C5 C4 C9 120.6(13) . . ?
C5 C4 N3 130.2(12) . . ?
C9 C4 N3 109.2(11) . . ?
C4 C5 C6 118.2(14) . . ?
C4 C5 H5A 120.9 . . ?
C6 C5 H5A 120.9 . . ?
C7 C6 C5 120.7(13) . . ?
C7 C6 H6A 119.6 . . ?
C5 C6 H6A 119.6 . . ?
C6 C7 C8 122.9(12) . . ?
C6 C7 H7A 118.6 . . ?
C8 C7 H7A 118.6 . . ?
N3 C008 N4 117.6(11) . . ?
N3 C008 N2 120.9(10) . . ?
N4 C008 N2 121.4(11) . . ?
C9 C8 C7 114.9(13) . . ?
C9 C8 H8A 122.6 . . ?
C7 C8 H8A 122.6 . . ?
N4 C9 C8 131.4(12) . . ?
N4 C9 C4 106.0(10) . . ?
C8 C9 C4 122.6(13) . . ?
N1 C10 C13 110.1(11) . . ?
N1 C10 C12 109.0(10) . . ?
C13 C10 C12 111.3(12) . . ?
N1 C10 C11 109.8(10) . . ?
C13 C10 C11 108.0(12) . . ?
C12 C10 C11 108.7(12) . . ?
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 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C1 N1 C2 111.0(10) . . ?
C1 N1 C10 125.6(10) . . ?
C2 N1 C10 123.2(10) . . ?
C1 N2 C3 109.1(10) . . ?
C1 N2 C008 129.6(10) . . ?
C3 N2 C008 121.3(10) . . ?
C008 N3 C4 102.2(10) . . ?
C008 N4 C9 105.1(10) . . ?
C008 N4 H4A 127.5 . . ?
C9 N4 H4A 127.5 . . ?

_refine_diff_density_max         0.475
_refine_diff_density_min         -0.521
_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_sv0430
_database_code_depnum_ccdc_archive 'CCDC 1939124'
loop_
_audit_author_name
_audit_author_address
'Clemens Bruhn'
;University of Kassel
Germany
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-07-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H14 N4 Se'
_chemical_formula_weight         305.24

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'
Se Se -0.0929 2.2259 '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                   7.1160(5)
_cell_length_b                   7.0723(4)
_cell_length_c                   14.8576(10)
_cell_angle_alpha                77.256(5)
_cell_angle_beta                 77.551(5)
_cell_angle_gamma                63.341(5)
_cell_volume                     645.92(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    19276
_cell_measurement_theta_min      2.83
_cell_measurement_theta_max      31.49

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.569
_exptl_crystal_F_000             308
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    2.894
_shelx_estimated_absorpt_T_min   0.391
_shelx_estimated_absorpt_T_max   0.918
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in
F. R. Ahmed (Editor), "Crystallographic Computing",
Munksgaard, Copenhagen (1970), 255 - 270
;
_exptl_absorpt_correction_T_min  0.5852
_exptl_absorpt_correction_T_max  0.9170
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'

_diffrn_detector                 Pilatus200K
_diffrn_detector_type            'DECTRIS PILATUS 200K'
_diffrn_detector_area_resol_mean 5.81

_diffrn_source                   'Mo Genix'
_diffrn_source_type              ?
_diffrn_radiation_probe          x-ray
_diffrn_source_target            ?
_diffrn_source_voltage           50
_diffrn_source_current           1.000
_diffrn_source_power             0.050
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '1.2 0.6 mm diameter'

_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_measurement_details      
; 724 frames, detector distance = 40 mm
;

_diffrn_reflns_number            8538
_diffrn_reflns_av_unetI/netI     0.0278
_diffrn_reflns_av_R_equivalents  0.0377
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.837
_diffrn_reflns_theta_max         25.486
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2398
_reflns_number_gt                2195
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0431P)²+0.6337P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2398
_refine_ls_number_parameters     168
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0338
_refine_ls_R_factor_gt           0.0293
_refine_ls_wR_factor_ref         0.0753
_refine_ls_wR_factor_gt          0.0723
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_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 0.5645(4) 0.6302(4) 0.74464(17) 0.0171(5) Uani 1 1 d . . . . .
C2 C 0.8761(4) 0.5770(4) 0.65053(19) 0.0198(5) Uani 1 1 d . . . . .
H2A H 0.9765 0.5710 0.5962 0.024 Uiso 1 1 calc R U . . .
C3 C 0.9161(4) 0.5226(4) 0.73889(19) 0.0214(5) Uani 1 1 d . . . . .
H3A H 1.0509 0.4718 0.7588 0.026 Uiso 1 1 calc R U . . .
C4 C 0.5656(4) 0.7082(4) 0.57099(18) 0.0173(5) Uani 1 1 d . . . . .
C5 C 0.3389(4) 0.7864(4) 0.47496(18) 0.0187(5) Uani 1 1 d . . . . .
C6 C 0.5315(4) 0.7871(4) 0.42757(18) 0.0191(5) Uani 1 1 d . . . . .
C7 C 0.5572(5) 0.8377(4) 0.33092(19) 0.0220(6) Uani 1 1 d . . . . .
H7A H 0.6852 0.8427 0.2977 0.026 Uiso 1 1 calc R U . . .
C8 C 0.3891(5) 0.8806(4) 0.28484(19) 0.0248(6) Uani 1 1 d . . . . .
H8A H 0.4029 0.9151 0.2189 0.030 Uiso 1 1 calc R U . . .
C9 C 0.2000(5) 0.8743(4) 0.3333(2) 0.0239(6) Uani 1 1 d . . . . .
H9A H 0.0891 0.9027 0.2994 0.029 Uiso 1 1 calc R U . . .
C10 C 0.1697(4) 0.8279(4) 0.42932(19) 0.0216(6) Uani 1 1 d . . . . .
H10A H 0.0408 0.8245 0.4623 0.026 Uiso 1 1 calc R U . . .
C11 C 0.7059(4) 0.5031(4) 0.89827(18) 0.0226(6) Uani 1 1 d . . . . .
H11A H 0.5583 0.5162 0.9212 0.027 Uiso 1 1 calc R U . . .
C12 C 0.8576(6) 0.2745(5) 0.9272(2) 0.0431(9) Uani 1 1 d . . . . .
H12A H 0.8374 0.2404 0.9952 0.052 Uiso 1 1 calc R U . . .
H12B H 1.0039 0.2571 0.9057 0.052 Uiso 1 1 calc R U . . .
H12C H 0.8296 0.1778 0.8993 0.052 Uiso 1 1 calc R U . . .
C13 C 0.7360(6) 0.6629(5) 0.9398(2) 0.0360(7) Uani 1 1 d . . . . .
H13C H 0.6318 0.8074 0.9203 0.043 Uiso 1 1 calc R U . . .
H13B H 0.8796 0.6540 0.9182 0.043 Uiso 1 1 calc R U . . .
H13A H 0.7161 0.6309 1.0079 0.043 Uiso 1 1 calc R U . . .
N1 N 0.3656(4) 0.7357(3) 0.56898(16) 0.0178(4) Uani 1 1 d . . . . .
H1 H 0.283(5) 0.723(5) 0.614(2) 0.021 Uiso 1 1 d . U . . .
N2 N 0.6740(3) 0.7359(3) 0.49030(15) 0.0186(5) Uani 1 1 d . . . . .
N3 N 0.6582(3) 0.6442(3) 0.65364(15) 0.0175(4) Uani 1 1 d . . . . .
N4 N 0.7261(4) 0.5534(3) 0.79619(15) 0.0203(5) Uani 1 1 d . . . . .
Se1 Se 0.28208(4) 0.70404(4) 0.79030(2) 0.02123(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 N4 1.356(3) . ?
C1 N3 1.376(3) . ?
C1 Se1 1.843(3) . ?
C2 C3 1.339(4) . ?
C2 N3 1.396(3) . ?
C2 H2A 0.9500 . ?
C3 N4 1.386(4) . ?
C3 H3A 0.9500 . ?
C4 N2 1.305(3) . ?
C4 N1 1.354(3) . ?
C4 N3 1.408(3) . ?
C5 C10 1.394(4) . ?
C5 N1 1.396(3) . ?
C5 C6 1.401(4) . ?
C6 C7 1.394(4) . ?
C6 N2 1.399(3) . ?
C7 C8 1.388(4) . ?
C7 H7A 0.9500 . ?
C8 C9 1.398(4) . ?
C8 H8A 0.9500 . ?
C9 C10 1.383(4) . ?
C9 H9A 0.9500 . ?
C10 H10A 0.9500 . ?
C11 N4 1.470(3) . ?
C11 C13 1.512(4) . ?
C11 C12 1.514(4) . ?
C11 H11A 1.0000 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13C 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13A 0.9800 . ?
N1 H1 0.81(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N4 C1 N3 104.9(2) . . ?
N4 C1 Se1 126.1(2) . . ?
N3 C1 Se1 129.01(18) . . ?
C3 C2 N3 106.7(2) . . ?
C3 C2 H2A 126.6 . . ?
N3 C2 H2A 126.6 . . ?
C2 C3 N4 107.9(2) . . ?
C2 C3 H3A 126.0 . . ?
N4 C3 H3A 126.0 . . ?
N2 C4 N1 115.9(2) . . ?
N2 C4 N3 120.9(2) . . ?
N1 C4 N3 123.1(2) . . ?
C10 C5 N1 132.3(3) . . ?
C10 C5 C6 122.8(2) . . ?
N1 C5 C6 104.9(2) . . ?
C7 C6 N2 129.4(3) . . ?
C7 C6 C5 119.9(2) . . ?
N2 C6 C5 110.6(2) . . ?
C8 C7 C6 117.7(3) . . ?
C8 C7 H7A 121.1 . . ?
C6 C7 H7A 121.1 . . ?
C7 C8 C9 121.4(3) . . ?
C7 C8 H8A 119.3 . . ?
C9 C8 H8A 119.3 . . ?
C10 C9 C8 121.9(3) . . ?
C10 C9 H9A 119.1 . . ?
C8 C9 H9A 119.1 . . ?
C9 C10 C5 116.2(3) . . ?
C9 C10 H10A 121.9 . . ?
C5 C10 H10A 121.9 . . ?
N4 C11 C13 110.5(2) . . ?
N4 C11 C12 110.2(2) . . ?
C13 C11 C12 112.9(2) . . ?
N4 C11 H11A 107.7 . . ?
C13 C11 H11A 107.7 . . ?
C12 C11 H11A 107.7 . . ?
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 . . ?
C11 C13 H13C 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13C C13 H13B 109.5 . . ?
C11 C13 H13A 109.5 . . ?
H13C C13 H13A 109.5 . . ?
H13B C13 H13A 109.5 . . ?
C4 N1 C5 105.5(2) . . ?
C4 N1 H1 125(2) . . ?
C5 N1 H1 130(2) . . ?
C4 N2 C6 103.1(2) . . ?
C1 N3 C2 110.0(2) . . ?
C1 N3 C4 129.2(2) . . ?
C2 N3 C4 120.7(2) . . ?
C1 N4 C3 110.4(2) . . ?
C1 N4 C11 125.3(2) . . ?
C3 N4 C11 124.3(2) . . ?

_refine_diff_density_max         0.415
_refine_diff_density_min         -0.363
_refine_diff_density_rms         0.078

####################################################################### 
# 
# 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_sv0638
_database_code_depnum_ccdc_archive 'CCDC 1939119'
loop_
_audit_author_name
_audit_author_address
'Clemens Bruhn'
;University of Kassel
Germany
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-07-19 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         ?
_chemical_formula_sum            'C14 H16 N4'
_chemical_formula_weight         240.31

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'

_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                   10.2454(12)
_cell_length_b                   17.3799(19)
_cell_length_c                   14.473(2)
_cell_angle_alpha                90
_cell_angle_beta                 98.817(11)
_cell_angle_gamma                90
_cell_volume                     2546.7(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    13470
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      31.70

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_F_000             1024
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.171
_exptl_crystal_size_mid          0.118
_exptl_crystal_size_min          0.049
_exptl_absorpt_coefficient_mu    0.078
_shelx_estimated_absorpt_T_min   0.987
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in
F. R. Ahmed (Editor), "Crystallographic Computing",
Munksgaard, Copenhagen (1970), 255 - 270
;
_exptl_absorpt_correction_T_min  0.9888
_exptl_absorpt_correction_T_max  0.9964

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'

_diffrn_detector                 Pilatus200K
_diffrn_detector_type            'DECTRIS PILATUS 200K'
_diffrn_detector_area_resol_mean 5.81

_diffrn_source                   'Mo Genix'
_diffrn_source_type              ?
_diffrn_radiation_probe          x-ray
_diffrn_source_target            ?
_diffrn_source_voltage           50
_diffrn_source_current           1.000
_diffrn_source_power             0.050
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '1.2 0.6 mm diameter'

_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_measurement_details      
; 285 frames, detector distance = 40 mm
;

_diffrn_reflns_number            15234
_diffrn_reflns_av_unetI/netI     0.0495
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.280
_diffrn_reflns_theta_max         28.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             6086
_reflns_number_gt                4281
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0603P)²+0.8422P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6086
_refine_ls_number_parameters     331
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0790
_refine_ls_R_factor_gt           0.0472
_refine_ls_wR_factor_ref         0.1264
_refine_ls_wR_factor_gt          0.1079
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_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
C1 C 0.19931(14) 0.31619(9) 0.64762(11) 0.0164(3) Uani 1 1 d . . . . .
H1A H 0.174971 0.274524 0.683903 0.020 Uiso 1 1 calc R U . . .
C2 C 0.25734(16) 0.43170(10) 0.60472(12) 0.0223(4) Uani 1 1 d . . . . .
H2A H 0.279452 0.484822 0.606862 0.027 Uiso 1 1 calc R U . . .
C3 C 0.25392(16) 0.38458(10) 0.53026(12) 0.0215(3) Uani 1 1 d . . . . .
H3A H 0.273707 0.398136 0.470341 0.026 Uiso 1 1 calc R U . . .
C4 C 0.19477(14) 0.24602(9) 0.49983(11) 0.0163(3) Uani 1 1 d . . . . .
C5 C 0.16104(14) 0.13062(9) 0.46176(11) 0.0164(3) Uani 1 1 d . . . . .
C6 C 0.13415(15) 0.05157(9) 0.45439(12) 0.0197(3) Uani 1 1 d . . . . .
H6A H 0.121380 0.022065 0.507535 0.024 Uiso 1 1 calc R U . . .
C7 C 0.12684(16) 0.01802(10) 0.36702(12) 0.0230(4) Uani 1 1 d . . . . .
H7A H 0.107859 -0.035360 0.360091 0.028 Uiso 1 1 calc R U . . .
C8 C 0.14685(17) 0.06114(10) 0.28854(12) 0.0239(4) Uani 1 1 d . . . . .
H8A H 0.141946 0.036196 0.229697 0.029 Uiso 1 1 calc R U . . .
C9 C 0.17368(16) 0.13946(10) 0.29477(12) 0.0221(4) Uani 1 1 d . . . . .
H9A H 0.187835 0.168180 0.241345 0.027 Uiso 1 1 calc R U . . .
C10 C 0.17924(15) 0.17485(9) 0.38241(11) 0.0170(3) Uani 1 1 d . . . . .
C11 C 0.20879(16) 0.41603(9) 0.77384(11) 0.0195(3) Uani 1 1 d . . . . .
C12 C 0.24137(18) 0.50174(10) 0.78038(12) 0.0260(4) Uani 1 1 d . . . . .
H12A H 0.333260 0.509606 0.771286 0.031 Uiso 1 1 calc R U . . .
H12B H 0.229251 0.521027 0.842126 0.031 Uiso 1 1 calc R U . . .
H12C H 0.182510 0.529611 0.731931 0.031 Uiso 1 1 calc R U . . .
C13 C 0.30549(17) 0.37019(10) 0.84329(12) 0.0242(4) Uani 1 1 d . . . . .
H13A H 0.303474 0.389524 0.906660 0.029 Uiso 1 1 calc R U . . .
H13B H 0.394858 0.375831 0.827866 0.029 Uiso 1 1 calc R U . . .
H13C H 0.280340 0.315746 0.839999 0.029 Uiso 1 1 calc R U . . .
C14 C 0.06581(17) 0.40118(11) 0.78767(13) 0.0282(4) Uani 1 1 d . . . . .
H14C H 0.047894 0.345789 0.783934 0.034 Uiso 1 1 calc R U . . .
H14B H 0.005765 0.427854 0.738790 0.034 Uiso 1 1 calc R U . . .
H14A H 0.052211 0.420394 0.849140 0.034 Uiso 1 1 calc R U . . .
C15 C 0.27405(14) 0.33545(9) 0.23522(11) 0.0170(3) Uani 1 1 d . . . . .
H15A H 0.234807 0.347194 0.288890 0.020 Uiso 1 1 calc R U . . .
C16 C 0.30193(15) 0.30701(9) 0.09151(11) 0.0195(3) Uani 1 1 d . . . . .
H16A H 0.283215 0.295253 0.026730 0.023 Uiso 1 1 calc R U . . .
C17 C 0.42293(16) 0.31145(9) 0.14295(11) 0.0193(3) Uani 1 1 d . . . . .
H17A H 0.505191 0.303967 0.121606 0.023 Uiso 1 1 calc R U . . .
C18 C 0.50599(14) 0.34407(9) 0.30923(11) 0.0159(3) Uani 1 1 d . . . . .
C19 C 0.60243(15) 0.38864(9) 0.43507(11) 0.0174(3) Uani 1 1 d . . . . .
C20 C 0.64309(16) 0.42377(9) 0.52155(11) 0.0204(3) Uani 1 1 d . . . . .
H20A H 0.581638 0.449242 0.553922 0.024 Uiso 1 1 calc R U . . .
C21 C 0.77546(16) 0.42025(10) 0.55839(12) 0.0222(4) Uani 1 1 d . . . . .
H21A H 0.805316 0.443715 0.617114 0.027 Uiso 1 1 calc R U . . .
C22 C 0.86741(16) 0.38253(10) 0.51072(12) 0.0232(4) Uani 1 1 d . . . . .
H22A H 0.958046 0.382180 0.537541 0.028 Uiso 1 1 calc R U . . .
C23 C 0.82894(15) 0.34604(9) 0.42587(12) 0.0204(3) Uani 1 1 d . . . . .
H23A H 0.891200 0.320155 0.394606 0.024 Uiso 1 1 calc R U . . .
C24 C 0.69429(15) 0.34873(9) 0.38771(11) 0.0174(3) Uani 1 1 d . . . . .
C25 C 0.06444(15) 0.33394(9) 0.11704(12) 0.0191(3) Uani 1 1 d . . . . .
C26 C 0.04770(18) 0.41547(11) 0.07715(14) 0.0302(4) Uani 1 1 d . . . . .
H26A H 0.076812 0.452826 0.126762 0.036 Uiso 1 1 calc R U . . .
H26B H -0.045489 0.424482 0.052266 0.036 Uiso 1 1 calc R U . . .
H26C H 0.101049 0.421325 0.026884 0.036 Uiso 1 1 calc R U . . .
C27 C -0.01018(16) 0.32423(11) 0.19905(13) 0.0275(4) Uani 1 1 d . . . . .
H27A H -0.105104 0.329966 0.177431 0.033 Uiso 1 1 calc R U . . .
H27B H 0.018949 0.363471 0.246362 0.033 Uiso 1 1 calc R U . . .
H27C H 0.007398 0.272973 0.226367 0.033 Uiso 1 1 calc R U . . .
C28 C 0.02026(18) 0.27464(13) 0.04167(15) 0.0368(5) Uani 1 1 d . . . . .
H28A H 0.072503 0.280436 -0.009241 0.044 Uiso 1 1 calc R U . . .
H28B H -0.073457 0.282359 0.017302 0.044 Uiso 1 1 calc R U . . .
H28C H 0.033210 0.222858 0.068290 0.044 Uiso 1 1 calc R U . . .
N1 N 0.22271(12) 0.38835(8) 0.67730(9) 0.0173(3) Uani 1 1 d . . . . .
N2 N 0.21613(12) 0.31282(7) 0.55784(9) 0.0167(3) Uani 1 1 d . . . . .
N3 N 0.17298(12) 0.17857(8) 0.53918(9) 0.0169(3) Uani 1 1 d . . . . .
N4 N 0.19999(13) 0.25164(8) 0.40898(9) 0.0184(3) Uani 1 1 d . . . . .
N5 N 0.20955(12) 0.32255(8) 0.14954(9) 0.0162(3) Uani 1 1 d . . . . .
N6 N 0.40358(12) 0.32903(7) 0.23274(9) 0.0157(3) Uani 1 1 d . . . . .
N7 N 0.47848(12) 0.38537(8) 0.38096(9) 0.0180(3) Uani 1 1 d . . . . .
N8 N 0.62801(12) 0.31879(8) 0.30475(9) 0.0174(3) 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 N1 1.335(2) . ?
C1 N2 1.338(2) . ?
C1 H1A 0.9500 . ?
C2 C3 1.350(2) . ?
C2 N1 1.383(2) . ?
C2 H2A 0.9500 . ?
C3 N2 1.383(2) . ?
C3 H3A 0.9500 . ?
C4 N4 1.328(2) . ?
C4 N3 1.337(2) . ?
C4 N2 1.430(2) . ?
C5 N3 1.387(2) . ?
C5 C6 1.402(2) . ?
C5 C10 1.418(2) . ?
C6 C7 1.384(2) . ?
C6 H6A 0.9500 . ?
C7 C8 1.402(2) . ?
C7 H7A 0.9500 . ?
C8 C9 1.389(2) . ?
C8 H8A 0.9500 . ?
C9 C10 1.403(2) . ?
C9 H9A 0.9500 . ?
C10 N4 1.396(2) . ?
C11 N1 1.505(2) . ?
C11 C13 1.523(2) . ?
C11 C12 1.526(2) . ?
C11 C14 1.530(2) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14C 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14A 0.9800 . ?
C15 N5 1.332(2) . ?
C15 N6 1.3377(19) . ?
C15 H15A 0.9500 . ?
C16 C17 1.347(2) . ?
C16 N5 1.385(2) . ?
C16 H16A 0.9500 . ?
C17 N6 1.379(2) . ?
C17 H17A 0.9500 . ?
C18 N7 1.327(2) . ?
C18 N8 1.336(2) . ?
C18 N6 1.4279(19) . ?
C19 N7 1.3872(19) . ?
C19 C20 1.397(2) . ?
C19 C24 1.426(2) . ?
C20 C21 1.380(2) . ?
C20 H20A 0.9500 . ?
C21 C22 1.412(2) . ?
C21 H21A 0.9500 . ?
C22 C23 1.385(2) . ?
C22 H22A 0.9500 . ?
C23 C24 1.406(2) . ?
C23 H23A 0.9500 . ?
C24 N8 1.387(2) . ?
C25 N5 1.5021(19) . ?
C25 C27 1.517(2) . ?
C25 C28 1.518(2) . ?
C25 C26 1.530(2) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 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
N1 C1 N2 108.07(14) . . ?
N1 C1 H1A 126.0 . . ?
N2 C1 H1A 126.0 . . ?
C3 C2 N1 107.33(15) . . ?
C3 C2 H2A 126.3 . . ?
N1 C2 H2A 126.3 . . ?
C2 C3 N2 106.91(14) . . ?
C2 C3 H3A 126.5 . . ?
N2 C3 H3A 126.5 . . ?
N4 C4 N3 121.41(14) . . ?
N4 C4 N2 119.73(14) . . ?
N3 C4 N2 118.84(14) . . ?
N3 C5 C6 129.96(15) . . ?
N3 C5 C10 108.81(13) . . ?
C6 C5 C10 121.23(14) . . ?
C7 C6 C5 117.70(15) . . ?
C7 C6 H6A 121.2 . . ?
C5 C6 H6A 121.2 . . ?
C6 C7 C8 121.39(15) . . ?
C6 C7 H7A 119.3 . . ?
C8 C7 H7A 119.3 . . ?
C9 C8 C7 121.56(16) . . ?
C9 C8 H8A 119.2 . . ?
C7 C8 H8A 119.2 . . ?
C8 C9 C10 117.95(15) . . ?
C8 C9 H9A 121.0 . . ?
C10 C9 H9A 121.0 . . ?
N4 C10 C9 130.65(15) . . ?
N4 C10 C5 109.18(13) . . ?
C9 C10 C5 120.16(15) . . ?
N1 C11 C13 107.50(13) . . ?
N1 C11 C12 108.58(13) . . ?
C13 C11 C12 110.82(14) . . ?
N1 C11 C14 107.24(13) . . ?
C13 C11 C14 111.36(14) . . ?
C12 C11 C14 111.17(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 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14C 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14C C14 H14B 109.5 . . ?
C11 C14 H14A 109.5 . . ?
H14C C14 H14A 109.5 . . ?
H14B C14 H14A 109.5 . . ?
N5 C15 N6 108.28(13) . . ?
N5 C15 H15A 125.9 . . ?
N6 C15 H15A 125.9 . . ?
C17 C16 N5 108.08(14) . . ?
C17 C16 H16A 126.0 . . ?
N5 C16 H16A 126.0 . . ?
C16 C17 N6 106.29(13) . . ?
C16 C17 H17A 126.9 . . ?
N6 C17 H17A 126.9 . . ?
N7 C18 N8 121.89(14) . . ?
N7 C18 N6 119.11(13) . . ?
N8 C18 N6 118.95(14) . . ?
N7 C19 C20 130.16(15) . . ?
N7 C19 C24 108.86(13) . . ?
C20 C19 C24 120.98(14) . . ?
C21 C20 C19 117.84(15) . . ?
C21 C20 H20A 121.1 . . ?
C19 C20 H20A 121.1 . . ?
C20 C21 C22 121.43(16) . . ?
C20 C21 H21A 119.3 . . ?
C22 C21 H21A 119.3 . . ?
C23 C22 C21 121.71(15) . . ?
C23 C22 H22A 119.1 . . ?
C21 C22 H22A 119.1 . . ?
C22 C23 C24 117.51(15) . . ?
C22 C23 H23A 121.2 . . ?
C24 C23 H23A 121.2 . . ?
N8 C24 C23 130.41(15) . . ?
N8 C24 C19 109.08(13) . . ?
C23 C24 C19 120.49(15) . . ?
N5 C25 C27 109.49(13) . . ?
N5 C25 C28 107.90(13) . . ?
C27 C25 C28 110.87(15) . . ?
N5 C25 C26 106.77(13) . . ?
C27 C25 C26 110.95(14) . . ?
C28 C25 C26 110.72(16) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C1 N1 C2 108.76(13) . . ?
C1 N1 C11 124.13(13) . . ?
C2 N1 C11 127.09(14) . . ?
C1 N2 C3 108.92(13) . . ?
C1 N2 C4 125.09(13) . . ?
C3 N2 C4 125.97(13) . . ?
C4 N3 C5 100.52(13) . . ?
C4 N4 C10 100.07(13) . . ?
C15 N5 C16 108.05(13) . . ?
C15 N5 C25 126.55(13) . . ?
C16 N5 C25 124.85(13) . . ?
C15 N6 C17 109.29(13) . . ?
C15 N6 C18 125.31(13) . . ?
C17 N6 C18 125.22(13) . . ?
C18 N7 C19 100.24(12) . . ?
C18 N8 C24 99.92(13) . . ?

_refine_diff_density_max         0.239
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.056

####################################################################### 
# 
# 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_i2842_sq
_database_code_depnum_ccdc_archive 'CCDC 1939126'
loop_
_audit_author_name
_audit_author_address
'Clemens Bruhn'
;University of Kassel
Germany
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-07-19 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         'C64 H62 N8 P2 Ru, 2(Cl) [+ solvent]'
_chemical_formula_sum            'C64 H62 Cl2 N8 P2 Ru'
_chemical_formula_weight         1177.12

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

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

_cell_length_a                   23.5797(4)
_cell_length_b                   35.6568(9)
_cell_length_c                   29.9355(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     25169.1(10)
_cell_formula_units_Z            16
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    48327
_cell_measurement_theta_min      1.14
_cell_measurement_theta_max      26.16

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.243
_exptl_crystal_F_000             9760
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.429
_shelx_estimated_absorpt_T_min   0.931
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in
F. R. Ahmed (Editor), "Crystallographic Computing",
Munksgaard, Copenhagen (1970), 255 - 270
;
_exptl_absorpt_correction_T_min  0.9569
_exptl_absorpt_correction_T_max  0.9947
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       '2-circle diffractometer'
_diffrn_measurement_device_type  'STOE IPDS II'

_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            'STOE Imaging Plate'
_diffrn_detector_area_resol_mean 6.67

_diffrn_source                   'Genix Mo HF'
_diffrn_source_type              ?
_diffrn_radiation_probe          x-ray
_diffrn_source_target            ?
_diffrn_source_voltage           50
_diffrn_source_current           1.000
_diffrn_source_power             0.050
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_collimation    '1.2, 0.6 mm diameter, multiple pinhole'

_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_measurement_details      
; 180 frames, detector distance = 130 mm
;

_diffrn_reflns_number            62293
_diffrn_reflns_av_unetI/netI     0.1041
_diffrn_reflns_av_R_equivalents  0.0951
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -43
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         1.239
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             23439
_reflns_number_gt                13923
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0473P)²+164.3531P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         23439
_refine_ls_number_parameters     1399
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1465
_refine_ls_R_factor_gt           0.0792
_refine_ls_wR_factor_ref         0.2021
_refine_ls_wR_factor_gt          0.1568
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_restrained_S_all      1.103
_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 0.1942(3) 0.6564(2) 0.5721(2) 0.0255(16) Uani 1 1 d . . . . .
H1A H 0.170265 0.673992 0.586590 0.031 Uiso 1 1 calc R U . . .
C2 C 0.2575(3) 0.6298(2) 0.5271(2) 0.0271(16) Uani 1 1 d . . . . .
H2A H 0.285610 0.627700 0.504424 0.032 Uiso 1 1 calc R U . . .
C3 C 0.2376(3) 0.6004(2) 0.5527(2) 0.0322(17) Uani 1 1 d . . . . .
C4 C 0.1715(3) 0.5989(2) 0.6133(2) 0.0277(16) Uani 1 1 d . . . . .
C5 C 0.1533(3) 0.5508(2) 0.6528(2) 0.0324(18) Uani 1 1 d . . . . .
C6 C 0.1520(3) 0.5159(2) 0.6738(2) 0.0330(18) Uani 1 1 d . . . . .
H6A H 0.172551 0.495263 0.662054 0.040 Uiso 1 1 calc R U . . .
C7 C 0.1199(3) 0.5123(2) 0.7124(2) 0.0331(18) Uani 1 1 d . . . . .
H7A H 0.118926 0.488842 0.727385 0.040 Uiso 1 1 calc R U . . .
C8 C 0.0892(3) 0.5420(2) 0.7294(3) 0.0377(19) Uani 1 1 d . . . . .
H8A H 0.066746 0.538349 0.755393 0.045 Uiso 1 1 calc R U . . .
C9 C 0.0904(3) 0.5771(2) 0.7095(2) 0.0345(18) Uani 1 1 d . . . . .
H9A H 0.069083 0.597494 0.721056 0.041 Uiso 1 1 calc R U . . .
C10 C 0.1243(3) 0.5809(2) 0.6721(2) 0.0306(17) Uani 1 1 d . . . . .
C11 C 0.2367(3) 0.7000(2) 0.5149(2) 0.0301(16) Uani 1 1 d . . . . .
C12 C 0.2997(3) 0.7072(2) 0.5064(3) 0.0373(19) Uani 1 1 d . . . . .
H12A H 0.304356 0.731591 0.491697 0.045 Uiso 1 1 calc R U . . .
H12B H 0.314937 0.687429 0.487056 0.045 Uiso 1 1 calc R U . . .
H12C H 0.320208 0.707249 0.534841 0.045 Uiso 1 1 calc R U . . .
C13 C 0.2043(4) 0.6966(2) 0.4714(3) 0.045(2) Uani 1 1 d . . . . .
H13A H 0.219073 0.675288 0.454258 0.054 Uiso 1 1 calc R U . . .
H13B H 0.209009 0.719673 0.454004 0.054 Uiso 1 1 calc R U . . .
H13C H 0.164010 0.692616 0.477727 0.054 Uiso 1 1 calc R U . . .
C14 C 0.2121(3) 0.7311(2) 0.5436(2) 0.0348(18) Uani 1 1 d . . . . .
H14C H 0.171457 0.726823 0.547849 0.042 Uiso 1 1 calc R U . . .
H14B H 0.217939 0.755280 0.528655 0.042 Uiso 1 1 calc R U . . .
H14A H 0.231188 0.731341 0.572654 0.042 Uiso 1 1 calc R U . . .
C15 C 0.3351(4) 0.4745(3) 0.4806(3) 0.047(2) Uani 1 1 d . . . . .
H15A H 0.344882 0.449188 0.474223 0.057 Uiso 1 1 calc R U . . .
C16 C 0.3311(3) 0.5370(2) 0.4806(3) 0.044(2) Uani 1 1 d . . . . .
H16A H 0.339170 0.562266 0.472676 0.052 Uiso 1 1 calc R U . . .
C17 C 0.2924(3) 0.5260(2) 0.5126(2) 0.0304(17) Uani 1 1 d . . . . .
C18 C 0.2583(3) 0.4650(2) 0.5339(3) 0.0327(17) Uani 1 1 d . . . . .
C19 C 0.1842(3) 0.4545(2) 0.5724(2) 0.0305(17) Uani 1 1 d . . . . .
C20 C 0.1329(3) 0.4551(2) 0.5953(2) 0.0296(16) Uani 1 1 d . . . . .
H20A H 0.117730 0.478044 0.606141 0.036 Uiso 1 1 calc R U . . .
C21 C 0.1046(3) 0.4220(2) 0.6019(2) 0.0359(19) Uani 1 1 d . . . . .
H21A H 0.070010 0.422141 0.618224 0.043 Uiso 1 1 calc R U . . .
C22 C 0.1252(3) 0.3884(2) 0.5853(3) 0.0389(19) Uani 1 1 d . . . . .
H22A H 0.104374 0.365947 0.590343 0.047 Uiso 1 1 calc R U . . .
C23 C 0.1754(3) 0.3870(2) 0.5617(3) 0.0397(19) Uani 1 1 d . . . . .
H23A H 0.189879 0.363950 0.550399 0.048 Uiso 1 1 calc R U . . .
C24 C 0.2037(3) 0.4203(2) 0.5551(2) 0.0329(17) Uani 1 1 d . . . . .
C25 C 0.3965(5) 0.5058(3) 0.4218(4) 0.071(3) Uani 1 1 d . . . . .
C26 C 0.4456(5) 0.5272(3) 0.4365(5) 0.106(5) Uani 1 1 d . . . . .
H26A H 0.436007 0.553881 0.437442 0.127 Uiso 1 1 calc R U . . .
H26B H 0.477027 0.523185 0.415599 0.127 Uiso 1 1 calc R U . . .
H26C H 0.456935 0.518779 0.466391 0.127 Uiso 1 1 calc R U . . .
C27 C 0.3668(6) 0.5247(4) 0.3826(4) 0.100(5) Uani 1 1 d . . . . .
H27A H 0.358769 0.550900 0.390167 0.120 Uiso 1 1 calc R U . . .
H27B H 0.331157 0.511599 0.376261 0.120 Uiso 1 1 calc R U . . .
H27C H 0.391370 0.523714 0.356258 0.120 Uiso 1 1 calc R U . . .
C28 C 0.4159(6) 0.4656(3) 0.4122(5) 0.131(7) Uani 1 1 d . . . . .
H28A H 0.441513 0.457248 0.435985 0.158 Uiso 1 1 calc R U . . .
H28B H 0.435839 0.464896 0.383498 0.158 Uiso 1 1 calc R U . . .
H28C H 0.382811 0.449036 0.411001 0.158 Uiso 1 1 calc R U . . .
C29 C 0.2929(3) 0.5549(2) 0.6685(3) 0.0363(19) Uani 1 1 d . . . . .
C30 C 0.2791(3) 0.5925(3) 0.6739(3) 0.039(2) Uani 1 1 d . . . . .
H30A H 0.280766 0.608913 0.648899 0.046 Uiso 1 1 calc R U . . .
C31 C 0.2629(3) 0.6064(3) 0.7149(3) 0.049(2) Uani 1 1 d . . . . .
H31A H 0.253135 0.632087 0.717972 0.059 Uiso 1 1 calc R U . . .
C32 C 0.2608(4) 0.5825(3) 0.7522(3) 0.054(2) Uani 1 1 d . . . . .
H32A H 0.248396 0.591641 0.780315 0.065 Uiso 1 1 calc R U . . .
C33 C 0.2771(4) 0.5460(3) 0.7472(3) 0.053(2) Uani 1 1 d . . . . .
H33A H 0.277460 0.530151 0.772698 0.063 Uiso 1 1 calc R U . . .
C34 C 0.2929(3) 0.5314(2) 0.7062(3) 0.041(2) Uani 1 1 d . . . . .
H34A H 0.303683 0.505837 0.703606 0.049 Uiso 1 1 calc R U . . .
C35 C 0.3373(3) 0.4925(2) 0.6158(2) 0.0356(19) Uani 1 1 d . . . . .
C36 C 0.3036(3) 0.4637(2) 0.6339(3) 0.0354(18) Uani 1 1 d . . . . .
H36A H 0.268030 0.470100 0.646800 0.042 Uiso 1 1 calc R U . . .
C37 C 0.3199(4) 0.4272(2) 0.6338(3) 0.045(2) Uani 1 1 d . . . . .
H37A H 0.296929 0.408670 0.647586 0.054 Uiso 1 1 calc R U . . .
C38 C 0.3707(4) 0.4172(3) 0.6131(4) 0.058(3) Uani 1 1 d . . . . .
H38A H 0.382087 0.391622 0.612311 0.069 Uiso 1 1 calc R U . . .
C39 C 0.4044(4) 0.4444(3) 0.5939(3) 0.054(2) Uani 1 1 d . . . . .
H39A H 0.438846 0.437645 0.579604 0.064 Uiso 1 1 calc R U . . .
C40 C 0.3878(3) 0.4818(3) 0.5954(3) 0.045(2) Uani 1 1 d . . . . .
H40A H 0.411365 0.500422 0.582284 0.055 Uiso 1 1 calc R U . . .
C41 C 0.3744(3) 0.5678(2) 0.6028(3) 0.0390(19) Uani 1 1 d . . . . .
C42 C 0.4162(3) 0.5683(3) 0.6366(3) 0.044(2) Uani 1 1 d . . . . .
H42A H 0.410176 0.554760 0.663512 0.053 Uiso 1 1 calc R U . . .
C43 C 0.4659(3) 0.5884(3) 0.6309(3) 0.050(2) Uani 1 1 d . . . . .
H43A H 0.494008 0.588314 0.653592 0.061 Uiso 1 1 calc R U . . .
C44 C 0.4747(4) 0.6088(3) 0.5918(3) 0.050(2) Uani 1 1 d . . . . .
H44A H 0.508601 0.622829 0.587911 0.060 Uiso 1 1 calc R U . . .
C45 C 0.4342(3) 0.6084(2) 0.5590(3) 0.044(2) Uani 1 1 d . . . . .
H45A H 0.440532 0.622009 0.532203 0.052 Uiso 1 1 calc R U . . .
C46 C 0.3839(3) 0.5884(3) 0.5644(3) 0.042(2) Uani 1 1 d . . . . .
H46A H 0.355944 0.588952 0.541585 0.051 Uiso 1 1 calc R U . . .
C47 C 0.1005(3) 0.5729(2) 0.5269(2) 0.0303(17) Uani 1 1 d . . . . .
C48 C 0.0875(3) 0.6090(2) 0.5103(3) 0.0370(19) Uani 1 1 d . . . . .
H48A H 0.106469 0.618130 0.484495 0.044 Uiso 1 1 calc R U . . .
C49 C 0.0475(4) 0.6309(3) 0.5312(3) 0.047(2) Uani 1 1 d . . . . .
H49A H 0.039751 0.655182 0.519780 0.056 Uiso 1 1 calc R U . . .
C50 C 0.0184(3) 0.6185(3) 0.5684(3) 0.042(2) Uani 1 1 d . . . . .
H50A H -0.009567 0.633742 0.582170 0.051 Uiso 1 1 calc R U . . .
C51 C 0.0309(3) 0.5834(3) 0.5852(3) 0.039(2) Uani 1 1 d . . . . .
H51A H 0.011752 0.574740 0.611095 0.046 Uiso 1 1 calc R U . . .
C52 C 0.0714(3) 0.5604(2) 0.5645(2) 0.0283(16) Uani 1 1 d . . . . .
H52A H 0.079008 0.536185 0.576292 0.034 Uiso 1 1 calc R U . . .
C53 C 0.1704(3) 0.5677(2) 0.4501(2) 0.0335(18) Uani 1 1 d . . . . .
C54 C 0.1253(3) 0.5663(3) 0.4194(3) 0.042(2) Uani 1 1 d . . . . .
H54A H 0.090490 0.554908 0.427752 0.050 Uiso 1 1 calc R U . . .
C55 C 0.1312(3) 0.5812(3) 0.3773(3) 0.047(2) Uani 1 1 d . . . . .
H55A H 0.100624 0.579624 0.356777 0.057 Uiso 1 1 calc R U . . .
C56 C 0.1818(4) 0.5989(2) 0.3644(3) 0.043(2) Uani 1 1 d . . . . .
H56A H 0.185447 0.609771 0.335542 0.051 Uiso 1 1 calc R U . . .
C57 C 0.2257(4) 0.6000(2) 0.3943(3) 0.044(2) Uani 1 1 d . . . . .
H57A H 0.260577 0.611185 0.385718 0.053 Uiso 1 1 calc R U . . .
C58 C 0.2203(3) 0.5850(2) 0.4369(3) 0.0335(18) Uani 1 1 d . . . . .
H58A H 0.251220 0.586577 0.457144 0.040 Uiso 1 1 calc R U . . .
C59 C 0.1336(3) 0.5017(2) 0.4876(3) 0.0351(18) Uani 1 1 d . . . . .
C60 C 0.0818(3) 0.4858(2) 0.5000(3) 0.039(2) Uani 1 1 d . . . . .
H60A H 0.055666 0.499780 0.517473 0.047 Uiso 1 1 calc R U . . .
C61 C 0.0684(4) 0.4498(2) 0.4870(3) 0.044(2) Uani 1 1 d . . . . .
H61A H 0.032833 0.439377 0.495214 0.053 Uiso 1 1 calc R U . . .
C62 C 0.1064(4) 0.4285(3) 0.4619(3) 0.052(2) Uani 1 1 d . . . . .
H62A H 0.097481 0.403343 0.454020 0.062 Uiso 1 1 calc R U . . .
C63 C 0.1571(4) 0.4442(3) 0.4488(3) 0.051(2) Uani 1 1 d . . . . .
H63A H 0.182988 0.430226 0.431097 0.061 Uiso 1 1 calc R U . . .
C64 C 0.1702(3) 0.4804(2) 0.4614(3) 0.040(2) Uani 1 1 d . . . . .
H64A H 0.205147 0.491038 0.451926 0.048 Uiso 1 1 calc R U . . .
C65 C 0.4312(3) 0.2770(2) 0.3368(2) 0.0302(17) Uani 1 1 d . . . . .
H65A H 0.421492 0.282634 0.366886 0.036 Uiso 1 1 calc R U . . .
C66 C 0.4331(3) 0.2751(2) 0.2623(2) 0.0272(16) Uani 1 1 d . . . . .
H66A H 0.422016 0.280056 0.232370 0.033 Uiso 1 1 calc R U . . .
C67 C 0.4781(3) 0.2534(2) 0.2750(2) 0.0275(16) Uani 1 1 d . . . . .
C68 C 0.5168(3) 0.2390(2) 0.3476(2) 0.0284(17) Uani 1 1 d . . . . .
C69 C 0.5984(3) 0.2142(2) 0.3583(2) 0.0278(16) Uani 1 1 d . . . . .
C70 C 0.6529(3) 0.2011(2) 0.3548(2) 0.0305(17) Uani 1 1 d . . . . .
H70A H 0.667876 0.193529 0.326699 0.037 Uiso 1 1 calc R U . . .
C71 C 0.6856(3) 0.1991(2) 0.3932(3) 0.0336(18) Uani 1 1 d . . . . .
H71A H 0.723718 0.190551 0.391263 0.040 Uiso 1 1 calc R U . . .
C72 C 0.6634(3) 0.2096(2) 0.4349(2) 0.0323(17) Uani 1 1 d . . . . .
H72A H 0.686304 0.207377 0.460808 0.039 Uiso 1 1 calc R U . . .
C73 C 0.6085(3) 0.2230(2) 0.4388(2) 0.0320(17) Uani 1 1 d . . . . .
H73A H 0.592970 0.229829 0.466921 0.038 Uiso 1 1 calc R U . . .
C74 C 0.5775(3) 0.2261(2) 0.3999(2) 0.0303(17) Uani 1 1 d . . . . .
C75 C 0.3556(3) 0.3155(2) 0.3000(2) 0.0294(17) Uani 1 1 d . . . . .
C76 C 0.3083(3) 0.2966(2) 0.2739(3) 0.0385(19) Uani 1 1 d . . . . .
H76A H 0.319034 0.294982 0.242311 0.046 Uiso 1 1 calc R U . . .
H76B H 0.273451 0.311371 0.276772 0.046 Uiso 1 1 calc R U . . .
H76C H 0.301960 0.271340 0.285716 0.046 Uiso 1 1 calc R U . . .
C77 C 0.3756(3) 0.3510(2) 0.2772(3) 0.040(2) Uani 1 1 d . . . . .
H77A H 0.345381 0.369869 0.278145 0.048 Uiso 1 1 calc R U . . .
H77B H 0.385259 0.345550 0.246018 0.048 Uiso 1 1 calc R U . . .
H77C H 0.409223 0.360725 0.292653 0.048 Uiso 1 1 calc R U . . .
C78 C 0.3374(4) 0.3232(3) 0.3480(3) 0.046(2) Uani 1 1 d . . . . .
H78C H 0.368902 0.334586 0.364390 0.055 Uiso 1 1 calc R U . . .
H78B H 0.326592 0.299534 0.362375 0.055 Uiso 1 1 calc R U . . .
H78A H 0.304894 0.340305 0.347972 0.055 Uiso 1 1 calc R U . . .
C79 C 0.5608(3) 0.1971(2) 0.1183(2) 0.0297(17) Uani 1 1 d . . . . .
H79A H 0.581863 0.183838 0.096362 0.036 Uiso 1 1 calc R U . . .
C80 C 0.4998(3) 0.2348(2) 0.1522(2) 0.0310(17) Uani 1 1 d . . . . .
H80A H 0.470463 0.252790 0.155788 0.037 Uiso 1 1 calc R U . . .
C81 C 0.5284(3) 0.2177(2) 0.1866(2) 0.0260(15) Uani 1 1 d . . . . .
C82 C 0.5994(3) 0.1699(2) 0.1870(2) 0.0259(16) Uani 1 1 d . . . . .
C83 C 0.6289(3) 0.1409(2) 0.2450(2) 0.0287(16) Uani 1 1 d . . . . .
C84 C 0.6379(3) 0.1262(2) 0.2874(2) 0.0300(17) Uani 1 1 d . . . . .
H84A H 0.622062 0.138015 0.313000 0.036 Uiso 1 1 calc R U . . .
C85 C 0.6703(3) 0.0940(2) 0.2917(2) 0.0320(17) Uani 1 1 d . . . . .
H85A H 0.677812 0.083970 0.320452 0.038 Uiso 1 1 calc R U . . .
C86 C 0.6921(3) 0.0761(2) 0.2534(2) 0.0312(17) Uani 1 1 d . . . . .
H86A H 0.714101 0.054013 0.256919 0.037 Uiso 1 1 calc R U . . .
C87 C 0.6824(3) 0.0898(2) 0.2109(3) 0.0311(17) Uani 1 1 d . . . . .
H87A H 0.697106 0.077611 0.185190 0.037 Uiso 1 1 calc R U . . .
C88 C 0.6503(3) 0.1220(2) 0.2077(2) 0.0304(17) Uani 1 1 d . . . . .
C89 C 0.4952(4) 0.2314(2) 0.0667(2) 0.0377(19) Uani 1 1 d . . . . .
C90 C 0.5313(3) 0.2137(2) 0.0301(2) 0.0367(19) Uani 1 1 d . . . . .
H90A H 0.570768 0.221682 0.033519 0.044 Uiso 1 1 calc R U . . .
H90B H 0.517116 0.221618 0.000779 0.044 Uiso 1 1 calc R U . . .
H90C H 0.529083 0.186277 0.032356 0.044 Uiso 1 1 calc R U . . .
C91 C 0.4960(5) 0.2733(3) 0.0622(3) 0.060(3) Uani 1 1 d . . . . .
H91A H 0.476573 0.280633 0.034637 0.072 Uiso 1 1 calc R U . . .
H91B H 0.535379 0.282121 0.061267 0.072 Uiso 1 1 calc R U . . .
H91C H 0.476642 0.284614 0.087886 0.072 Uiso 1 1 calc R U . . .
C92 C 0.4342(3) 0.2161(3) 0.0667(3) 0.054(3) Uani 1 1 d . . . . .
H92A H 0.435059 0.188789 0.070299 0.065 Uiso 1 1 calc R U . . .
H92B H 0.415772 0.222438 0.038350 0.065 Uiso 1 1 calc R U . . .
H92C H 0.412983 0.227339 0.091445 0.065 Uiso 1 1 calc R U . . .
C93 C 0.6400(3) 0.2833(2) 0.2924(2) 0.0297(16) Uani 1 1 d . . . . .
C94 C 0.6050(3) 0.3038(2) 0.3210(3) 0.0326(17) Uani 1 1 d . . . . .
H94A H 0.566051 0.306746 0.313766 0.039 Uiso 1 1 calc R U . . .
C95 C 0.6258(3) 0.3199(2) 0.3595(3) 0.0374(19) Uani 1 1 d . . . . .
H95A H 0.601047 0.332874 0.379174 0.045 Uiso 1 1 calc R U . . .
C96 C 0.6831(3) 0.3171(2) 0.3694(3) 0.0382(19) Uani 1 1 d . . . . .
H96A H 0.697863 0.328815 0.395443 0.046 Uiso 1 1 calc R U . . .
C97 C 0.7185(3) 0.2975(2) 0.3416(2) 0.0334(18) Uani 1 1 d . . . . .
H97A H 0.757598 0.295239 0.348884 0.040 Uiso 1 1 calc R U . . .
C98 C 0.6981(3) 0.2809(2) 0.3028(2) 0.0314(17) Uani 1 1 d . . . . .
H98A H 0.723190 0.267931 0.283361 0.038 Uiso 1 1 calc R U . . .
C99 C 0.6639(3) 0.2493(2) 0.2058(2) 0.0322(18) Uani 1 1 d . . . . .
C100 C 0.7001(3) 0.2206(2) 0.2195(2) 0.0354(18) Uani 1 1 d . . . . .
H100 H 0.698092 0.212040 0.249541 0.043 Uiso 1 1 calc R U . . .
C101 C 0.7390(3) 0.2042(2) 0.1906(3) 0.0388(19) Uani 1 1 d . . . . .
H101 H 0.763127 0.184561 0.200483 0.047 Uiso 1 1 calc R U . . .
C102 C 0.7416(4) 0.2171(3) 0.1473(3) 0.051(2) Uani 1 1 d . . . . .
H102 H 0.768179 0.206355 0.127159 0.061 Uiso 1 1 calc R U . . .
C103 C 0.7065(4) 0.2451(3) 0.1329(3) 0.054(3) Uani 1 1 d . . . . .
H103 H 0.708097 0.253157 0.102720 0.065 Uiso 1 1 calc R U . . .
C104 C 0.6687(3) 0.2618(3) 0.1620(3) 0.043(2) Uani 1 1 d . . . . .
H104 H 0.645784 0.282026 0.151931 0.051 Uiso 1 1 calc R U . . .
C105 C 0.5860(3) 0.3100(2) 0.2176(3) 0.0338(18) Uani 1 1 d . . . . .
C106 C 0.6243(4) 0.3399(3) 0.2201(4) 0.077(4) Uani 1 1 d . . . . .
H106 H 0.660428 0.336473 0.233444 0.093 Uiso 1 1 calc R U . . .
C107 C 0.6091(5) 0.3747(3) 0.2030(5) 0.106(6) Uani 1 1 d . . . . .
H107 H 0.635700 0.394694 0.204037 0.127 Uiso 1 1 calc R U . . .
C108 C 0.5560(5) 0.3808(3) 0.1843(4) 0.083(4) Uani 1 1 d . . . . .
H108 H 0.545462 0.404886 0.173464 0.100 Uiso 1 1 calc R U . . .
C109 C 0.5196(4) 0.3513(2) 0.1821(3) 0.041(2) Uani 1 1 d . . . . .
H109 H 0.483377 0.354871 0.168964 0.049 Uiso 1 1 calc R U . . .
C110 C 0.5339(3) 0.3160(2) 0.1985(2) 0.0304(17) Uani 1 1 d . . . . .
H110 H 0.507421 0.295972 0.196455 0.037 Uiso 1 1 calc R U . . .
C111 C 0.4896(3) 0.1220(2) 0.2437(2) 0.0296(16) Uani 1 1 d . . . . .
C112 C 0.4948(3) 0.1180(2) 0.1978(3) 0.0318(17) Uani 1 1 d . . . . .
H112 H 0.489643 0.139279 0.179090 0.038 Uiso 1 1 calc R U . . .
C113 C 0.5071(3) 0.0838(2) 0.1788(3) 0.042(2) Uani 1 1 d . . . . .
H113 H 0.511392 0.081749 0.147317 0.050 Uiso 1 1 calc R U . . .
C114 C 0.5133(4) 0.0527(3) 0.2052(3) 0.050(2) Uani 1 1 d . . . . .
H114 H 0.521371 0.029034 0.192001 0.060 Uiso 1 1 calc R U . . .
C115 C 0.5078(4) 0.0558(2) 0.2513(3) 0.048(2) Uani 1 1 d . . . . .
H115 H 0.512035 0.034308 0.269776 0.058 Uiso 1 1 calc R U . . .
C116 C 0.4959(3) 0.0907(2) 0.2702(3) 0.040(2) Uani 1 1 d . . . . .
H116 H 0.492115 0.092902 0.301730 0.048 Uiso 1 1 calc R U . . .
C117 C 0.4017(3) 0.1717(2) 0.2376(2) 0.0330(18) Uani 1 1 d . . . . .
C118 C 0.3637(3) 0.1429(2) 0.2448(3) 0.0330(17) Uani 1 1 d . . . . .
H118 H 0.374142 0.122777 0.263859 0.040 Uiso 1 1 calc R U . . .
C119 C 0.3105(3) 0.1428(2) 0.2249(3) 0.039(2) Uani 1 1 d . . . . .
H119 H 0.284540 0.123017 0.230868 0.047 Uiso 1 1 calc R U . . .
C120 C 0.2957(3) 0.1713(3) 0.1964(3) 0.040(2) Uani 1 1 d . . . . .
H120 H 0.259983 0.170653 0.181705 0.048 Uiso 1 1 calc R U . . .
C121 C 0.3321(3) 0.2009(2) 0.1890(3) 0.040(2) Uani 1 1 d . . . . .
H121 H 0.320989 0.221110 0.170189 0.048 Uiso 1 1 calc R U . . .
C122 C 0.3854(3) 0.2009(2) 0.2093(2) 0.0311(17) Uani 1 1 d . . . . .
H122 H 0.410894 0.221013 0.203804 0.037 Uiso 1 1 calc R U . . .
C123 C 0.4526(3) 0.1648(2) 0.3230(2) 0.0300(17) Uani 1 1 d . . . . .
C124 C 0.4044(3) 0.1829(2) 0.3387(2) 0.0326(18) Uani 1 1 d . . . . .
H124 H 0.377896 0.193323 0.318298 0.039 Uiso 1 1 calc R U . . .
C125 C 0.3951(3) 0.1858(2) 0.3845(2) 0.0347(18) Uani 1 1 d . . . . .
H125 H 0.362823 0.199013 0.395145 0.042 Uiso 1 1 calc R U . . .
C126 C 0.4316(3) 0.1701(3) 0.4141(3) 0.041(2) Uani 1 1 d . . . . .
H126 H 0.423896 0.171445 0.445228 0.050 Uiso 1 1 calc R U . . .
C127 C 0.4803(3) 0.1519(2) 0.3992(3) 0.038(2) Uani 1 1 d . . . . .
H127 H 0.506045 0.141186 0.419982 0.046 Uiso 1 1 calc R U . . .
C128 C 0.4909(3) 0.1497(2) 0.3542(2) 0.0309(17) Uani 1 1 d . . . . .
H128 H 0.524523 0.137763 0.343974 0.037 Uiso 1 1 calc R U . . .
Cl1 Cl 0.11665(8) 0.69695(6) 0.65411(6) 0.0342(4) Uani 1 1 d . . . . .
Cl2 Cl 0.31300(12) 0.38483(8) 0.45651(10) 0.0683(7) Uani 1 1 d . . . . .
Cl3 Cl 0.42129(9) 0.27060(7) 0.44749(6) 0.0472(5) Uani 1 1 d . . . . .
Cl4 Cl 0.63418(8) 0.12701(6) 0.06687(6) 0.0350(4) Uani 1 1 d . . . . .
N1 N 0.2304(2) 0.66336(17) 0.53930(19) 0.0270(13) Uani 1 1 d . . . . .
N2 N 0.1980(2) 0.61967(17) 0.58090(19) 0.0270(13) Uani 1 1 d . . . . .
N3 N 0.1814(2) 0.56233(17) 0.61453(18) 0.0252(13) Uani 1 1 d . . . . .
N4 N 0.1378(2) 0.61206(18) 0.64561(19) 0.0297(14) Uani 1 1 d . . . . .
H4 H 0.126491 0.635364 0.649449 0.036 Uiso 1 1 calc R U . . .
N5 N 0.3566(3) 0.5054(2) 0.4617(3) 0.054(2) Uani 1 1 d . . . . .
N6 N 0.2973(3) 0.48657(18) 0.5104(2) 0.0337(15) Uani 1 1 d . . . . .
N7 N 0.2214(2) 0.48332(17) 0.5595(2) 0.0298(14) Uani 1 1 d . . . . .
N8 N 0.2518(3) 0.42812(18) 0.5307(2) 0.0354(15) Uani 1 1 d . . . . .
H8 H 0.273525 0.412166 0.516140 0.043 Uiso 1 1 calc R U . . .
N9 N 0.4055(2) 0.28911(17) 0.30087(18) 0.0281(14) Uani 1 1 d . . . . .
N10 N 0.4744(2) 0.25493(18) 0.32257(19) 0.0297(14) Uani 1 1 d . . . . .
N11 N 0.5572(2) 0.22118(17) 0.32525(18) 0.0274(13) Uani 1 1 d . . . . .
N12 N 0.5249(2) 0.24236(18) 0.39164(19) 0.0306(15) Uani 1 1 d . . . . .
H12 H 0.501888 0.252660 0.411239 0.037 Uiso 1 1 calc R U . . .
N13 N 0.5200(2) 0.22176(17) 0.11098(17) 0.0269(14) Uani 1 1 d . . . . .
N14 N 0.5669(2) 0.19441(16) 0.16270(18) 0.0239(13) Uani 1 1 d . . . . .
N15 N 0.5972(2) 0.17215(16) 0.23119(18) 0.0242(13) Uani 1 1 d . . . . .
N16 N 0.6309(2) 0.14173(17) 0.17066(18) 0.0283(14) Uani 1 1 d . . . . .
H16 H 0.637783 0.136799 0.142371 0.034 Uiso 1 1 calc R U . . .
P1 P 0.30979(8) 0.54022(6) 0.61118(7) 0.0320(4) Uani 1 1 d . . . . .
P2 P 0.16091(8) 0.54682(6) 0.50539(6) 0.0307(4) Uani 1 1 d . . . . .
P3 P 0.60656(8) 0.26483(6) 0.24216(6) 0.0272(4) Uani 1 1 d . . . . .
P4 P 0.47147(8) 0.16925(6) 0.26385(6) 0.0273(4) Uani 1 1 d . . . . .
Ru1 Ru 0.23480(2) 0.54380(2) 0.55910(2) 0.02752(14) Uani 1 1 d . . . . .
Ru2 Ru 0.53977(2) 0.21693(2) 0.25380(2) 0.02525(14) 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 N1 1.323(8) . ?
C1 N2 1.338(9) . ?
C1 H1A 0.9500 . ?
C2 C3 1.382(10) . ?
C2 N1 1.405(9) . ?
C2 H2A 0.9500 . ?
C3 N2 1.433(9) . ?
C3 Ru1 2.029(8) . ?
C4 N3 1.325(9) . ?
C4 N4 1.337(9) . ?
C4 N2 1.372(9) . ?
C5 N3 1.386(9) . ?
C5 C6 1.392(11) . ?
C5 C10 1.398(10) . ?
C6 C7 1.387(10) . ?
C6 H6A 0.9500 . ?
C7 C8 1.381(11) . ?
C7 H7A 0.9500 . ?
C8 C9 1.384(11) . ?
C8 H8A 0.9500 . ?
C9 C10 1.382(10) . ?
C9 H9A 0.9500 . ?
C10 N4 1.404(9) . ?
C11 N1 1.503(9) . ?
C11 C13 1.515(10) . ?
C11 C14 1.517(10) . ?
C11 C12 1.530(10) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14C 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14A 0.9800 . ?
C15 N6 1.332(10) . ?
C15 N5 1.339(11) . ?
C15 H15A 0.9500 . ?
C16 C17 1.381(11) . ?
C16 N5 1.397(10) . ?
C16 H16A 0.9500 . ?
C17 N6 1.411(9) . ?
C17 Ru1 2.046(7) . ?
C18 N8 1.328(10) . ?
C18 N7 1.329(9) . ?
C18 N6 1.390(9) . ?
C19 C20 1.389(10) . ?
C19 C24 1.404(11) . ?
C19 N7 1.405(9) . ?
C20 C21 1.370(11) . ?
C20 H20A 0.9500 . ?
C21 C22 1.385(11) . ?
C21 H21A 0.9500 . ?
C22 C23 1.382(11) . ?
C22 H22A 0.9500 . ?
C23 C24 1.378(11) . ?
C23 H23A 0.9500 . ?
C24 N8 1.378(9) . ?
C25 C26 1.455(16) . ?
C25 C27 1.523(17) . ?
C25 N5 1.521(12) . ?
C25 C28 1.531(14) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C30 1.390(11) . ?
C29 C34 1.405(11) . ?
C29 P1 1.837(8) . ?
C30 C31 1.377(11) . ?
C30 H30A 0.9500 . ?
C31 C32 1.403(13) . ?
C31 H31A 0.9500 . ?
C32 C33 1.364(13) . ?
C32 H32A 0.9500 . ?
C33 C34 1.385(12) . ?
C33 H33A 0.9500 . ?
C34 H34A 0.9500 . ?
C35 C40 1.392(11) . ?
C35 C36 1.406(11) . ?
C35 P1 1.826(8) . ?
C36 C37 1.358(11) . ?
C36 H36A 0.9500 . ?
C37 C38 1.394(12) . ?
C37 H37A 0.9500 . ?
C38 C39 1.382(13) . ?
C38 H38A 0.9500 . ?
C39 C40 1.390(12) . ?
C39 H39A 0.9500 . ?
C40 H40A 0.9500 . ?
C41 C46 1.382(11) . ?
C41 C42 1.412(11) . ?
C41 P1 1.832(8) . ?
C42 C43 1.384(12) . ?
C42 H42A 0.9500 . ?
C43 C44 1.392(13) . ?
C43 H43A 0.9500 . ?
C44 C45 1.369(12) . ?
C44 H44A 0.9500 . ?
C45 C46 1.394(11) . ?
C45 H45A 0.9500 . ?
C46 H46A 0.9500 . ?
C47 C52 1.393(10) . ?
C47 C48 1.411(11) . ?
C47 P2 1.820(8) . ?
C48 C49 1.375(11) . ?
C48 H48A 0.9500 . ?
C49 C50 1.381(12) . ?
C49 H49A 0.9500 . ?
C50 C51 1.377(12) . ?
C50 H50A 0.9500 . ?
C51 C52 1.402(10) . ?
C51 H51A 0.9500 . ?
C52 H52A 0.9500 . ?
C53 C58 1.387(10) . ?
C53 C54 1.407(11) . ?
C53 P2 1.829(8) . ?
C54 C55 1.373(11) . ?
C54 H54A 0.9500 . ?
C55 C56 1.402(12) . ?
C55 H55A 0.9500 . ?
C56 C57 1.371(12) . ?
C56 H56A 0.9500 . ?
C57 C58 1.387(11) . ?
C57 H57A 0.9500 . ?
C58 H58A 0.9500 . ?
C59 C64 1.393(11) . ?
C59 C60 1.399(11) . ?
C59 P2 1.812(8) . ?
C60 C61 1.376(11) . ?
C60 H60A 0.9500 . ?
C61 C62 1.395(12) . ?
C61 H61A 0.9500 . ?
C62 C63 1.379(12) . ?
C62 H62A 0.9500 . ?
C63 C64 1.378(12) . ?
C63 H63A 0.9500 . ?
C64 H64A 0.9500 . ?
C65 N9 1.307(9) . ?
C65 N10 1.358(9) . ?
C65 H65A 0.9500 . ?
C66 C67 1.369(10) . ?
C66 N9 1.414(8) . ?
C66 H66A 0.9500 . ?
C67 N10 1.427(9) . ?
C67 Ru2 2.052(8) . ?
C68 N11 1.326(9) . ?
C68 N12 1.339(9) . ?
C68 N10 1.371(9) . ?
C69 C70 1.371(10) . ?
C69 C74 1.404(9) . ?
C69 N11 1.410(8) . ?
C70 C71 1.386(10) . ?
C70 H70A 0.9500 . ?
C71 C72 1.405(10) . ?
C71 H71A 0.9500 . ?
C72 C73 1.384(10) . ?
C72 H72A 0.9500 . ?
C73 C74 1.379(10) . ?
C73 H73A 0.9500 . ?
C74 N12 1.391(9) . ?
C75 N9 1.506(9) . ?
C75 C77 1.516(11) . ?
C75 C76 1.519(10) . ?
C75 C78 1.524(10) . ?
C76 H76A 0.9800 . ?
C76 H76B 0.9800 . ?
C76 H76C 0.9800 . ?
C77 H77A 0.9800 . ?
C77 H77B 0.9800 . ?
C77 H77C 0.9800 . ?
C78 H78C 0.9800 . ?
C78 H78B 0.9800 . ?
C78 H78A 0.9800 . ?
C79 N13 1.323(9) . ?
C79 N14 1.339(9) . ?
C79 H79A 0.9500 . ?
C80 C81 1.373(10) . ?
C80 N13 1.401(9) . ?
C80 H80A 0.9500 . ?
C81 N14 1.423(9) . ?
C81 Ru2 2.031(7) . ?
C82 N15 1.325(8) . ?
C82 N16 1.340(9) . ?
C82 N14 1.372(9) . ?
C83 C84 1.391(10) . ?
C83 C88 1.399(10) . ?
C83 N15 1.404(9) . ?
C84 C85 1.385(10) . ?
C84 H84A 0.9500 . ?
C85 C86 1.408(10) . ?
C85 H85A 0.9500 . ?
C86 C87 1.381(10) . ?
C86 H86A 0.9500 . ?
C87 C88 1.377(10) . ?
C87 H87A 0.9500 . ?
C88 N16 1.391(9) . ?
C89 N13 1.489(8) . ?
C89 C91 1.502(12) . ?
C89 C90 1.524(10) . ?
C89 C92 1.537(12) . ?
C90 H90A 0.9800 . ?
C90 H90B 0.9800 . ?
C90 H90C 0.9800 . ?
C91 H91A 0.9800 . ?
C91 H91B 0.9800 . ?
C91 H91C 0.9800 . ?
C92 H92A 0.9800 . ?
C92 H92B 0.9800 . ?
C92 H92C 0.9800 . ?
C93 C94 1.395(10) . ?
C93 C98 1.408(9) . ?
C93 P3 1.821(7) . ?
C94 C95 1.378(10) . ?
C94 H94A 0.9500 . ?
C95 C96 1.387(11) . ?
C95 H95A 0.9500 . ?
C96 C97 1.371(11) . ?
C96 H96A 0.9500 . ?
C97 C98 1.390(10) . ?
C97 H97A 0.9500 . ?
C98 H98A 0.9500 . ?
C99 C104 1.390(10) . ?
C99 C100 1.393(11) . ?
C99 P3 1.822(7) . ?
C100 C101 1.391(10) . ?
C100 H100 0.9500 . ?
C101 C102 1.376(11) . ?
C101 H101 0.9500 . ?
C102 C103 1.368(13) . ?
C102 H102 0.9500 . ?
C103 C104 1.379(12) . ?
C103 H103 0.9500 . ?
C104 H104 0.9500 . ?
C105 C110 1.372(10) . ?
C105 C106 1.400(12) . ?
C105 P3 1.836(8) . ?
C106 C107 1.387(13) . ?
C106 H106 0.9500 . ?
C107 C108 1.389(13) . ?
C107 H107 0.9500 . ?
C108 C109 1.360(12) . ?
C108 H108 0.9500 . ?
C109 C110 1.392(11) . ?
C109 H109 0.9500 . ?
C110 H110 0.9500 . ?
C111 C116 1.378(11) . ?
C111 C112 1.387(10) . ?
C111 P4 1.840(8) . ?
C112 C113 1.378(11) . ?
C112 H112 0.9500 . ?
C113 C114 1.369(12) . ?
C113 H113 0.9500 . ?
C114 C115 1.392(13) . ?
C114 H114 0.9500 . ?
C115 C116 1.396(11) . ?
C115 H115 0.9500 . ?
C116 H116 0.9500 . ?
C117 C118 1.379(11) . ?
C117 C122 1.396(10) . ?
C117 P4 1.824(7) . ?
C118 C119 1.390(10) . ?
C118 H118 0.9500 . ?
C119 C120 1.372(11) . ?
C119 H119 0.9500 . ?
C120 C121 1.379(11) . ?
C120 H120 0.9500 . ?
C121 C122 1.398(10) . ?
C121 H121 0.9500 . ?
C122 H122 0.9500 . ?
C123 C124 1.390(10) . ?
C123 C128 1.407(10) . ?
C123 P4 1.831(7) . ?
C124 C125 1.391(10) . ?
C124 H124 0.9500 . ?
C125 C126 1.358(11) . ?
C125 H125 0.9500 . ?
C126 C127 1.392(11) . ?
C126 H126 0.9500 . ?
C127 C128 1.373(10) . ?
C127 H127 0.9500 . ?
C128 H128 0.9500 . ?
N3 Ru1 2.185(6) . ?
N4 H4 0.8800 . ?
N7 Ru1 2.180(6) . ?
N8 H8 0.8800 . ?
N11 Ru2 2.183(6) . ?
N12 H12 0.8800 . ?
N15 Ru2 2.200(6) . ?
N16 H16 0.8800 . ?
P1 Ru1 2.361(2) . ?
P2 Ru1 2.373(2) . ?
P3 Ru2 2.349(2) . ?
P4 Ru2 2.361(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
N1 C1 N2 106.7(6) . . ?
N1 C1 H1A 126.7 . . ?
N2 C1 H1A 126.7 . . ?
C3 C2 N1 110.2(6) . . ?
C3 C2 H2A 124.9 . . ?
N1 C2 H2A 124.9 . . ?
C2 C3 N2 100.7(6) . . ?
C2 C3 Ru1 144.9(5) . . ?
N2 C3 Ru1 113.6(5) . . ?
N3 C4 N4 115.5(6) . . ?
N3 C4 N2 118.1(6) . . ?
N4 C4 N2 126.4(7) . . ?
N3 C5 C6 130.5(7) . . ?
N3 C5 C10 110.4(7) . . ?
C6 C5 C10 119.1(7) . . ?
C7 C6 C5 118.1(7) . . ?
C7 C6 H6A 120.9 . . ?
C5 C6 H6A 120.9 . . ?
C8 C7 C6 121.4(7) . . ?
C8 C7 H7A 119.3 . . ?
C6 C7 H7A 119.3 . . ?
C7 C8 C9 121.5(7) . . ?
C7 C8 H8A 119.2 . . ?
C9 C8 H8A 119.2 . . ?
C10 C9 C8 116.7(7) . . ?
C10 C9 H9A 121.7 . . ?
C8 C9 H9A 121.7 . . ?
C9 C10 C5 122.9(7) . . ?
C9 C10 N4 131.8(7) . . ?
C5 C10 N4 105.2(6) . . ?
N1 C11 C13 107.4(6) . . ?
N1 C11 C14 108.9(6) . . ?
C13 C11 C14 110.6(6) . . ?
N1 C11 C12 108.9(6) . . ?
C13 C11 C12 111.0(6) . . ?
C14 C11 C12 110.0(6) . . ?
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 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14C 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14C C14 H14B 109.5 . . ?
C11 C14 H14A 109.5 . . ?
H14C C14 H14A 109.5 . . ?
H14B C14 H14A 109.5 . . ?
N6 C15 N5 105.6(7) . . ?
N6 C15 H15A 127.2 . . ?
N5 C15 H15A 127.2 . . ?
C17 C16 N5 109.5(7) . . ?
C17 C16 H16A 125.2 . . ?
N5 C16 H16A 125.2 . . ?
C16 C17 N6 101.4(6) . . ?
C16 C17 Ru1 145.3(6) . . ?
N6 C17 Ru1 113.3(5) . . ?
N8 C18 N7 117.0(7) . . ?
N8 C18 N6 125.9(7) . . ?
N7 C18 N6 116.9(7) . . ?
C20 C19 C24 118.7(7) . . ?
C20 C19 N7 132.0(7) . . ?
C24 C19 N7 109.1(6) . . ?
C21 C20 C19 118.9(7) . . ?
C21 C20 H20A 120.6 . . ?
C19 C20 H20A 120.6 . . ?
C20 C21 C22 121.5(7) . . ?
C20 C21 H21A 119.2 . . ?
C22 C21 H21A 119.2 . . ?
C23 C22 C21 121.1(8) . . ?
C23 C22 H22A 119.5 . . ?
C21 C22 H22A 119.5 . . ?
C24 C23 C22 117.1(8) . . ?
C24 C23 H23A 121.4 . . ?
C22 C23 H23A 121.4 . . ?
C23 C24 N8 130.4(7) . . ?
C23 C24 C19 122.6(7) . . ?
N8 C24 C19 106.9(6) . . ?
C26 C25 C27 111.6(11) . . ?
C26 C25 N5 105.1(10) . . ?
C27 C25 N5 109.0(9) . . ?
C26 C25 C28 107.9(11) . . ?
C27 C25 C28 114.0(12) . . ?
N5 C25 C28 108.9(9) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 C34 118.8(8) . . ?
C30 C29 P1 115.7(6) . . ?
C34 C29 P1 125.5(7) . . ?
C31 C30 C29 121.0(9) . . ?
C31 C30 H30A 119.5 . . ?
C29 C30 H30A 119.5 . . ?
C30 C31 C32 120.1(9) . . ?
C30 C31 H31A 120.0 . . ?
C32 C31 H31A 120.0 . . ?
C33 C32 C31 118.8(9) . . ?
C33 C32 H32A 120.6 . . ?
C31 C32 H32A 120.6 . . ?
C32 C33 C34 122.0(9) . . ?
C32 C33 H33A 119.0 . . ?
C34 C33 H33A 119.0 . . ?
C33 C34 C29 119.2(9) . . ?
C33 C34 H34A 120.4 . . ?
C29 C34 H34A 120.4 . . ?
C40 C35 C36 117.0(8) . . ?
C40 C35 P1 121.7(6) . . ?
C36 C35 P1 120.6(6) . . ?
C37 C36 C35 122.5(8) . . ?
C37 C36 H36A 118.7 . . ?
C35 C36 H36A 118.7 . . ?
C36 C37 C38 119.5(8) . . ?
C36 C37 H37A 120.3 . . ?
C38 C37 H37A 120.3 . . ?
C39 C38 C37 119.8(9) . . ?
C39 C38 H38A 120.1 . . ?
C37 C38 H38A 120.1 . . ?
C38 C39 C40 120.0(8) . . ?
C38 C39 H39A 120.0 . . ?
C40 C39 H39A 120.0 . . ?
C39 C40 C35 121.1(8) . . ?
C39 C40 H40A 119.4 . . ?
C35 C40 H40A 119.4 . . ?
C46 C41 C42 118.5(8) . . ?
C46 C41 P1 122.2(6) . . ?
C42 C41 P1 119.3(7) . . ?
C43 C42 C41 120.5(9) . . ?
C43 C42 H42A 119.7 . . ?
C41 C42 H42A 119.7 . . ?
C42 C43 C44 120.1(9) . . ?
C42 C43 H43A 120.0 . . ?
C44 C43 H43A 120.0 . . ?
C45 C44 C43 119.5(8) . . ?
C45 C44 H44A 120.2 . . ?
C43 C44 H44A 120.2 . . ?
C44 C45 C46 121.1(9) . . ?
C44 C45 H45A 119.5 . . ?
C46 C45 H45A 119.5 . . ?
C41 C46 C45 120.4(8) . . ?
C41 C46 H46A 119.8 . . ?
C45 C46 H46A 119.8 . . ?
C52 C47 C48 118.0(7) . . ?
C52 C47 P2 120.5(6) . . ?
C48 C47 P2 120.7(5) . . ?
C49 C48 C47 120.3(8) . . ?
C49 C48 H48A 119.8 . . ?
C47 C48 H48A 119.8 . . ?
C48 C49 C50 121.7(8) . . ?
C48 C49 H49A 119.1 . . ?
C50 C49 H49A 119.1 . . ?
C51 C50 C49 118.6(8) . . ?
C51 C50 H50A 120.7 . . ?
C49 C50 H50A 120.7 . . ?
C50 C51 C52 121.0(7) . . ?
C50 C51 H51A 119.5 . . ?
C52 C51 H51A 119.5 . . ?
C47 C52 C51 120.3(7) . . ?
C47 C52 H52A 119.9 . . ?
C51 C52 H52A 119.9 . . ?
C58 C53 C54 118.1(7) . . ?
C58 C53 P2 122.9(6) . . ?
C54 C53 P2 119.0(6) . . ?
C55 C54 C53 120.6(8) . . ?
C55 C54 H54A 119.7 . . ?
C53 C54 H54A 119.7 . . ?
C54 C55 C56 120.9(8) . . ?
C54 C55 H55A 119.5 . . ?
C56 C55 H55A 119.5 . . ?
C57 C56 C55 118.3(8) . . ?
C57 C56 H56A 120.9 . . ?
C55 C56 H56A 120.9 . . ?
C56 C57 C58 121.4(8) . . ?
C56 C57 H57A 119.3 . . ?
C58 C57 H57A 119.3 . . ?
C57 C58 C53 120.7(8) . . ?
C57 C58 H58A 119.6 . . ?
C53 C58 H58A 119.6 . . ?
C64 C59 C60 118.0(8) . . ?
C64 C59 P2 115.5(6) . . ?
C60 C59 P2 126.4(6) . . ?
C61 C60 C59 120.3(8) . . ?
C61 C60 H60A 119.9 . . ?
C59 C60 H60A 119.9 . . ?
C60 C61 C62 120.9(8) . . ?
C60 C61 H61A 119.6 . . ?
C62 C61 H61A 119.6 . . ?
C63 C62 C61 119.2(8) . . ?
C63 C62 H62A 120.4 . . ?
C61 C62 H62A 120.4 . . ?
C64 C63 C62 119.9(8) . . ?
C64 C63 H63A 120.1 . . ?
C62 C63 H63A 120.1 . . ?
C63 C64 C59 121.7(8) . . ?
C63 C64 H64A 119.1 . . ?
C59 C64 H64A 119.1 . . ?
N9 C65 N10 106.3(6) . . ?
N9 C65 H65A 126.9 . . ?
N10 C65 H65A 126.9 . . ?
C67 C66 N9 109.2(6) . . ?
C67 C66 H66A 125.4 . . ?
N9 C66 H66A 125.4 . . ?
C66 C67 N10 102.0(6) . . ?
C66 C67 Ru2 145.4(5) . . ?
N10 C67 Ru2 112.1(5) . . ?
N11 C68 N12 115.9(6) . . ?
N11 C68 N10 116.6(6) . . ?
N12 C68 N10 127.3(7) . . ?
C70 C69 C74 120.1(6) . . ?
C70 C69 N11 130.6(6) . . ?
C74 C69 N11 109.1(6) . . ?
C69 C70 C71 118.3(7) . . ?
C69 C70 H70A 120.9 . . ?
C71 C70 H70A 120.9 . . ?
C70 C71 C72 121.0(7) . . ?
C70 C71 H71A 119.5 . . ?
C72 C71 H71A 119.5 . . ?
C73 C72 C71 121.1(7) . . ?
C73 C72 H72A 119.4 . . ?
C71 C72 H72A 119.4 . . ?
C74 C73 C72 116.8(7) . . ?
C74 C73 H73A 121.6 . . ?
C72 C73 H73A 121.6 . . ?
C73 C74 N12 131.0(7) . . ?
C73 C74 C69 122.5(7) . . ?
N12 C74 C69 106.4(6) . . ?
N9 C75 C77 106.7(6) . . ?
N9 C75 C76 107.9(6) . . ?
C77 C75 C76 111.5(6) . . ?
N9 C75 C78 108.5(6) . . ?
C77 C75 C78 111.2(7) . . ?
C76 C75 C78 110.9(6) . . ?
C75 C76 H76A 109.5 . . ?
C75 C76 H76B 109.5 . . ?
H76A C76 H76B 109.5 . . ?
C75 C76 H76C 109.5 . . ?
H76A C76 H76C 109.5 . . ?
H76B C76 H76C 109.5 . . ?
C75 C77 H77A 109.5 . . ?
C75 C77 H77B 109.5 . . ?
H77A C77 H77B 109.5 . . ?
C75 C77 H77C 109.5 . . ?
H77A C77 H77C 109.5 . . ?
H77B C77 H77C 109.5 . . ?
C75 C78 H78C 109.5 . . ?
C75 C78 H78B 109.5 . . ?
H78C C78 H78B 109.5 . . ?
C75 C78 H78A 109.5 . . ?
H78C C78 H78A 109.5 . . ?
H78B C78 H78A 109.5 . . ?
N13 C79 N14 106.9(6) . . ?
N13 C79 H79A 126.5 . . ?
N14 C79 H79A 126.5 . . ?
C81 C80 N13 110.2(7) . . ?
C81 C80 H80A 124.9 . . ?
N13 C80 H80A 124.9 . . ?
C80 C81 N14 101.3(6) . . ?
C80 C81 Ru2 144.5(6) . . ?
N14 C81 Ru2 113.9(5) . . ?
N15 C82 N16 115.6(6) . . ?
N15 C82 N14 117.9(6) . . ?
N16 C82 N14 126.3(6) . . ?
C84 C83 C88 119.5(7) . . ?
C84 C83 N15 130.4(7) . . ?
C88 C83 N15 109.9(6) . . ?
C85 C84 C83 118.7(7) . . ?
C85 C84 H84A 120.7 . . ?
C83 C84 H84A 120.7 . . ?
C84 C85 C86 120.2(7) . . ?
C84 C85 H85A 119.9 . . ?
C86 C85 H85A 119.9 . . ?
C87 C86 C85 121.9(7) . . ?
C87 C86 H86A 119.0 . . ?
C85 C86 H86A 119.0 . . ?
C88 C87 C86 116.7(7) . . ?
C88 C87 H87A 121.6 . . ?
C86 C87 H87A 121.6 . . ?
C87 C88 N16 131.2(7) . . ?
C87 C88 C83 122.9(7) . . ?
N16 C88 C83 105.8(6) . . ?
N13 C89 C91 107.7(7) . . ?
N13 C89 C90 109.0(6) . . ?
C91 C89 C90 110.0(7) . . ?
N13 C89 C92 106.6(6) . . ?
C91 C89 C92 111.4(8) . . ?
C90 C89 C92 112.0(7) . . ?
C89 C90 H90A 109.5 . . ?
C89 C90 H90B 109.5 . . ?
H90A C90 H90B 109.5 . . ?
C89 C90 H90C 109.5 . . ?
H90A C90 H90C 109.5 . . ?
H90B C90 H90C 109.5 . . ?
C89 C91 H91A 109.5 . . ?
C89 C91 H91B 109.5 . . ?
H91A C91 H91B 109.5 . . ?
C89 C91 H91C 109.5 . . ?
H91A C91 H91C 109.5 . . ?
H91B C91 H91C 109.5 . . ?
C89 C92 H92A 109.5 . . ?
C89 C92 H92B 109.5 . . ?
H92A C92 H92B 109.5 . . ?
C89 C92 H92C 109.5 . . ?
H92A C92 H92C 109.5 . . ?
H92B C92 H92C 109.5 . . ?
C94 C93 C98 118.1(7) . . ?
C94 C93 P3 116.2(5) . . ?
C98 C93 P3 125.5(6) . . ?
C95 C94 C93 121.4(7) . . ?
C95 C94 H94A 119.3 . . ?
C93 C94 H94A 119.3 . . ?
C94 C95 C96 119.7(7) . . ?
C94 C95 H95A 120.1 . . ?
C96 C95 H95A 120.1 . . ?
C97 C96 C95 120.0(7) . . ?
C97 C96 H96A 120.0 . . ?
C95 C96 H96A 120.0 . . ?
C96 C97 C98 120.9(7) . . ?
C96 C97 H97A 119.6 . . ?
C98 C97 H97A 119.6 . . ?
C97 C98 C93 119.8(7) . . ?
C97 C98 H98A 120.1 . . ?
C93 C98 H98A 120.1 . . ?
C104 C99 C100 117.6(7) . . ?
C104 C99 P3 121.8(6) . . ?
C100 C99 P3 120.1(6) . . ?
C101 C100 C99 121.9(7) . . ?
C101 C100 H100 119.0 . . ?
C99 C100 H100 119.0 . . ?
C102 C101 C100 118.4(8) . . ?
C102 C101 H101 120.8 . . ?
C100 C101 H101 120.8 . . ?
C103 C102 C101 120.8(8) . . ?
C103 C102 H102 119.6 . . ?
C101 C102 H102 119.6 . . ?
C102 C103 C104 120.6(8) . . ?
C102 C103 H103 119.7 . . ?
C104 C103 H103 119.7 . . ?
C103 C104 C99 120.6(8) . . ?
C103 C104 H104 119.7 . . ?
C99 C104 H104 119.7 . . ?
C110 C105 C106 118.8(8) . . ?
C110 C105 P3 122.7(6) . . ?
C106 C105 P3 118.5(6) . . ?
C107 C106 C105 119.7(8) . . ?
C107 C106 H106 120.1 . . ?
C105 C106 H106 120.1 . . ?
C106 C107 C108 121.4(10) . . ?
C106 C107 H107 119.3 . . ?
C108 C107 H107 119.3 . . ?
C109 C108 C107 117.8(9) . . ?
C109 C108 H108 121.1 . . ?
C107 C108 H108 121.1 . . ?
C108 C109 C110 122.1(8) . . ?
C108 C109 H109 119.0 . . ?
C110 C109 H109 119.0 . . ?
C105 C110 C109 120.2(8) . . ?
C105 C110 H110 119.9 . . ?
C109 C110 H110 119.9 . . ?
C116 C111 C112 118.6(7) . . ?
C116 C111 P4 125.3(6) . . ?
C112 C111 P4 116.0(6) . . ?
C113 C112 C111 121.2(8) . . ?
C113 C112 H112 119.4 . . ?
C111 C112 H112 119.4 . . ?
C114 C113 C112 120.1(8) . . ?
C114 C113 H113 119.9 . . ?
C112 C113 H113 119.9 . . ?
C113 C114 C115 119.9(8) . . ?
C113 C114 H114 120.1 . . ?
C115 C114 H114 120.1 . . ?
C114 C115 C116 119.5(8) . . ?
C114 C115 H115 120.2 . . ?
C116 C115 H115 120.2 . . ?
C111 C116 C115 120.6(8) . . ?
C111 C116 H116 119.7 . . ?
C115 C116 H116 119.7 . . ?
C118 C117 C122 118.0(7) . . ?
C118 C117 P4 118.9(6) . . ?
C122 C117 P4 123.1(6) . . ?
C117 C118 C119 121.5(8) . . ?
C117 C118 H118 119.2 . . ?
C119 C118 H118 119.2 . . ?
C120 C119 C118 119.6(8) . . ?
C120 C119 H119 120.2 . . ?
C118 C119 H119 120.2 . . ?
C119 C120 C121 120.7(7) . . ?
C119 C120 H120 119.7 . . ?
C121 C120 H120 119.7 . . ?
C120 C121 C122 119.3(8) . . ?
C120 C121 H121 120.3 . . ?
C122 C121 H121 120.3 . . ?
C117 C122 C121 120.9(8) . . ?
C117 C122 H122 119.6 . . ?
C121 C122 H122 119.6 . . ?
C124 C123 C128 118.5(7) . . ?
C124 C123 P4 119.1(6) . . ?
C128 C123 P4 121.3(5) . . ?
C123 C124 C125 119.9(7) . . ?
C123 C124 H124 120.1 . . ?
C125 C124 H124 120.1 . . ?
C126 C125 C124 120.8(7) . . ?
C126 C125 H125 119.6 . . ?
C124 C125 H125 119.6 . . ?
C125 C126 C127 120.4(7) . . ?
C125 C126 H126 119.8 . . ?
C127 C126 H126 119.8 . . ?
C128 C127 C126 119.5(7) . . ?
C128 C127 H127 120.2 . . ?
C126 C127 H127 120.2 . . ?
C127 C128 C123 120.9(7) . . ?
C127 C128 H128 119.6 . . ?
C123 C128 H128 119.6 . . ?
C1 N1 C2 109.1(6) . . ?
C1 N1 C11 126.0(6) . . ?
C2 N1 C11 124.5(6) . . ?
C1 N2 C4 129.6(6) . . ?
C1 N2 C3 113.3(6) . . ?
C4 N2 C3 117.1(6) . . ?
C4 N3 C5 103.3(6) . . ?
C4 N3 Ru1 112.2(4) . . ?
C5 N3 Ru1 144.4(5) . . ?
C4 N4 C10 105.4(6) . . ?
C4 N4 H4 127.3 . . ?
C10 N4 H4 127.3 . . ?
C15 N5 C16 109.4(7) . . ?
C15 N5 C25 125.0(8) . . ?
C16 N5 C25 125.2(8) . . ?
C15 N6 C18 127.1(7) . . ?
C15 N6 C17 114.1(6) . . ?
C18 N6 C17 118.2(6) . . ?
C18 N7 C19 102.1(6) . . ?
C18 N7 Ru1 112.8(5) . . ?
C19 N7 Ru1 144.6(5) . . ?
C18 N8 C24 104.8(6) . . ?
C18 N8 H8 127.6 . . ?
C24 N8 H8 127.6 . . ?
C65 N9 C66 110.1(6) . . ?
C65 N9 C75 125.5(6) . . ?
C66 N9 C75 124.3(5) . . ?
C65 N10 C68 128.1(6) . . ?
C65 N10 C67 112.4(6) . . ?
C68 N10 C67 119.0(6) . . ?
C68 N11 C69 103.1(5) . . ?
C68 N11 Ru2 113.0(4) . . ?
C69 N11 Ru2 143.7(5) . . ?
C68 N12 C74 105.4(6) . . ?
C68 N12 H12 127.3 . . ?
C74 N12 H12 127.3 . . ?
C79 N13 C80 108.7(6) . . ?
C79 N13 C89 126.0(6) . . ?
C80 N13 C89 125.0(6) . . ?
C79 N14 C82 129.2(6) . . ?
C79 N14 C81 112.8(6) . . ?
C82 N14 C81 117.5(6) . . ?
C82 N15 C83 102.9(6) . . ?
C82 N15 Ru2 112.1(5) . . ?
C83 N15 Ru2 144.4(5) . . ?
C82 N16 C88 105.7(6) . . ?
C82 N16 H16 127.2 . . ?
C88 N16 H16 127.2 . . ?
C35 P1 C41 102.5(4) . . ?
C35 P1 C29 105.7(4) . . ?
C41 P1 C29 98.9(4) . . ?
C35 P1 Ru1 111.5(3) . . ?
C41 P1 Ru1 120.3(3) . . ?
C29 P1 Ru1 116.1(3) . . ?
C59 P2 C47 106.3(4) . . ?
C59 P2 C53 98.0(4) . . ?
C47 P2 C53 101.9(3) . . ?
C59 P2 Ru1 114.8(3) . . ?
C47 P2 Ru1 111.0(2) . . ?
C53 P2 Ru1 122.8(3) . . ?
C93 P3 C99 106.4(3) . . ?
C93 P3 C105 97.3(4) . . ?
C99 P3 C105 102.9(4) . . ?
C93 P3 Ru2 115.5(2) . . ?
C99 P3 Ru2 111.4(3) . . ?
C105 P3 Ru2 121.3(2) . . ?
C117 P4 C123 101.6(3) . . ?
C117 P4 C111 96.5(3) . . ?
C123 P4 C111 107.1(3) . . ?
C117 P4 Ru2 121.7(3) . . ?
C123 P4 Ru2 110.6(2) . . ?
C111 P4 Ru2 117.3(2) . . ?
C3 Ru1 C17 102.9(3) . . ?
C3 Ru1 N7 171.7(3) . . ?
C17 Ru1 N7 78.0(3) . . ?
C3 Ru1 N3 77.8(2) . . ?
C17 Ru1 N3 173.2(3) . . ?
N7 Ru1 N3 102.2(2) . . ?
C3 Ru1 P1 95.3(2) . . ?
C17 Ru1 P1 86.3(2) . . ?
N7 Ru1 P1 92.97(16) . . ?
N3 Ru1 P1 86.91(15) . . ?
C3 Ru1 P2 85.1(2) . . ?
C17 Ru1 P2 92.3(2) . . ?
N7 Ru1 P2 86.67(16) . . ?
N3 Ru1 P2 94.48(15) . . ?
P1 Ru1 P2 178.62(8) . . ?
C81 Ru2 C67 101.8(3) . . ?
C81 Ru2 N11 174.2(3) . . ?
C67 Ru2 N11 77.6(2) . . ?
C81 Ru2 N15 77.7(2) . . ?
C67 Ru2 N15 172.5(2) . . ?
N11 Ru2 N15 103.6(2) . . ?
C81 Ru2 P3 86.1(2) . . ?
C67 Ru2 P3 93.4(2) . . ?
N11 Ru2 P3 88.20(16) . . ?
N15 Ru2 P3 93.97(15) . . ?
C81 Ru2 P4 92.6(2) . . ?
C67 Ru2 P4 86.2(2) . . ?
N11 Ru2 P4 93.08(16) . . ?
N15 Ru2 P4 86.36(15) . . ?
P3 Ru2 P4 178.57(7) . . ?

_refine_diff_density_max         1.024
_refine_diff_density_min         -0.840
_refine_diff_density_rms         0.114



# SQUEEZE RESULTS (Version = 160117)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.209 0.078 -0.107 489 58 ' '
2 0.709 0.422 0.107 489 58 ' '
3 0.291 0.578 -0.107 488 58 ' '
4 0.791 0.922 0.107 488 58 ' '
5 0.291 -0.079 0.393 487 58 ' '
6 0.209 0.422 0.393 488 58 ' '
7 0.026 0.366 0.217 11 0 ' '
8 0.474 0.866 0.217 12 0 ' '
9 0.526 0.366 0.283 11 0 ' '
10 0.974 0.866 0.283 12 0 ' '
11 0.709 0.078 0.607 489 58 ' '
12 0.791 0.578 0.607 488 58 ' '
13 0.026 0.134 0.717 12 0 ' '
14 0.474 0.634 0.717 12 0 ' '
15 0.526 0.134 0.783 12 0 ' '
16 0.974 0.634 0.783 12 0 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?
####################################################################### 
# 
# 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_i2645
_database_code_depnum_ccdc_archive 'CCDC 1939121'
loop_
_audit_author_name
_audit_author_address
'Clemens Bruhn'
;University of Kassel
Germany
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-07-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H14 N4 S'
_chemical_formula_weight         258.34

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'
S S 0.1246 0.1234 '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                   6.9905(8)
_cell_length_b                   7.0369(8)
_cell_length_c                   14.5190(14)
_cell_angle_alpha                78.264(8)
_cell_angle_beta                 78.151(8)
_cell_angle_gamma                64.286(8)
_cell_volume                     624.46(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5011
_cell_measurement_theta_min      2.89
_cell_measurement_theta_max      26.16

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.374
_exptl_crystal_F_000             272
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.246
_shelx_estimated_absorpt_T_min   0.946
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in
F. R. Ahmed (Editor), "Crystallographic Computing",
Munksgaard, Copenhagen (1970), 255 - 270
;
_exptl_absorpt_correction_T_min  0.9565
_exptl_absorpt_correction_T_max  0.9941
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       '2-circle diffractometer'
_diffrn_measurement_device_type  'STOE IPDS II'

_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            'STOE Imaging Plate'
_diffrn_detector_area_resol_mean 6.67

_diffrn_source                   'Genix Mo HF'
_diffrn_source_type              ?
_diffrn_radiation_probe          x-ray
_diffrn_source_target            ?
_diffrn_source_voltage           50
_diffrn_source_current           1.000
_diffrn_source_power             0.050
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_collimation    '1.2, 0.6 mm diameter, multiple pinhole'

_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_measurement_details      
; 203 frames, detector distance = 130 mm
;

_diffrn_reflns_number            4516
_diffrn_reflns_av_unetI/netI     0.0405
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.241
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             2314
_reflns_number_gt                1862
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0537P)²+0.2241P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2314
_refine_ls_number_parameters     168
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0556
_refine_ls_R_factor_gt           0.0411
_refine_ls_wR_factor_ref         0.1070
_refine_ls_wR_factor_gt          0.1013
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_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
C1 C -0.0605(3) 0.8685(3) 0.25626(15) 0.0258(5) Uani 1 1 d . . . . .
C2 C -0.3758(3) 0.9171(3) 0.35021(15) 0.0271(5) Uani 1 1 d . . . . .
H2A H -0.4780 0.9219 0.4051 0.032 Uiso 1 1 calc R U . . .
C3 C -0.4154(3) 0.9705(3) 0.26056(15) 0.0280(5) Uani 1 1 d . . . . .
H3A H -0.5512 1.0190 0.2398 0.034 Uiso 1 1 calc R U . . .
C4 C -0.0638(3) 0.7896(3) 0.43234(14) 0.0247(5) Uani 1 1 d . . . . .
C5 C 0.1679(3) 0.7095(3) 0.52990(14) 0.0254(5) Uani 1 1 d . . . . .
C6 C -0.0277(3) 0.7094(3) 0.57830(15) 0.0261(5) Uani 1 1 d . . . . .
C7 C -0.0527(4) 0.6582(3) 0.67597(15) 0.0291(5) Uani 1 1 d . . . . .
H7A H -0.1829 0.6538 0.7095 0.035 Uiso 1 1 calc R U . . .
C8 C 0.1180(4) 0.6135(3) 0.72328(15) 0.0308(5) Uani 1 1 d . . . . .
H8A H 0.1039 0.5788 0.7904 0.037 Uiso 1 1 calc R U . . .
C9 C 0.3100(4) 0.6182(3) 0.67459(16) 0.0303(5) Uani 1 1 d . . . . .
H9A H 0.4233 0.5881 0.7094 0.036 Uiso 1 1 calc R U . . .
C10 C 0.3397(3) 0.6656(3) 0.57708(15) 0.0282(5) Uani 1 1 d . . . . .
H10A H 0.4708 0.6681 0.5438 0.034 Uiso 1 1 calc R U . . .
C11 C -0.2010(4) 0.9944(4) 0.09914(15) 0.0308(5) Uani 1 1 d . . . . .
H11A H -0.0508 0.9806 0.0769 0.037 Uiso 1 1 calc R U . . .
C12 C -0.3503(4) 1.2226(4) 0.07046(17) 0.0413(6) Uani 1 1 d . . . . .
H12A H -0.4991 1.2406 0.0910 0.050 Uiso 1 1 calc R U . . .
H12B H -0.3277 1.2568 0.0013 0.050 Uiso 1 1 calc R U . . .
H12C H -0.3207 1.3180 0.1005 0.050 Uiso 1 1 calc R U . . .
C13 C -0.2340(4) 0.8359(4) 0.05444(16) 0.0399(6) Uani 1 1 d . . . . .
H13C H -0.1254 0.6927 0.0707 0.048 Uiso 1 1 calc R U . . .
H13B H -0.2211 0.8733 -0.0147 0.048 Uiso 1 1 calc R U . . .
H13A H -0.3770 0.8392 0.0784 0.048 Uiso 1 1 calc R U . . .
N1 N 0.1392(3) 0.7620(3) 0.43500(12) 0.0252(4) Uani 1 1 d . . . . .
H1 H 0.223(4) 0.767(4) 0.3858(17) 0.030 Uiso 1 1 d . U . . .
N2 N -0.1731(3) 0.7623(3) 0.51422(12) 0.0261(4) Uani 1 1 d . . . . .
N3 N -0.1570(3) 0.8528(3) 0.34861(12) 0.0249(4) Uani 1 1 d . . . . .
N4 N -0.2237(3) 0.9429(3) 0.20296(12) 0.0274(4) Uani 1 1 d . . . . .
S1 S 0.19978(9) 0.80553(9) 0.21594(4) 0.02928(18) 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 N4 1.361(3) . ?
C1 N3 1.378(3) . ?
C1 S1 1.679(2) . ?
C2 C3 1.331(3) . ?
C2 N3 1.391(3) . ?
C2 H2A 0.9500 . ?
C3 N4 1.383(3) . ?
C3 H3A 0.9500 . ?
C4 N2 1.302(3) . ?
C4 N1 1.354(3) . ?
C4 N3 1.398(3) . ?
C5 N1 1.385(3) . ?
C5 C10 1.391(3) . ?
C5 C6 1.403(3) . ?
C6 C7 1.384(3) . ?
C6 N2 1.399(3) . ?
C7 C8 1.385(3) . ?
C7 H7A 0.9500 . ?
C8 C9 1.393(3) . ?
C8 H8A 0.9500 . ?
C9 C10 1.381(3) . ?
C9 H9A 0.9500 . ?
C10 H10A 0.9500 . ?
C11 N4 1.469(3) . ?
C11 C12 1.514(3) . ?
C11 C13 1.516(3) . ?
C11 H11A 1.0000 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13C 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13A 0.9800 . ?
N1 H1 0.83(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
N4 C1 N3 104.57(18) . . ?
N4 C1 S1 126.71(16) . . ?
N3 C1 S1 128.70(15) . . ?
C3 C2 N3 107.26(19) . . ?
C3 C2 H2A 126.4 . . ?
N3 C2 H2A 126.4 . . ?
C2 C3 N4 107.81(18) . . ?
C2 C3 H3A 126.1 . . ?
N4 C3 H3A 126.1 . . ?
N2 C4 N1 115.65(18) . . ?
N2 C4 N3 121.09(18) . . ?
N1 C4 N3 123.20(19) . . ?
N1 C5 C10 132.8(2) . . ?
N1 C5 C6 104.98(18) . . ?
C10 C5 C6 122.21(19) . . ?
C7 C6 N2 129.5(2) . . ?
C7 C6 C5 120.11(19) . . ?
N2 C6 C5 110.37(18) . . ?
C6 C7 C8 117.9(2) . . ?
C6 C7 H7A 121.0 . . ?
C8 C7 H7A 121.0 . . ?
C7 C8 C9 121.4(2) . . ?
C7 C8 H8A 119.3 . . ?
C9 C8 H8A 119.3 . . ?
C10 C9 C8 121.7(2) . . ?
C10 C9 H9A 119.2 . . ?
C8 C9 H9A 119.2 . . ?
C9 C10 C5 116.7(2) . . ?
C9 C10 H10A 121.7 . . ?
C5 C10 H10A 121.7 . . ?
N4 C11 C12 110.45(19) . . ?
N4 C11 C13 110.19(18) . . ?
C12 C11 C13 112.92(19) . . ?
N4 C11 H11A 107.7 . . ?
C12 C11 H11A 107.7 . . ?
C13 C11 H11A 107.7 . . ?
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 . . ?
C11 C13 H13C 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13C C13 H13B 109.5 . . ?
C11 C13 H13A 109.5 . . ?
H13C C13 H13A 109.5 . . ?
H13B C13 H13A 109.5 . . ?
C4 N1 C5 105.81(18) . . ?
C4 N1 H1 122.0(16) . . ?
C5 N1 H1 131.9(16) . . ?
C4 N2 C6 103.18(17) . . ?
C1 N3 C2 109.89(16) . . ?
C1 N3 C4 128.61(18) . . ?
C2 N3 C4 121.47(18) . . ?
C1 N4 C3 110.46(17) . . ?
C1 N4 C11 124.84(19) . . ?
C3 N4 C11 124.66(18) . . ?

_refine_diff_density_max         0.245
_refine_diff_density_min         -0.290
_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_i2495
_database_code_depnum_ccdc_archive 'CCDC 1939123'
loop_
_audit_author_name
_audit_author_address
'Clemens Bruhn'
;University of Kassel
Germany
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-07-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11 H10 N4 Se'
_chemical_formula_weight         277.19

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'
Se Se -0.0929 2.2259 '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/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.8616(6)
_cell_length_b                   12.1269(7)
_cell_length_c                   11.1928(9)
_cell_angle_alpha                90
_cell_angle_beta                 97.003(6)
_cell_angle_gamma                90
_cell_volume                     1059.13(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5650
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      26.16

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.738
_exptl_crystal_F_000             552
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.470
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    3.520
_shelx_estimated_absorpt_T_min   0.288
_shelx_estimated_absorpt_T_max   0.966
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.4498
_exptl_absorpt_correction_T_max  0.9638
_exptl_absorpt_process_details   'X-red ver. 1.58 (Stoe & Cie. 2012)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 6.67
_diffrn_source                   'Genix Mo HF'
_diffrn_source_voltage           50
_diffrn_source_current           1.000
_diffrn_source_power             0.050
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_collimation    '1.2, 0.6 mm diameter, multiple pinhole'
_diffrn_measurement_method       'rotation method'
_diffrn_measurement_details      
; 132 frames, detector distance = 130 mm
;

_diffrn_reflns_number            4504
_diffrn_reflns_av_unetI/netI     0.0607
_diffrn_reflns_av_R_equivalents  0.0712
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.486
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1971
_reflns_number_gt                1537
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.1440P)²+0.8426P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1971
_refine_ls_number_parameters     149
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0892
_refine_ls_R_factor_gt           0.0712
_refine_ls_wR_factor_ref         0.2056
_refine_ls_wR_factor_gt          0.1816
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_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
C1 C 0.7140(8) 0.2147(6) 0.8818(6) 0.0335(14) Uani 1 1 d . . . . .
C2 C 0.6664(9) 0.3804(6) 0.7911(6) 0.0368(15) Uani 1 1 d . . . . .
H2A H 0.6233 0.4342 0.7335 0.044 Uiso 1 1 calc R U . . .
C3 C 0.7688(9) 0.4004(6) 0.8936(6) 0.0378(15) Uani 1 1 d . . . . .
H3A H 0.8107 0.4700 0.9231 0.045 Uiso 1 1 calc R U . . .
C4 C 0.5293(9) 0.2145(7) 0.6836(6) 0.0380(15) Uani 1 1 d . . . . .
H4A H 0.4153 0.1994 0.7066 0.046 Uiso 1 1 calc R U . . .
H4B H 0.5836 0.1450 0.6643 0.046 Uiso 1 1 calc R U . . .
H4C H 0.5187 0.2629 0.6130 0.046 Uiso 1 1 calc R U . . .
C5 C 0.9058(8) 0.2856(6) 1.0584(6) 0.0329(14) Uani 1 1 d . . . . .
C6 C 1.0589(8) 0.3228(6) 1.2226(6) 0.0308(14) Uani 1 1 d . . . . .
C7 C 1.1471(8) 0.3749(6) 1.3235(6) 0.0336(14) Uani 1 1 d . . . . .
H7A H 1.1443 0.4527 1.3331 0.040 Uiso 1 1 calc R U . . .
C8 C 1.2377(8) 0.3084(6) 1.4082(6) 0.0304(13) Uani 1 1 d . . . . .
H8A H 1.3012 0.3414 1.4766 0.037 Uiso 1 1 calc R U . . .
C9 C 1.2390(8) 0.1932(6) 1.3963(6) 0.0323(14) Uani 1 1 d . . . . .
H9A H 1.3014 0.1503 1.4578 0.039 Uiso 1 1 calc R U . . .
C10 C 1.1520(9) 0.1401(6) 1.2978(6) 0.0351(14) Uani 1 1 d . . . . .
H10A H 1.1543 0.0622 1.2888 0.042 Uiso 1 1 calc R U . . .
C11 C 1.0602(8) 0.2088(6) 1.2120(5) 0.0308(14) Uani 1 1 d . . . . .
N1 N 0.6339(7) 0.2683(5) 0.7830(5) 0.0338(12) Uani 1 1 d . . . . .
N2 N 0.8012(7) 0.2959(5) 0.9489(5) 0.0323(12) Uani 1 1 d . . . . .
N3 N 0.9580(7) 0.3710(5) 1.1232(5) 0.0355(13) Uani 1 1 d . . . . .
N4 N 0.9592(7) 0.1866(5) 1.1049(5) 0.0341(12) Uani 1 1 d . . . . .
H1 H 0.944(11) 0.121(8) 1.069(8) 0.041 Uiso 1 1 d . U . . .
Se1 Se 0.69490(8) 0.06716(6) 0.91421(6) 0.0363(3) 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 N1 1.368(9) . ?
C1 N2 1.370(9) . ?
C1 Se1 1.836(7) . ?
C2 C3 1.341(10) . ?
C2 N1 1.384(9) . ?
C2 H2A 0.9500 . ?
C3 N2 1.419(9) . ?
C3 H3A 0.9500 . ?
C4 N1 1.454(9) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 N3 1.302(9) . ?
C5 N4 1.355(9) . ?
C5 N2 1.396(9) . ?
C6 C11 1.387(10) . ?
C6 C7 1.402(10) . ?
C6 N3 1.412(9) . ?
C7 C8 1.375(10) . ?
C7 H7A 0.9500 . ?
C8 C9 1.404(10) . ?
C8 H8A 0.9500 . ?
C9 C10 1.384(10) . ?
C9 H9A 0.9500 . ?
C10 C11 1.403(10) . ?
C10 H10A 0.9500 . ?
C11 N4 1.382(9) . ?
N4 H1 0.89(9) . ?

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
N1 C1 N2 104.6(6) . . ?
N1 C1 Se1 125.6(5) . . ?
N2 C1 Se1 129.8(5) . . ?
C3 C2 N1 108.7(6) . . ?
C3 C2 H2A 125.6 . . ?
N1 C2 H2A 125.6 . . ?
C2 C3 N2 105.5(6) . . ?
C2 C3 H3A 127.2 . . ?
N2 C3 H3A 127.2 . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N3 C5 N4 115.4(6) . . ?
N3 C5 N2 122.0(6) . . ?
N4 C5 N2 122.6(6) . . ?
C11 C6 C7 120.7(6) . . ?
C11 C6 N3 110.8(6) . . ?
C7 C6 N3 128.6(6) . . ?
C8 C7 C6 117.0(6) . . ?
C8 C7 H7A 121.5 . . ?
C6 C7 H7A 121.5 . . ?
C7 C8 C9 121.8(6) . . ?
C7 C8 H8A 119.1 . . ?
C9 C8 H8A 119.1 . . ?
C10 C9 C8 122.0(7) . . ?
C10 C9 H9A 119.0 . . ?
C8 C9 H9A 119.0 . . ?
C9 C10 C11 115.6(6) . . ?
C9 C10 H10A 122.2 . . ?
C11 C10 H10A 122.2 . . ?
N4 C11 C6 105.0(6) . . ?
N4 C11 C10 132.2(7) . . ?
C6 C11 C10 122.8(6) . . ?
C1 N1 C2 110.5(6) . . ?
C1 N1 C4 124.5(6) . . ?
C2 N1 C4 125.0(6) . . ?
C1 N2 C5 128.2(6) . . ?
C1 N2 C3 110.6(6) . . ?
C5 N2 C3 121.2(6) . . ?
C5 N3 C6 102.6(6) . . ?
C5 N4 C11 106.2(6) . . ?
C5 N4 H1 127(6) . . ?
C11 N4 H1 126(6) . . ?

_refine_diff_density_max         1.725
_refine_diff_density_min         -1.227
_refine_diff_density_rms         0.189

####################################################################### 
# 
# 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_sv0621
_database_code_depnum_ccdc_archive 'CCDC 1939116'
loop_
_audit_author_name
_audit_author_address
'Clemens Bruhn'
;University of Kassel
Germany
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-07-19 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         'C14 H17 N4, Cl'
_chemical_formula_sum            'C14 H17 Cl N4'
_chemical_formula_weight         276.76

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

_space_group_crystal_system      orthorhombic
_space_group_IT_number           64
_space_group_name_H-M_alt        'C m c a'
_space_group_name_Hall           '-C 2bc 2'

_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+1/2, z+1/2'
'x, -y, -z'
'-x, y+1/2, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1, z+1/2'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1, -z+1/2'
'-x, -y, -z'
'x, y-1/2, -z-1/2'
'-x, y, z'
'x, -y-1/2, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, y, -z-1/2'
'-x+1/2, y+1/2, z'
'x+1/2, -y, z-1/2'

_cell_length_a                   6.4586(5)
_cell_length_b                   24.9625(12)
_cell_length_c                   17.2461(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2780.5(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4848
_cell_measurement_theta_min      1.63
_cell_measurement_theta_max      30.53

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.322
_exptl_crystal_F_000             1168
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.267
_shelx_estimated_absorpt_T_min   0.939
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'

_diffrn_detector                 Pilatus200K
_diffrn_detector_type            'DECTRIS PILATUS 200K'
_diffrn_detector_area_resol_mean 5.81

_diffrn_source                   'Mo Genix'
_diffrn_source_type              ?
_diffrn_radiation_probe          x-ray
_diffrn_source_target            ?
_diffrn_source_voltage           50
_diffrn_source_current           1.000
_diffrn_source_power             0.050
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '1.2 0.6 mm diameter'

_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_measurement_details      
; 356 frames, detector distance = 60 mm
;

_diffrn_reflns_number            6154
_diffrn_reflns_av_unetI/netI     0.0519
_diffrn_reflns_av_R_equivalents  0.0540
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.632
_diffrn_reflns_theta_max         25.995
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             1493
_reflns_number_gt                1038
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0506P)²+4.1580P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1493
_refine_ls_number_parameters     127
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0918
_refine_ls_R_factor_gt           0.0512
_refine_ls_wR_factor_ref         0.1231
_refine_ls_wR_factor_gt          0.1056
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_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
C1 C 0.500000 0.20969(13) 0.6289(2) 0.0205(9) Uani 1 2 d S T P . .
H1A H 0.500000 0.205440 0.683691 0.025 Uiso 1 2 calc R U P . .
C2 C 0.500000 0.19338(14) 0.5044(2) 0.0231(9) Uani 1 2 d S T P . .
H2A H 0.500000 0.174513 0.456565 0.028 Uiso 1 2 calc R U P . .
C3 C 0.500000 0.24664(15) 0.51238(19) 0.0203(8) Uani 1 2 d S T P . .
H3A H 0.500000 0.272578 0.472073 0.024 Uiso 1 2 calc R U P . .
C4 C 0.500000 0.30726(14) 0.6248(2) 0.0197(8) Uani 1 2 d S T P . .
C5 C 0.500000 0.36878(16) 0.7132(2) 0.0399(12) Uani 1 2 d S T P . .
C6 C 0.500000 0.39973(17) 0.7798(2) 0.0631(18) Uani 1 2 d S T P . .
H6A H 0.500000 0.383926 0.829905 0.076 Uiso 1 2 calc R U P . .
C7 C 0.500000 0.45432(18) 0.7701(3) 0.081(2) Uani 1 2 d S T P . .
H7A H 0.500000 0.476806 0.814561 0.097 Uiso 1 2 calc R U P . .
C8 C 0.500000 0.47773(18) 0.6959(3) 0.074(2) Uani 1 2 d S T P . .
H8A H 0.500000 0.515657 0.691387 0.089 Uiso 1 2 calc R U P . .
C9 C 0.500000 0.44700(16) 0.6301(2) 0.0507(15) Uani 1 2 d S T P . .
H9A H 0.500000 0.463027 0.580155 0.061 Uiso 1 2 calc R U P . .
C10 C 0.500000 0.39153(15) 0.6388(2) 0.0360(12) Uani 1 2 d S T P . .
C11 C 0.500000 0.11181(14) 0.5956(2) 0.0202(8) Uani 1 2 d S T P . .
C12 C 0.5884(9) 0.10413(19) 0.6758(3) 0.0291(14) Uani 0.5 1 d . . P . .
H12A H 0.727733 0.119620 0.678083 0.044 Uiso 0.5 1 calc R U P . .
H12B H 0.595706 0.065777 0.687692 0.044 Uiso 0.5 1 calc R U P . .
H12C H 0.499286 0.121999 0.713855 0.044 Uiso 0.5 1 calc R U P . .
C13 C 0.6258(11) 0.0823(2) 0.5356(4) 0.0435(17) Uani 0.5 1 d . . P . .
H13A H 0.561432 0.086618 0.484534 0.065 Uiso 0.5 1 calc R U P . .
H13B H 0.631153 0.044123 0.548920 0.065 Uiso 0.5 1 calc R U P . .
H13C H 0.766663 0.096847 0.534377 0.065 Uiso 0.5 1 calc R U P . .
C14 C 0.2696(9) 0.0941(2) 0.5935(3) 0.0302(14) Uani 0.5 1 d . . P . .
H14A H 0.191843 0.113732 0.633225 0.045 Uiso 0.5 1 calc R U P . .
H14B H 0.260274 0.055598 0.603670 0.045 Uiso 0.5 1 calc R U P . .
H14C H 0.211114 0.101967 0.542293 0.045 Uiso 0.5 1 calc R U P . .
Cl1 Cl 0.500000 0.22338(4) 0.82542(5) 0.0270(3) Uani 1 2 d S T P . .
N1 N 0.500000 0.17020(11) 0.57753(15) 0.0175(7) Uani 1 2 d S T P . .
N2 N 0.500000 0.25622(11) 0.59136(15) 0.0163(7) Uani 1 2 d S T P . .
N3 N 0.500000 0.31400(12) 0.70230(16) 0.0282(8) Uani 1 2 d S T P . .
H3 H 0.500000 0.288933 0.738173 0.034 Uiso 1 2 calc R U P . .
N4 N 0.500000 0.35111(12) 0.58311(16) 0.0240(8) Uani 1 2 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
C1 N1 1.326(4) . ?
C1 N2 1.330(4) . ?
C1 H1A 0.9500 . ?
C2 C3 1.337(5) . ?
C2 N1 1.388(4) . ?
C2 H2A 0.9500 . ?
C3 N2 1.383(4) . ?
C3 H3A 0.9500 . ?
C4 N4 1.309(4) . ?
C4 N3 1.348(4) . ?
C4 N2 1.398(4) . ?
C5 N3 1.380(5) . ?
C5 C6 1.385(5) . ?
C5 C10 1.403(5) . ?
C6 C7 1.373(6) . ?
C6 H6A 0.9500 . ?
C7 C8 1.406(6) . ?
C7 H7A 0.9500 . ?
C8 C9 1.370(6) . ?
C8 H8A 0.9500 . ?
C9 C10 1.393(5) . ?
C9 H9A 0.9500 . ?
C10 N4 1.393(5) . ?
C11 N1 1.490(4) . ?
C11 C13 1.508(6) 11_655 ?
C11 C13 1.508(6) . ?
C11 C12 1.510(6) . ?
C11 C12 1.510(6) 11_655 ?
C11 C14 1.553(6) . ?
C11 C14 1.553(6) 11_655 ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
N3 H3 0.8800 . ?

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
N1 C1 N2 108.9(3) . . ?
N1 C1 H1A 125.6 . . ?
N2 C1 H1A 125.6 . . ?
C3 C2 N1 108.7(3) . . ?
C3 C2 H2A 125.6 . . ?
N1 C2 H2A 125.6 . . ?
C2 C3 N2 105.9(3) . . ?
C2 C3 H3A 127.1 . . ?
N2 C3 H3A 127.1 . . ?
N4 C4 N3 116.1(3) . . ?
N4 C4 N2 122.4(3) . . ?
N3 C4 N2 121.5(3) . . ?
N3 C5 C6 131.7(4) . . ?
N3 C5 C10 106.1(3) . . ?
C6 C5 C10 122.2(4) . . ?
C7 C6 C5 116.9(4) . . ?
C7 C6 H6A 121.5 . . ?
C5 C6 H6A 121.5 . . ?
C6 C7 C8 121.5(4) . . ?
C6 C7 H7A 119.2 . . ?
C8 C7 H7A 119.2 . . ?
C9 C8 C7 121.4(4) . . ?
C9 C8 H8A 119.3 . . ?
C7 C8 H8A 119.3 . . ?
C8 C9 C10 117.9(4) . . ?
C8 C9 H9A 121.1 . . ?
C10 C9 H9A 121.1 . . ?
N4 C10 C9 130.3(3) . . ?
N4 C10 C5 109.7(3) . . ?
C9 C10 C5 120.0(4) . . ?
N1 C11 C13 109.6(3) . 11_655 ?
N1 C11 C13 109.6(3) . . ?
C13 C11 C13 65.2(6) 11_655 . ?
N1 C11 C12 108.4(3) . . ?
C13 C11 C12 140.4(4) 11_655 . ?
C13 C11 C12 111.3(4) . . ?
N1 C11 C12 108.4(3) . 11_655 ?
C13 C11 C12 111.3(4) 11_655 11_655 ?
C13 C11 C12 140.4(4) . 11_655 ?
C12 C11 C12 44.5(5) . 11_655 ?
N1 C11 C14 105.8(2) . . ?
C13 C11 C14 47.8(3) 11_655 . ?
C13 C11 C14 111.2(4) . . ?
C12 C11 C14 110.3(4) . . ?
C12 C11 C14 67.8(3) 11_655 . ?
N1 C11 C14 105.8(2) . 11_655 ?
C13 C11 C14 111.2(4) 11_655 11_655 ?
C13 C11 C14 47.8(3) . 11_655 ?
C12 C11 C14 67.8(3) . 11_655 ?
C12 C11 C14 110.3(4) 11_655 11_655 ?
C14 C11 C14 146.9(5) . 11_655 ?
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 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C1 N1 C2 107.3(3) . . ?
C1 N1 C11 126.0(3) . . ?
C2 N1 C11 126.7(3) . . ?
C1 N2 C3 109.2(3) . . ?
C1 N2 C4 126.5(3) . . ?
C3 N2 C4 124.3(3) . . ?
C4 N3 C5 105.0(3) . . ?
C4 N3 H3 127.5 . . ?
C5 N3 H3 127.5 . . ?
C4 N4 C10 103.1(3) . . ?

_refine_diff_density_max         0.357
_refine_diff_density_min         -0.340
_refine_diff_density_rms         0.063

####################################################################### 
# 
# 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_sv0580
_database_code_depnum_ccdc_archive 'CCDC 1939125'
loop_
_audit_author_name
_audit_author_address
'Clemens Bruhn'
;University of Kassel
Germany
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-07-19 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         ?
_chemical_formula_sum            'C14 H16 N4 Se'
_chemical_formula_weight         319.27

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'
Se Se -0.0929 2.2259 '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                   6.8554(3)
_cell_length_b                   13.1808(9)
_cell_length_c                   15.3404(7)
_cell_angle_alpha                90
_cell_angle_beta                 96.866(3)
_cell_angle_gamma                90
_cell_volume                     1376.21(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    15735
_cell_measurement_theta_min      2.04
_cell_measurement_theta_max      31.44

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.541
_exptl_crystal_F_000             648
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    2.720
_shelx_estimated_absorpt_T_min   0.561
_shelx_estimated_absorpt_T_max   0.719
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in
F. R. Ahmed (Editor), "Crystallographic Computing",
Munksgaard, Copenhagen (1970), 255 - 270
;
_exptl_absorpt_correction_T_min  0.5424
_exptl_absorpt_correction_T_max  0.7132
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'

_diffrn_detector                 Pilatus200K
_diffrn_detector_type            'DECTRIS PILATUS 200K'
_diffrn_detector_area_resol_mean 5.81

_diffrn_source                   'Mo Genix'
_diffrn_source_type              ?
_diffrn_radiation_probe          x-ray
_diffrn_source_target            ?
_diffrn_source_voltage           50
_diffrn_source_current           1.000
_diffrn_source_power             0.050
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '1.2 0.6 mm diameter'

_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_measurement_details      
; 264 frames, detector distance = 40 mm
;

_diffrn_reflns_number            8517
_diffrn_reflns_av_unetI/netI     0.0434
_diffrn_reflns_av_R_equivalents  0.0421
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.043
_diffrn_reflns_theta_max         31.942
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.812
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.812
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.812
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3854
_reflns_number_gt                3185
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0466P)²+1.9330P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3854
_refine_ls_number_parameters     178
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0544
_refine_ls_R_factor_gt           0.0395
_refine_ls_wR_factor_ref         0.1011
_refine_ls_wR_factor_gt          0.0914
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_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
C1 C 1.1585(3) 0.01843(19) 0.25724(15) 0.0156(4) Uani 1 1 d . . . . .
C2 C 1.4657(3) -0.0435(2) 0.27895(17) 0.0186(5) Uani 1 1 d . . . . .
H2A H 1.584360 -0.075535 0.267785 0.022 Uiso 1 1 calc R U . . .
C3 C 1.4318(3) -0.0015(2) 0.35521(16) 0.0183(5) Uani 1 1 d . . . . .
H3A H 1.520852 0.002025 0.407573 0.022 Uiso 1 1 calc R U . . .
C4 C 1.2793(4) -0.07543(19) 0.12680(17) 0.0185(5) Uani 1 1 d . . . . .
C5 C 1.1067(4) -0.1494(2) 0.11493(19) 0.0264(6) Uani 1 1 d . . . . .
H5A H 1.098037 -0.180017 0.056396 0.032 Uiso 1 1 calc R U . . .
H5B H 0.984614 -0.112836 0.121178 0.032 Uiso 1 1 calc R U . . .
H5C H 1.126589 -0.202709 0.159619 0.032 Uiso 1 1 calc R U . . .
C6 C 1.2586(4) 0.0108(2) 0.06041(17) 0.0228(5) Uani 1 1 d . . . . .
H6A H 1.141748 0.051023 0.068297 0.027 Uiso 1 1 calc R U . . .
H6B H 1.245464 -0.017187 0.000828 0.027 Uiso 1 1 calc R U . . .
H6C H 1.375379 0.054244 0.069361 0.027 Uiso 1 1 calc R U . . .
C7 C 1.4678(4) -0.1345(2) 0.11577(19) 0.0244(5) Uani 1 1 d . . . . .
H7A H 1.457801 -0.163421 0.056556 0.029 Uiso 1 1 calc R U . . .
H7B H 1.485043 -0.189225 0.159231 0.029 Uiso 1 1 calc R U . . .
H7C H 1.580739 -0.088497 0.124472 0.029 Uiso 1 1 calc R U . . .
C8 C 1.1573(3) 0.08301(19) 0.41120(16) 0.0154(4) Uani 1 1 d . . . . .
C9 C 0.9389(3) 0.14258(19) 0.49127(16) 0.0162(4) Uani 1 1 d . . . . .
C10 C 0.7748(3) 0.1779(2) 0.52707(17) 0.0195(5) Uani 1 1 d . . . . .
H10A H 0.645657 0.169543 0.497771 0.023 Uiso 1 1 calc R U . . .
C11 C 0.8093(4) 0.2259(2) 0.60761(18) 0.0219(5) Uani 1 1 d . . . . .
H11A H 0.700836 0.250279 0.634680 0.026 Uiso 1 1 calc R U . . .
C12 C 1.0004(4) 0.2398(2) 0.65060(17) 0.0221(5) Uani 1 1 d . . . . .
H12A H 1.018104 0.273740 0.705594 0.027 Uiso 1 1 calc R U . . .
C13 C 1.1636(4) 0.2047(2) 0.61427(16) 0.0199(5) Uani 1 1 d . . . . .
H13A H 1.292684 0.214626 0.643155 0.024 Uiso 1 1 calc R U . . .
C14 C 1.1314(3) 0.15441(19) 0.53367(16) 0.0168(4) Uani 1 1 d . . . . .
N1 N 1.2982(3) -0.03248(17) 0.21875(13) 0.0165(4) Uani 1 1 d . . . . .
N2 N 1.2399(3) 0.03614(17) 0.34267(14) 0.0157(4) Uani 1 1 d . . . . .
N3 N 0.9612(3) 0.09556(17) 0.41238(14) 0.0163(4) Uani 1 1 d . . . . .
H1 H 0.890(5) 0.088(3) 0.370(2) 0.020 Uiso 1 1 d . U . . .
N4 N 1.2672(3) 0.11498(16) 0.48175(13) 0.0165(4) Uani 1 1 d . . . . .
Se1 Se 0.91521(3) 0.06543(2) 0.20801(2) 0.01915(9) 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 N1 1.361(3) . ?
C1 N2 1.381(3) . ?
C1 Se1 1.853(2) . ?
C2 C3 1.339(4) . ?
C2 N1 1.392(3) . ?
C2 H2A 0.9500 . ?
C3 N2 1.398(3) . ?
C3 H3A 0.9500 . ?
C4 N1 1.511(3) . ?
C4 C6 1.522(4) . ?
C4 C5 1.527(4) . ?
C4 C7 1.535(3) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 N4 1.312(3) . ?
C8 N3 1.357(3) . ?
C8 N2 1.396(3) . ?
C9 N3 1.384(3) . ?
C9 C10 1.390(3) . ?
C9 C14 1.409(3) . ?
C10 C11 1.383(4) . ?
C10 H10A 0.9500 . ?
C11 C12 1.406(4) . ?
C11 H11A 0.9500 . ?
C12 C13 1.387(4) . ?
C12 H12A 0.9500 . ?
C13 C14 1.397(3) . ?
C13 H13A 0.9500 . ?
C14 N4 1.396(3) . ?
N3 H1 0.77(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 N2 105.63(19) . . ?
N1 C1 Se1 129.33(18) . . ?
N2 C1 Se1 124.89(17) . . ?
C3 C2 N1 108.7(2) . . ?
C3 C2 H2A 125.6 . . ?
N1 C2 H2A 125.6 . . ?
C2 C3 N2 106.6(2) . . ?
C2 C3 H3A 126.7 . . ?
N2 C3 H3A 126.7 . . ?
N1 C4 C6 109.6(2) . . ?
N1 C4 C5 109.2(2) . . ?
C6 C4 C5 112.9(2) . . ?
N1 C4 C7 108.3(2) . . ?
C6 C4 C7 108.5(2) . . ?
C5 C4 C7 108.3(2) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N4 C8 N3 114.9(2) . . ?
N4 C8 N2 121.3(2) . . ?
N3 C8 N2 123.7(2) . . ?
N3 C9 C10 132.4(2) . . ?
N3 C9 C14 104.9(2) . . ?
C10 C9 C14 122.6(2) . . ?
C11 C10 C9 116.5(2) . . ?
C11 C10 H10A 121.8 . . ?
C9 C10 H10A 121.8 . . ?
C10 C11 C12 121.9(2) . . ?
C10 C11 H11A 119.0 . . ?
C12 C11 H11A 119.0 . . ?
C13 C12 C11 121.3(2) . . ?
C13 C12 H12A 119.4 . . ?
C11 C12 H12A 119.4 . . ?
C12 C13 C14 117.6(2) . . ?
C12 C13 H13A 121.2 . . ?
C14 C13 H13A 121.2 . . ?
N4 C14 C13 129.5(2) . . ?
N4 C14 C9 110.3(2) . . ?
C13 C14 C9 120.1(2) . . ?
C1 N1 C2 109.3(2) . . ?
C1 N1 C4 127.12(19) . . ?
C2 N1 C4 123.5(2) . . ?
C1 N2 C8 129.40(19) . . ?
C1 N2 C3 109.7(2) . . ?
C8 N2 C3 120.9(2) . . ?
C8 N3 C9 106.23(19) . . ?
C8 N3 H1 120(2) . . ?
C9 N3 H1 132(2) . . ?
C8 N4 C14 103.54(19) . . ?

_refine_diff_density_max         0.882
_refine_diff_density_min         -0.784
_refine_diff_density_rms         0.113

####################################################################### 
# 
# 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_sv0188
_database_code_depnum_ccdc_archive 'CCDC 1939129'
loop_
_audit_author_name
_audit_author_address
'Clemens Bruhn'
;University of Kassel
Germany
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-07-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H14 N4 Ni'
_chemical_formula_sum            'C16 H14 N4 Ni'
_chemical_formula_weight         321.02

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'
Ni Ni 0.3393 1.1124 '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                   8.3030(6)
_cell_length_b                   12.2487(9)
_cell_length_c                   13.1031(12)
_cell_angle_alpha                90
_cell_angle_beta                 98.019(7)
_cell_angle_gamma                90
_cell_volume                     1319.57(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    14533
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      31.75

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.616
_exptl_crystal_F_000             664
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    1.467
_shelx_estimated_absorpt_T_min   0.799
_shelx_estimated_absorpt_T_max   0.904
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.8096
_exptl_absorpt_correction_T_max  0.9083
_exptl_absorpt_process_details   'X-red ver. 1.58 (Stoe & Cie. 2012)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device_type  StadiVari
_diffrn_detector                 Pilatus200K
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 5.81
_diffrn_source                   'Mo Genix'
_diffrn_source_voltage           50
_diffrn_source_current           1.000
_diffrn_source_power             0.050
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '1.2 0.6 mm diameter'
_diffrn_measurement_method       'rotation method'
_diffrn_measurement_details      
; 215 frames, detector distance = 40 mm
;

_diffrn_reflns_number            6403
_diffrn_reflns_av_unetI/netI     0.0391
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.287
_diffrn_reflns_theta_max         28.989
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_point_group_measured_fraction_full 0.984
_reflns_number_total             3342
_reflns_number_gt                2694
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0577P)²+0.9588P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3342
_refine_ls_number_parameters     191
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0531
_refine_ls_R_factor_gt           0.0381
_refine_ls_wR_factor_ref         0.1074
_refine_ls_wR_factor_gt          0.0994
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001

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 -0.1325(3) 0.12950(19) 0.35116(19) 0.0171(4) Uani 1 1 d . . . . .
C2 C -0.3570(3) 0.1499(2) 0.43231(19) 0.0188(5) Uani 1 1 d . . . . .
H2A H -0.4467 0.1331 0.4673 0.023 Uiso 1 1 calc R U . . .
C3 C -0.3089(3) 0.2496(2) 0.4043(2) 0.0193(5) Uani 1 1 d . . . . .
H3A H -0.3592 0.3171 0.4163 0.023 Uiso 1 1 calc R U . . .
C4 C -0.0826(3) 0.3262(2) 0.3167(2) 0.0216(5) Uani 1 1 d . . . . .
H4A H -0.0759 0.3155 0.2433 0.026 Uiso 1 1 calc R U . . .
H4B H 0.0273 0.3290 0.3552 0.026 Uiso 1 1 calc R U . . .
H4C H -0.1393 0.3948 0.3263 0.026 Uiso 1 1 calc R U . . .
C5 C -0.2284(3) -0.03542(19) 0.40904(18) 0.0160(4) Uani 1 1 d . . . . .
C6 C -0.1016(3) -0.1840(2) 0.39079(18) 0.0174(4) Uani 1 1 d . . . . .
C7 C -0.0009(3) -0.2692(2) 0.3700(2) 0.0207(5) Uani 1 1 d . . . . .
H7A H 0.0928 -0.2562 0.3376 0.025 Uiso 1 1 calc R U . . .
C8 C -0.0409(3) -0.3737(2) 0.3979(2) 0.0225(5) Uani 1 1 d . . . . .
H8A H 0.0252 -0.4335 0.3834 0.027 Uiso 1 1 calc R U . . .
C9 C -0.1782(3) -0.3927(2) 0.4475(2) 0.0210(5) Uani 1 1 d . . . . .
H9A H -0.2027 -0.4652 0.4662 0.025 Uiso 1 1 calc R U . . .
C10 C -0.2783(3) -0.3081(2) 0.46945(19) 0.0202(5) Uani 1 1 d . . . . .
H10A H -0.3700 -0.3214 0.5037 0.024 Uiso 1 1 calc R U . . .
C11 C -0.2409(3) -0.20277(19) 0.43999(18) 0.0168(4) Uani 1 1 d . . . . .
C12 C 0.2740(3) -0.0007(2) 0.3058(2) 0.0218(5) Uani 1 1 d . . . . .
H12A H 0.3463 -0.0333 0.3599 0.026 Uiso 1 1 calc R U . . .
C13 C 0.1760(3) -0.0571(2) 0.2222(2) 0.0219(5) Uani 1 1 d . . . . .
H13A H 0.1679 -0.1341 0.2143 0.026 Uiso 1 1 calc R U . . .
C14 C 0.0942(3) 0.0204(2) 0.15444(19) 0.0215(5) Uani 1 1 d . . . . .
H14A H 0.0295 0.0060 0.0902 0.026 Uiso 1 1 calc R U . . .
C15 C 0.1271(3) 0.1235(2) 0.2004(2) 0.0206(5) Uani 1 1 d . . . . .
H15A H 0.0804 0.1906 0.1749 0.025 Uiso 1 1 calc R U . . .
C16 C 0.2426(3) 0.1108(2) 0.2919(2) 0.0219(5) Uani 1 1 d . . . . .
H16A H 0.2892 0.1680 0.3353 0.026 Uiso 1 1 calc R U . . .
N1 N -0.0962(2) -0.07314(17) 0.37102(16) 0.0172(4) Uani 1 1 d . . . . .
N2 N -0.3225(3) -0.10434(17) 0.45050(16) 0.0177(4) Uani 1 1 d . . . . .
N3 N -0.2472(2) 0.07747(16) 0.39896(16) 0.0164(4) Uani 1 1 d . . . . .
N4 N -0.1720(3) 0.23548(16) 0.35459(16) 0.0174(4) Uani 1 1 d . . . . .
Ni1 Ni 0.01844(4) 0.03353(2) 0.30509(2) 0.01642(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 N4 1.341(3) . ?
C1 N3 1.368(3) . ?
C1 Ni1 1.878(2) . ?
C2 C3 1.351(3) . ?
C2 N3 1.385(3) . ?
C2 H2A 0.9500 . ?
C3 N4 1.398(3) . ?
C3 H3A 0.9500 . ?
C4 N4 1.461(3) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 N2 1.318(3) . ?
C5 N1 1.349(3) . ?
C5 N3 1.396(3) . ?
C6 N1 1.385(3) . ?
C6 C7 1.388(3) . ?
C6 C11 1.419(3) . ?
C7 C8 1.384(4) . ?
C7 H7A 0.9500 . ?
C8 C9 1.408(3) . ?
C8 H8A 0.9500 . ?
C9 C10 1.384(3) . ?
C9 H9A 0.9500 . ?
C10 C11 1.394(3) . ?
C10 H10A 0.9500 . ?
C11 N2 1.399(3) . ?
C12 C16 1.397(4) . ?
C12 C13 1.446(4) . ?
C12 Ni1 2.162(2) . ?
C12 H12A 0.9500 . ?
C13 C14 1.408(4) . ?
C13 Ni1 2.125(2) . ?
C13 H13A 0.9500 . ?
C14 C15 1.409(4) . ?
C14 Ni1 2.160(2) . ?
C14 H14A 0.9500 . ?
C15 C16 1.435(4) . ?
C15 Ni1 2.063(2) . ?
C15 H15A 0.9500 . ?
C16 Ni1 2.116(2) . ?
C16 H16A 0.9500 . ?
N1 Ni1 1.894(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
N4 C1 N3 104.25(19) . . ?
N4 C1 Ni1 142.55(18) . . ?
N3 C1 Ni1 113.20(17) . . ?
C3 C2 N3 105.1(2) . . ?
C3 C2 H2A 127.4 . . ?
N3 C2 H2A 127.5 . . ?
C2 C3 N4 107.8(2) . . ?
C2 C3 H3A 126.1 . . ?
N4 C3 H3A 126.1 . . ?
N4 C4 H4A 109.5 . . ?
N4 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N4 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N2 C5 N1 119.5(2) . . ?
N2 C5 N3 127.5(2) . . ?
N1 C5 N3 112.97(19) . . ?
N1 C6 C7 131.7(2) . . ?
N1 C6 C11 107.1(2) . . ?
C7 C6 C11 121.3(2) . . ?
C8 C7 C6 118.0(2) . . ?
C8 C7 H7A 121.0 . . ?
C6 C7 H7A 121.0 . . ?
C7 C8 C9 120.9(2) . . ?
C7 C8 H8A 119.5 . . ?
C9 C8 H8A 119.5 . . ?
C10 C9 C8 121.4(2) . . ?
C10 C9 H9A 119.3 . . ?
C8 C9 H9A 119.3 . . ?
C9 C10 C11 118.2(2) . . ?
C9 C10 H10A 120.9 . . ?
C11 C10 H10A 120.9 . . ?
C10 C11 N2 129.9(2) . . ?
C10 C11 C6 120.1(2) . . ?
N2 C11 C6 110.0(2) . . ?
C16 C12 C13 107.0(2) . . ?
C16 C12 Ni1 69.16(14) . . ?
C13 C12 Ni1 68.94(14) . . ?
C16 C12 H12A 126.5 . . ?
C13 C12 H12A 126.5 . . ?
Ni1 C12 H12A 127.0 . . ?
C14 C13 C12 109.0(2) . . ?
C14 C13 Ni1 72.15(14) . . ?
C12 C13 Ni1 71.67(14) . . ?
C14 C13 H13A 125.5 . . ?
C12 C13 H13A 125.5 . . ?
Ni1 C13 H13A 122.4 . . ?
C13 C14 C15 106.7(2) . . ?
C13 C14 Ni1 69.50(14) . . ?
C15 C14 Ni1 66.84(13) . . ?
C13 C14 H14A 126.7 . . ?
C15 C14 H14A 126.7 . . ?
Ni1 C14 H14A 128.5 . . ?
C14 C15 C16 109.1(2) . . ?
C14 C15 Ni1 74.27(14) . . ?
C16 C15 Ni1 71.92(13) . . ?
C14 C15 H15A 125.5 . . ?
C16 C15 H15A 125.5 . . ?
Ni1 C15 H15A 120.1 . . ?
C12 C16 C15 107.8(2) . . ?
C12 C16 Ni1 72.73(14) . . ?
C15 C16 Ni1 67.94(13) . . ?
C12 C16 H16A 126.1 . . ?
C15 C16 H16A 126.1 . . ?
Ni1 C16 H16A 124.8 . . ?
C5 N1 C6 102.56(18) . . ?
C5 N1 Ni1 114.76(16) . . ?
C6 N1 Ni1 142.50(16) . . ?
C5 N2 C11 100.87(19) . . ?
C1 N3 C2 112.1(2) . . ?
C1 N3 C5 115.41(19) . . ?
C2 N3 C5 132.4(2) . . ?
C1 N4 C3 110.7(2) . . ?
C1 N4 C4 125.9(2) . . ?
C3 N4 C4 123.3(2) . . ?
C1 Ni1 N1 83.39(9) . . ?
C1 Ni1 C15 104.65(10) . . ?
N1 Ni1 C15 164.98(10) . . ?
C1 Ni1 C16 112.34(10) . . ?
N1 Ni1 C16 148.12(10) . . ?
C15 Ni1 C16 40.14(10) . . ?
C1 Ni1 C13 167.61(10) . . ?
N1 Ni1 C13 104.88(9) . . ?
C15 Ni1 C13 65.28(10) . . ?
C16 Ni1 C13 65.23(10) . . ?
C1 Ni1 C14 129.26(10) . . ?
N1 Ni1 C14 126.48(10) . . ?
C15 Ni1 C14 38.89(10) . . ?
C16 Ni1 C14 65.60(10) . . ?
C13 Ni1 C14 38.36(10) . . ?
C1 Ni1 C12 144.94(11) . . ?
N1 Ni1 C12 114.82(9) . . ?
C15 Ni1 C12 65.54(10) . . ?
C16 Ni1 C12 38.10(10) . . ?
C13 Ni1 C12 39.40(10) . . ?
C14 Ni1 C12 65.06(10) . . ?

_refine_diff_density_max         0.558
_refine_diff_density_min         -0.611
_refine_diff_density_rms         0.091

####################################################################### 
# 
# 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_i2729
_database_code_depnum_ccdc_archive 'CCDC 1939127'
loop_
_audit_author_name
_audit_author_address
'Clemens Bruhn'
;University of Kassel
Germany
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-07-19 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         ?
_chemical_formula_sum            'C51 H45 Cl8 N5 P2 Ru'
_chemical_formula_weight         1174.53

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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+1/2, -z'

_cell_length_a                   9.5141(5)
_cell_length_b                   22.5212(9)
_cell_length_c                   12.1912(7)
_cell_angle_alpha                90
_cell_angle_beta                 98.997(4)
_cell_angle_gamma                90
_cell_volume                     2580.1(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    15958
_cell_measurement_theta_min      1.69
_cell_measurement_theta_max      26.23


_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.512
_exptl_crystal_F_000             1192
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.123
_exptl_crystal_size_mid          0.094
_exptl_crystal_size_min          0.019
_exptl_absorpt_coefficient_mu    0.821
_shelx_estimated_absorpt_T_min   0.906
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in
F. R. Ahmed (Editor), "Crystallographic Computing",
Munksgaard, Copenhagen (1970), 255 - 270
;
_exptl_absorpt_correction_T_min  0.9316
_exptl_absorpt_correction_T_max  0.9826
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       '2-circle diffractometer'
_diffrn_measurement_device_type  'STOE IPDS II'

_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            'STOE Imaging Plate'
_diffrn_detector_area_resol_mean 6.67

_diffrn_source                   'Genix Mo HF'
_diffrn_source_type              ?
_diffrn_radiation_probe          x-ray
_diffrn_source_target            ?
_diffrn_source_voltage           50
_diffrn_source_current           1.000
_diffrn_source_power             0.050
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_collimation    '1.2, 0.6 mm diameter, multiple pinhole'

_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_measurement_details      
; 156 frames, detector distance = 130 mm
;

_diffrn_reflns_number            14862
_diffrn_reflns_av_unetI/netI     0.0573
_diffrn_reflns_av_R_equivalents  0.0509
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.691
_diffrn_reflns_theta_max         25.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9591
_reflns_number_gt                8099
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.947
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 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)+(0.0592P)²+5.4056P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_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   -0.08(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         9591
_refine_ls_number_parameters     607
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0644
_refine_ls_R_factor_gt           0.0499
_refine_ls_wR_factor_ref         0.1238
_refine_ls_wR_factor_gt          0.1162
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_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
C1 C 0.1830(10) 0.4657(4) 0.4017(7) 0.0227(19) Uani 1 1 d . . . . .
C2 C -0.0445(10) 0.4407(4) 0.4213(8) 0.027(2) Uani 1 1 d . . . . .
H2A H -0.140214 0.445208 0.433347 0.032 Uiso 1 1 calc R U . . .
C3 C 0.0178(9) 0.3897(4) 0.4002(8) 0.026(2) Uani 1 1 d . . . . .
H3A H -0.023276 0.351153 0.395151 0.031 Uiso 1 1 calc R U . . .
C4 C 0.2650(8) 0.3720(4) 0.3579(7) 0.0199(18) Uani 1 1 d . . . . .
C5 C 0.4756(9) 0.3550(4) 0.3212(7) 0.0218(18) Uani 1 1 d . . . . .
C6 C 0.6169(9) 0.3558(4) 0.3032(7) 0.026(2) Uani 1 1 d . . . . .
H6A H 0.671985 0.391137 0.311382 0.031 Uiso 1 1 calc R U . . .
C7 C 0.6726(10) 0.3032(4) 0.2731(8) 0.028(2) Uani 1 1 d . . . . .
H7A H 0.769210 0.302589 0.261962 0.034 Uiso 1 1 calc R U . . .
C8 C 0.5949(10) 0.2507(4) 0.2582(8) 0.030(2) Uani 1 1 d . . . . .
H8A H 0.638332 0.215782 0.235442 0.037 Uiso 1 1 calc R U . . .
C9 C 0.4552(10) 0.2490(4) 0.2761(8) 0.028(2) Uani 1 1 d . . . . .
H9A H 0.400936 0.213398 0.266874 0.034 Uiso 1 1 calc R U . . .
C10 C 0.3979(9) 0.3018(4) 0.3081(8) 0.0247(19) Uani 1 1 d . . . . .
C11 C 0.0182(10) 0.5482(4) 0.4363(8) 0.028(2) Uani 1 1 d . . . . .
H11C H -0.080449 0.550861 0.449890 0.033 Uiso 1 1 calc R U . . .
H11B H 0.028172 0.570323 0.368653 0.033 Uiso 1 1 calc R U . . .
H11A H 0.081808 0.565234 0.499432 0.033 Uiso 1 1 calc R U . . .
C12 C 0.5488(9) 0.4140(4) 0.6308(7) 0.0233(19) Uani 1 1 d . . . . .
C13 C 0.6490(10) 0.3925(4) 0.5689(8) 0.026(2) Uani 1 1 d . . . . .
H13A H 0.654174 0.409000 0.497906 0.032 Uiso 1 1 calc R U . . .
C14 C 0.7407(10) 0.3474(4) 0.6094(8) 0.027(2) Uani 1 1 d . . . . .
H14A H 0.809283 0.333354 0.566751 0.033 Uiso 1 1 calc R U . . .
C15 C 0.7330(10) 0.3227(4) 0.7122(8) 0.029(2) Uani 1 1 d . . . . .
H15A H 0.796828 0.292004 0.740564 0.035 Uiso 1 1 calc R U . . .
C16 C 0.6328(10) 0.3428(4) 0.7730(8) 0.032(2) Uani 1 1 d . . . . .
H16A H 0.626519 0.325294 0.843008 0.038 Uiso 1 1 calc R U . . .
C17 C 0.5402(9) 0.3886(4) 0.7329(8) 0.027(2) Uani 1 1 d . . . . .
H17A H 0.471308 0.402357 0.775543 0.032 Uiso 1 1 calc R U . . .
C18 C 0.5755(9) 0.5355(4) 0.6514(8) 0.026(2) Uani 1 1 d . . . . .
C19 C 0.6424(10) 0.5775(4) 0.5944(8) 0.028(2) Uani 1 1 d . . . . .
H19A H 0.617828 0.581001 0.516117 0.034 Uiso 1 1 calc R U . . .
C20 C 0.7469(10) 0.6151(4) 0.6527(9) 0.033(2) Uani 1 1 d . . . . .
H20A H 0.793552 0.643450 0.613343 0.040 Uiso 1 1 calc R U . . .
C21 C 0.7814(10) 0.6109(4) 0.7654(8) 0.032(2) Uani 1 1 d . . . . .
H21A H 0.852338 0.636100 0.804226 0.038 Uiso 1 1 calc R U . . .
C22 C 0.7132(10) 0.5698(5) 0.8231(8) 0.034(2) Uani 1 1 d . . . . .
H22A H 0.736460 0.567116 0.901631 0.041 Uiso 1 1 calc R U . . .
C23 C 0.6111(10) 0.5329(4) 0.7663(8) 0.031(2) Uani 1 1 d . . . . .
H23A H 0.564076 0.505106 0.806645 0.037 Uiso 1 1 calc R U . . .
C24 C 0.3009(8) 0.4851(4) 0.6538(7) 0.0249(18) Uani 1 1 d . . . . .
C25 C 0.2117(10) 0.4365(4) 0.6586(8) 0.031(2) Uani 1 1 d . . . . .
H25A H 0.237590 0.398963 0.632484 0.037 Uiso 1 1 calc R U . . .
C26 C 0.0874(10) 0.4421(5) 0.7004(8) 0.034(2) Uani 1 1 d . . . . .
H26A H 0.027583 0.408495 0.702517 0.041 Uiso 1 1 calc R U . . .
C27 C 0.0474(10) 0.4963(6) 0.7398(8) 0.041(2) Uani 1 1 d . . . . .
H27A H -0.039730 0.500148 0.768007 0.049 Uiso 1 1 calc R U . . .
C28 C 0.1367(11) 0.5449(5) 0.7374(9) 0.039(3) Uani 1 1 d . . . . .
H28A H 0.111494 0.582092 0.765463 0.047 Uiso 1 1 calc R U . . .
C29 C 0.2623(10) 0.5395(5) 0.6942(8) 0.029(2) Uani 1 1 d . . . . .
H29A H 0.322395 0.573002 0.692198 0.035 Uiso 1 1 calc R U . . .
C30 C 0.3233(9) 0.4515(4) 0.0966(7) 0.0228(19) Uani 1 1 d . . . . .
C31 C 0.2144(10) 0.4273(4) 0.0176(8) 0.027(2) Uani 1 1 d . . . . .
H31A H 0.121188 0.443518 0.010470 0.032 Uiso 1 1 calc R U . . .
C32 C 0.2405(10) 0.3806(4) -0.0497(8) 0.030(2) Uani 1 1 d . . . . .
H32A H 0.165906 0.364635 -0.102387 0.036 Uiso 1 1 calc R U . . .
C33 C 0.3768(11) 0.3572(4) -0.0394(8) 0.031(2) Uani 1 1 d . . . . .
H33A H 0.394508 0.324132 -0.083752 0.037 Uiso 1 1 calc R U . . .
C34 C 0.4859(11) 0.3810(4) 0.0335(8) 0.032(2) Uani 1 1 d . . . . .
H34A H 0.579462 0.365534 0.037739 0.038 Uiso 1 1 calc R U . . .
C35 C 0.4594(10) 0.4279(4) 0.1015(8) 0.028(2) Uani 1 1 d . . . . .
H35A H 0.535558 0.444143 0.152253 0.034 Uiso 1 1 calc R U . . .
C36 C 0.1118(9) 0.5307(4) 0.1592(7) 0.0226(18) Uani 1 1 d . . . . .
C37 C 0.0105(8) 0.4881(5) 0.1695(6) 0.0243(17) Uani 1 1 d . . . . .
H37A H 0.039971 0.448396 0.186646 0.029 Uiso 1 1 calc R U . . .
C38 C -0.1335(9) 0.5018(5) 0.1554(7) 0.030(2) Uani 1 1 d . . . . .
H38A H -0.201280 0.471546 0.161757 0.036 Uiso 1 1 calc R U . . .
C39 C -0.1785(10) 0.5594(4) 0.1323(8) 0.029(2) Uani 1 1 d . . . . .
H39A H -0.276884 0.569011 0.123481 0.034 Uiso 1 1 calc R U . . .
C40 C -0.0796(10) 0.6026(4) 0.1222(8) 0.031(2) Uani 1 1 d . . . . .
H40A H -0.110173 0.642251 0.106558 0.037 Uiso 1 1 calc R U . . .
C41 C 0.0657(9) 0.5891(4) 0.1346(7) 0.0249(19) Uani 1 1 d . . . . .
H41A H 0.132817 0.619378 0.126392 0.030 Uiso 1 1 calc R U . . .
C42 C 0.3842(9) 0.5731(4) 0.1247(7) 0.0227(18) Uani 1 1 d . . . . .
C43 C 0.3771(10) 0.5735(4) 0.0079(7) 0.027(2) Uani 1 1 d . . . . .
H43A H 0.332291 0.541706 -0.035257 0.032 Uiso 1 1 calc R U . . .
C44 C 0.4353(11) 0.6201(4) -0.0434(9) 0.031(2) Uani 1 1 d . . . . .
H44A H 0.429544 0.620203 -0.121890 0.037 Uiso 1 1 calc R U . . .
C45 C 0.5016(10) 0.6666(4) 0.0180(8) 0.030(2) Uani 1 1 d . . . . .
H45A H 0.542251 0.698412 -0.017509 0.036 Uiso 1 1 calc R U . . .
C46 C 0.5080(9) 0.6661(4) 0.1316(8) 0.029(2) Uani 1 1 d . . . . .
H46A H 0.552180 0.698206 0.174272 0.035 Uiso 1 1 calc R U . . .
C47 C 0.4515(9) 0.6198(4) 0.1847(8) 0.0252(19) Uani 1 1 d . . . . .
H47A H 0.458939 0.620066 0.263299 0.030 Uiso 1 1 calc R U . . .
C48 C 0.3193(10) 0.6253(4) 0.4415(8) 0.027(2) Uani 1 1 d . . . . .
C49 C 0.2886(14) 0.6860(4) 0.4701(11) 0.051(3) Uani 1 1 d . . . . .
H49A H 0.208818 0.686339 0.512137 0.061 Uiso 1 1 calc R U . . .
H49B H 0.263504 0.709376 0.402004 0.061 Uiso 1 1 calc R U . . .
H49C H 0.372720 0.703389 0.515445 0.061 Uiso 1 1 calc R U . . .
C50 C 0.1948(11) 0.2327(5) 0.6137(9) 0.038(2) Uani 1 1 d . . . . .
H50A H 0.128908 0.237706 0.541935 0.046 Uiso 1 1 calc R U . . .
C51 C 0.0466(11) 0.7662(4) -0.0823(9) 0.036(2) Uani 1 1 d . . . . .
H51A H 0.046692 0.755677 -0.161997 0.043 Uiso 1 1 calc R U . . .
Cl1 Cl 0.6219(2) 0.51033(9) 0.34797(18) 0.0232(4) Uani 1 1 d . . . . .
Cl2 Cl 0.0043(2) 0.23277(10) 0.3571(2) 0.0293(5) Uani 1 1 d . . . . .
Cl3 Cl 0.3513(3) 0.27227(13) 0.6067(3) 0.0575(9) Uani 1 1 d . . . . .
Cl4 Cl 0.1113(4) 0.26083(16) 0.7223(3) 0.0702(10) Uani 1 1 d . . . . .
Cl5 Cl 0.2319(3) 0.15721(10) 0.6348(2) 0.0379(6) Uani 1 1 d . . . . .
Cl6 Cl 0.1827(3) 0.72663(15) -0.0009(4) 0.0721(11) Uani 1 1 d . . . . .
Cl7 Cl -0.1216(3) 0.74891(11) -0.0481(2) 0.0426(6) Uani 1 1 d . . . . .
Cl8 Cl 0.0828(3) 0.84235(12) -0.0654(3) 0.0493(7) Uani 1 1 d . . . . .
N1 N 0.0553(6) 0.4862(3) 0.4226(5) 0.0206(14) Uani 1 1 d . . . . .
N2 N 0.1559(7) 0.4051(3) 0.3871(6) 0.0224(16) Uani 1 1 d . . . . .
N3 N 0.3881(7) 0.3998(3) 0.3538(6) 0.0201(15) Uani 1 1 d . . . . .
N4 N 0.2625(7) 0.3146(3) 0.3320(6) 0.0237(16) Uani 1 1 d . . . . .
H4A H 0.190522 0.289899 0.330200 0.028 Uiso 1 1 calc R U . . .
N5 N 0.3410(8) 0.5781(3) 0.4183(7) 0.0251(16) Uani 1 1 d . . . . .
P1 P 0.4520(2) 0.48107(9) 0.57835(18) 0.0210(5) Uani 1 1 d . . . . .
P2 P 0.3002(2) 0.51205(10) 0.19043(18) 0.0204(5) Uani 1 1 d . . . . .
Ru1 Ru 0.37625(6) 0.49237(3) 0.38341(5) 0.01906(16) 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 N1 1.360(11) . ?
C1 N2 1.396(11) . ?
C1 Ru1 1.979(9) . ?
C2 C3 1.336(13) . ?
C2 N1 1.396(11) . ?
C2 H2A 0.9500 . ?
C3 N2 1.392(11) . ?
C3 H3A 0.9500 . ?
C4 N4 1.329(11) . ?
C4 N3 1.336(11) . ?
C4 N2 1.370(11) . ?
C5 C6 1.396(13) . ?
C5 C10 1.403(12) . ?
C5 N3 1.405(11) . ?
C6 C7 1.369(13) . ?
C6 H6A 0.9500 . ?
C7 C8 1.391(13) . ?
C7 H7A 0.9500 . ?
C8 C9 1.380(13) . ?
C8 H8A 0.9500 . ?
C9 C10 1.390(12) . ?
C9 H9A 0.9500 . ?
C10 N4 1.394(11) . ?
C11 N1 1.456(11) . ?
C11 H11C 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11A 0.9800 . ?
C12 C17 1.383(13) . ?
C12 C13 1.393(13) . ?
C12 P1 1.832(9) . ?
C13 C14 1.378(13) . ?
C13 H13A 0.9500 . ?
C14 C15 1.383(14) . ?
C14 H14A 0.9500 . ?
C15 C16 1.372(13) . ?
C15 H15A 0.9500 . ?
C16 C17 1.396(13) . ?
C16 H16A 0.9500 . ?
C17 H17A 0.9500 . ?
C18 C19 1.386(14) . ?
C18 C23 1.390(14) . ?
C18 P1 1.830(9) . ?
C19 C20 1.410(13) . ?
C19 H19A 0.9500 . ?
C20 C21 1.365(15) . ?
C20 H20A 0.9500 . ?
C21 C22 1.383(15) . ?
C21 H21A 0.9500 . ?
C22 C23 1.380(13) . ?
C22 H22A 0.9500 . ?
C23 H23A 0.9500 . ?
C24 C29 1.391(13) . ?
C24 C25 1.391(13) . ?
C24 P1 1.826(9) . ?
C25 C26 1.364(14) . ?
C25 H25A 0.9500 . ?
C26 C27 1.386(16) . ?
C26 H26A 0.9500 . ?
C27 C28 1.389(16) . ?
C27 H27A 0.9500 . ?
C28 C29 1.384(14) . ?
C28 H28A 0.9500 . ?
C29 H29A 0.9500 . ?
C30 C35 1.392(12) . ?
C30 C31 1.409(13) . ?
C30 P2 1.815(9) . ?
C31 C32 1.381(13) . ?
C31 H31A 0.9500 . ?
C32 C33 1.387(14) . ?
C32 H32A 0.9500 . ?
C33 C34 1.366(14) . ?
C33 H33A 0.9500 . ?
C34 C35 1.390(13) . ?
C34 H34A 0.9500 . ?
C35 H35A 0.9500 . ?
C36 C37 1.380(12) . ?
C36 C41 1.403(12) . ?
C36 P2 1.822(9) . ?
C37 C38 1.389(11) . ?
C37 H37A 0.9500 . ?
C38 C39 1.380(14) . ?
C38 H38A 0.9500 . ?
C39 C40 1.372(14) . ?
C39 H39A 0.9500 . ?
C40 C41 1.400(13) . ?
C40 H40A 0.9500 . ?
C41 H41A 0.9500 . ?
C42 C47 1.379(12) . ?
C42 C43 1.415(13) . ?
C42 P2 1.837(9) . ?
C43 C44 1.381(13) . ?
C43 H43A 0.9500 . ?
C44 C45 1.381(13) . ?
C44 H44A 0.9500 . ?
C45 C46 1.376(14) . ?
C45 H45A 0.9500 . ?
C46 C47 1.380(13) . ?
C46 H46A 0.9500 . ?
C47 H47A 0.9500 . ?
C48 N5 1.129(12) . ?
C48 C49 1.452(13) . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C50 Cl5 1.748(10) . ?
C50 Cl3 1.749(11) . ?
C50 Cl4 1.764(11) . ?
C50 H50A 1.0000 . ?
C51 Cl6 1.749(10) . ?
C51 Cl8 1.754(10) . ?
C51 Cl7 1.760(11) . ?
C51 H51A 1.0000 . ?
Cl1 Ru1 2.475(2) . ?
N3 Ru1 2.123(7) . ?
N4 H4A 0.8800 . ?
N5 Ru1 2.015(8) . ?
P1 Ru1 2.387(2) . ?
P2 Ru1 2.392(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
N1 C1 N2 101.7(7) . . ?
N1 C1 Ru1 142.2(7) . . ?
N2 C1 Ru1 116.0(6) . . ?
C3 C2 N1 108.2(8) . . ?
C3 C2 H2A 125.9 . . ?
N1 C2 H2A 125.9 . . ?
C2 C3 N2 105.2(8) . . ?
C2 C3 H3A 127.4 . . ?
N2 C3 H3A 127.4 . . ?
N4 C4 N3 115.4(7) . . ?
N4 C4 N2 127.3(7) . . ?
N3 C4 N2 117.3(7) . . ?
C6 C5 C10 119.8(8) . . ?
C6 C5 N3 131.6(8) . . ?
C10 C5 N3 108.6(8) . . ?
C7 C6 C5 116.9(9) . . ?
C7 C6 H6A 121.5 . . ?
C5 C6 H6A 121.5 . . ?
C6 C7 C8 123.3(9) . . ?
C6 C7 H7A 118.3 . . ?
C8 C7 H7A 118.3 . . ?
C9 C8 C7 120.6(9) . . ?
C9 C8 H8A 119.7 . . ?
C7 C8 H8A 119.7 . . ?
C8 C9 C10 116.7(8) . . ?
C8 C9 H9A 121.6 . . ?
C10 C9 H9A 121.6 . . ?
C9 C10 N4 130.7(8) . . ?
C9 C10 C5 122.6(8) . . ?
N4 C10 C5 106.7(7) . . ?
N1 C11 H11C 109.5 . . ?
N1 C11 H11B 109.5 . . ?
H11C C11 H11B 109.5 . . ?
N1 C11 H11A 109.5 . . ?
H11C C11 H11A 109.5 . . ?
H11B C11 H11A 109.5 . . ?
C17 C12 C13 119.1(8) . . ?
C17 C12 P1 123.9(7) . . ?
C13 C12 P1 116.6(7) . . ?
C14 C13 C12 120.7(9) . . ?
C14 C13 H13A 119.7 . . ?
C12 C13 H13A 119.7 . . ?
C13 C14 C15 120.0(9) . . ?
C13 C14 H14A 120.0 . . ?
C15 C14 H14A 120.0 . . ?
C16 C15 C14 119.8(9) . . ?
C16 C15 H15A 120.1 . . ?
C14 C15 H15A 120.1 . . ?
C15 C16 C17 120.5(9) . . ?
C15 C16 H16A 119.8 . . ?
C17 C16 H16A 119.8 . . ?
C12 C17 C16 119.9(9) . . ?
C12 C17 H17A 120.1 . . ?
C16 C17 H17A 120.1 . . ?
C19 C18 C23 118.4(9) . . ?
C19 C18 P1 121.6(7) . . ?
C23 C18 P1 119.9(7) . . ?
C18 C19 C20 120.0(9) . . ?
C18 C19 H19A 120.0 . . ?
C20 C19 H19A 120.0 . . ?
C21 C20 C19 120.3(10) . . ?
C21 C20 H20A 119.8 . . ?
C19 C20 H20A 119.8 . . ?
C20 C21 C22 120.0(9) . . ?
C20 C21 H21A 120.0 . . ?
C22 C21 H21A 120.0 . . ?
C23 C22 C21 119.8(9) . . ?
C23 C22 H22A 120.1 . . ?
C21 C22 H22A 120.1 . . ?
C22 C23 C18 121.5(10) . . ?
C22 C23 H23A 119.3 . . ?
C18 C23 H23A 119.3 . . ?
C29 C24 C25 118.7(8) . . ?
C29 C24 P1 119.6(7) . . ?
C25 C24 P1 121.1(7) . . ?
C26 C25 C24 120.9(10) . . ?
C26 C25 H25A 119.6 . . ?
C24 C25 H25A 119.6 . . ?
C25 C26 C27 120.8(10) . . ?
C25 C26 H26A 119.6 . . ?
C27 C26 H26A 119.6 . . ?
C26 C27 C28 119.0(9) . . ?
C26 C27 H27A 120.5 . . ?
C28 C27 H27A 120.5 . . ?
C29 C28 C27 120.4(10) . . ?
C29 C28 H28A 119.8 . . ?
C27 C28 H28A 119.8 . . ?
C28 C29 C24 120.2(10) . . ?
C28 C29 H29A 119.9 . . ?
C24 C29 H29A 119.9 . . ?
C35 C30 C31 117.5(8) . . ?
C35 C30 P2 117.6(7) . . ?
C31 C30 P2 124.9(7) . . ?
C32 C31 C30 121.3(9) . . ?
C32 C31 H31A 119.4 . . ?
C30 C31 H31A 119.4 . . ?
C31 C32 C33 119.3(9) . . ?
C31 C32 H32A 120.4 . . ?
C33 C32 H32A 120.4 . . ?
C34 C33 C32 120.9(9) . . ?
C34 C33 H33A 119.5 . . ?
C32 C33 H33A 119.5 . . ?
C33 C34 C35 119.8(9) . . ?
C33 C34 H34A 120.1 . . ?
C35 C34 H34A 120.1 . . ?
C34 C35 C30 121.3(9) . . ?
C34 C35 H35A 119.4 . . ?
C30 C35 H35A 119.4 . . ?
C37 C36 C41 118.2(8) . . ?
C37 C36 P2 119.9(6) . . ?
C41 C36 P2 121.7(7) . . ?
C36 C37 C38 121.5(9) . . ?
C36 C37 H37A 119.2 . . ?
C38 C37 H37A 119.2 . . ?
C39 C38 C37 120.2(9) . . ?
C39 C38 H38A 119.9 . . ?
C37 C38 H38A 119.9 . . ?
C40 C39 C38 119.2(8) . . ?
C40 C39 H39A 120.4 . . ?
C38 C39 H39A 120.4 . . ?
C39 C40 C41 121.1(9) . . ?
C39 C40 H40A 119.4 . . ?
C41 C40 H40A 119.4 . . ?
C40 C41 C36 119.7(9) . . ?
C40 C41 H41A 120.1 . . ?
C36 C41 H41A 120.1 . . ?
C47 C42 C43 118.3(8) . . ?
C47 C42 P2 122.5(7) . . ?
C43 C42 P2 119.2(7) . . ?
C44 C43 C42 120.1(9) . . ?
C44 C43 H43A 120.0 . . ?
C42 C43 H43A 120.0 . . ?
C43 C44 C45 120.8(9) . . ?
C43 C44 H44A 119.6 . . ?
C45 C44 H44A 119.6 . . ?
C46 C45 C44 118.9(9) . . ?
C46 C45 H45A 120.6 . . ?
C44 C45 H45A 120.6 . . ?
C45 C46 C47 121.3(9) . . ?
C45 C46 H46A 119.4 . . ?
C47 C46 H46A 119.4 . . ?
C42 C47 C46 120.7(9) . . ?
C42 C47 H47A 119.7 . . ?
C46 C47 H47A 119.7 . . ?
N5 C48 C49 178.8(11) . . ?
C48 C49 H49A 109.5 . . ?
C48 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C48 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
Cl5 C50 Cl3 110.4(6) . . ?
Cl5 C50 Cl4 110.1(6) . . ?
Cl3 C50 Cl4 109.9(6) . . ?
Cl5 C50 H50A 108.8 . . ?
Cl3 C50 H50A 108.8 . . ?
Cl4 C50 H50A 108.8 . . ?
Cl6 C51 Cl8 108.5(6) . . ?
Cl6 C51 Cl7 111.8(6) . . ?
Cl8 C51 Cl7 111.0(6) . . ?
Cl6 C51 H51A 108.5 . . ?
Cl8 C51 H51A 108.5 . . ?
Cl7 C51 H51A 108.5 . . ?
C1 N1 C2 112.0(8) . . ?
C1 N1 C11 125.9(7) . . ?
C2 N1 C11 121.9(7) . . ?
C4 N2 C3 131.3(7) . . ?
C4 N2 C1 115.7(7) . . ?
C3 N2 C1 112.9(7) . . ?
C4 N3 C5 103.7(7) . . ?
C4 N3 Ru1 112.6(5) . . ?
C5 N3 Ru1 143.4(6) . . ?
C4 N4 C10 105.6(7) . . ?
C4 N4 H4A 127.2 . . ?
C10 N4 H4A 127.2 . . ?
C48 N5 Ru1 177.2(8) . . ?
C24 P1 C18 102.6(4) . . ?
C24 P1 C12 104.9(4) . . ?
C18 P1 C12 97.6(4) . . ?
C24 P1 Ru1 111.0(3) . . ?
C18 P1 Ru1 119.0(3) . . ?
C12 P1 Ru1 119.5(3) . . ?
C30 P2 C36 104.7(4) . . ?
C30 P2 C42 100.6(4) . . ?
C36 P2 C42 102.5(4) . . ?
C30 P2 Ru1 115.6(3) . . ?
C36 P2 Ru1 112.6(3) . . ?
C42 P2 Ru1 118.8(3) . . ?
C1 Ru1 N5 94.5(3) . . ?
C1 Ru1 N3 78.2(3) . . ?
N5 Ru1 N3 172.6(3) . . ?
C1 Ru1 P1 89.8(2) . . ?
N5 Ru1 P1 85.8(2) . . ?
N3 Ru1 P1 92.8(2) . . ?
C1 Ru1 P2 91.3(2) . . ?
N5 Ru1 P2 89.7(2) . . ?
N3 Ru1 P2 91.8(2) . . ?
P1 Ru1 P2 175.43(8) . . ?
C1 Ru1 Cl1 171.1(3) . . ?
N5 Ru1 Cl1 94.2(2) . . ?
N3 Ru1 Cl1 93.1(2) . . ?
P1 Ru1 Cl1 92.58(7) . . ?
P2 Ru1 Cl1 86.95(8) . . ?

_refine_diff_density_max         0.710
_refine_diff_density_min         -1.148
_refine_diff_density_rms         0.090

####################################################################### 
# 
# 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_i2821
_database_code_depnum_ccdc_archive 'CCDC 1939131'
loop_
_audit_author_name
_audit_author_address
'Clemens Bruhn'
;University of Kassel
Germany
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-07-19 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         ?
_chemical_formula_sum            'C19 H20 N4 Ni'
_chemical_formula_weight         363.10

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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'

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

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

_cell_length_a                   9.5555(2)
_cell_length_b                   24.2364(7)
_cell_length_c                   21.3888(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4953.5(2)
_cell_formula_units_Z            12
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    30520
_cell_measurement_theta_min      1.27
_cell_measurement_theta_max      26.25

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.461
_exptl_crystal_F_000             2280
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    1.182
_shelx_estimated_absorpt_T_min   0.741
_shelx_estimated_absorpt_T_max   0.922
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in
F. R. Ahmed (Editor), "Crystallographic Computing",
Munksgaard, Copenhagen (1970), 255 - 270
;
_exptl_absorpt_correction_T_min  0.7686
_exptl_absorpt_correction_T_max  0.9298
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       '4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADI VARI'

_diffrn_detector                 'imaging plate area detector'
_diffrn_detector_type            'STOE Imaging Plate'
_diffrn_detector_area_resol_mean 6.67

_diffrn_source                   'Genix Mo HF'
_diffrn_source_type              ?
_diffrn_radiation_probe          x-ray
_diffrn_source_target            ?
_diffrn_source_voltage           50
_diffrn_source_current           1.000
_diffrn_source_power             0.050
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_collimation    '1.2, 0.6 mm diameter, multiple pinhole'

_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_measurement_details      
; 154 frames, detector distance = 130 mm
;

_diffrn_reflns_number            20251
_diffrn_reflns_av_unetI/netI     0.0593
_diffrn_reflns_av_R_equivalents  0.0885
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.270
_diffrn_reflns_theta_max         25.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4733
_reflns_number_gt                4194
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0740P)²+2.4158P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4733
_refine_ls_number_parameters     361
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0473
_refine_ls_R_factor_gt           0.0403
_refine_ls_wR_factor_ref         0.1201
_refine_ls_wR_factor_gt          0.1147
_refine_ls_goodness_of_fit_ref   1.123
_refine_ls_restrained_S_all      1.123
_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 0.5260(2) 0.59047(10) 0.55030(10) 0.0200(5) Uani 1 1 d . . . . .
C2 C 0.7528(3) 0.61693(10) 0.55152(11) 0.0217(5) Uani 1 1 d . . . . .
H2A H 0.842696 0.626688 0.566949 0.026 Uiso 1 1 calc R U . . .
C3 C 0.7146(2) 0.61566(10) 0.49139(11) 0.0220(5) Uani 1 1 d . . . . .
H3A H 0.770851 0.624339 0.456109 0.026 Uiso 1 1 calc R U . . .
C4 C 0.4829(2) 0.59240(10) 0.44184(10) 0.0201(5) Uani 1 1 d . . . . .
C5 C 0.2836(2) 0.57090(9) 0.40437(11) 0.0216(5) Uani 1 1 d . . . . .
C6 C 0.1490(2) 0.55287(10) 0.39001(12) 0.0235(5) Uani 1 1 d . . . . .
H6A H 0.088299 0.539273 0.421619 0.028 Uiso 1 1 calc R U . . .
C7 C 0.1065(3) 0.55542(10) 0.32805(11) 0.0243(5) Uani 1 1 d . . . . .
H7A H 0.015439 0.543026 0.317104 0.029 Uiso 1 1 calc R U . . .
C8 C 0.1946(3) 0.57577(10) 0.28158(11) 0.0238(5) Uani 1 1 d . . . . .
H8A H 0.161503 0.577846 0.239763 0.029 Uiso 1 1 calc R U . . .
C9 C 0.3293(2) 0.59303(10) 0.29508(11) 0.0229(5) Uani 1 1 d . . . . .
H9A H 0.389144 0.606695 0.263148 0.027 Uiso 1 1 calc R U . . .
C10 C 0.3746(2) 0.58978(9) 0.35680(11) 0.0199(5) Uani 1 1 d . . . . .
C11 C 0.6350(2) 0.60258(10) 0.65773(11) 0.0219(5) Uani 1 1 d . . . . .
C12 C 0.7804(2) 0.61670(11) 0.68268(12) 0.0270(5) Uani 1 1 d . . . . .
H12A H 0.847473 0.588656 0.668804 0.032 Uiso 1 1 calc R U . . .
H12B H 0.778085 0.617620 0.728470 0.032 Uiso 1 1 calc R U . . .
H12C H 0.809077 0.652902 0.666759 0.032 Uiso 1 1 calc R U . . .
C13 C 0.5935(3) 0.54593(10) 0.68193(11) 0.0252(5) Uani 1 1 d . . . . .
H13A H 0.570006 0.548490 0.726444 0.030 Uiso 1 1 calc R U . . .
H13B H 0.671625 0.520221 0.676333 0.030 Uiso 1 1 calc R U . . .
H13C H 0.511938 0.532551 0.658627 0.030 Uiso 1 1 calc R U . . .
C14 C 0.5330(2) 0.64812(10) 0.67678(11) 0.0248(5) Uani 1 1 d . . . . .
H14A H 0.569141 0.683913 0.662881 0.030 Uiso 1 1 calc R U . . .
H14B H 0.522575 0.648311 0.722362 0.030 Uiso 1 1 calc R U . . .
H14C H 0.441736 0.641337 0.657313 0.030 Uiso 1 1 calc R U . . .
C15 C 0.2499(3) 0.55824(11) 0.63746(11) 0.0251(5) Uani 1 1 d . . . . .
H15A H 0.305744 0.564903 0.673414 0.030 Uiso 1 1 calc R U . . .
C16 C 0.2373(2) 0.50651(10) 0.60590(11) 0.0239(5) Uani 1 1 d . . . . .
H16A H 0.275783 0.472252 0.618925 0.029 Uiso 1 1 calc R U . . .
C17 C 0.1579(2) 0.51589(11) 0.55250(11) 0.0237(5) Uani 1 1 d . . . . .
H17A H 0.136490 0.489331 0.521252 0.028 Uiso 1 1 calc R U . . .
C18 C 0.1131(3) 0.57310(11) 0.55255(12) 0.0265(6) Uani 1 1 d . . . . .
H18A H 0.057856 0.590469 0.521315 0.032 Uiso 1 1 calc R U . . .
C19 C 0.1654(2) 0.59823(11) 0.60648(12) 0.0263(5) Uani 1 1 d . . . . .
H19A H 0.148036 0.634950 0.619927 0.032 Uiso 1 1 calc R U . . .
C20 C 0.8037(4) 0.750000 0.44847(14) 0.0182(7) Uani 1 2 d S T P . .
C21 C 0.5678(3) 0.750000 0.45389(15) 0.0219(7) Uani 1 2 d S T P . .
H21A H 0.472643 0.750000 0.441014 0.026 Uiso 1 2 calc R U P . .
C22 C 0.6134(3) 0.750000 0.51343(15) 0.0224(7) Uani 1 2 d S T P . .
H22A H 0.558419 0.750000 0.550421 0.027 Uiso 1 2 calc R U P . .
C23 C 0.8579(3) 0.750000 0.55580(14) 0.0167(6) Uani 1 2 d S T P . .
C24 C 1.0698(3) 0.750000 0.58723(15) 0.0189(6) Uani 1 2 d S T P . .
C25 C 1.2133(3) 0.750000 0.59733(16) 0.0217(7) Uani 1 2 d S T P . .
H25A H 1.276996 0.750000 0.563222 0.026 Uiso 1 2 calc R U P . .
C26 C 1.2608(3) 0.750000 0.65798(16) 0.0221(7) Uani 1 2 d S T P . .
H26A H 1.358722 0.750000 0.665651 0.027 Uiso 1 2 calc R U P . .
C27 C 1.1682(3) 0.750000 0.70877(15) 0.0226(7) Uani 1 2 d S T P . .
H27A H 1.204167 0.750000 0.750173 0.027 Uiso 1 2 calc R U P . .
C28 C 1.0249(3) 0.750000 0.69929(15) 0.0219(7) Uani 1 2 d S T P . .
H28A H 0.962209 0.750000 0.733772 0.026 Uiso 1 2 calc R U P . .
C29 C 0.9747(3) 0.750000 0.63862(15) 0.0183(6) Uani 1 2 d S T P . .
C30 C 0.6732(3) 0.750000 0.34442(15) 0.0221(7) Uani 1 2 d S T P . .
C31 C 0.5190(4) 0.750000 0.32586(17) 0.0314(9) Uani 1 2 d S T P . .
H31A H 0.520(4) 0.750000 0.285(2) 0.038 Uiso 1 2 d S U P . .
H31B H 0.475(3) 0.7176(12) 0.3411(14) 0.038 Uiso 1 1 d . U . . .
C32 C 0.7421(3) 0.80240(10) 0.32016(11) 0.0244(5) Uani 1 1 d . . . . .
H32A H 0.687095 0.834520 0.333214 0.029 Uiso 1 1 calc R U . . .
H32B H 0.746685 0.801129 0.274410 0.029 Uiso 1 1 calc R U . . .
H32C H 0.837012 0.805300 0.337239 0.029 Uiso 1 1 calc R U . . .
C33 C 1.0755(3) 0.750000 0.35441(16) 0.0257(7) Uani 1 2 d S T P . .
H33A H 1.010259 0.749999 0.320891 0.031 Uiso 1 2 calc R U P . .
C34 C 1.1321(2) 0.79791(10) 0.38348(11) 0.0250(5) Uani 1 1 d . . . . .
H34A H 1.119140 0.835043 0.370472 0.030 Uiso 1 1 calc R U . . .
C35 C 1.2095(2) 0.78007(10) 0.43432(12) 0.0237(5) Uani 1 1 d . . . . .
H35A H 1.254813 0.803060 0.464060 0.028 Uiso 1 1 calc R U . . .
N1 N 0.63766(19) 0.60142(8) 0.58770(9) 0.0199(4) Uani 1 1 d . . . . .
N2 N 0.57651(19) 0.59913(8) 0.49129(9) 0.0195(4) Uani 1 1 d . . . . .
N3 N 0.3568(2) 0.57357(9) 0.46011(9) 0.0212(4) Uani 1 1 d . . . . .
N4 N 0.5051(2) 0.60312(8) 0.38255(9) 0.0213(4) Uani 1 1 d . . . . .
N5 N 0.6833(3) 0.750000 0.41446(13) 0.0188(6) Uani 1 2 d S T P . .
N6 N 0.7564(3) 0.750000 0.50909(12) 0.0172(5) Uani 1 2 d S T P . .
N7 N 0.9896(3) 0.750000 0.53361(13) 0.0199(6) Uani 1 2 d S T P . .
N8 N 0.8369(3) 0.750000 0.61664(13) 0.0200(6) Uani 1 2 d S T P . .
Ni1 Ni 0.33341(3) 0.56812(2) 0.54745(2) 0.01883(13) Uani 1 1 d . . . . .
Ni2 Ni 1.00397(4) 0.750000 0.44592(2) 0.01698(14) Uani 1 2 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
C1 N1 1.360(3) . ?
C1 N2 1.367(3) . ?
C1 Ni1 1.919(2) . ?
C2 C3 1.337(3) . ?
C2 N1 1.397(3) . ?
C2 H2A 0.9500 . ?
C3 N2 1.379(3) . ?
C3 H3A 0.9500 . ?
C4 N4 1.312(3) . ?
C4 N3 1.347(3) . ?
C4 N2 1.395(3) . ?
C5 N3 1.383(3) . ?
C5 C6 1.393(3) . ?
C5 C10 1.414(3) . ?
C6 C7 1.388(3) . ?
C6 H6A 0.9500 . ?
C7 C8 1.393(4) . ?
C7 H7A 0.9500 . ?
C8 C9 1.384(3) . ?
C8 H8A 0.9500 . ?
C9 C10 1.391(3) . ?
C9 H9A 0.9500 . ?
C10 N4 1.401(3) . ?
C11 N1 1.498(3) . ?
C11 C13 1.520(3) . ?
C11 C12 1.527(3) . ?
C11 C14 1.528(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C19 1.425(4) . ?
C15 C16 1.429(3) . ?
C15 Ni1 2.098(2) . ?
C15 H15A 0.9500 . ?
C16 C17 1.390(3) . ?
C16 Ni1 2.153(2) . ?
C16 H16A 0.9500 . ?
C17 C18 1.451(4) . ?
C17 Ni1 2.104(2) . ?
C17 H17A 0.9500 . ?
C18 C19 1.397(4) . ?
C18 Ni1 2.111(3) . ?
C18 H18A 0.9500 . ?
C19 Ni1 2.169(2) . ?
C19 H19A 0.9500 . ?
C20 N5 1.361(4) . ?
C20 N6 1.373(4) . ?
C20 Ni2 1.915(3) . ?
C21 C22 1.346(5) . ?
C21 N5 1.389(4) . ?
C21 H21A 0.9500 . ?
C22 N6 1.369(4) . ?
C22 H22A 0.9500 . ?
C23 N8 1.317(4) . ?
C23 N7 1.345(4) . ?
C23 N6 1.392(4) . ?
C24 N7 1.379(4) . ?
C24 C25 1.389(4) . ?
C24 C29 1.426(4) . ?
C25 C26 1.374(5) . ?
C25 H25A 0.9500 . ?
C26 C27 1.401(5) . ?
C26 H26A 0.9500 . ?
C27 C28 1.384(5) . ?
C27 H27A 0.9500 . ?
C28 C29 1.383(5) . ?
C28 H28A 0.9500 . ?
C29 N8 1.398(4) . ?
C30 N5 1.501(4) . ?
C30 C32 1.522(3) 8_575 ?
C30 C32 1.522(3) . ?
C30 C31 1.526(5) . ?
C31 H31A 0.88(4) . ?
C31 H31B 0.95(3) . ?
C31 H31B 0.95(3) 8_575 ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 C34 1.424(3) 8_575 ?
C33 C34 1.424(3) . ?
C33 Ni2 2.073(3) . ?
C33 H33A 0.9500 . ?
C34 C35 1.384(3) . ?
C34 Ni2 2.152(2) . ?
C34 H34A 0.9500 . ?
C35 C35 1.458(5) 8_575 ?
C35 Ni2 2.110(2) . ?
C35 H35A 0.9500 . ?
N3 Ni1 1.886(2) . ?
N7 Ni2 1.881(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 N2 103.67(19) . . ?
N1 C1 Ni1 145.70(18) . . ?
N2 C1 Ni1 110.63(15) . . ?
C3 C2 N1 108.2(2) . . ?
C3 C2 H2A 125.9 . . ?
N1 C2 H2A 125.9 . . ?
C2 C3 N2 105.6(2) . . ?
C2 C3 H3A 127.2 . . ?
N2 C3 H3A 127.2 . . ?
N4 C4 N3 119.5(2) . . ?
N4 C4 N2 127.3(2) . . ?
N3 C4 N2 113.2(2) . . ?
N3 C5 C6 132.2(2) . . ?
N3 C5 C10 107.1(2) . . ?
C6 C5 C10 120.7(2) . . ?
C7 C6 C5 117.8(2) . . ?
C7 C6 H6A 121.1 . . ?
C5 C6 H6A 121.1 . . ?
C6 C7 C8 121.4(2) . . ?
C6 C7 H7A 119.3 . . ?
C8 C7 H7A 119.3 . . ?
C9 C8 C7 121.4(2) . . ?
C9 C8 H8A 119.3 . . ?
C7 C8 H8A 119.3 . . ?
C8 C9 C10 118.0(2) . . ?
C8 C9 H9A 121.0 . . ?
C10 C9 H9A 121.0 . . ?
C9 C10 N4 129.5(2) . . ?
C9 C10 C5 120.7(2) . . ?
N4 C10 C5 109.8(2) . . ?
N1 C11 C13 109.14(19) . . ?
N1 C11 C12 109.77(19) . . ?
C13 C11 C12 108.74(19) . . ?
N1 C11 C14 106.90(18) . . ?
C13 C11 C14 113.2(2) . . ?
C12 C11 C14 109.0(2) . . ?
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 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C19 C15 C16 109.2(2) . . ?
C19 C15 Ni1 73.20(14) . . ?
C16 C15 Ni1 72.47(14) . . ?
C19 C15 H15A 125.4 . . ?
C16 C15 H15A 125.4 . . ?
Ni1 C15 H15A 120.6 . . ?
C17 C16 C15 106.9(2) . . ?
C17 C16 Ni1 69.05(14) . . ?
C15 C16 Ni1 68.27(13) . . ?
C17 C16 H16A 126.5 . . ?
C15 C16 H16A 126.5 . . ?
Ni1 C16 H16A 127.7 . . ?
C16 C17 C18 108.4(2) . . ?
C16 C17 Ni1 72.87(14) . . ?
C18 C17 Ni1 70.11(14) . . ?
C16 C17 H17A 125.8 . . ?
C18 C17 H17A 125.8 . . ?
Ni1 C17 H17A 122.9 . . ?
C19 C18 C17 108.2(2) . . ?
C19 C18 Ni1 73.19(14) . . ?
C17 C18 Ni1 69.62(14) . . ?
C19 C18 H18A 125.9 . . ?
C17 C18 H18A 125.9 . . ?
Ni1 C18 H18A 122.9 . . ?
C18 C19 C15 106.9(2) . . ?
C18 C19 Ni1 68.74(14) . . ?
C15 C19 Ni1 67.83(13) . . ?
C18 C19 H19A 126.6 . . ?
C15 C19 H19A 126.6 . . ?
Ni1 C19 H19A 128.4 . . ?
N5 C20 N6 103.1(3) . . ?
N5 C20 Ni2 146.0(2) . . ?
N6 C20 Ni2 110.8(2) . . ?
C22 C21 N5 108.5(3) . . ?
C22 C21 H21A 125.8 . . ?
N5 C21 H21A 125.8 . . ?
C21 C22 N6 105.0(3) . . ?
C21 C22 H22A 127.5 . . ?
N6 C22 H22A 127.5 . . ?
N8 C23 N7 119.4(3) . . ?
N8 C23 N6 127.1(3) . . ?
N7 C23 N6 113.5(3) . . ?
N7 C24 C25 132.7(3) . . ?
N7 C24 C29 106.7(3) . . ?
C25 C24 C29 120.6(3) . . ?
C26 C25 C24 118.2(3) . . ?
C26 C25 H25A 120.9 . . ?
C24 C25 H25A 120.9 . . ?
C25 C26 C27 121.6(3) . . ?
C25 C26 H26A 119.2 . . ?
C27 C26 H26A 119.2 . . ?
C28 C27 C26 120.7(3) . . ?
C28 C27 H27A 119.6 . . ?
C26 C27 H27A 119.6 . . ?
C29 C28 C27 118.7(3) . . ?
C29 C28 H28A 120.7 . . ?
C27 C28 H28A 120.7 . . ?
C28 C29 N8 129.9(3) . . ?
C28 C29 C24 120.2(3) . . ?
N8 C29 C24 109.9(3) . . ?
N5 C30 C32 108.18(17) . 8_575 ?
N5 C30 C32 108.19(17) . . ?
C32 C30 C32 113.1(3) 8_575 . ?
N5 C30 C31 108.8(3) . . ?
C32 C30 C31 109.24(18) 8_575 . ?
C32 C30 C31 109.24(18) . . ?
C30 C31 H31A 105(3) . . ?
C30 C31 H31B 109.9(18) . . ?
H31A C31 H31B 110(2) . . ?
C30 C31 H31B 109.9(18) . 8_575 ?
H31A C31 H31B 110(2) . 8_575 ?
H31B C31 H31B 112(4) . 8_575 ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C34 C33 C34 109.3(3) 8_575 . ?
C34 C33 Ni2 73.31(16) 8_575 . ?
C34 C33 Ni2 73.31(16) . . ?
C34 C33 H33A 125.4 8_575 . ?
C34 C33 H33A 125.4 . . ?
Ni2 C33 H33A 119.7 . . ?
C35 C34 C33 106.9(2) . . ?
C35 C34 Ni2 69.39(13) . . ?
C33 C34 Ni2 67.35(16) . . ?
C35 C34 H34A 126.5 . . ?
C33 C34 H34A 126.5 . . ?
Ni2 C34 H34A 128.2 . . ?
C34 C35 C35 108.20(15) . 8_575 ?
C34 C35 Ni2 72.71(14) . . ?
C35 C35 Ni2 69.79(7) 8_575 . ?
C34 C35 H35A 125.9 . . ?
C35 C35 H35A 125.9 8_575 . ?
Ni2 C35 H35A 123.2 . . ?
C1 N1 C2 110.16(19) . . ?
C1 N1 C11 125.37(19) . . ?
C2 N1 C11 124.19(19) . . ?
C1 N2 C3 112.39(19) . . ?
C1 N2 C4 117.11(19) . . ?
C3 N2 C4 130.4(2) . . ?
C4 N3 C5 102.60(19) . . ?
C4 N3 Ni1 114.65(16) . . ?
C5 N3 Ni1 142.22(17) . . ?
C4 N4 C10 100.97(18) . . ?
C20 N5 C21 110.3(3) . . ?
C20 N5 C30 126.0(3) . . ?
C21 N5 C30 123.7(3) . . ?
C22 N6 C20 113.1(3) . . ?
C22 N6 C23 130.3(3) . . ?
C20 N6 C23 116.6(3) . . ?
C23 N7 C24 103.1(3) . . ?
C23 N7 Ni2 114.9(2) . . ?
C24 N7 Ni2 142.1(2) . . ?
C23 N8 C29 100.9(3) . . ?
N3 Ni1 C1 84.15(9) . . ?
N3 Ni1 C15 164.16(10) . . ?
C1 Ni1 C15 111.59(10) . . ?
N3 Ni1 C17 100.80(9) . . ?
C1 Ni1 C17 158.82(11) . . ?
C15 Ni1 C17 65.22(9) . . ?
N3 Ni1 C18 99.51(9) . . ?
C1 Ni1 C18 159.75(11) . . ?
C15 Ni1 C18 65.15(10) . . ?
C17 Ni1 C18 40.27(10) . . ?
N3 Ni1 C16 132.38(9) . . ?
C1 Ni1 C16 125.90(10) . . ?
C15 Ni1 C16 39.26(9) . . ?
C17 Ni1 C16 38.08(9) . . ?
C18 Ni1 C16 65.43(10) . . ?
N3 Ni1 C19 129.85(10) . . ?
C1 Ni1 C19 126.60(10) . . ?
C15 Ni1 C19 38.97(10) . . ?
C17 Ni1 C19 65.33(10) . . ?
C18 Ni1 C19 38.07(10) . . ?
C16 Ni1 C19 65.14(9) . . ?
N7 Ni2 C20 84.17(12) . . ?
N7 Ni2 C33 164.95(13) . . ?
C20 Ni2 C33 110.88(13) . . ?
N7 Ni2 C35 100.69(10) . 8_575 ?
C20 Ni2 C35 159.07(7) . 8_575 ?
C33 Ni2 C35 65.29(11) . 8_575 ?
N7 Ni2 C35 100.69(10) . . ?
C20 Ni2 C35 159.06(7) . . ?
C33 Ni2 C35 65.29(11) . . ?
C35 Ni2 C35 40.43(14) 8_575 . ?
N7 Ni2 C34 131.35(9) . 8_575 ?
C20 Ni2 C34 125.89(10) . 8_575 ?
C33 Ni2 C34 39.33(8) . 8_575 ?
C35 Ni2 C34 37.90(9) 8_575 8_575 ?
C35 Ni2 C34 65.41(9) . 8_575 ?
N7 Ni2 C34 131.35(9) . . ?
C20 Ni2 C34 125.89(10) . . ?
C33 Ni2 C34 39.33(8) . . ?
C35 Ni2 C34 65.41(9) 8_575 . ?
C35 Ni2 C34 37.90(9) . . ?
C34 Ni2 C34 65.32(14) 8_575 . ?

_refine_diff_density_max         0.969
_refine_diff_density_min         -0.841
_refine_diff_density_rms         0.342

####################################################################### 
# 
# 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_sv0710
_database_code_depnum_ccdc_archive 'CCDC 1939128'
loop_
_audit_author_name
_audit_author_address
'Clemens Bruhn'
;University of Kassel
Germany
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-07-19 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         'C51 H47 Cl N5 P2 Ru, C6 H6, Cl'
_chemical_formula_sum            'C57 H53 Cl2 N5 P2 Ru'
_chemical_formula_weight         1041.95

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 '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'
Ru Ru 0.0552 3.2960 '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/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.1205(4)
_cell_length_b                   15.7166(6)
_cell_length_c                   22.8944(6)
_cell_angle_alpha                90
_cell_angle_beta                 98.417(2)
_cell_angle_gamma                90
_cell_volume                     5026.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    27143
_cell_measurement_theta_min      3.16
_cell_measurement_theta_max      69.99

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.377
_exptl_crystal_F_000             2152
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.430
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    4.438
_shelx_estimated_absorpt_T_min   0.251
_shelx_estimated_absorpt_T_max   0.809
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in
F. R. Ahmed (Editor), "Crystallographic Computing",
Munksgaard, Copenhagen (1970), 255 - 270
;
_exptl_absorpt_correction_T_min  0.3889
_exptl_absorpt_correction_T_max  0.8031
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'

_diffrn_detector                 Pilatus200K
_diffrn_detector_type            'DECTRIS PILATUS 200K'
_diffrn_detector_area_resol_mean 5.81

_diffrn_source                   Cu-Genix
_diffrn_source_type              ?
_diffrn_radiation_probe          x-ray
_diffrn_source_target            ?
_diffrn_source_voltage           50
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '1.2 mm, 0.6 diameter'

_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_measurement_details      
; 883 frames, detector distance = 40 mm
;

_diffrn_reflns_number            20014
_diffrn_reflns_av_unetI/netI     0.0692
_diffrn_reflns_av_R_equivalents  0.0709
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.164
_diffrn_reflns_theta_max         68.498
_diffrn_reflns_theta_full        67.686
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measured_fraction_theta_full 0.960
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_Laue_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_point_group_measured_fraction_full 0.960
_reflns_number_total             8843
_reflns_number_gt                6664
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.1377P)²+20.2101P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8843
_refine_ls_number_parameters     607
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1139
_refine_ls_R_factor_gt           0.0872
_refine_ls_wR_factor_ref         0.2553
_refine_ls_wR_factor_gt          0.2217
_refine_ls_goodness_of_fit_ref   1.140
_refine_ls_restrained_S_all      1.140
_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
C1 C 0.5032(5) 0.2715(5) 0.2161(3) 0.0337(16) Uani 1 1 d . . . . .
H1A H 0.458010 0.231887 0.197130 0.040 Uiso 1 1 calc R U . . .
C2 C 0.5701(6) 0.3869(5) 0.2588(3) 0.0336(16) Uani 1 1 d . . . . .
H2A H 0.575352 0.443205 0.274112 0.040 Uiso 1 1 calc R U . . .
C3 C 0.6432(5) 0.3317(5) 0.2607(3) 0.0311(16) Uani 1 1 d . . . . .
C4 C 0.6554(5) 0.1898(5) 0.2249(3) 0.0327(16) Uani 1 1 d . . . . .
C5 C 0.7911(5) 0.1256(5) 0.2254(3) 0.0316(16) Uani 1 1 d . . . . .
C6 C 0.8868(6) 0.1022(5) 0.2312(3) 0.0346(16) Uani 1 1 d . . . . .
H6A H 0.935882 0.139394 0.248787 0.041 Uiso 1 1 calc R U . . .
C7 C 0.9083(6) 0.0225(6) 0.2103(3) 0.0394(18) Uani 1 1 d . . . . .
H7A H 0.972879 0.003745 0.214457 0.047 Uiso 1 1 calc R U . . .
C8 C 0.8337(6) -0.0309(5) 0.1828(3) 0.0389(18) Uani 1 1 d . . . . .
H8A H 0.849610 -0.085595 0.169613 0.047 Uiso 1 1 calc R U . . .
C9 C 0.7399(6) -0.0065(5) 0.1747(3) 0.0384(18) Uani 1 1 d . . . . .
H9A H 0.691040 -0.041919 0.154782 0.046 Uiso 1 1 calc R U . . .
C10 C 0.7193(5) 0.0723(5) 0.1968(3) 0.0330(16) Uani 1 1 d . . . . .
C11 C 0.3927(6) 0.3957(6) 0.2216(4) 0.0411(18) Uani 1 1 d . . . . .
H11A H 0.379676 0.416230 0.260963 0.049 Uiso 1 1 calc R U . . .
C12 C 0.3122(7) 0.3387(7) 0.1974(7) 0.072(3) Uani 1 1 d . . . . .
H12A H 0.315689 0.326732 0.155723 0.086 Uiso 1 1 calc R U . . .
H12B H 0.251203 0.366507 0.200818 0.086 Uiso 1 1 calc R U . . .
H12C H 0.316855 0.285203 0.219647 0.086 Uiso 1 1 calc R U . . .
C13 C 0.3996(7) 0.4723(7) 0.1836(5) 0.055(2) Uani 1 1 d . . . . .
H13C H 0.452420 0.508531 0.201634 0.066 Uiso 1 1 calc R U . . .
H13B H 0.339485 0.504392 0.180026 0.066 Uiso 1 1 calc R U . . .
H13A H 0.411370 0.454252 0.144352 0.066 Uiso 1 1 calc R U . . .
C14 C 0.8941(6) 0.3426(5) 0.1472(4) 0.0391(18) Uani 1 1 d . . . . .
C15 C 0.9804(6) 0.3098(6) 0.1760(4) 0.043(2) Uani 1 1 d . . . . .
H15A H 0.989631 0.303164 0.217676 0.052 Uiso 1 1 calc R U . . .
C16 C 1.0536(6) 0.2864(6) 0.1436(4) 0.046(2) Uani 1 1 d . . . . .
H16A H 1.112855 0.265476 0.163317 0.055 Uiso 1 1 calc R U . . .
C17 C 1.0381(7) 0.2945(6) 0.0820(4) 0.045(2) Uani 1 1 d . . . . .
H17A H 1.086712 0.278410 0.059521 0.054 Uiso 1 1 calc R U . . .
C18 C 0.9529(7) 0.3254(6) 0.0544(4) 0.050(2) Uani 1 1 d . . . . .
H18A H 0.941833 0.329633 0.012539 0.060 Uiso 1 1 calc R U . . .
C19 C 0.8826(6) 0.3506(7) 0.0868(4) 0.047(2) Uani 1 1 d . . . . .
H19A H 0.824730 0.373973 0.066783 0.057 Uiso 1 1 calc R U . . .
C20 C 0.6944(6) 0.3598(6) 0.1334(3) 0.0381(18) Uani 1 1 d . . . . .
C21 C 0.6350(6) 0.4252(6) 0.1099(3) 0.043(2) Uani 1 1 d . . . . .
H21A H 0.647178 0.481561 0.123932 0.051 Uiso 1 1 calc R U . . .
C22 C 0.5581(7) 0.4098(8) 0.0661(4) 0.055(2) Uani 1 1 d . . . . .
H22A H 0.518853 0.455624 0.049980 0.066 Uiso 1 1 calc R U . . .
C23 C 0.5386(7) 0.3275(7) 0.0459(4) 0.054(2) Uani 1 1 d . . . . .
H23A H 0.485313 0.316652 0.016353 0.065 Uiso 1 1 calc R U . . .
C24 C 0.5952(7) 0.2636(7) 0.0681(4) 0.051(2) Uani 1 1 d . . . . .
H24A H 0.581516 0.207272 0.054449 0.061 Uiso 1 1 calc R U . . .
C25 C 0.6740(6) 0.2787(6) 0.1112(3) 0.043(2) Uani 1 1 d . . . . .
H25A H 0.714434 0.232608 0.125527 0.052 Uiso 1 1 calc R U . . .
C26 C 0.8112(5) 0.4915(5) 0.1915(3) 0.0309(15) Uani 1 1 d . . . . .
C27 C 0.7449(6) 0.5399(6) 0.2172(3) 0.0394(18) Uani 1 1 d . . . . .
H27A H 0.693988 0.512305 0.232534 0.047 Uiso 1 1 calc R U . . .
C28 C 0.7528(7) 0.6269(6) 0.2203(4) 0.045(2) Uani 1 1 d . . . . .
H28A H 0.708233 0.658902 0.238593 0.054 Uiso 1 1 calc R U . . .
C29 C 0.8252(7) 0.6683(6) 0.1969(4) 0.046(2) Uani 1 1 d . . . . .
H29A H 0.829721 0.728633 0.198497 0.055 Uiso 1 1 calc R U . . .
C30 C 0.8902(6) 0.6219(6) 0.1714(4) 0.0433(19) Uani 1 1 d . . . . .
H30A H 0.940774 0.649943 0.156025 0.052 Uiso 1 1 calc R U . . .
C31 C 0.8823(6) 0.5332(5) 0.1679(4) 0.0384(18) Uani 1 1 d . . . . .
H31A H 0.926486 0.501608 0.149033 0.046 Uiso 1 1 calc R U . . .
C32 C 0.7791(5) 0.1594(5) 0.4012(3) 0.0328(16) Uani 1 1 d . . . . .
C33 C 0.7369(6) 0.1192(5) 0.4463(3) 0.0362(17) Uani 1 1 d . . . . .
H33A H 0.692081 0.149583 0.465510 0.043 Uiso 1 1 calc R U . . .
C34 C 0.7596(6) 0.0378(5) 0.4626(3) 0.0373(17) Uani 1 1 d . . . . .
H34A H 0.730684 0.011839 0.493105 0.045 Uiso 1 1 calc R U . . .
C35 C 0.8253(6) -0.0081(5) 0.4349(4) 0.0421(19) Uani 1 1 d . . . . .
H35A H 0.841090 -0.065021 0.446263 0.051 Uiso 1 1 calc R U . . .
C36 C 0.8668(6) 0.0303(5) 0.3907(4) 0.0408(19) Uani 1 1 d . . . . .
H36A H 0.911044 -0.000466 0.371362 0.049 Uiso 1 1 calc R U . . .
C37 C 0.8439(5) 0.1144(5) 0.3744(3) 0.0341(16) Uani 1 1 d . . . . .
H37A H 0.873573 0.140668 0.344347 0.041 Uiso 1 1 calc R U . . .
C38 C 0.8089(6) 0.3282(5) 0.4451(3) 0.0368(17) Uani 1 1 d . . . . .
C39 C 0.7647(7) 0.3389(6) 0.4942(4) 0.047(2) Uani 1 1 d . . . . .
H39A H 0.701908 0.317372 0.494484 0.056 Uiso 1 1 calc R U . . .
C40 C 0.8118(7) 0.3812(7) 0.5435(4) 0.053(2) Uani 1 1 d . . . . .
H40A H 0.779280 0.390708 0.576437 0.064 Uiso 1 1 calc R U . . .
C41 C 0.9044(7) 0.4094(6) 0.5456(3) 0.045(2) Uani 1 1 d . . . . .
H41A H 0.936231 0.437131 0.579829 0.054 Uiso 1 1 calc R U . . .
C42 C 0.9498(7) 0.3966(6) 0.4974(4) 0.047(2) Uani 1 1 d . . . . .
H42A H 1.014227 0.414689 0.498328 0.057 Uiso 1 1 calc R U . . .
C43 C 0.9016(6) 0.3570(6) 0.4463(3) 0.0404(18) Uani 1 1 d . . . . .
H43A H 0.932878 0.350007 0.412629 0.048 Uiso 1 1 calc R U . . .
C44 C 0.6229(6) 0.2776(5) 0.3849(3) 0.0379(18) Uani 1 1 d . . . . .
C45 C 0.5627(6) 0.2095(6) 0.3707(3) 0.0406(19) Uani 1 1 d . . . . .
H45A H 0.587631 0.156638 0.359699 0.049 Uiso 1 1 calc R U . . .
C46 C 0.4636(7) 0.2185(8) 0.3727(4) 0.055(2) Uani 1 1 d . . . . .
H46A H 0.421620 0.171871 0.362379 0.067 Uiso 1 1 calc R U . . .
C47 C 0.4287(7) 0.2929(8) 0.3890(4) 0.060(3) Uani 1 1 d . . . . .
H47A H 0.362545 0.297368 0.392260 0.072 Uiso 1 1 calc R U . . .
C48 C 0.4869(8) 0.3624(7) 0.4011(4) 0.058(3) Uani 1 1 d . . . . .
H48A H 0.460665 0.415363 0.410799 0.070 Uiso 1 1 calc R U . . .
C49 C 0.5848(7) 0.3550(6) 0.3991(4) 0.046(2) Uani 1 1 d . . . . .
H49A H 0.625456 0.403042 0.407374 0.056 Uiso 1 1 calc R U . . .
C50 C 0.8197(6) 0.4960(6) 0.3457(3) 0.0387(18) Uani 1 1 d . . . . .
C51 C 0.8390(7) 0.5793(6) 0.3735(4) 0.052(2) Uani 1 1 d . . . . .
H51A H 0.785456 0.617741 0.360491 0.063 Uiso 1 1 calc R U . . .
H51B H 0.897924 0.602819 0.362131 0.063 Uiso 1 1 calc R U . . .
H51C H 0.846572 0.573018 0.416536 0.063 Uiso 1 1 calc R U . . .
C52 C 0.7167(8) 0.6346(7) 0.4904(5) 0.060(3) Uani 1 1 d . . . . .
H52A H 0.691374 0.581780 0.475143 0.072 Uiso 1 1 calc R U . . .
C53 C 0.7912(8) 0.6350(7) 0.5371(4) 0.058(3) Uani 1 1 d . . . . .
H53A H 0.815673 0.583210 0.554740 0.069 Uiso 1 1 calc R U . . .
C54 C 0.8295(7) 0.7132(7) 0.5577(4) 0.052(2) Uani 1 1 d . . . . .
H54A H 0.881811 0.714943 0.588967 0.062 Uiso 1 1 calc R U . . .
C55 C 0.7922(7) 0.7867(7) 0.5333(4) 0.051(2) Uani 1 1 d . . . . .
H55A H 0.817693 0.839780 0.548064 0.062 Uiso 1 1 calc R U . . .
C56 C 0.7162(7) 0.7849(7) 0.4864(4) 0.050(2) Uani 1 1 d . . . . .
H56A H 0.690758 0.836400 0.468962 0.060 Uiso 1 1 calc R U . . .
C57 C 0.6790(7) 0.7081(7) 0.4659(4) 0.053(2) Uani 1 1 d . . . . .
H57A H 0.626975 0.706260 0.434488 0.063 Uiso 1 1 calc R U . . .
N1 N 0.4851(5) 0.3496(4) 0.2311(3) 0.0350(14) Uani 1 1 d . . . . .
N2 N 0.5969(4) 0.2577(4) 0.2324(3) 0.0318(13) Uani 1 1 d . . . . .
N3 N 0.7491(4) 0.1991(4) 0.2436(3) 0.0310(13) Uani 1 1 d . . . . .
N4 N 0.6326(5) 0.1154(4) 0.1971(3) 0.0353(14) Uani 1 1 d . . . . .
H4A H 0.575023 0.097559 0.182255 0.042 Uiso 1 1 calc R U . . .
N5 N 0.8067(4) 0.4317(4) 0.3236(3) 0.0332(14) Uani 1 1 d . . . . .
P1 P 0.80053(13) 0.37561(13) 0.19020(8) 0.0315(4) Uani 1 1 d . . . . .
P2 P 0.75097(14) 0.26974(12) 0.37875(8) 0.0308(4) Uani 1 1 d . . . . .
Cl1 Cl 0.95953(13) 0.29270(12) 0.31667(8) 0.0356(4) Uani 1 1 d . . . . .
Cl2 Cl 0.42074(15) 0.08098(13) 0.16118(9) 0.0462(5) Uani 1 1 d . . . . .
Ru1 Ru 0.78429(4) 0.31748(4) 0.28517(2) 0.0288(2) 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 N1 1.310(10) . ?
C1 N2 1.339(10) . ?
C1 H1A 0.9500 . ?
C2 C3 1.345(11) . ?
C2 N1 1.402(10) . ?
C2 H2A 0.9500 . ?
C3 N2 1.440(9) . ?
C3 Ru1 2.001(7) . ?
C4 N3 1.338(10) . ?
C4 N4 1.347(10) . ?
C4 N2 1.375(10) . ?
C5 C6 1.388(11) . ?
C5 N3 1.390(10) . ?
C5 C10 1.401(11) . ?
C6 C7 1.390(12) . ?
C6 H6A 0.9500 . ?
C7 C8 1.420(12) . ?
C7 H7A 0.9500 . ?
C8 C9 1.365(12) . ?
C8 H8A 0.9500 . ?
C9 C10 1.385(11) . ?
C9 H9A 0.9500 . ?
C10 N4 1.400(10) . ?
C11 N1 1.480(10) . ?
C11 C12 1.488(14) . ?
C11 C13 1.497(13) . ?
C11 H11A 1.0000 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13C 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13A 0.9800 . ?
C14 C19 1.375(12) . ?
C14 C15 1.396(12) . ?
C14 P1 1.835(8) . ?
C15 C16 1.406(12) . ?
C15 H15A 0.9500 . ?
C16 C17 1.402(13) . ?
C16 H16A 0.9500 . ?
C17 C18 1.364(14) . ?
C17 H17A 0.9500 . ?
C18 C19 1.382(13) . ?
C18 H18A 0.9500 . ?
C19 H19A 0.9500 . ?
C20 C21 1.385(13) . ?
C20 C25 1.387(13) . ?
C20 P1 1.852(8) . ?
C21 C22 1.386(12) . ?
C21 H21A 0.9500 . ?
C22 C23 1.388(16) . ?
C22 H22A 0.9500 . ?
C23 C24 1.337(15) . ?
C23 H23A 0.9500 . ?
C24 C25 1.395(12) . ?
C24 H24A 0.9500 . ?
C25 H25A 0.9500 . ?
C26 C31 1.374(11) . ?
C26 C27 1.401(11) . ?
C26 P1 1.827(8) . ?
C27 C28 1.373(13) . ?
C27 H27A 0.9500 . ?
C28 C29 1.384(13) . ?
C28 H28A 0.9500 . ?
C29 C30 1.368(13) . ?
C29 H29A 0.9500 . ?
C30 C31 1.399(13) . ?
C30 H30A 0.9500 . ?
C31 H31A 0.9500 . ?
C32 C37 1.370(11) . ?
C32 C33 1.415(11) . ?
C32 P2 1.836(8) . ?
C33 C34 1.358(12) . ?
C33 H33A 0.9500 . ?
C34 C35 1.399(11) . ?
C34 H34A 0.9500 . ?
C35 C36 1.379(12) . ?
C35 H35A 0.9500 . ?
C36 C37 1.399(12) . ?
C36 H36A 0.9500 . ?
C37 H37A 0.9500 . ?
C38 C39 1.373(11) . ?
C38 C43 1.381(12) . ?
C38 P2 1.859(8) . ?
C39 C40 1.394(12) . ?
C39 H39A 0.9500 . ?
C40 C41 1.374(13) . ?
C40 H40A 0.9500 . ?
C41 C42 1.372(12) . ?
C41 H41A 0.9500 . ?
C42 C43 1.409(12) . ?
C42 H42A 0.9500 . ?
C43 H43A 0.9500 . ?
C44 C45 1.377(12) . ?
C44 C49 1.388(13) . ?
C44 P2 1.838(8) . ?
C45 C46 1.414(12) . ?
C45 H45A 0.9500 . ?
C46 C47 1.343(16) . ?
C46 H46A 0.9500 . ?
C47 C48 1.372(17) . ?
C47 H47A 0.9500 . ?
C48 C49 1.396(14) . ?
C48 H48A 0.9500 . ?
C49 H49A 0.9500 . ?
C50 N5 1.133(10) . ?
C50 C51 1.464(13) . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?
C52 C57 1.357(15) . ?
C52 C53 1.387(15) . ?
C52 H52A 0.9500 . ?
C53 C54 1.398(16) . ?
C53 H53A 0.9500 . ?
C54 C55 1.356(15) . ?
C54 H54A 0.9500 . ?
C55 C56 1.404(13) . ?
C55 H55A 0.9500 . ?
C56 C57 1.372(15) . ?
C56 H56A 0.9500 . ?
C57 H57A 0.9500 . ?
N3 Ru1 2.115(6) . ?
N4 H4A 0.8800 . ?
N5 Ru1 2.004(7) . ?
P1 Ru1 2.4000(18) . ?
P2 Ru1 2.3811(18) . ?
Cl1 Ru1 2.5044(18) . ?

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
N1 C1 N2 107.5(7) . . ?
N1 C1 H1A 126.2 . . ?
N2 C1 H1A 126.2 . . ?
C3 C2 N1 110.3(7) . . ?
C3 C2 H2A 124.9 . . ?
N1 C2 H2A 124.9 . . ?
C2 C3 N2 102.2(6) . . ?
C2 C3 Ru1 144.0(6) . . ?
N2 C3 Ru1 113.8(5) . . ?
N3 C4 N4 113.7(7) . . ?
N3 C4 N2 117.3(6) . . ?
N4 C4 N2 128.8(7) . . ?
C6 C5 N3 130.0(7) . . ?
C6 C5 C10 120.9(7) . . ?
N3 C5 C10 109.0(6) . . ?
C5 C6 C7 117.7(7) . . ?
C5 C6 H6A 121.2 . . ?
C7 C6 H6A 121.2 . . ?
C6 C7 C8 120.0(8) . . ?
C6 C7 H7A 120.0 . . ?
C8 C7 H7A 120.0 . . ?
C9 C8 C7 122.5(8) . . ?
C9 C8 H8A 118.8 . . ?
C7 C8 H8A 118.8 . . ?
C8 C9 C10 117.0(8) . . ?
C8 C9 H9A 121.5 . . ?
C10 C9 H9A 121.5 . . ?
C9 C10 N4 131.7(7) . . ?
C9 C10 C5 121.9(7) . . ?
N4 C10 C5 106.3(6) . . ?
N1 C11 C12 111.6(8) . . ?
N1 C11 C13 110.4(7) . . ?
C12 C11 C13 112.3(8) . . ?
N1 C11 H11A 107.4 . . ?
C12 C11 H11A 107.4 . . ?
C13 C11 H11A 107.4 . . ?
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 . . ?
C11 C13 H13C 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13C C13 H13B 109.5 . . ?
C11 C13 H13A 109.5 . . ?
H13C C13 H13A 109.5 . . ?
H13B C13 H13A 109.5 . . ?
C19 C14 C15 118.4(8) . . ?
C19 C14 P1 121.7(7) . . ?
C15 C14 P1 119.9(6) . . ?
C14 C15 C16 120.4(8) . . ?
C14 C15 H15A 119.8 . . ?
C16 C15 H15A 119.8 . . ?
C17 C16 C15 119.3(8) . . ?
C17 C16 H16A 120.4 . . ?
C15 C16 H16A 120.4 . . ?
C18 C17 C16 119.7(8) . . ?
C18 C17 H17A 120.2 . . ?
C16 C17 H17A 120.2 . . ?
C17 C18 C19 120.5(8) . . ?
C17 C18 H18A 119.7 . . ?
C19 C18 H18A 119.7 . . ?
C14 C19 C18 121.7(9) . . ?
C14 C19 H19A 119.2 . . ?
C18 C19 H19A 119.2 . . ?
C21 C20 C25 117.3(8) . . ?
C21 C20 P1 123.7(7) . . ?
C25 C20 P1 119.0(7) . . ?
C20 C21 C22 121.2(9) . . ?
C20 C21 H21A 119.4 . . ?
C22 C21 H21A 119.4 . . ?
C21 C22 C23 120.0(10) . . ?
C21 C22 H22A 120.0 . . ?
C23 C22 H22A 120.0 . . ?
C24 C23 C22 119.6(9) . . ?
C24 C23 H23A 120.2 . . ?
C22 C23 H23A 120.2 . . ?
C23 C24 C25 120.9(9) . . ?
C23 C24 H24A 119.6 . . ?
C25 C24 H24A 119.6 . . ?
C20 C25 C24 121.1(9) . . ?
C20 C25 H25A 119.5 . . ?
C24 C25 H25A 119.5 . . ?
C31 C26 C27 118.5(7) . . ?
C31 C26 P1 122.2(6) . . ?
C27 C26 P1 119.3(6) . . ?
C28 C27 C26 120.6(8) . . ?
C28 C27 H27A 119.7 . . ?
C26 C27 H27A 119.7 . . ?
C27 C28 C29 120.5(9) . . ?
C27 C28 H28A 119.7 . . ?
C29 C28 H28A 119.7 . . ?
C30 C29 C28 119.5(8) . . ?
C30 C29 H29A 120.2 . . ?
C28 C29 H29A 120.2 . . ?
C29 C30 C31 120.2(8) . . ?
C29 C30 H30A 119.9 . . ?
C31 C30 H30A 119.9 . . ?
C26 C31 C30 120.6(8) . . ?
C26 C31 H31A 119.7 . . ?
C30 C31 H31A 119.7 . . ?
C37 C32 C33 118.5(7) . . ?
C37 C32 P2 119.5(6) . . ?
C33 C32 P2 121.9(6) . . ?
C34 C33 C32 120.9(7) . . ?
C34 C33 H33A 119.5 . . ?
C32 C33 H33A 119.5 . . ?
C33 C34 C35 120.4(7) . . ?
C33 C34 H34A 119.8 . . ?
C35 C34 H34A 119.8 . . ?
C36 C35 C34 119.3(8) . . ?
C36 C35 H35A 120.4 . . ?
C34 C35 H35A 120.4 . . ?
C35 C36 C37 120.2(7) . . ?
C35 C36 H36A 119.9 . . ?
C37 C36 H36A 119.9 . . ?
C32 C37 C36 120.7(7) . . ?
C32 C37 H37A 119.7 . . ?
C36 C37 H37A 119.7 . . ?
C39 C38 C43 119.1(8) . . ?
C39 C38 P2 122.1(7) . . ?
C43 C38 P2 118.7(6) . . ?
C38 C39 C40 120.1(9) . . ?
C38 C39 H39A 119.9 . . ?
C40 C39 H39A 119.9 . . ?
C41 C40 C39 121.4(8) . . ?
C41 C40 H40A 119.3 . . ?
C39 C40 H40A 119.3 . . ?
C42 C41 C40 118.6(8) . . ?
C42 C41 H41A 120.7 . . ?
C40 C41 H41A 120.7 . . ?
C41 C42 C43 120.4(9) . . ?
C41 C42 H42A 119.8 . . ?
C43 C42 H42A 119.8 . . ?
C38 C43 C42 120.2(8) . . ?
C38 C43 H43A 119.9 . . ?
C42 C43 H43A 119.9 . . ?
C45 C44 C49 119.4(8) . . ?
C45 C44 P2 120.6(7) . . ?
C49 C44 P2 119.8(7) . . ?
C44 C45 C46 119.6(9) . . ?
C44 C45 H45A 120.2 . . ?
C46 C45 H45A 120.2 . . ?
C47 C46 C45 120.1(10) . . ?
C47 C46 H46A 119.9 . . ?
C45 C46 H46A 119.9 . . ?
C46 C47 C48 121.1(9) . . ?
C46 C47 H47A 119.5 . . ?
C48 C47 H47A 119.5 . . ?
C47 C48 C49 119.6(10) . . ?
C47 C48 H48A 120.2 . . ?
C49 C48 H48A 120.2 . . ?
C44 C49 C48 120.1(10) . . ?
C44 C49 H49A 120.0 . . ?
C48 C49 H49A 120.0 . . ?
N5 C50 C51 178.4(9) . . ?
C50 C51 H51A 109.5 . . ?
C50 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
C50 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C57 C52 C53 121.5(10) . . ?
C57 C52 H52A 119.2 . . ?
C53 C52 H52A 119.2 . . ?
C52 C53 C54 118.4(10) . . ?
C52 C53 H53A 120.8 . . ?
C54 C53 H53A 120.8 . . ?
C55 C54 C53 120.2(9) . . ?
C55 C54 H54A 119.9 . . ?
C53 C54 H54A 119.9 . . ?
C54 C55 C56 120.3(10) . . ?
C54 C55 H55A 119.8 . . ?
C56 C55 H55A 119.8 . . ?
C57 C56 C55 119.5(10) . . ?
C57 C56 H56A 120.3 . . ?
C55 C56 H56A 120.3 . . ?
C52 C57 C56 120.0(9) . . ?
C52 C57 H57A 120.0 . . ?
C56 C57 H57A 120.0 . . ?
C1 N1 C2 108.9(6) . . ?
C1 N1 C11 128.4(7) . . ?
C2 N1 C11 122.7(7) . . ?
C1 N2 C4 132.6(7) . . ?
C1 N2 C3 111.1(6) . . ?
C4 N2 C3 116.2(6) . . ?
C4 N3 C5 105.0(6) . . ?
C4 N3 Ru1 113.4(5) . . ?
C5 N3 Ru1 141.6(5) . . ?
C4 N4 C10 105.9(6) . . ?
C4 N4 H4A 127.0 . . ?
C10 N4 H4A 127.0 . . ?
C50 N5 Ru1 179.5(7) . . ?
C26 P1 C14 103.1(4) . . ?
C26 P1 C20 101.7(4) . . ?
C14 P1 C20 99.1(4) . . ?
C26 P1 Ru1 112.5(2) . . ?
C14 P1 Ru1 123.4(3) . . ?
C20 P1 Ru1 114.2(2) . . ?
C32 P2 C44 102.6(4) . . ?
C32 P2 C38 100.8(3) . . ?
C44 P2 C38 102.9(4) . . ?
C32 P2 Ru1 119.1(2) . . ?
C44 P2 Ru1 112.0(2) . . ?
C38 P2 Ru1 117.3(3) . . ?
C3 Ru1 N5 96.3(3) . . ?
C3 Ru1 N3 79.2(3) . . ?
N5 Ru1 N3 175.5(2) . . ?
C3 Ru1 P2 88.1(2) . . ?
N5 Ru1 P2 85.79(18) . . ?
N3 Ru1 P2 93.62(17) . . ?
C3 Ru1 P1 85.8(2) . . ?
N5 Ru1 P1 91.54(18) . . ?
N3 Ru1 P1 88.55(17) . . ?
P2 Ru1 P1 173.08(7) . . ?
C3 Ru1 Cl1 177.4(2) . . ?
N5 Ru1 Cl1 85.80(18) . . ?
N3 Ru1 Cl1 98.63(17) . . ?
P2 Ru1 Cl1 90.51(6) . . ?
P1 Ru1 Cl1 95.67(6) . . ?

_refine_diff_density_max         2.468
_refine_diff_density_min         -0.731
_refine_diff_density_rms         0.235

####################################################################### 
# 
# 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_sv0494
_database_code_depnum_ccdc_archive 'CCDC 1939130'
loop_
_audit_author_name
_audit_author_address
'Clemens Bruhn'
;University of Kassel
Germany
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-07-19 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         ?
_chemical_formula_sum            'C18 H18 N4 Ni'
_chemical_formula_weight         349.07

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 '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/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.4397(4)
_cell_length_b                   13.0180(2)
_cell_length_c                   15.7193(4)
_cell_angle_alpha                90
_cell_angle_beta                 100.060(2)
_cell_angle_gamma                90
_cell_volume                     3110.91(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    15056
_cell_measurement_theta_min      4.44
_cell_measurement_theta_max      70.68

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.491
_exptl_crystal_F_000             1456
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    1.821
_shelx_estimated_absorpt_T_min   0.839
_shelx_estimated_absorpt_T_max   0.931
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in
F. R. Ahmed (Editor), "Crystallographic Computing",
Munksgaard, Copenhagen (1970), 255 - 270
;
_exptl_absorpt_correction_T_min  0.9412
_exptl_absorpt_correction_T_max  0.9760
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'

_diffrn_detector                 Pilatus200K
_diffrn_detector_type            'DECTRIS PILATUS 200K'
_diffrn_detector_area_resol_mean 5.81

_diffrn_source                   Cu-Genix
_diffrn_source_type              ?
_diffrn_radiation_probe          x-ray
_diffrn_source_target            ?
_diffrn_source_voltage           50
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '1.2 mm, 0.6 diameter'

_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_measurement_details      
; 1325 frames, detector distance = 60 mm
;


_diffrn_reflns_number            14051
_diffrn_reflns_av_unetI/netI     0.0188
_diffrn_reflns_av_R_equivalents  0.0177
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.438
_diffrn_reflns_theta_max         68.497
_diffrn_reflns_theta_full        67.686
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             5650
_reflns_number_gt                4817
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0231P)²+2.7244P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5650
_refine_ls_number_parameters     419
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0379
_refine_ls_R_factor_gt           0.0281
_refine_ls_wR_factor_ref         0.0653
_refine_ls_wR_factor_gt          0.0604
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_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
C1 C 0.51189(11) 0.27650(13) 0.43988(11) 0.0130(3) Uani 1 1 d . . . . .
C2 C 0.63569(11) 0.17872(14) 0.47185(11) 0.0167(4) Uani 1 1 d . . . . .
H2A H 0.692119 0.150743 0.469819 0.020 Uiso 1 1 calc R U . . .
C3 C 0.58165(11) 0.15392(14) 0.52737(12) 0.0174(4) Uani 1 1 d . . . . .
H3A H 0.593295 0.104786 0.572617 0.021 Uiso 1 1 calc R U . . .
C4 C 0.61779(11) 0.31567(13) 0.35437(11) 0.0131(3) Uani 1 1 d . . . . .
C5 C 0.60140(11) 0.44512(14) 0.26984(10) 0.0129(3) Uani 1 1 d . . . . .
C6 C 0.68166(11) 0.39298(14) 0.26604(11) 0.0138(4) Uani 1 1 d . . . . .
C7 C 0.73927(11) 0.43068(15) 0.21421(11) 0.0170(4) Uani 1 1 d . . . . .
H7A H 0.792134 0.395211 0.210024 0.020 Uiso 1 1 calc R U . . .
C8 C 0.71749(11) 0.52096(15) 0.16907(11) 0.0175(4) Uani 1 1 d . . . . .
H8A H 0.756234 0.548008 0.133926 0.021 Uiso 1 1 calc R U . . .
C9 C 0.63913(12) 0.57321(15) 0.17437(11) 0.0167(4) Uani 1 1 d . . . . .
H9A H 0.626443 0.635809 0.143647 0.020 Uiso 1 1 calc R U . . .
C10 C 0.57982(11) 0.53549(14) 0.22345(11) 0.0155(4) Uani 1 1 d . . . . .
H10A H 0.526083 0.570204 0.225397 0.019 Uiso 1 1 calc R U . . .
C11 C 0.43059(11) 0.20730(14) 0.55360(11) 0.0163(4) Uani 1 1 d . . . . .
H11A H 0.379082 0.241734 0.517331 0.020 Uiso 1 1 calc R U . . .
C12 C 0.45138(14) 0.26470(16) 0.63887(12) 0.0261(4) Uani 1 1 d . . . . .
H12A H 0.503509 0.234426 0.674572 0.031 Uiso 1 1 calc R U . . .
H12B H 0.401248 0.259607 0.669232 0.031 Uiso 1 1 calc R U . . .
H12C H 0.462789 0.337105 0.627798 0.031 Uiso 1 1 calc R U . . .
C13 C 0.40576(12) 0.09605(14) 0.56596(12) 0.0190(4) Uani 1 1 d . . . . .
H13A H 0.352010 0.093564 0.591089 0.023 Uiso 1 1 calc R U . . .
H13B H 0.453641 0.061836 0.604838 0.023 Uiso 1 1 calc R U . . .
H13C H 0.395630 0.060983 0.509934 0.023 Uiso 1 1 calc R U . . .
C14 C 0.36211(12) 0.44343(16) 0.44562(12) 0.0214(4) Uani 1 1 d . . . . .
H14A H 0.367571 0.435303 0.506387 0.026 Uiso 1 1 calc R U . . .
C15 C 0.32065(11) 0.37173(15) 0.38082(13) 0.0203(4) Uani 1 1 d . . . . .
H15A H 0.294474 0.308181 0.391902 0.024 Uiso 1 1 calc R U . . .
C16 C 0.32545(11) 0.41133(15) 0.29939(12) 0.0198(4) Uani 1 1 d . . . . .
H16A H 0.300693 0.382163 0.245190 0.024 Uiso 1 1 calc R U . . .
C17 C 0.37453(11) 0.50369(15) 0.31334(12) 0.0202(4) Uani 1 1 d . . . . .
H17A H 0.392629 0.544331 0.269402 0.024 Uiso 1 1 calc R U . . .
C18 C 0.39256(12) 0.52619(15) 0.40360(13) 0.0215(4) Uani 1 1 d . . . . .
H18A H 0.420125 0.586299 0.429864 0.026 Uiso 1 1 calc R U . . .
C19 C 0.86379(11) 0.61214(14) 0.53894(11) 0.0139(3) Uani 1 1 d . . . . .
C20 C 0.80084(11) 0.49558(14) 0.44140(11) 0.0163(4) Uani 1 1 d . . . . .
H20A H 0.782668 0.431066 0.416167 0.020 Uiso 1 1 calc R U . . .
C21 C 0.78646(11) 0.58795(14) 0.40306(11) 0.0154(4) Uani 1 1 d . . . . .
H21A H 0.756352 0.601661 0.346171 0.019 Uiso 1 1 calc R U . . .
C22 C 0.83344(11) 0.76578(14) 0.46169(11) 0.0141(4) Uani 1 1 d . . . . .
C23 C 0.88067(11) 0.90889(14) 0.51812(12) 0.0164(4) Uani 1 1 d . . . . .
C24 C 0.83207(11) 0.92317(14) 0.43368(11) 0.0159(4) Uani 1 1 d . . . . .
C25 C 0.82040(12) 1.02165(15) 0.39794(12) 0.0199(4) Uani 1 1 d . . . . .
H25A H 0.787975 1.032054 0.341440 0.024 Uiso 1 1 calc R U . . .
C26 C 0.85746(12) 1.10314(15) 0.44737(13) 0.0232(4) Uani 1 1 d . . . . .
H26A H 0.850397 1.170637 0.424230 0.028 Uiso 1 1 calc R U . . .
C27 C 0.90541(12) 1.08887(15) 0.53110(13) 0.0236(4) Uani 1 1 d . . . . .
H27A H 0.929936 1.146788 0.563408 0.028 Uiso 1 1 calc R U . . .
C28 C 0.91745(12) 0.99236(15) 0.56715(12) 0.0209(4) Uani 1 1 d . . . . .
H28A H 0.949886 0.982939 0.623781 0.025 Uiso 1 1 calc R U . . .
C29 C 0.87999(11) 0.42826(14) 0.58592(11) 0.0170(4) Uani 1 1 d . . . . .
H29A H 0.894267 0.458780 0.645093 0.020 Uiso 1 1 calc R U . . .
C30 C 0.81060(12) 0.34580(16) 0.58725(14) 0.0253(4) Uani 1 1 d . . . . .
H30A H 0.831671 0.295926 0.632883 0.030 Uiso 1 1 calc R U . . .
H30B H 0.799203 0.310711 0.531246 0.030 Uiso 1 1 calc R U . . .
H30C H 0.756161 0.377567 0.598470 0.030 Uiso 1 1 calc R U . . .
C31 C 0.96446(12) 0.38494(16) 0.56295(12) 0.0220(4) Uani 1 1 d . . . . .
H31C H 1.009101 0.439164 0.568061 0.026 Uiso 1 1 calc R U . . .
H31B H 0.952942 0.359096 0.503488 0.026 Uiso 1 1 calc R U . . .
H31A H 0.985772 0.328643 0.602505 0.026 Uiso 1 1 calc R U . . .
C32 C 0.93119(14) 0.6518(2) 0.74846(12) 0.0346(6) Uani 1 1 d . . . . .
H32A H 0.888793 0.608841 0.767785 0.041 Uiso 1 1 calc R U . . .
C33 C 1.00596(13) 0.61817(17) 0.71267(12) 0.0251(4) Uani 1 1 d . . . . .
H33A H 1.020082 0.548778 0.702315 0.030 Uiso 1 1 calc R U . . .
C34 C 1.05445(12) 0.70387(16) 0.69557(12) 0.0229(4) Uani 1 1 d . . . . .
H34A H 1.109234 0.703404 0.675903 0.027 Uiso 1 1 calc R U . . .
C35 C 1.00695(14) 0.79054(18) 0.71292(13) 0.0311(5) Uani 1 1 d . . . . .
H35A H 1.021477 0.859730 0.702304 0.037 Uiso 1 1 calc R U . . .
C36 C 0.93231(14) 0.7575(2) 0.74958(13) 0.0391(6) Uani 1 1 d . . . . .
H36A H 0.891315 0.800854 0.770701 0.047 Uiso 1 1 calc R U . . .
N1 N 0.50567(9) 0.21309(11) 0.50667(9) 0.0138(3) Uani 1 1 d . . . . .
N2 N 0.59174(9) 0.25342(11) 0.41848(9) 0.0138(3) Uani 1 1 d . . . . .
N3 N 0.55986(9) 0.39159(11) 0.32749(9) 0.0131(3) Uani 1 1 d . . . . .
N4 N 0.69055(9) 0.30885(12) 0.32212(9) 0.0151(3) Uani 1 1 d . . . . .
N5 N 0.84713(9) 0.51148(11) 0.52466(9) 0.0142(3) Uani 1 1 d . . . . .
N6 N 0.82468(9) 0.65872(11) 0.46383(9) 0.0135(3) Uani 1 1 d . . . . .
N7 N 0.88057(9) 0.80431(12) 0.53514(9) 0.0155(3) Uani 1 1 d . . . . .
N8 N 0.80175(9) 0.82831(12) 0.39839(9) 0.0157(3) Uani 1 1 d . . . . .
Ni1 Ni 0.45472(2) 0.38607(2) 0.37587(2) 0.01264(8) Uani 1 1 d . . . . .
Ni2 Ni 0.92343(2) 0.70483(2) 0.62033(2) 0.01561(8) 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 N1 1.352(2) . ?
C1 N2 1.367(2) . ?
C1 Ni1 1.8750(18) . ?
C2 C3 1.348(3) . ?
C2 N2 1.382(2) . ?
C2 H2A 0.9500 . ?
C3 N1 1.394(2) . ?
C3 H3A 0.9500 . ?
C4 N4 1.314(2) . ?
C4 N3 1.350(2) . ?
C4 N2 1.406(2) . ?
C5 N3 1.386(2) . ?
C5 C10 1.394(3) . ?
C5 C6 1.423(2) . ?
C6 C7 1.396(2) . ?
C6 N4 1.398(2) . ?
C7 C8 1.384(3) . ?
C7 H7A 0.9500 . ?
C8 C9 1.403(3) . ?
C8 H8A 0.9500 . ?
C9 C10 1.386(2) . ?
C9 H9A 0.9500 . ?
C10 H10A 0.9500 . ?
C11 N1 1.481(2) . ?
C11 C12 1.519(3) . ?
C11 C13 1.519(3) . ?
C11 H11A 1.0000 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C18 1.388(3) . ?
C14 C15 1.446(3) . ?
C14 Ni1 2.0861(18) . ?
C14 H14A 0.9500 . ?
C15 C16 1.394(3) . ?
C15 Ni1 2.0935(17) . ?
C15 H15A 0.9500 . ?
C16 C17 1.418(3) . ?
C16 Ni1 2.1677(17) . ?
C16 H16A 0.9500 . ?
C17 C18 1.428(3) . ?
C17 Ni1 2.1020(18) . ?
C17 H17A 0.9500 . ?
C18 Ni1 2.1411(19) . ?
C18 H18A 0.9500 . ?
C19 N5 1.347(2) . ?
C19 N6 1.370(2) . ?
C19 Ni2 1.8785(18) . ?
C20 C21 1.346(3) . ?
C20 N5 1.393(2) . ?
C20 H20A 0.9500 . ?
C21 N6 1.383(2) . ?
C21 H21A 0.9500 . ?
C22 N8 1.312(2) . ?
C22 N7 1.349(2) . ?
C22 N6 1.401(2) . ?
C23 N7 1.387(2) . ?
C23 C28 1.394(3) . ?
C23 C24 1.418(3) . ?
C24 C25 1.399(3) . ?
C24 N8 1.400(2) . ?
C25 C26 1.379(3) . ?
C25 H25A 0.9500 . ?
C26 C27 1.405(3) . ?
C26 H26A 0.9500 . ?
C27 C28 1.377(3) . ?
C27 H27A 0.9500 . ?
C28 H28A 0.9500 . ?
C29 N5 1.479(2) . ?
C29 C30 1.519(3) . ?
C29 C31 1.521(2) . ?
C29 H29A 1.0000 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31C 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31A 0.9800 . ?
C32 C36 1.377(4) . ?
C32 C33 1.438(3) . ?
C32 Ni2 2.113(2) . ?
C32 H32A 0.9500 . ?
C33 C34 1.396(3) . ?
C33 Ni2 2.0874(19) . ?
C33 H33A 0.9500 . ?
C34 C35 1.398(3) . ?
C34 Ni2 2.1576(18) . ?
C34 H34A 0.9500 . ?
C35 C36 1.441(3) . ?
C35 Ni2 2.091(2) . ?
C35 H35A 0.9500 . ?
C36 Ni2 2.126(2) . ?
C36 H36A 0.9500 . ?
N3 Ni1 1.9104(14) . ?
N7 Ni2 1.8970(15) . ?

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
N1 C1 N2 104.26(14) . . ?
N1 C1 Ni1 142.23(13) . . ?
N2 C1 Ni1 113.30(12) . . ?
C3 C2 N2 105.54(15) . . ?
C3 C2 H2A 127.2 . . ?
N2 C2 H2A 127.2 . . ?
C2 C3 N1 107.90(16) . . ?
C2 C3 H3A 126.0 . . ?
N1 C3 H3A 126.0 . . ?
N4 C4 N3 119.54(15) . . ?
N4 C4 N2 127.50(16) . . ?
N3 C4 N2 112.92(14) . . ?
N3 C5 C10 132.14(16) . . ?
N3 C5 C6 107.07(15) . . ?
C10 C5 C6 120.72(15) . . ?
C7 C6 N4 129.89(16) . . ?
C7 C6 C5 120.33(16) . . ?
N4 C6 C5 109.72(15) . . ?
C8 C7 C6 118.38(16) . . ?
C8 C7 H7A 120.8 . . ?
C6 C7 H7A 120.8 . . ?
C7 C8 C9 121.08(16) . . ?
C7 C8 H8A 119.5 . . ?
C9 C8 H8A 119.5 . . ?
C10 C9 C8 121.43(17) . . ?
C10 C9 H9A 119.3 . . ?
C8 C9 H9A 119.3 . . ?
C9 C10 C5 118.01(16) . . ?
C9 C10 H10A 121.0 . . ?
C5 C10 H10A 121.0 . . ?
N1 C11 C12 110.57(15) . . ?
N1 C11 C13 110.44(14) . . ?
C12 C11 C13 112.04(15) . . ?
N1 C11 H11A 107.9 . . ?
C12 C11 H11A 107.9 . . ?
C13 C11 H11A 107.9 . . ?
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 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C18 C14 C15 108.11(17) . . ?
C18 C14 Ni1 72.99(11) . . ?
C15 C14 Ni1 70.03(10) . . ?
C18 C14 H14A 125.9 . . ?
C15 C14 H14A 125.9 . . ?
Ni1 C14 H14A 122.7 . . ?
C16 C15 C14 108.67(17) . . ?
C16 C15 Ni1 73.82(10) . . ?
C14 C15 Ni1 69.48(10) . . ?
C16 C15 H15A 125.7 . . ?
C14 C15 H15A 125.7 . . ?
Ni1 C15 H15A 122.7 . . ?
C15 C16 C17 106.53(17) . . ?
C15 C16 Ni1 68.05(10) . . ?
C17 C16 Ni1 68.12(10) . . ?
C15 C16 H16A 126.7 . . ?
C17 C16 H16A 126.7 . . ?
Ni1 C16 H16A 128.6 . . ?
C16 C17 C18 109.50(17) . . ?
C16 C17 Ni1 73.13(11) . . ?
C18 C17 Ni1 71.82(11) . . ?
C16 C17 H17A 125.2 . . ?
C18 C17 H17A 125.2 . . ?
Ni1 C17 H17A 121.4 . . ?
C14 C18 C17 106.87(17) . . ?
C14 C18 Ni1 68.70(11) . . ?
C17 C18 Ni1 68.87(10) . . ?
C14 C18 H18A 126.6 . . ?
C17 C18 H18A 126.6 . . ?
Ni1 C18 H18A 127.4 . . ?
N5 C19 N6 104.15(15) . . ?
N5 C19 Ni2 142.67(13) . . ?
N6 C19 Ni2 113.10(13) . . ?
C21 C20 N5 107.78(16) . . ?
C21 C20 H20A 126.1 . . ?
N5 C20 H20A 126.1 . . ?
C20 C21 N6 105.59(15) . . ?
C20 C21 H21A 127.2 . . ?
N6 C21 H21A 127.2 . . ?
N8 C22 N7 119.48(16) . . ?
N8 C22 N6 127.62(16) . . ?
N7 C22 N6 112.90(15) . . ?
N7 C23 C28 132.23(17) . . ?
N7 C23 C24 106.91(16) . . ?
C28 C23 C24 120.86(17) . . ?
C25 C24 N8 129.68(16) . . ?
C25 C24 C23 120.40(17) . . ?
N8 C24 C23 109.92(16) . . ?
C26 C25 C24 117.85(18) . . ?
C26 C25 H25A 121.1 . . ?
C24 C25 H25A 121.1 . . ?
C25 C26 C27 121.67(19) . . ?
C25 C26 H26A 119.2 . . ?
C27 C26 H26A 119.2 . . ?
C28 C27 C26 121.13(18) . . ?
C28 C27 H27A 119.4 . . ?
C26 C27 H27A 119.4 . . ?
C27 C28 C23 118.08(18) . . ?
C27 C28 H28A 121.0 . . ?
C23 C28 H28A 121.0 . . ?
N5 C29 C30 111.34(15) . . ?
N5 C29 C31 109.13(14) . . ?
C30 C29 C31 112.16(16) . . ?
N5 C29 H29A 108.0 . . ?
C30 C29 H29A 108.0 . . ?
C31 C29 H29A 108.0 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C29 C31 H31C 109.5 . . ?
C29 C31 H31B 109.5 . . ?
H31C C31 H31B 109.5 . . ?
C29 C31 H31A 109.5 . . ?
H31C C31 H31A 109.5 . . ?
H31B C31 H31A 109.5 . . ?
C36 C32 C33 107.5(2) . . ?
C36 C32 Ni2 71.57(13) . . ?
C33 C32 Ni2 69.03(11) . . ?
C36 C32 H32A 126.3 . . ?
C33 C32 H32A 126.3 . . ?
Ni2 C32 H32A 124.7 . . ?
C34 C33 C32 109.1(2) . . ?
C34 C33 Ni2 73.56(11) . . ?
C32 C33 Ni2 70.94(12) . . ?
C34 C33 H33A 125.5 . . ?
C32 C33 H33A 125.5 . . ?
Ni2 C33 H33A 121.7 . . ?
C33 C34 C35 106.87(18) . . ?
C33 C34 Ni2 68.10(11) . . ?
C35 C34 Ni2 68.21(11) . . ?
C33 C34 H34A 126.6 . . ?
C35 C34 H34A 126.6 . . ?
Ni2 C34 H34A 128.6 . . ?
C34 C35 C36 108.7(2) . . ?
C34 C35 Ni2 73.40(12) . . ?
C36 C35 Ni2 71.34(12) . . ?
C34 C35 H35A 125.7 . . ?
C36 C35 H35A 125.7 . . ?
Ni2 C35 H35A 121.3 . . ?
C32 C36 C35 107.6(2) . . ?
C32 C36 Ni2 70.52(12) . . ?
C35 C36 Ni2 68.70(11) . . ?
C32 C36 H36A 126.2 . . ?
C35 C36 H36A 126.2 . . ?
Ni2 C36 H36A 126.1 . . ?
C1 N1 C3 110.35(14) . . ?
C1 N1 C11 125.87(15) . . ?
C3 N1 C11 123.77(15) . . ?
C1 N2 C2 111.93(14) . . ?
C1 N2 C4 115.66(14) . . ?
C2 N2 C4 132.00(15) . . ?
C4 N3 C5 102.45(14) . . ?
C4 N3 Ni1 114.23(11) . . ?
C5 N3 Ni1 143.28(12) . . ?
C4 N4 C6 101.19(14) . . ?
C19 N5 C20 110.67(15) . . ?
C19 N5 C29 124.78(15) . . ?
C20 N5 C29 124.36(15) . . ?
C19 N6 C21 111.78(15) . . ?
C19 N6 C22 115.53(15) . . ?
C21 N6 C22 132.64(15) . . ?
C22 N7 C23 102.61(15) . . ?
C22 N7 Ni2 114.82(12) . . ?
C23 N7 Ni2 142.56(13) . . ?
C22 N8 C24 101.07(14) . . ?
C1 Ni1 N3 83.63(7) . . ?
C1 Ni1 C14 106.97(7) . . ?
N3 Ni1 C14 154.67(7) . . ?
C1 Ni1 C15 106.74(7) . . ?
N3 Ni1 C15 158.84(7) . . ?
C14 Ni1 C15 40.48(8) . . ?
C1 Ni1 C17 171.37(7) . . ?
N3 Ni1 C17 104.98(7) . . ?
C14 Ni1 C17 65.37(7) . . ?
C15 Ni1 C17 64.97(7) . . ?
C1 Ni1 C18 136.44(7) . . ?
N3 Ni1 C18 119.42(7) . . ?
C14 Ni1 C18 38.31(8) . . ?
C15 Ni1 C18 65.62(8) . . ?
C17 Ni1 C18 39.31(7) . . ?
C1 Ni1 C16 135.60(8) . . ?
N3 Ni1 C16 122.52(7) . . ?
C14 Ni1 C16 65.67(7) . . ?
C15 Ni1 C16 38.14(7) . . ?
C17 Ni1 C16 38.74(8) . . ?
C18 Ni1 C16 65.27(7) . . ?
C19 Ni2 N7 83.61(7) . . ?
C19 Ni2 C33 107.07(8) . . ?
N7 Ni2 C33 162.77(7) . . ?
C19 Ni2 C35 170.50(8) . . ?
N7 Ni2 C35 102.93(8) . . ?
C33 Ni2 C35 64.97(9) . . ?
C19 Ni2 C32 112.25(9) . . ?
N7 Ni2 C32 148.31(9) . . ?
C33 Ni2 C32 40.03(8) . . ?
C35 Ni2 C32 65.51(9) . . ?
C19 Ni2 C36 143.15(9) . . ?
N7 Ni2 C36 114.25(9) . . ?
C33 Ni2 C36 65.17(9) . . ?
C35 Ni2 C36 39.96(9) . . ?
C32 Ni2 C36 37.91(10) . . ?
C19 Ni2 C34 132.12(8) . . ?
N7 Ni2 C34 124.67(7) . . ?
C33 Ni2 C34 38.34(8) . . ?
C35 Ni2 C34 38.39(8) . . ?
C32 Ni2 C34 65.41(8) . . ?
C36 Ni2 C34 65.18(8) . . ?

_refine_diff_density_max         0.268
_refine_diff_density_min         -0.257
_refine_diff_density_rms         0.047

####################################################################### 
# 
# 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_sv0670
_database_code_depnum_ccdc_archive 'CCDC 1939133'
loop_
_audit_author_name
_audit_author_address
'Clemens Bruhn'
;University of Kassel
Germany
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-07-19 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         'C26 H30 Cl N4 Ni Rh, C H2 Cl2'
_chemical_formula_sum            'C27 H32 Cl3 N4 Ni Rh'
_chemical_formula_weight         680.53

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'
Cl Cl 0.3639 0.7018 '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'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Rh Rh 0.0927 3.6045 '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                   11.3628(4)
_cell_length_b                   21.1456(7)
_cell_length_c                   12.1342(5)
_cell_angle_alpha                90
_cell_angle_beta                 109.851(3)
_cell_angle_gamma                90
_cell_volume                     2742.28(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    13481
_cell_measurement_theta_min      4.18
_cell_measurement_theta_max      69.58

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.648
_exptl_crystal_F_000             1384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    8.594
_shelx_estimated_absorpt_T_min   0.452
_shelx_estimated_absorpt_T_max   0.919
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in
F. R. Ahmed (Editor), "Crystallographic Computing",
Munksgaard, Copenhagen (1970), 255 - 270
;
_exptl_absorpt_correction_T_min  0.5957
_exptl_absorpt_correction_T_max  0.9111
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'

_diffrn_detector                 Pilatus200K
_diffrn_detector_type            'DECTRIS PILATUS 200K'
_diffrn_detector_area_resol_mean 5.81

_diffrn_source                   Cu-Genix
_diffrn_source_type              ?
_diffrn_radiation_probe          x-ray
_diffrn_source_target            ?
_diffrn_source_voltage           50
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '1.2 mm, 0.6 diameter'

_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_measurement_details      
; 1073 frames, detector distance = 40 mm
;


_diffrn_reflns_number            13276
_diffrn_reflns_av_unetI/netI     0.0720
_diffrn_reflns_av_R_equivalents  0.0835
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         4.402
_diffrn_reflns_theta_max         68.971
_diffrn_reflns_theta_full        67.686
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             4981
_reflns_number_gt                3682
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.1771P)²+13.2333P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4981
_refine_ls_number_parameters     327
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1178
_refine_ls_R_factor_gt           0.0935
_refine_ls_wR_factor_ref         0.2686
_refine_ls_wR_factor_gt          0.2381
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_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
C1 C 0.2048(9) 0.2863(5) 0.6281(9) 0.035(2) Uani 1 1 d . . . . .
C2 C 0.1682(9) 0.1869(5) 0.5580(9) 0.038(2) Uani 1 1 d . . . . .
H2A H 0.123870 0.149455 0.525293 0.046 Uiso 1 1 calc R U . . .
C3 C 0.2928(9) 0.1963(5) 0.5885(9) 0.037(2) Uani 1 1 d . . . . .
H3A H 0.353226 0.166974 0.581539 0.044 Uiso 1 1 calc R U . . .
C4 C 0.4201(8) 0.2939(5) 0.6768(8) 0.0315(18) Uani 1 1 d . . . . .
C5 C 0.5221(9) 0.3772(5) 0.7556(8) 0.036(2) Uani 1 1 d . . . . .
C6 C 0.5678(9) 0.4343(5) 0.8068(9) 0.038(2) Uani 1 1 d . . . . .
H6A H 0.512941 0.467249 0.811685 0.046 Uiso 1 1 calc R U . . .
C7 C 0.6963(10) 0.4423(5) 0.8509(9) 0.040(2) Uani 1 1 d . . . . .
H7A H 0.728985 0.481204 0.887700 0.048 Uiso 1 1 calc R U . . .
C8 C 0.7789(8) 0.3958(5) 0.8434(9) 0.037(2) Uani 1 1 d . . . . .
H8A H 0.866392 0.403711 0.873535 0.044 Uiso 1 1 calc R U . . .
C9 C 0.7356(10) 0.3377(5) 0.7925(9) 0.040(2) Uani 1 1 d . . . . .
H9A H 0.791830 0.305628 0.786896 0.048 Uiso 1 1 calc R U . . .
C10 C 0.6093(9) 0.3283(4) 0.7509(8) 0.0315(19) Uani 1 1 d . . . . .
C11 C -0.0187(9) 0.2491(5) 0.5682(9) 0.038(2) Uani 1 1 d . . . . .
H11A H -0.039624 0.295184 0.564002 0.046 Uiso 1 1 calc R U . . .
C12 C -0.0395(11) 0.2211(6) 0.6759(10) 0.048(3) Uani 1 1 d . . . . .
H12A H -0.020092 0.175811 0.680649 0.058 Uiso 1 1 calc R U . . .
H12B H -0.127030 0.227103 0.669727 0.058 Uiso 1 1 calc R U . . .
H12C H 0.015218 0.242371 0.746405 0.058 Uiso 1 1 calc R U . . .
C13 C -0.0995(9) 0.2178(6) 0.4556(10) 0.045(2) Uani 1 1 d . . . . .
H13A H -0.187795 0.227036 0.442532 0.054 Uiso 1 1 calc R U . . .
H13B H -0.086099 0.172011 0.461604 0.054 Uiso 1 1 calc R U . . .
H13C H -0.077037 0.234257 0.389894 0.054 Uiso 1 1 calc R U . . .
C14 C 0.7277(8) 0.1087(5) 0.6643(8) 0.034(2) Uani 1 1 d . . . . .
H14A H 0.758899 0.134274 0.616003 0.041 Uiso 1 1 calc R U . . .
C15 C 0.6044(9) 0.0891(4) 0.6204(10) 0.037(2) Uani 1 1 d . . . . .
H15A H 0.558863 0.101150 0.542056 0.045 Uiso 1 1 calc R U . . .
C16 C 0.5333(10) 0.0507(5) 0.6824(10) 0.043(2) Uani 1 1 d . . . . .
H16A H 0.557692 0.005711 0.683869 0.052 Uiso 1 1 calc R U . . .
H16B H 0.442490 0.053906 0.638585 0.052 Uiso 1 1 calc R U . . .
C17 C 0.5606(10) 0.0745(5) 0.8106(10) 0.044(2) Uani 1 1 d . . . . .
H17A H 0.489927 0.062858 0.836833 0.052 Uiso 1 1 calc R U . . .
H17B H 0.636856 0.053435 0.863219 0.052 Uiso 1 1 calc R U . . .
C18 C 0.5787(10) 0.1448(5) 0.8188(10) 0.043(2) Uani 1 1 d . . . . .
H18A H 0.505532 0.170257 0.799109 0.052 Uiso 1 1 calc R U . . .
C19 C 0.6927(10) 0.1760(5) 0.8525(10) 0.041(2) Uani 1 1 d . . . . .
H19A H 0.693528 0.220806 0.858849 0.049 Uiso 1 1 calc R U . . .
C20 C 0.8170(11) 0.1412(6) 0.8797(9) 0.047(3) Uani 1 1 d . . . . .
H20A H 0.837188 0.120057 0.956642 0.056 Uiso 1 1 calc R U . . .
H20B H 0.883744 0.172505 0.885826 0.056 Uiso 1 1 calc R U . . .
C21 C 0.8164(10) 0.0914(5) 0.7866(8) 0.040(2) Uani 1 1 d . . . . .
H21A H 0.902247 0.086947 0.784246 0.048 Uiso 1 1 calc R U . . .
H21B H 0.791157 0.050032 0.809554 0.048 Uiso 1 1 calc R U . . .
C22 C 0.1733(12) 0.4212(6) 0.8108(10) 0.053(3) Uani 1 1 d . . . . .
H22A H 0.199817 0.415613 0.893341 0.064 Uiso 1 1 calc R U . . .
C23 C 0.2305(10) 0.4621(5) 0.7485(10) 0.046(3) Uani 1 1 d . . . . .
H23A H 0.306887 0.484498 0.781746 0.056 Uiso 1 1 calc R U . . .
C24 C 0.1531(11) 0.4630(5) 0.6289(11) 0.046(2) Uani 1 1 d . . . . .
H24A H 0.163311 0.489027 0.568895 0.055 Uiso 1 1 calc R U . . .
C25 C 0.0580(10) 0.4178(5) 0.6164(11) 0.047(2) Uani 1 1 d . . . . .
H25A H -0.005506 0.406812 0.544868 0.056 Uiso 1 1 calc R U . . .
C26 C 0.0724(10) 0.3913(6) 0.7287(11) 0.050(3) Uani 1 1 d . . . . .
H26A H 0.022081 0.359002 0.744269 0.060 Uiso 1 1 calc R U . . .
C27 C 0.3081(11) 0.6254(6) 0.5042(11) 0.052(3) Uani 1 1 d . . . . .
H27A H 0.234847 0.633658 0.433030 0.062 Uiso 1 1 calc R U . . .
H27B H 0.371246 0.658539 0.509395 0.062 Uiso 1 1 calc R U . . .
Cl1 Cl 0.5707(2) 0.21668(11) 0.47374(19) 0.0375(5) Uani 1 1 d . . . . .
Cl2 Cl 0.3710(3) 0.55166(15) 0.4913(3) 0.0598(8) Uani 1 1 d . . . . .
Cl3 Cl 0.2610(3) 0.63000(14) 0.6296(3) 0.0548(7) Uani 1 1 d . . . . .
N1 N 0.1172(7) 0.2422(4) 0.5834(7) 0.0349(17) Uani 1 1 d . . . . .
N2 N 0.3144(7) 0.2569(4) 0.6315(7) 0.0331(17) Uani 1 1 d . . . . .
N3 N 0.4027(7) 0.3530(4) 0.7071(7) 0.0329(16) Uani 1 1 d . . . . .
N4 N 0.5381(8) 0.2749(4) 0.6981(7) 0.0350(17) Uani 1 1 d . . . . .
Ni1 Ni 0.23042(15) 0.36996(8) 0.68511(14) 0.0350(4) Uani 1 1 d . . . . .
Rh1 Rh 0.60600(6) 0.18625(3) 0.66940(6) 0.0314(3) 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 N1 1.337(12) . ?
C1 N2 1.380(12) . ?
C1 Ni1 1.886(10) . ?
C2 C3 1.351(14) . ?
C2 N1 1.385(13) . ?
C2 H2A 0.9500 . ?
C3 N2 1.374(13) . ?
C3 H3A 0.9500 . ?
C4 N3 1.337(13) . ?
C4 N4 1.339(12) . ?
C4 N2 1.382(12) . ?
C5 C6 1.376(14) . ?
C5 N3 1.380(12) . ?
C5 C10 1.448(13) . ?
C6 C7 1.383(15) . ?
C6 H6A 0.9500 . ?
C7 C8 1.384(15) . ?
C7 H7A 0.9500 . ?
C8 C9 1.388(15) . ?
C8 H8A 0.9500 . ?
C9 C10 1.364(14) . ?
C9 H9A 0.9500 . ?
C10 N4 1.410(12) . ?
C11 N1 1.499(11) . ?
C11 C13 1.515(14) . ?
C11 C12 1.524(14) . ?
C11 H11A 1.0000 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.383(14) . ?
C14 C21 1.528(12) . ?
C14 Rh1 2.159(9) . ?
C14 H14A 0.9500 . ?
C15 C16 1.513(15) . ?
C15 Rh1 2.137(9) . ?
C15 H15A 0.9500 . ?
C16 C17 1.562(16) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.501(15) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.386(16) . ?
C18 Rh1 2.128(10) . ?
C18 H18A 0.9500 . ?
C19 C20 1.525(14) . ?
C19 Rh1 2.113(11) . ?
C19 H19A 0.9500 . ?
C20 C21 1.543(14) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C26 1.390(18) . ?
C22 C23 1.441(18) . ?
C22 Ni1 2.143(11) . ?
C22 H22A 0.9500 . ?
C23 C24 1.419(17) . ?
C23 Ni1 2.094(11) . ?
C23 H23A 0.9500 . ?
C24 C25 1.412(15) . ?
C24 Ni1 2.169(10) . ?
C24 H24A 0.9500 . ?
C25 C26 1.430(17) . ?
C25 Ni1 2.110(11) . ?
C25 H25A 0.9500 . ?
C26 Ni1 2.086(11) . ?
C26 H26A 0.9500 . ?
C27 Cl2 1.744(13) . ?
C27 Cl3 1.779(12) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
Cl1 Rh1 2.359(2) . ?
N3 Ni1 1.918(7) . ?
N4 Rh1 2.101(8) . ?

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
N1 C1 N2 103.8(8) . . ?
N1 C1 Ni1 143.5(7) . . ?
N2 C1 Ni1 112.7(7) . . ?
C3 C2 N1 107.1(9) . . ?
C3 C2 H2A 126.5 . . ?
N1 C2 H2A 126.5 . . ?
C2 C3 N2 106.0(9) . . ?
C2 C3 H3A 127.0 . . ?
N2 C3 H3A 127.0 . . ?
N3 C4 N4 117.3(8) . . ?
N3 C4 N2 116.7(8) . . ?
N4 C4 N2 125.9(9) . . ?
C6 C5 N3 133.1(9) . . ?
C6 C5 C10 119.1(9) . . ?
N3 C5 C10 107.8(8) . . ?
C5 C6 C7 117.9(10) . . ?
C5 C6 H6A 121.0 . . ?
C7 C6 H6A 121.0 . . ?
C6 C7 C8 122.6(10) . . ?
C6 C7 H7A 118.7 . . ?
C8 C7 H7A 118.7 . . ?
C7 C8 C9 120.8(9) . . ?
C7 C8 H8A 119.6 . . ?
C9 C8 H8A 119.6 . . ?
C10 C9 C8 117.6(9) . . ?
C10 C9 H9A 121.2 . . ?
C8 C9 H9A 121.2 . . ?
C9 C10 N4 130.9(9) . . ?
C9 C10 C5 122.0(9) . . ?
N4 C10 C5 107.2(8) . . ?
N1 C11 C13 110.6(8) . . ?
N1 C11 C12 108.0(8) . . ?
C13 C11 C12 112.3(9) . . ?
N1 C11 H11A 108.6 . . ?
C13 C11 H11A 108.6 . . ?
C12 C11 H11A 108.6 . . ?
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 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 C21 123.4(9) . . ?
C15 C14 Rh1 70.3(5) . . ?
C21 C14 Rh1 111.8(6) . . ?
C15 C14 H14A 118.3 . . ?
C21 C14 H14A 118.3 . . ?
Rh1 C14 H14A 87.9 . . ?
C14 C15 C16 127.7(10) . . ?
C14 C15 Rh1 72.1(6) . . ?
C16 C15 Rh1 109.5(7) . . ?
C14 C15 H15A 116.2 . . ?
C16 C15 H15A 116.2 . . ?
Rh1 C15 H15A 88.3 . . ?
C15 C16 C17 111.4(9) . . ?
C15 C16 H16A 109.4 . . ?
C17 C16 H16A 109.4 . . ?
C15 C16 H16B 109.4 . . ?
C17 C16 H16B 109.4 . . ?
H16A C16 H16B 108.0 . . ?
C18 C17 C16 111.1(9) . . ?
C18 C17 H17A 109.4 . . ?
C16 C17 H17A 109.4 . . ?
C18 C17 H17B 109.4 . . ?
C16 C17 H17B 109.4 . . ?
H17A C17 H17B 108.0 . . ?
C19 C18 C17 125.8(10) . . ?
C19 C18 Rh1 70.3(6) . . ?
C17 C18 Rh1 114.1(7) . . ?
C19 C18 H18A 117.1 . . ?
C17 C18 H18A 117.1 . . ?
Rh1 C18 H18A 85.5 . . ?
C18 C19 C20 122.6(10) . . ?
C18 C19 Rh1 71.5(6) . . ?
C20 C19 Rh1 110.1(7) . . ?
C18 C19 H19A 118.7 . . ?
C20 C19 H19A 118.7 . . ?
Rh1 C19 H19A 88.4 . . ?
C19 C20 C21 113.4(9) . . ?
C19 C20 H20A 108.9 . . ?
C21 C20 H20A 108.9 . . ?
C19 C20 H20B 108.9 . . ?
C21 C20 H20B 108.9 . . ?
H20A C20 H20B 107.7 . . ?
C14 C21 C20 112.6(8) . . ?
C14 C21 H21A 109.1 . . ?
C20 C21 H21A 109.1 . . ?
C14 C21 H21B 109.1 . . ?
C20 C21 H21B 109.1 . . ?
H21A C21 H21B 107.8 . . ?
C26 C22 C23 107.8(10) . . ?
C26 C22 Ni1 68.6(6) . . ?
C23 C22 Ni1 68.3(6) . . ?
C26 C22 H22A 126.1 . . ?
C23 C22 H22A 126.1 . . ?
Ni1 C22 H22A 128.6 . . ?
C24 C23 C22 108.2(10) . . ?
C24 C23 Ni1 73.4(6) . . ?
C22 C23 Ni1 72.0(6) . . ?
C24 C23 H23A 125.9 . . ?
C22 C23 H23A 125.9 . . ?
Ni1 C23 H23A 120.5 . . ?
C25 C24 C23 106.6(10) . . ?
C25 C24 Ni1 68.5(6) . . ?
C23 C24 Ni1 67.7(6) . . ?
C25 C24 H24A 126.7 . . ?
C23 C24 H24A 126.7 . . ?
Ni1 C24 H24A 128.6 . . ?
C24 C25 C26 109.1(10) . . ?
C24 C25 Ni1 73.0(6) . . ?
C26 C25 Ni1 69.2(6) . . ?
C24 C25 H25A 125.4 . . ?
C26 C25 H25A 125.4 . . ?
Ni1 C25 H25A 124.0 . . ?
C22 C26 C25 107.7(11) . . ?
C22 C26 Ni1 73.1(7) . . ?
C25 C26 Ni1 71.0(6) . . ?
C22 C26 H26A 126.1 . . ?
C25 C26 H26A 126.1 . . ?
Ni1 C26 H26A 121.6 . . ?
Cl2 C27 Cl3 112.2(6) . . ?
Cl2 C27 H27A 109.2 . . ?
Cl3 C27 H27A 109.2 . . ?
Cl2 C27 H27B 109.2 . . ?
Cl3 C27 H27B 109.2 . . ?
H27A C27 H27B 107.9 . . ?
C1 N1 C2 111.6(8) . . ?
C1 N1 C11 125.1(8) . . ?
C2 N1 C11 123.1(8) . . ?
C3 N2 C1 111.5(8) . . ?
C3 N2 C4 134.3(8) . . ?
C1 N2 C4 114.3(8) . . ?
C4 N3 C5 104.4(7) . . ?
C4 N3 Ni1 112.0(6) . . ?
C5 N3 Ni1 143.0(7) . . ?
C4 N4 C10 103.3(8) . . ?
C4 N4 Rh1 129.5(6) . . ?
C10 N4 Rh1 127.1(6) . . ?
C1 Ni1 N3 84.2(4) . . ?
C1 Ni1 C26 104.9(4) . . ?
N3 Ni1 C26 158.6(4) . . ?
C1 Ni1 C23 171.2(4) . . ?
N3 Ni1 C23 104.4(4) . . ?
C26 Ni1 C23 66.4(5) . . ?
C1 Ni1 C25 107.3(4) . . ?
N3 Ni1 C25 155.8(4) . . ?
C26 Ni1 C25 39.9(5) . . ?
C23 Ni1 C25 65.4(4) . . ?
C1 Ni1 C22 133.5(5) . . ?
N3 Ni1 C22 122.5(4) . . ?
C26 Ni1 C22 38.3(5) . . ?
C23 Ni1 C22 39.7(5) . . ?
C25 Ni1 C22 64.8(5) . . ?
C1 Ni1 C24 137.8(5) . . ?
N3 Ni1 C24 119.9(4) . . ?
C26 Ni1 C24 65.9(5) . . ?
C23 Ni1 C24 38.8(5) . . ?
C25 Ni1 C24 38.5(4) . . ?
C22 Ni1 C24 65.0(4) . . ?
N4 Rh1 C19 89.1(3) . . ?
N4 Rh1 C18 93.4(4) . . ?
C19 Rh1 C18 38.1(4) . . ?
N4 Rh1 C15 159.2(3) . . ?
C19 Rh1 C15 98.7(4) . . ?
C18 Rh1 C15 81.4(4) . . ?
N4 Rh1 C14 163.1(3) . . ?
C19 Rh1 C14 83.0(4) . . ?
C18 Rh1 C14 89.5(4) . . ?
C15 Rh1 C14 37.6(4) . . ?
N4 Rh1 Cl1 88.7(2) . . ?
C19 Rh1 Cl1 160.9(3) . . ?
C18 Rh1 Cl1 160.9(3) . . ?
C15 Rh1 Cl1 90.0(3) . . ?
C14 Rh1 Cl1 94.0(3) . . ?

_refine_diff_density_max         1.850
_refine_diff_density_min         -3.238
_refine_diff_density_rms         0.409

####################################################################### 
# 
# 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_i2398a
_database_code_depnum_ccdc_archive 'CCDC 1939132'
loop_
_audit_author_name
_audit_author_address
'Clemens Bruhn'
;University of Kassel
Germany
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-07-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H26 Cl N4 Ni Rh'
_chemical_formula_sum            'C24 H26 Cl N4 Ni Rh'
_chemical_formula_weight         567.56

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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Rh Rh -1.1178 0.9187 '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                   7.1632(7)
_cell_length_b                   13.0691(12)
_cell_length_c                   13.5288(14)
_cell_angle_alpha                117.501(7)
_cell_angle_beta                 95.030(8)
_cell_angle_gamma                100.470(8)
_cell_volume                     1083.1(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    10038
_cell_measurement_theta_min      1.73
_cell_measurement_theta_max      26.08

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.740
_exptl_crystal_F_000             576
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    1.774
_shelx_estimated_absorpt_T_min   0.729
_shelx_estimated_absorpt_T_max   0.982
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.7304
_exptl_absorpt_correction_T_max  0.9708
_exptl_absorpt_process_details   'X-red ver. 1.58 (Stoe & Cie. 2012)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 6.67
_diffrn_source                   'Genix Mo HF'
_diffrn_source_voltage           50
_diffrn_source_current           1.000
_diffrn_source_power             0.050
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_collimation    '1.2, 0.6 mm diameter, multiple pinhole'
_diffrn_measurement_method       'rotation method'
_diffrn_measurement_details      
; 207 frames, detector distance = 130 mm
;

_diffrn_reflns_number            7900
_diffrn_reflns_av_unetI/netI     0.0723
_diffrn_reflns_av_R_equivalents  0.0793
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.731
_diffrn_reflns_theta_max         25.495
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4024
_reflns_number_gt                3139
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.1697P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4024
_refine_ls_number_parameters     281
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0914
_refine_ls_R_factor_gt           0.0779
_refine_ls_wR_factor_ref         0.2236
_refine_ls_wR_factor_gt          0.2020
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001

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 0.4495(11) 0.3216(6) 0.9138(6) 0.0532(16) Uani 1 1 d . . . . .
C2 C 0.6483(11) 0.4180(6) 0.8492(6) 0.0557(17) Uani 1 1 d . . . . .
H2A H 0.7641 0.4604 0.8420 0.067 Uiso 1 1 calc R U . . .
C3 C 0.4699(10) 0.3862(6) 0.7853(6) 0.0522(16) Uani 1 1 d . . . . .
H3A H 0.4351 0.4018 0.7252 0.063 Uiso 1 1 calc R U . . .
C4 C 0.1581(10) 0.2639(5) 0.7917(6) 0.0515(16) Uani 1 1 d . . . . .
C5 C -0.0959(10) 0.1566(6) 0.8017(6) 0.0528(16) Uani 1 1 d . . . . .
C6 C -0.2341(11) 0.0894(6) 0.8273(6) 0.0551(16) Uani 1 1 d . . . . .
H6A H -0.2028 0.0717 0.8865 0.066 Uiso 1 1 calc R U . . .
C7 C -0.4214(10) 0.0482(6) 0.7633(6) 0.0551(17) Uani 1 1 d . . . . .
H7A H -0.5213 0.0050 0.7815 0.066 Uiso 1 1 calc R U . . .
C8 C -0.4640(11) 0.0695(6) 0.6729(7) 0.0576(17) Uani 1 1 d . . . . .
H8A H -0.5920 0.0385 0.6292 0.069 Uiso 1 1 calc R U . . .
C9 C -0.3245(10) 0.1348(6) 0.6452(6) 0.0539(16) Uani 1 1 d . . . . .
H9A H -0.3539 0.1493 0.5837 0.065 Uiso 1 1 calc R U . . .
C10 C -0.1392(10) 0.1784(6) 0.7118(6) 0.0511(15) Uani 1 1 d . . . . .
C11 C 0.7969(11) 0.3956(7) 1.0102(7) 0.0619(19) Uani 1 1 d . . . . .
H11C H 0.9150 0.3959 0.9787 0.074 Uiso 1 1 calc R U . . .
H11B H 0.7724 0.3308 1.0287 0.074 Uiso 1 1 calc R U . . .
H11A H 0.8132 0.4719 1.0793 0.074 Uiso 1 1 calc R U . . .
C12 C 0.2303(10) 0.1853(5) 0.5121(7) 0.0554(17) Uani 1 1 d . . . . .
H12A H 0.2592 0.1882 0.5834 0.067 Uiso 1 1 calc R U . . .
C13 C 0.0384(11) 0.1333(6) 0.4517(6) 0.0544(16) Uani 1 1 d . . . . .
H13A H -0.0541 0.1052 0.4855 0.065 Uiso 1 1 calc R U . . .
C14 C -0.0297(11) 0.1193(7) 0.3365(7) 0.0613(18) Uani 1 1 d . . . . .
H14A H -0.1317 0.0439 0.2917 0.074 Uiso 1 1 calc R U . . .
H14B H 0.0799 0.1134 0.2961 0.074 Uiso 1 1 calc R U . . .
C15 C -0.1106(12) 0.2233(6) 0.3429(7) 0.0599(17) Uani 1 1 d . . . . .
H15A H -0.0932 0.2321 0.2752 0.072 Uiso 1 1 calc R U . . .
H15B H -0.2510 0.2056 0.3429 0.072 Uiso 1 1 calc R U . . .
C16 C -0.0076(11) 0.3394(6) 0.4500(6) 0.0548(16) Uani 1 1 d . . . . .
H16A H -0.0859 0.3876 0.4935 0.066 Uiso 1 1 calc R U . . .
C17 C 0.1897(11) 0.3801(6) 0.4888(6) 0.0537(16) Uani 1 1 d . . . . .
H17A H 0.2363 0.4518 0.5591 0.064 Uiso 1 1 calc R U . . .
C18 C 0.3377(11) 0.3197(7) 0.4286(7) 0.0608(18) Uani 1 1 d . . . . .
H18A H 0.4544 0.3810 0.4405 0.073 Uiso 1 1 calc R U . . .
H18B H 0.2839 0.2722 0.3460 0.073 Uiso 1 1 calc R U . . .
C19 C 0.3954(11) 0.2374(6) 0.4724(7) 0.0568(16) Uani 1 1 d . . . . .
H19A H 0.4347 0.1717 0.4108 0.068 Uiso 1 1 calc R U . . .
H19B H 0.5080 0.2833 0.5362 0.068 Uiso 1 1 calc R U . . .
C20 C 0.2756(12) 0.2955(7) 1.1491(7) 0.0624(18) Uani 1 1 d . . . . .
H20A H 0.2514 0.3671 1.2046 0.075 Uiso 1 1 calc R U . . .
C21 C 0.4577(12) 0.2766(7) 1.1248(7) 0.0617(18) Uani 1 1 d . . . . .
H21A H 0.5770 0.3359 1.1562 0.074 Uiso 1 1 calc R U . . .
C22 C 0.4330(14) 0.1533(8) 1.0451(7) 0.069(2) Uani 1 1 d . . . . .
H22A H 0.5339 0.1157 1.0190 0.082 Uiso 1 1 calc R U . . .
C23 C 0.2403(14) 0.0991(7) 1.0130(7) 0.069(2) Uani 1 1 d . . . . .
H23A H 0.1821 0.0179 0.9594 0.082 Uiso 1 1 calc R U . . .
C24 C 0.1391(12) 0.1903(7) 1.0769(7) 0.0633(19) Uani 1 1 d . . . . .
H24A H 0.0027 0.1786 1.0697 0.076 Uiso 1 1 calc R U . . .
N1 N 0.0975(8) 0.2139(5) 0.8535(5) 0.0527(13) Uani 1 1 d . . . . .
N2 N 0.0278(9) 0.2494(5) 0.7060(5) 0.0537(14) Uani 1 1 d . . . . .
N3 N 0.3508(9) 0.3270(5) 0.8262(5) 0.0533(14) Uani 1 1 d . . . . .
N4 N 0.6316(9) 0.3778(5) 0.9258(5) 0.0540(14) Uani 1 1 d . . . . .
Cl1 Cl 0.0094(3) 0.49384(14) 0.71421(15) 0.0569(4) Uani 1 1 d . . . . .
Ni1 Ni 0.29275(12) 0.24127(7) 0.97386(7) 0.0500(3) Uani 1 1 d . . . . .
Rh1 Rh 0.06417(7) 0.30804(4) 0.58690(4) 0.0505(3) 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 N4 1.331(9) . ?
C1 N3 1.362(10) . ?
C1 Ni1 1.882(8) . ?
C2 C3 1.354(10) . ?
C2 N4 1.366(10) . ?
C2 H2A 0.9500 . ?
C3 N3 1.368(10) . ?
C3 H3A 0.9500 . ?
C4 N1 1.334(10) . ?
C4 N2 1.339(9) . ?
C4 N3 1.386(9) . ?
C5 C6 1.377(11) . ?
C5 N1 1.393(9) . ?
C5 C10 1.393(11) . ?
C6 C7 1.394(10) . ?
C6 H6A 0.9500 . ?
C7 C8 1.396(12) . ?
C7 H7A 0.9500 . ?
C8 C9 1.385(11) . ?
C8 H8A 0.9500 . ?
C9 C10 1.393(10) . ?
C9 H9A 0.9500 . ?
C10 N2 1.407(9) . ?
C11 N4 1.476(9) . ?
C11 H11C 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11A 0.9800 . ?
C12 C13 1.403(10) . ?
C12 C19 1.519(11) . ?
C12 Rh1 2.102(6) . ?
C12 H12A 0.9500 . ?
C13 C14 1.507(11) . ?
C13 Rh1 2.127(7) . ?
C13 H13A 0.9500 . ?
C14 C15 1.542(11) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.523(10) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.376(11) . ?
C16 Rh1 2.115(8) . ?
C16 H16A 0.9500 . ?
C17 C18 1.507(11) . ?
C17 Rh1 2.124(8) . ?
C17 H17A 0.9500 . ?
C18 C19 1.545(11) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C24 1.380(11) . ?
C20 C21 1.410(11) . ?
C20 Ni1 2.161(8) . ?
C20 H20A 0.9500 . ?
C21 C22 1.432(12) . ?
C21 Ni1 2.071(8) . ?
C21 H21A 0.9500 . ?
C22 C23 1.360(13) . ?
C22 Ni1 2.129(9) . ?
C22 H22A 0.9500 . ?
C23 C24 1.471(12) . ?
C23 Ni1 2.136(8) . ?
C23 H23A 0.9500 . ?
C24 Ni1 2.112(8) . ?
C24 H24A 0.9500 . ?
N1 Ni1 1.902(6) . ?
N2 Rh1 2.096(6) . ?
Cl1 Rh1 2.3704(16) . ?

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
N4 C1 N3 104.1(6) . . ?
N4 C1 Ni1 142.1(6) . . ?
N3 C1 Ni1 113.7(5) . . ?
C3 C2 N4 107.6(7) . . ?
C3 C2 H2A 126.2 . . ?
N4 C2 H2A 126.2 . . ?
C2 C3 N3 105.1(7) . . ?
C2 C3 H3A 127.4 . . ?
N3 C3 H3A 127.4 . . ?
N1 C4 N2 117.3(6) . . ?
N1 C4 N3 114.9(6) . . ?
N2 C4 N3 127.8(7) . . ?
C6 C5 N1 130.6(7) . . ?
C6 C5 C10 121.3(7) . . ?
N1 C5 C10 108.1(6) . . ?
C5 C6 C7 117.7(7) . . ?
C5 C6 H6A 121.2 . . ?
C7 C6 H6A 121.2 . . ?
C6 C7 C8 120.8(7) . . ?
C6 C7 H7A 119.6 . . ?
C8 C7 H7A 119.6 . . ?
C9 C8 C7 121.7(7) . . ?
C9 C8 H8A 119.2 . . ?
C7 C8 H8A 119.2 . . ?
C8 C9 C10 117.0(7) . . ?
C8 C9 H9A 121.5 . . ?
C10 C9 H9A 121.5 . . ?
C9 C10 C5 121.5(7) . . ?
C9 C10 N2 129.6(7) . . ?
C5 C10 N2 108.9(6) . . ?
N4 C11 H11C 109.5 . . ?
N4 C11 H11B 109.5 . . ?
H11C C11 H11B 109.5 . . ?
N4 C11 H11A 109.5 . . ?
H11C C11 H11A 109.5 . . ?
H11B C11 H11A 109.5 . . ?
C13 C12 C19 125.1(7) . . ?
C13 C12 Rh1 71.6(4) . . ?
C19 C12 Rh1 110.9(4) . . ?
C13 C12 H12A 117.5 . . ?
C19 C12 H12A 117.4 . . ?
Rh1 C12 H12A 87.5 . . ?
C12 C13 C14 123.9(7) . . ?
C12 C13 Rh1 69.7(4) . . ?
C14 C13 Rh1 112.9(5) . . ?
C12 C13 H13A 118.0 . . ?
C14 C13 H13A 118.0 . . ?
Rh1 C13 H13A 87.5 . . ?
C13 C14 C15 113.1(6) . . ?
C13 C14 H14A 109.0 . . ?
C15 C14 H14A 109.0 . . ?
C13 C14 H14B 109.0 . . ?
C15 C14 H14B 109.0 . . ?
H14A C14 H14B 107.8 . . ?
C16 C15 C14 110.8(7) . . ?
C16 C15 H15A 109.5 . . ?
C14 C15 H15A 109.5 . . ?
C16 C15 H15B 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 108.1 . . ?
C17 C16 C15 125.3(7) . . ?
C17 C16 Rh1 71.4(5) . . ?
C15 C16 Rh1 110.8(5) . . ?
C17 C16 H16A 117.3 . . ?
C15 C16 H16A 117.3 . . ?
Rh1 C16 H16A 87.7 . . ?
C16 C17 C18 125.1(7) . . ?
C16 C17 Rh1 70.7(5) . . ?
C18 C17 Rh1 113.9(5) . . ?
C16 C17 H17A 117.4 . . ?
C18 C17 H17A 117.4 . . ?
Rh1 C17 H17A 85.3 . . ?
C17 C18 C19 111.6(7) . . ?
C17 C18 H18A 109.3 . . ?
C19 C18 H18A 109.3 . . ?
C17 C18 H18B 109.3 . . ?
C19 C18 H18B 109.3 . . ?
H18A C18 H18B 108.0 . . ?
C12 C19 C18 111.9(6) . . ?
C12 C19 H19A 109.2 . . ?
C18 C19 H19A 109.2 . . ?
C12 C19 H19B 109.2 . . ?
C18 C19 H19B 109.2 . . ?
H19A C19 H19B 107.9 . . ?
C24 C20 C21 107.0(7) . . ?
C24 C20 Ni1 69.3(5) . . ?
C21 C20 Ni1 67.1(5) . . ?
C24 C20 H20A 126.5 . . ?
C21 C20 H20A 126.5 . . ?
Ni1 C20 H20A 128.7 . . ?
C20 C21 C22 108.7(7) . . ?
C20 C21 Ni1 74.0(5) . . ?
C22 C21 Ni1 72.3(5) . . ?
C20 C21 H21A 125.7 . . ?
C22 C21 H21A 125.7 . . ?
Ni1 C21 H21A 119.8 . . ?
C23 C22 C21 108.4(7) . . ?
C23 C22 Ni1 71.7(5) . . ?
C21 C22 Ni1 67.9(5) . . ?
C23 C22 H22A 125.8 . . ?
C21 C22 H22A 125.8 . . ?
Ni1 C22 H22A 126.2 . . ?
C22 C23 C24 107.0(7) . . ?
C22 C23 Ni1 71.1(5) . . ?
C24 C23 Ni1 68.9(4) . . ?
C22 C23 H23A 126.5 . . ?
C24 C23 H23A 126.5 . . ?
Ni1 C23 H23A 125.1 . . ?
C20 C24 C23 108.5(7) . . ?
C20 C24 Ni1 73.1(5) . . ?
C23 C24 Ni1 70.6(5) . . ?
C20 C24 H24A 125.7 . . ?
C23 C24 H24A 125.7 . . ?
Ni1 C24 H24A 122.3 . . ?
C4 N1 C5 103.5(6) . . ?
C4 N1 Ni1 113.9(5) . . ?
C5 N1 Ni1 142.6(5) . . ?
C4 N2 C10 102.2(6) . . ?
C4 N2 Rh1 129.4(5) . . ?
C10 N2 Rh1 128.3(5) . . ?
C1 N3 C3 111.8(6) . . ?
C1 N3 C4 114.2(6) . . ?
C3 N3 C4 133.8(7) . . ?
C1 N4 C2 111.3(6) . . ?
C1 N4 C11 125.3(7) . . ?
C2 N4 C11 123.3(6) . . ?
C1 Ni1 N1 83.0(3) . . ?
C1 Ni1 C21 106.4(3) . . ?
N1 Ni1 C21 167.6(3) . . ?
C1 Ni1 C24 166.5(3) . . ?
N1 Ni1 C24 104.3(3) . . ?
C21 Ni1 C24 64.9(3) . . ?
C1 Ni1 C22 115.8(3) . . ?
N1 Ni1 C22 143.0(3) . . ?
C21 Ni1 C22 39.8(3) . . ?
C24 Ni1 C22 65.0(3) . . ?
C1 Ni1 C23 147.3(4) . . ?
N1 Ni1 C23 111.2(3) . . ?
C21 Ni1 C23 65.1(3) . . ?
C24 Ni1 C23 40.5(3) . . ?
C22 Ni1 C23 37.2(4) . . ?
C1 Ni1 C20 129.1(3) . . ?
N1 Ni1 C20 128.7(3) . . ?
C21 Ni1 C20 38.9(3) . . ?
C24 Ni1 C20 37.7(3) . . ?
C22 Ni1 C20 65.1(3) . . ?
C23 Ni1 C20 65.2(3) . . ?
N2 Rh1 C12 89.7(3) . . ?
N2 Rh1 C16 159.3(3) . . ?
C12 Rh1 C16 98.6(3) . . ?
N2 Rh1 C17 162.7(3) . . ?
C12 Rh1 C17 81.8(3) . . ?
C16 Rh1 C17 37.9(3) . . ?
N2 Rh1 C13 93.2(3) . . ?
C12 Rh1 C13 38.7(3) . . ?
C16 Rh1 C13 82.0(3) . . ?
C17 Rh1 C13 89.6(3) . . ?
N2 Rh1 Cl1 90.30(16) . . ?
C12 Rh1 Cl1 155.9(2) . . ?
C16 Rh1 Cl1 89.7(2) . . ?
C17 Rh1 Cl1 91.4(2) . . ?
C13 Rh1 Cl1 165.1(2) . . ?

_refine_diff_density_max         1.680
_refine_diff_density_min         -1.474
_refine_diff_density_rms         0.186

####################################################################### 
# 
# 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_sv0259
_database_code_depnum_ccdc_archive 'CCDC 1939135'
loop_
_audit_author_name
_audit_author_address
'Clemens Bruhn'
;University of Kassel
Germany
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-07-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H14 Br Cu N4 Ni'
_chemical_formula_sum            'C16 H14 Br Cu N4 Ni'
_chemical_formula_weight         464.47

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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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      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                   8.8137(6)
_cell_length_b                   9.8816(7)
_cell_length_c                   10.4045(7)
_cell_angle_alpha                116.637(5)
_cell_angle_beta                 102.468(6)
_cell_angle_gamma                93.764(6)
_cell_volume                     777.07(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    15727
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      32.26

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.985
_exptl_crystal_F_000             460
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    5.153
_shelx_estimated_absorpt_T_min   0.384
_shelx_estimated_absorpt_T_max   0.904
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.4991
_exptl_absorpt_correction_T_max  0.9025
_exptl_absorpt_process_details   'X-red ver. 1.58 (Stoe & Cie. 2012)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device_type  'Stoe StadiVari'
_diffrn_detector                 Pilatus200K
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 5.81
_diffrn_source                   'Mo Genix'
_diffrn_source_voltage           50
_diffrn_source_current           1.000
_diffrn_source_power             0.050
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '1.2 0.6 mm diameter'
_diffrn_measurement_method       'rotation method'
_diffrn_measurement_details      
; 610 frames, detector distance = 40 mm
;

_diffrn_reflns_number            9092
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_av_R_equivalents  0.0274
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.278
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3044
_reflns_number_gt                2517
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0308P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3044
_refine_ls_number_parameters     209
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0339
_refine_ls_R_factor_gt           0.0229
_refine_ls_wR_factor_ref         0.0514
_refine_ls_wR_factor_gt          0.0484
_refine_ls_goodness_of_fit_ref   0.967
_refine_ls_restrained_S_all      0.967
_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 0.0869(3) 0.3840(3) 1.1148(3) 0.0127(5) Uani 1 1 d . . . . .
C2 C -0.0446(3) 0.1491(3) 0.9335(3) 0.0162(5) Uani 1 1 d . . . . .
H2A H -0.1128 0.0515 0.8850 0.019 Uiso 1 1 calc R U . . .
C3 C 0.0412(3) 0.2049(3) 0.8701(3) 0.0149(5) Uani 1 1 d . . . . .
H3A H 0.0461 0.1554 0.7694 0.018 Uiso 1 1 calc R U . . .
C4 C -0.0891(3) 0.2381(3) 1.1876(3) 0.0176(6) Uani 1 1 d . . . . .
H4A H -0.1271 0.3319 1.2453 0.021 Uiso 1 1 calc R U . . .
H4B H -0.0108 0.2173 1.2558 0.021 Uiso 1 1 calc R U . . .
H4C H -0.1783 0.1511 1.1321 0.021 Uiso 1 1 calc R U . . .
C5 C 0.2264(3) 0.4641(3) 0.9879(3) 0.0115(5) Uani 1 1 d . . . . .
C6 C 0.3758(3) 0.6868(3) 1.0967(3) 0.0126(5) Uani 1 1 d . . . . .
C7 C 0.4605(3) 0.8360(3) 1.1903(3) 0.0158(5) Uani 1 1 d . . . . .
H7A H 0.4543 0.8923 1.2902 0.019 Uiso 1 1 calc R U . . .
C8 C 0.5547(3) 0.8999(3) 1.1325(3) 0.0187(6) Uani 1 1 d . . . . .
H8A H 0.6148 1.0012 1.1945 0.022 Uiso 1 1 calc R U . . .
C9 C 0.5626(3) 0.8179(3) 0.9848(3) 0.0180(6) Uani 1 1 d . . . . .
H9A H 0.6278 0.8652 0.9488 0.022 Uiso 1 1 calc R U . . .
C10 C 0.4782(3) 0.6698(3) 0.8897(3) 0.0154(5) Uani 1 1 d . . . . .
H10A H 0.4843 0.6143 0.7897 0.018 Uiso 1 1 calc R U . . .
C11 C 0.3836(3) 0.6055(3) 0.9476(3) 0.0124(5) Uani 1 1 d . . . . .
C12 C 0.3756(3) 0.6372(3) 1.4822(3) 0.0152(5) Uani 1 1 d . . . . .
H12A H 0.4803 0.6174 1.4978 0.018 Uiso 1 1 calc R U . . .
C13 C 0.2392(3) 0.5421(3) 1.4622(3) 0.0149(5) Uani 1 1 d . . . . .
H13A H 0.2336 0.4434 1.4570 0.018 Uiso 1 1 calc R U . . .
C14 C 0.1065(3) 0.6208(3) 1.4506(3) 0.0146(5) Uani 1 1 d . . . . .
H14A H -0.0008 0.5817 1.4355 0.018 Uiso 1 1 calc R U . . .
C15 C 0.1648(3) 0.7642(3) 1.4657(3) 0.0147(5) Uani 1 1 d . . . . .
H15A H 0.1061 0.8424 1.4693 0.018 Uiso 1 1 calc R U . . .
C16 C 0.3292(3) 0.7699(3) 1.4747(3) 0.0160(5) Uani 1 1 d . . . . .
H16A H 0.3969 0.8493 1.4757 0.019 Uiso 1 1 calc R U . . .
N1 N -0.0162(2) 0.2591(2) 1.0826(2) 0.0139(5) Uani 1 1 d . . . . .
N2 N 0.1210(2) 0.3495(2) 0.9818(2) 0.0120(4) Uani 1 1 d . . . . .
N3 N 0.2731(2) 0.5914(2) 1.1194(2) 0.0118(4) Uani 1 1 d . . . . .
N4 N 0.2849(2) 0.4602(3) 0.8781(2) 0.0132(4) Uani 1 1 d . . . . .
Ni1 Ni 0.20215(4) 0.57327(4) 1.27284(4) 0.01089(8) Uani 1 1 d . . . . .
Cu1 Cu 0.26508(4) 0.30293(4) 0.68517(4) 0.01433(8) Uani 1 1 d . . . . .
Br1 Br 0.22934(3) 0.13043(3) 0.44744(3) 0.01581(8) 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 N1 1.347(3) . ?
C1 N2 1.375(3) . ?
C1 Ni1 1.872(3) . ?
C2 C3 1.340(4) . ?
C2 N1 1.391(3) . ?
C2 H2A 0.9500 . ?
C3 N2 1.383(3) . ?
C3 H3A 0.9500 . ?
C4 N1 1.462(3) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 N3 1.330(3) . ?
C5 N4 1.338(3) . ?
C5 N2 1.387(3) . ?
C6 C7 1.391(4) . ?
C6 N3 1.395(3) . ?
C6 C11 1.411(4) . ?
C7 C8 1.392(4) . ?
C7 H7A 0.9500 . ?
C8 C9 1.400(4) . ?
C8 H8A 0.9500 . ?
C9 C10 1.384(4) . ?
C9 H9A 0.9500 . ?
C10 C11 1.397(4) . ?
C10 H10A 0.9500 . ?
C11 N4 1.405(3) . ?
C12 C13 1.392(4) . ?
C12 C16 1.429(4) . ?
C12 Ni1 2.164(3) . ?
C12 H12A 0.9500 . ?
C13 C14 1.459(4) . ?
C13 Ni1 2.088(3) . ?
C13 H13A 0.9500 . ?
C14 C15 1.402(4) . ?
C14 Ni1 2.073(2) . ?
C14 H14A 0.9500 . ?
C15 C16 1.427(4) . ?
C15 Ni1 2.160(3) . ?
C15 H15A 0.9500 . ?
C16 Ni1 2.117(3) . ?
C16 H16A 0.9500 . ?
N3 Ni1 1.909(2) . ?
N4 Cu1 1.868(2) . ?
Cu1 Br1 2.2216(5) . ?

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
N1 C1 N2 104.1(2) . . ?
N1 C1 Ni1 142.59(19) . . ?
N2 C1 Ni1 113.19(18) . . ?
C3 C2 N1 108.0(2) . . ?
C3 C2 H2A 126.0 . . ?
N1 C2 H2A 126.0 . . ?
C2 C3 N2 105.7(2) . . ?
C2 C3 H3A 127.1 . . ?
N2 C3 H3A 127.1 . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N3 C5 N4 117.6(2) . . ?
N3 C5 N2 114.9(2) . . ?
N4 C5 N2 127.5(2) . . ?
C7 C6 N3 131.8(2) . . ?
C7 C6 C11 120.6(2) . . ?
N3 C6 C11 107.5(2) . . ?
C6 C7 C8 117.6(2) . . ?
C6 C7 H7A 121.2 . . ?
C8 C7 H7A 121.2 . . ?
C7 C8 C9 121.3(3) . . ?
C7 C8 H8A 119.3 . . ?
C9 C8 H8A 119.3 . . ?
C10 C9 C8 121.8(2) . . ?
C10 C9 H9A 119.1 . . ?
C8 C9 H9A 119.1 . . ?
C9 C10 C11 116.9(2) . . ?
C9 C10 H10A 121.5 . . ?
C11 C10 H10A 121.5 . . ?
C10 C11 N4 129.6(2) . . ?
C10 C11 C6 121.7(2) . . ?
N4 C11 C6 108.7(2) . . ?
C13 C12 C16 107.4(2) . . ?
C13 C12 Ni1 67.97(15) . . ?
C16 C12 Ni1 68.73(15) . . ?
C13 C12 H12A 126.3 . . ?
C16 C12 H12A 126.3 . . ?
Ni1 C12 H12A 128.5 . . ?
C12 C13 C14 108.0(2) . . ?
C12 C13 Ni1 73.85(15) . . ?
C14 C13 Ni1 68.92(14) . . ?
C12 C13 H13A 126.0 . . ?
C14 C13 H13A 126.0 . . ?
Ni1 C13 H13A 122.9 . . ?
C15 C14 C13 108.2(2) . . ?
C15 C14 Ni1 74.06(14) . . ?
C13 C14 Ni1 70.03(14) . . ?
C15 C14 H14A 125.9 . . ?
C13 C14 H14A 125.9 . . ?
Ni1 C14 H14A 121.7 . . ?
C14 C15 C16 106.8(2) . . ?
C14 C15 Ni1 67.34(14) . . ?
C16 C15 Ni1 68.87(15) . . ?
C14 C15 H15A 126.6 . . ?
C16 C15 H15A 126.6 . . ?
Ni1 C15 H15A 128.7 . . ?
C15 C16 C12 109.2(2) . . ?
C15 C16 Ni1 72.16(15) . . ?
C12 C16 Ni1 72.29(16) . . ?
C15 C16 H16A 125.4 . . ?
C12 C16 H16A 125.4 . . ?
Ni1 C16 H16A 121.8 . . ?
C1 N1 C2 110.6(2) . . ?
C1 N1 C4 125.8(2) . . ?
C2 N1 C4 123.6(2) . . ?
C1 N2 C3 111.5(2) . . ?
C1 N2 C5 114.4(2) . . ?
C3 N2 C5 134.0(2) . . ?
C5 N3 C6 103.8(2) . . ?
C5 N3 Ni1 113.46(17) . . ?
C6 N3 Ni1 142.13(19) . . ?
C5 N4 C11 102.3(2) . . ?
C5 N4 Cu1 131.77(18) . . ?
C11 N4 Cu1 125.64(17) . . ?
C1 Ni1 N3 83.44(10) . . ?
C1 Ni1 C14 106.97(11) . . ?
N3 Ni1 C14 161.70(10) . . ?
C1 Ni1 C13 104.86(11) . . ?
N3 Ni1 C13 151.95(10) . . ?
C14 Ni1 C13 41.05(10) . . ?
C1 Ni1 C16 170.29(11) . . ?
N3 Ni1 C16 105.41(10) . . ?
C14 Ni1 C16 65.65(11) . . ?
C13 Ni1 C16 65.45(11) . . ?
C1 Ni1 C15 138.13(10) . . ?
N3 Ni1 C15 124.59(10) . . ?
C14 Ni1 C15 38.60(10) . . ?
C13 Ni1 C15 66.10(10) . . ?
C16 Ni1 C15 38.97(10) . . ?
C1 Ni1 C12 133.19(11) . . ?
N3 Ni1 C12 118.03(10) . . ?
C14 Ni1 C12 65.96(10) . . ?
C13 Ni1 C12 38.18(10) . . ?
C16 Ni1 C12 38.98(10) . . ?
C15 Ni1 C12 65.14(10) . . ?
N4 Cu1 Br1 174.29(7) . . ?

_refine_diff_density_max         0.607
_refine_diff_density_min         -0.376
_refine_diff_density_rms         0.085

####################################################################### 
# 
# 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_1sq
_database_code_depnum_ccdc_archive 'CCDC 1939134'
loop_
_audit_author_name
_audit_author_address
'Clemens Bruhn'
;University of Kassel
Germany
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-07-19 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         'C27 H32 Cl N4 Ni Rh [+ solvent]'
_chemical_formula_sum            'C27 H32 Cl N4 Ni Rh'
_chemical_formula_weight         609.63

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'
Cl Cl 0.3639 0.7018 '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'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Rh Rh 0.0927 3.6045 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           85
_space_group_name_H-M_alt        'P 4/n'
_space_group_name_Hall           '-P 4a'

_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'
'-y+1/2, x, z'
'y, -x+1/2, z'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'y-1/2, -x, -z'
'-y, x-1/2, -z'

_cell_length_a                   34.3321(4)
_cell_length_b                   34.3321(4)
_cell_length_c                   10.30900(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     12151.1(3)
_cell_formula_units_Z            16
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    44054
_cell_measurement_theta_min      1.82
_cell_measurement_theta_max      70.49

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_F_000             4992
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.035
_exptl_crystal_size_mid          0.026
_exptl_crystal_size_min          0.025
_exptl_absorpt_coefficient_mu    6.115
_shelx_estimated_absorpt_T_min   0.814
_shelx_estimated_absorpt_T_max   0.862
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6236
_exptl_absorpt_correction_T_max  0.8413
_exptl_absorpt_process_details   
;
STOE X-Red32. Absorption correction by Gaussian integration, 
analogous to P. Coppens, published in: F. R. Ahmed (Editor), 
"Crystallographic Computing", Munksgaard, Copenhagen (1970), 
255 - 270.
Scaling of reflection intensities was performed within STOE LANA.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, Acta Chimica 
Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'

_diffrn_detector                 Pilatus300K
_diffrn_detector_type            'DECTRIS PILATUS 300K'
_diffrn_detector_area_resol_mean 5.81

_diffrn_source                   'GeniX 3D HF Cu'
_diffrn_source_type              ?
_diffrn_radiation_probe          x-ray
_diffrn_source_target            ?
_diffrn_source_voltage           50
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_collimation    '1.2 mm, 0.6 diameter'

_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_measurement_details      
; 2089 frames, detector distance = 60 mm
;
_diffrn_reflns_number            47405
_diffrn_reflns_av_unetI/netI     0.0291
_diffrn_reflns_av_R_equivalents  0.0365
_diffrn_reflns_limit_h_min       -41
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_theta_min         1.820
_diffrn_reflns_theta_max         68.480
_diffrn_reflns_theta_full        67.686
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             11145
_reflns_number_gt                8878
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0429P)²+15.6706P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11145
_refine_ls_number_parameters     619
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0528
_refine_ls_R_factor_gt           0.0375
_refine_ls_wR_factor_ref         0.0916
_refine_ls_wR_factor_gt          0.0830
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_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 0.43277(9) 0.48348(10) 0.4863(3) 0.0267(7) Uani 1 1 d . . . . .
C2 C 0.42395(10) 0.46500(11) 0.6940(3) 0.0303(8) Uani 1 1 d . . . . .
H2A H 0.419623 0.466659 0.784816 0.036 Uiso 1 1 calc R U . . .
C3 C 0.42644(10) 0.43209(10) 0.6254(3) 0.0285(7) Uani 1 1 d . . . . .
H3A H 0.424801 0.406165 0.657142 0.034 Uiso 1 1 calc R U . . .
C4 C 0.43765(10) 0.42252(10) 0.3841(3) 0.0265(7) Uani 1 1 d . . . . .
C5 C 0.44927(10) 0.38027(11) 0.2381(3) 0.0304(8) Uani 1 1 d . . . . .
C6 C 0.45689(11) 0.34708(12) 0.1655(3) 0.0352(8) Uani 1 1 d . . . . .
H6A H 0.457814 0.322085 0.204915 0.042 Uiso 1 1 calc R U . . .
C7 C 0.46309(12) 0.35168(13) 0.0336(4) 0.0413(9) Uani 1 1 d . . . . .
H7A H 0.468596 0.329471 -0.018207 0.050 Uiso 1 1 calc R U . . .
C8 C 0.46141(12) 0.38839(13) -0.0246(3) 0.0405(9) Uani 1 1 d . . . . .
H8A H 0.465350 0.390549 -0.115543 0.049 Uiso 1 1 calc R U . . .
C9 C 0.45415(11) 0.42160(12) 0.0469(3) 0.0369(9) Uani 1 1 d . . . . .
H9A H 0.453299 0.446473 0.006579 0.044 Uiso 1 1 calc R U . . .
C10 C 0.44806(10) 0.41754(11) 0.1805(3) 0.0304(8) Uani 1 1 d . . . . .
C11 C 0.43036(11) 0.53831(11) 0.6516(4) 0.0345(8) Uani 1 1 d . . . . .
C12 C 0.46684(11) 0.55606(12) 0.5943(4) 0.0381(9) Uani 1 1 d . . . . .
H12A H 0.467954 0.583804 0.616306 0.046 Uiso 1 1 calc R U . . .
H12B H 0.466413 0.553037 0.499802 0.046 Uiso 1 1 calc R U . . .
H12C H 0.489790 0.542819 0.629724 0.046 Uiso 1 1 calc R U . . .
C13 C 0.39242(12) 0.55742(12) 0.6096(5) 0.0458(10) Uani 1 1 d . . . . .
H13A H 0.387591 0.551714 0.517871 0.055 Uiso 1 1 calc R U . . .
H13B H 0.394305 0.585666 0.621859 0.055 Uiso 1 1 calc R U . . .
H13C H 0.370918 0.547192 0.662052 0.055 Uiso 1 1 calc R U . . .
C14 C 0.43344(14) 0.54037(12) 0.7996(4) 0.0466(11) Uani 1 1 d . . . . .
H14C H 0.410286 0.528472 0.838604 0.056 Uiso 1 1 calc R U . . .
H14B H 0.435271 0.567664 0.826797 0.056 Uiso 1 1 calc R U . . .
H14A H 0.456744 0.526293 0.828222 0.056 Uiso 1 1 calc R U . . .
C15 C 0.45960(13) 0.52473(13) 0.1384(4) 0.0452(10) Uani 1 1 d . . . . .
H15A H 0.479563 0.513463 0.086741 0.054 Uiso 1 1 calc R U . . .
C16 C 0.41823(13) 0.51782(13) 0.1245(4) 0.0480(11) Uani 1 1 d . . . . .
H16A H 0.406407 0.500790 0.063450 0.058 Uiso 1 1 calc R U . . .
C17 C 0.39898(13) 0.54011(12) 0.2148(4) 0.0476(11) Uani 1 1 d . . . . .
H17A H 0.371553 0.542613 0.223899 0.057 Uiso 1 1 calc R U . . .
C18 C 0.42766(13) 0.55866(12) 0.2918(4) 0.0448(10) Uani 1 1 d . . . . .
H18A H 0.422741 0.574106 0.366427 0.054 Uiso 1 1 calc R U . . .
C19 C 0.46505(13) 0.55038(12) 0.2390(4) 0.0431(10) Uani 1 1 d . . . . .
H19A H 0.489223 0.560660 0.267973 0.052 Uiso 1 1 calc R U . . .
C20 C 0.38352(11) 0.31770(11) 0.3858(3) 0.0322(8) Uani 1 1 d . . . . .
H20A H 0.399685 0.323408 0.313456 0.039 Uiso 1 1 calc R U . . .
C21 C 0.36942(11) 0.34859(11) 0.4605(3) 0.0318(8) Uani 1 1 d . . . . .
H21A H 0.376031 0.374204 0.433453 0.038 Uiso 1 1 calc R U . . .
C22 C 0.34459(12) 0.34463(12) 0.5803(4) 0.0383(9) Uani 1 1 d . . . . .
H22A H 0.317854 0.337132 0.554386 0.046 Uiso 1 1 calc R U . . .
H22B H 0.343080 0.370194 0.624460 0.046 Uiso 1 1 calc R U . . .
C23 C 0.36067(12) 0.31400(12) 0.6764(4) 0.0403(9) Uani 1 1 d . . . . .
H23A H 0.353030 0.321300 0.765727 0.048 Uiso 1 1 calc R U . . .
H23B H 0.348929 0.288330 0.656760 0.048 Uiso 1 1 calc R U . . .
C24 C 0.40461(12) 0.31072(11) 0.6690(3) 0.0361(9) Uani 1 1 d . . . . .
H24A H 0.419544 0.328045 0.720891 0.043 Uiso 1 1 calc R U . . .
C25 C 0.42473(12) 0.28418(10) 0.5919(4) 0.0368(9) Uani 1 1 d . . . . .
H25A H 0.452273 0.283595 0.600367 0.044 Uiso 1 1 calc R U . . .
C26 C 0.40668(12) 0.25628(11) 0.4961(4) 0.0414(9) Uani 1 1 d . . . . .
H26A H 0.395848 0.233693 0.543634 0.050 Uiso 1 1 calc R U . . .
H26B H 0.427179 0.246488 0.436898 0.050 Uiso 1 1 calc R U . . .
C27 C 0.37412(12) 0.27530(11) 0.4153(4) 0.0395(9) Uani 1 1 d . . . . .
H27B H 0.370874 0.260824 0.332976 0.047 Uiso 1 1 calc R U . . .
H27A H 0.349250 0.273829 0.463701 0.047 Uiso 1 1 calc R U . . .
C28 C 0.21678(11) 0.54535(12) 0.0615(4) 0.0386(9) Uani 1 1 d . . . . .
C29 C 0.21825(12) 0.52562(12) -0.1476(4) 0.0423(9) Uani 1 1 d . . . . .
H29A H 0.212118 0.524038 -0.237269 0.051 Uiso 1 1 calc R U . . .
C30 C 0.24385(11) 0.50324(12) -0.0842(4) 0.0384(9) Uani 1 1 d . . . . .
H30A H 0.259481 0.483040 -0.119712 0.046 Uiso 1 1 calc R U . . .
C31 C 0.26408(11) 0.50431(12) 0.1526(3) 0.0333(8) Uani 1 1 d . . . . .
C32 C 0.30240(10) 0.47899(11) 0.2922(3) 0.0324(8) Uani 1 1 d . . . . .
C33 C 0.33106(11) 0.45879(12) 0.3595(3) 0.0347(8) Uani 1 1 d . . . . .
H33A H 0.348179 0.441292 0.316618 0.042 Uiso 1 1 calc R U . . .
C34 C 0.33360(11) 0.46525(12) 0.4918(4) 0.0402(9) Uani 1 1 d . . . . .
H34A H 0.352333 0.451216 0.540970 0.048 Uiso 1 1 calc R U . . .
C35 C 0.30928(12) 0.49191(13) 0.5551(4) 0.0415(10) Uani 1 1 d . . . . .
H35A H 0.311622 0.495223 0.646270 0.050 Uiso 1 1 calc R U . . .
C36 C 0.28196(13) 0.51351(12) 0.4879(4) 0.0416(9) Uani 1 1 d . . . . .
H36A H 0.266148 0.532235 0.530741 0.050 Uiso 1 1 calc R U . . .
C37 C 0.27841(11) 0.50677(12) 0.3540(3) 0.0356(8) Uani 1 1 d . . . . .
C38 C 0.17233(14) 0.58219(14) -0.0935(5) 0.0533(12) Uani 1 1 d . . . . .
C39 C 0.18829(16) 0.62171(14) -0.0490(5) 0.0622(13) Uani 1 1 d . . . . .
H39A H 0.195934 0.620091 0.042470 0.075 Uiso 1 1 calc R U . . .
H39B H 0.168105 0.641658 -0.059263 0.075 Uiso 1 1 calc R U . . .
H39C H 0.211016 0.628637 -0.101632 0.075 Uiso 1 1 calc R U . . .
C40 C 0.13400(15) 0.57082(17) -0.0321(6) 0.0749(17) Uani 1 1 d . . . . .
H40A H 0.115640 0.592582 -0.038885 0.090 Uiso 1 1 calc R U . . .
H40B H 0.138179 0.564421 0.059445 0.090 Uiso 1 1 calc R U . . .
H40C H 0.123318 0.548071 -0.077244 0.090 Uiso 1 1 calc R U . . .
C41 C 0.16742(17) 0.58390(15) -0.2396(5) 0.0673(16) Uani 1 1 d . . . . .
H41A H 0.192935 0.587465 -0.280551 0.081 Uiso 1 1 calc R U . . .
H41B H 0.150429 0.605798 -0.262330 0.081 Uiso 1 1 calc R U . . .
H41C H 0.155732 0.559549 -0.270301 0.081 Uiso 1 1 calc R U . . .
C42 C 0.2045(3) 0.61806(19) 0.3143(6) 0.095(2) Uani 1 1 d . . . . .
H42A H 0.215033 0.641885 0.283070 0.114 Uiso 1 1 calc R U . . .
C43 C 0.1706(2) 0.5998(2) 0.2726(7) 0.100(3) Uani 1 1 d . . . . .
H43A H 0.154979 0.608262 0.201863 0.120 Uiso 1 1 calc R U . . .
C44 C 0.1626(2) 0.5666(3) 0.3517(8) 0.110(3) Uani 1 1 d . . . . .
H44A H 0.140189 0.550439 0.348926 0.131 Uiso 1 1 calc R U . . .
C45 C 0.1940(2) 0.5631(2) 0.4321(6) 0.082(2) Uani 1 1 d . . . . .
H45A H 0.197759 0.542783 0.493299 0.098 Uiso 1 1 calc R U . . .
C46 C 0.2200(2) 0.59448(17) 0.4103(5) 0.0782(18) Uani 1 1 d . . . . .
H46A H 0.243943 0.598632 0.454197 0.094 Uiso 1 1 calc R U . . .
C47 C 0.26368(11) 0.40141(11) 0.0693(3) 0.0337(8) Uani 1 1 d . . . . .
H47A H 0.250313 0.424274 0.095940 0.040 Uiso 1 1 calc R U . . .
C48 C 0.29541(11) 0.38928(12) 0.1440(3) 0.0361(8) Uani 1 1 d . . . . .
H48A H 0.302518 0.404768 0.216645 0.043 Uiso 1 1 calc R U . . .
C49 C 0.31924(12) 0.35292(12) 0.1166(4) 0.0427(9) Uani 1 1 d . . . . .
H49A H 0.303011 0.333845 0.069032 0.051 Uiso 1 1 calc R U . . .
H49B H 0.327286 0.340877 0.199678 0.051 Uiso 1 1 calc R U . . .
C50 C 0.35533(12) 0.36259(12) 0.0365(4) 0.0420(9) Uani 1 1 d . . . . .
H50A H 0.376488 0.370871 0.095627 0.050 Uiso 1 1 calc R U . . .
H50B H 0.364141 0.338763 -0.008992 0.050 Uiso 1 1 calc R U . . .
C51 C 0.34834(11) 0.39436(12) -0.0625(3) 0.0351(8) Uani 1 1 d . . . . .
H51A H 0.368436 0.413118 -0.073060 0.042 Uiso 1 1 calc R U . . .
C52 C 0.31549(11) 0.39883(12) -0.1394(3) 0.0355(8) Uani 1 1 d . . . . .
H52A H 0.313901 0.421391 -0.192520 0.043 Uiso 1 1 calc R U . . .
C53 C 0.28185(12) 0.37006(13) -0.1445(4) 0.0426(10) Uani 1 1 d . . . . .
H53A H 0.291633 0.343729 -0.122843 0.051 Uiso 1 1 calc R U . . .
H53B H 0.271353 0.369215 -0.233911 0.051 Uiso 1 1 calc R U . . .
C54 C 0.24908(11) 0.38082(13) -0.0508(4) 0.0405(9) Uani 1 1 d . . . . .
H54A H 0.230234 0.397894 -0.096038 0.049 Uiso 1 1 calc R U . . .
H54B H 0.235171 0.356820 -0.024602 0.049 Uiso 1 1 calc R U . . .
Cl1 Cl 0.48831(3) 0.35243(3) 0.61353(9) 0.0440(2) Uani 1 1 d . . . . .
Cl2 Cl 0.34459(3) 0.48709(3) -0.08982(8) 0.0398(2) Uani 1 1 d . . . . .
N1 N 0.42876(8) 0.49651(8) 0.6101(3) 0.0278(6) Uani 1 1 d . . . . .
N2 N 0.43193(8) 0.44376(8) 0.4980(3) 0.0270(6) Uani 1 1 d . . . . .
N3 N 0.44194(8) 0.38443(8) 0.3714(3) 0.0284(6) Uani 1 1 d . . . . .
N4 N 0.44049(8) 0.44413(9) 0.2773(3) 0.0289(6) Uani 1 1 d . . . . .
N5 N 0.20212(10) 0.55176(10) -0.0586(3) 0.0399(8) Uani 1 1 d . . . . .
N6 N 0.24289(9) 0.51551(9) 0.0435(3) 0.0339(7) Uani 1 1 d . . . . .
N7 N 0.29219(9) 0.47781(9) 0.1610(3) 0.0320(7) Uani 1 1 d . . . . .
N8 N 0.25416(9) 0.52281(9) 0.2610(3) 0.0352(7) Uani 1 1 d . . . . .
Ni1 Ni 0.43619(2) 0.49879(2) 0.30822(5) 0.02924(14) Uani 1 1 d . . . . .
Ni2 Ni 0.21428(2) 0.56014(2) 0.24042(7) 0.04656(18) Uani 1 1 d . . . . .
Rh1 Rh 0.42873(2) 0.34030(2) 0.50478(2) 0.02890(7) Uani 1 1 d . . . . .
Rh2 Rh 0.31159(2) 0.43714(2) 0.02381(2) 0.02965(7) 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 N1 1.360(4) . ?
C1 N2 1.369(4) . ?
C1 Ni1 1.913(3) . ?
C2 C3 1.336(5) . ?
C2 N1 1.395(4) . ?
C2 H2A 0.9500 . ?
C3 N2 1.386(4) . ?
C3 H3A 0.9500 . ?
C4 N3 1.322(5) . ?
C4 N4 1.331(4) . ?
C4 N2 1.396(4) . ?
C5 C6 1.388(5) . ?
C5 N3 1.405(4) . ?
C5 C10 1.411(5) . ?
C6 C7 1.385(5) . ?
C6 H6A 0.9500 . ?
C7 C8 1.397(6) . ?
C7 H7A 0.9500 . ?
C8 C9 1.380(6) . ?
C8 H8A 0.9500 . ?
C9 C10 1.401(5) . ?
C9 H9A 0.9500 . ?
C10 N4 1.377(4) . ?
C11 N1 1.498(5) . ?
C11 C12 1.513(5) . ?
C11 C13 1.522(6) . ?
C11 C14 1.531(5) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14C 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14A 0.9800 . ?
C15 C19 1.374(6) . ?
C15 C16 1.447(6) . ?
C15 Ni1 2.122(4) . ?
C15 H15A 0.9500 . ?
C16 C17 1.375(7) . ?
C16 Ni1 2.096(4) . ?
C16 H16A 0.9500 . ?
C17 C18 1.416(6) . ?
C17 Ni1 2.138(4) . ?
C17 H17A 0.9500 . ?
C18 C19 1.423(6) . ?
C18 Ni1 2.083(4) . ?
C18 H18A 0.9500 . ?
C19 Ni1 2.151(4) . ?
C19 H19A 0.9500 . ?
C20 C21 1.397(5) . ?
C20 C27 1.522(5) . ?
C20 Rh1 2.125(4) . ?
C20 H20A 0.9500 . ?
C21 C22 1.507(5) . ?
C21 Rh1 2.106(4) . ?
C21 H21A 0.9500 . ?
C22 C23 1.547(5) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.514(6) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.393(5) . ?
C24 Rh1 2.141(3) . ?
C24 H24A 0.9500 . ?
C25 C26 1.509(6) . ?
C25 Rh1 2.130(3) . ?
C25 H25A 0.9500 . ?
C26 C27 1.539(6) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 H27B 0.9900 . ?
C27 H27A 0.9900 . ?
C28 N5 1.354(5) . ?
C28 N6 1.374(5) . ?
C28 Ni2 1.915(4) . ?
C29 C30 1.338(5) . ?
C29 N5 1.398(5) . ?
C29 H29A 0.9500 . ?
C30 N6 1.383(5) . ?
C30 H30A 0.9500 . ?
C31 N7 1.329(5) . ?
C31 N8 1.330(5) . ?
C31 N6 1.394(5) . ?
C32 C33 1.389(5) . ?
C32 N7 1.398(4) . ?
C32 C37 1.412(5) . ?
C33 C34 1.384(5) . ?
C33 H33A 0.9500 . ?
C34 C35 1.400(6) . ?
C34 H34A 0.9500 . ?
C35 C36 1.382(6) . ?
C35 H35A 0.9500 . ?
C36 C37 1.405(5) . ?
C36 H36A 0.9500 . ?
C37 N8 1.384(5) . ?
C38 N5 1.506(5) . ?
C38 C40 1.511(8) . ?
C38 C41 1.517(6) . ?
C38 C39 1.533(7) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 C46 1.384(8) . ?
C42 C43 1.391(10) . ?
C42 Ni2 2.155(6) . ?
C42 H42A 0.9500 . ?
C43 C44 1.428(10) . ?
C43 Ni2 2.054(5) . ?
C43 H43A 0.9500 . ?
C44 C45 1.364(9) . ?
C44 Ni2 2.125(6) . ?
C44 H44A 0.9500 . ?
C45 C46 1.417(9) . ?
C45 Ni2 2.098(5) . ?
C45 H45A 0.9500 . ?
C46 Ni2 2.120(5) . ?
C46 H46A 0.9500 . ?
C47 C48 1.398(5) . ?
C47 C54 1.511(5) . ?
C47 Rh2 2.105(4) . ?
C47 H47A 0.9500 . ?
C48 C49 1.519(6) . ?
C48 Rh2 2.132(4) . ?
C48 H48A 0.9500 . ?
C49 C50 1.526(6) . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C50 C51 1.513(6) . ?
C50 H50A 0.9900 . ?
C50 H50B 0.9900 . ?
C51 C52 1.387(5) . ?
C51 Rh2 2.131(3) . ?
C51 H51A 0.9500 . ?
C52 C53 1.520(6) . ?
C52 Rh2 2.140(3) . ?
C52 H52A 0.9500 . ?
C53 C54 1.528(5) . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C54 H54A 0.9900 . ?
C54 H54B 0.9900 . ?
Cl1 Rh1 2.3697(10) . ?
Cl2 Rh2 2.3658(10) . ?
N3 Rh1 2.096(3) . ?
N4 Ni1 1.909(3) . ?
N7 Rh2 2.096(3) . ?
N8 Ni2 1.887(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 N2 104.0(3) . . ?
N1 C1 Ni1 144.7(3) . . ?
N2 C1 Ni1 111.1(2) . . ?
C3 C2 N1 108.7(3) . . ?
C3 C2 H2A 125.6 . . ?
N1 C2 H2A 125.6 . . ?
C2 C3 N2 105.4(3) . . ?
C2 C3 H3A 127.3 . . ?
N2 C3 H3A 127.3 . . ?
N3 C4 N4 117.5(3) . . ?
N3 C4 N2 128.0(3) . . ?
N4 C4 N2 114.5(3) . . ?
C6 C5 N3 130.1(3) . . ?
C6 C5 C10 121.6(3) . . ?
N3 C5 C10 108.3(3) . . ?
C7 C6 C5 117.7(4) . . ?
C7 C6 H6A 121.2 . . ?
C5 C6 H6A 121.2 . . ?
C6 C7 C8 121.2(4) . . ?
C6 C7 H7A 119.4 . . ?
C8 C7 H7A 119.4 . . ?
C9 C8 C7 121.6(3) . . ?
C9 C8 H8A 119.2 . . ?
C7 C8 H8A 119.2 . . ?
C8 C9 C10 118.0(4) . . ?
C8 C9 H9A 121.0 . . ?
C10 C9 H9A 121.0 . . ?
N4 C10 C9 132.5(4) . . ?
N4 C10 C5 107.6(3) . . ?
C9 C10 C5 120.0(3) . . ?
N1 C11 C12 107.7(3) . . ?
N1 C11 C13 107.5(3) . . ?
C12 C11 C13 115.1(3) . . ?
N1 C11 C14 109.3(3) . . ?
C12 C11 C14 108.3(3) . . ?
C13 C11 C14 108.8(4) . . ?
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 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14C 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14C C14 H14B 109.5 . . ?
C11 C14 H14A 109.5 . . ?
H14C C14 H14A 109.5 . . ?
H14B C14 H14A 109.5 . . ?
C19 C15 C16 108.3(4) . . ?
C19 C15 Ni1 72.4(2) . . ?
C16 C15 Ni1 69.0(2) . . ?
C19 C15 H15A 125.9 . . ?
C16 C15 H15A 125.9 . . ?
Ni1 C15 H15A 124.4 . . ?
C17 C16 C15 108.3(4) . . ?
C17 C16 Ni1 72.7(2) . . ?
C15 C16 Ni1 70.9(2) . . ?
C17 C16 H16A 125.9 . . ?
C15 C16 H16A 125.9 . . ?
Ni1 C16 H16A 122.2 . . ?
C16 C17 C18 107.2(4) . . ?
C16 C17 Ni1 69.4(2) . . ?
C18 C17 Ni1 68.3(2) . . ?
C16 C17 H17A 126.4 . . ?
C18 C17 H17A 126.4 . . ?
Ni1 C17 H17A 127.4 . . ?
C17 C18 C19 108.9(4) . . ?
C17 C18 Ni1 72.5(2) . . ?
C19 C18 Ni1 73.0(2) . . ?
C17 C18 H18A 125.6 . . ?
C19 C18 H18A 125.6 . . ?
Ni1 C18 H18A 120.7 . . ?
C15 C19 C18 107.1(4) . . ?
C15 C19 Ni1 70.1(2) . . ?
C18 C19 Ni1 67.8(2) . . ?
C15 C19 H19A 126.5 . . ?
C18 C19 H19A 126.5 . . ?
Ni1 C19 H19A 127.2 . . ?
C21 C20 C27 122.8(3) . . ?
C21 C20 Rh1 70.0(2) . . ?
C27 C20 Rh1 112.9(2) . . ?
C21 C20 H20A 118.6 . . ?
C27 C20 H20A 118.6 . . ?
Rh1 C20 H20A 87.2 . . ?
C20 C21 C22 125.4(3) . . ?
C20 C21 Rh1 71.5(2) . . ?
C22 C21 Rh1 110.9(2) . . ?
C20 C21 H21A 117.3 . . ?
C22 C21 H21A 117.3 . . ?
Rh1 C21 H21A 87.6 . . ?
C21 C22 C23 112.6(3) . . ?
C21 C22 H22A 109.1 . . ?
C23 C22 H22A 109.1 . . ?
C21 C22 H22B 109.1 . . ?
C23 C22 H22B 109.1 . . ?
H22A C22 H22B 107.8 . . ?
C24 C23 C22 112.0(3) . . ?
C24 C23 H23A 109.2 . . ?
C22 C23 H23A 109.2 . . ?
C24 C23 H23B 109.2 . . ?
C22 C23 H23B 109.2 . . ?
H23A C23 H23B 107.9 . . ?
C25 C24 C23 124.8(4) . . ?
C25 C24 Rh1 70.5(2) . . ?
C23 C24 Rh1 112.9(2) . . ?
C25 C24 H24A 117.6 . . ?
C23 C24 H24A 117.6 . . ?
Rh1 C24 H24A 86.5 . . ?
C24 C25 C26 125.8(4) . . ?
C24 C25 Rh1 71.4(2) . . ?
C26 C25 Rh1 108.9(2) . . ?
C24 C25 H25A 117.1 . . ?
C26 C25 H25A 117.1 . . ?
Rh1 C25 H25A 89.6 . . ?
C25 C26 C27 112.5(3) . . ?
C25 C26 H26A 109.1 . . ?
C27 C26 H26A 109.1 . . ?
C25 C26 H26B 109.1 . . ?
C27 C26 H26B 109.1 . . ?
H26A C26 H26B 107.8 . . ?
C20 C27 C26 111.1(3) . . ?
C20 C27 H27B 109.4 . . ?
C26 C27 H27B 109.4 . . ?
C20 C27 H27A 109.4 . . ?
C26 C27 H27A 109.4 . . ?
H27B C27 H27A 108.0 . . ?
N5 C28 N6 103.9(3) . . ?
N5 C28 Ni2 145.1(3) . . ?
N6 C28 Ni2 111.0(3) . . ?
C30 C29 N5 108.0(3) . . ?
C30 C29 H29A 126.0 . . ?
N5 C29 H29A 126.0 . . ?
C29 C30 N6 105.9(3) . . ?
C29 C30 H30A 127.1 . . ?
N6 C30 H30A 127.1 . . ?
N7 C31 N8 117.3(3) . . ?
N7 C31 N6 128.3(3) . . ?
N8 C31 N6 114.4(3) . . ?
C33 C32 N7 130.3(3) . . ?
C33 C32 C37 121.7(3) . . ?
N7 C32 C37 108.0(3) . . ?
C34 C33 C32 117.2(4) . . ?
C34 C33 H33A 121.4 . . ?
C32 C33 H33A 121.4 . . ?
C33 C34 C35 121.7(4) . . ?
C33 C34 H34A 119.1 . . ?
C35 C34 H34A 119.1 . . ?
C36 C35 C34 121.5(3) . . ?
C36 C35 H35A 119.3 . . ?
C34 C35 H35A 119.3 . . ?
C35 C36 C37 117.6(4) . . ?
C35 C36 H36A 121.2 . . ?
C37 C36 H36A 121.2 . . ?
N8 C37 C36 131.9(4) . . ?
N8 C37 C32 107.9(3) . . ?
C36 C37 C32 120.3(4) . . ?
N5 C38 C40 108.2(4) . . ?
N5 C38 C41 109.9(4) . . ?
C40 C38 C41 109.2(4) . . ?
N5 C38 C39 107.4(4) . . ?
C40 C38 C39 114.5(4) . . ?
C41 C38 C39 107.6(4) . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C38 C40 H40A 109.5 . . ?
C38 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C38 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C38 C41 H41A 109.5 . . ?
C38 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C38 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C46 C42 C43 106.2(7) . . ?
C46 C42 Ni2 69.8(3) . . ?
C43 C42 Ni2 66.8(4) . . ?
C46 C42 H42A 126.9 . . ?
C43 C42 H42A 126.9 . . ?
Ni2 C42 H42A 128.0 . . ?
C42 C43 C44 110.1(7) . . ?
C42 C43 Ni2 74.7(4) . . ?
C44 C43 Ni2 72.7(4) . . ?
C42 C43 H43A 125.0 . . ?
C44 C43 H43A 125.0 . . ?
Ni2 C43 H43A 119.3 . . ?
C45 C44 C43 105.4(7) . . ?
C45 C44 Ni2 70.1(3) . . ?
C43 C44 Ni2 67.4(3) . . ?
C45 C44 H44A 127.3 . . ?
C43 C44 H44A 127.3 . . ?
Ni2 C44 H44A 126.8 . . ?
C44 C45 C46 109.5(6) . . ?
C44 C45 Ni2 72.2(4) . . ?
C46 C45 Ni2 71.2(3) . . ?
C44 C45 H45A 125.3 . . ?
C46 C45 H45A 125.3 . . ?
Ni2 C45 H45A 122.9 . . ?
C42 C46 C45 108.5(7) . . ?
C42 C46 Ni2 72.5(3) . . ?
C45 C46 Ni2 69.5(3) . . ?
C42 C46 H46A 125.8 . . ?
C45 C46 H46A 125.8 . . ?
Ni2 C46 H46A 123.8 . . ?
C48 C47 C54 124.8(4) . . ?
C48 C47 Rh2 71.8(2) . . ?
C54 C47 Rh2 110.4(2) . . ?
C48 C47 H47A 117.6 . . ?
C54 C47 H47A 117.6 . . ?
Rh2 C47 H47A 87.7 . . ?
C47 C48 C49 124.2(3) . . ?
C47 C48 Rh2 69.7(2) . . ?
C49 C48 Rh2 112.6(3) . . ?
C47 C48 H48A 117.9 . . ?
C49 C48 H48A 117.9 . . ?
Rh2 C48 H48A 87.7 . . ?
C48 C49 C50 111.1(3) . . ?
C48 C49 H49A 109.4 . . ?
C50 C49 H49A 109.4 . . ?
C48 C49 H49B 109.4 . . ?
C50 C49 H49B 109.4 . . ?
H49A C49 H49B 108.0 . . ?
C51 C50 C49 113.1(3) . . ?
C51 C50 H50A 108.9 . . ?
C49 C50 H50A 108.9 . . ?
C51 C50 H50B 108.9 . . ?
C49 C50 H50B 108.9 . . ?
H50A C50 H50B 107.8 . . ?
C52 C51 C50 126.5(4) . . ?
C52 C51 Rh2 71.4(2) . . ?
C50 C51 Rh2 108.0(2) . . ?
C52 C51 H51A 116.8 . . ?
C50 C51 H51A 116.8 . . ?
Rh2 C51 H51A 90.6 . . ?
C51 C52 C53 124.4(4) . . ?
C51 C52 Rh2 70.7(2) . . ?
C53 C52 Rh2 112.3(2) . . ?
C51 C52 H52A 117.8 . . ?
C53 C52 H52A 117.8 . . ?
Rh2 C52 H52A 87.0 . . ?
C52 C53 C54 112.3(3) . . ?
C52 C53 H53A 109.1 . . ?
C54 C53 H53A 109.1 . . ?
C52 C53 H53B 109.1 . . ?
C54 C53 H53B 109.1 . . ?
H53A C53 H53B 107.9 . . ?
C47 C54 C53 112.8(3) . . ?
C47 C54 H54A 109.0 . . ?
C53 C54 H54A 109.0 . . ?
C47 C54 H54B 109.0 . . ?
C53 C54 H54B 109.0 . . ?
H54A C54 H54B 107.8 . . ?
C1 N1 C2 109.8(3) . . ?
C1 N1 C11 125.4(3) . . ?
C2 N1 C11 124.8(3) . . ?
C1 N2 C3 112.0(3) . . ?
C1 N2 C4 116.3(3) . . ?
C3 N2 C4 131.7(3) . . ?
C4 N3 C5 102.6(3) . . ?
C4 N3 Rh1 128.7(2) . . ?
C5 N3 Rh1 127.4(2) . . ?
C4 N4 C10 104.1(3) . . ?
C4 N4 Ni1 113.8(2) . . ?
C10 N4 Ni1 141.9(2) . . ?
C28 N5 C29 110.4(3) . . ?
C28 N5 C38 125.7(4) . . ?
C29 N5 C38 123.9(3) . . ?
C28 N6 C30 111.8(3) . . ?
C28 N6 C31 115.9(3) . . ?
C30 N6 C31 132.2(3) . . ?
C31 N7 C32 103.0(3) . . ?
C31 N7 Rh2 130.0(2) . . ?
C32 N7 Rh2 126.3(3) . . ?
C31 N8 C37 103.8(3) . . ?
C31 N8 Ni2 114.6(3) . . ?
C37 N8 Ni2 141.7(3) . . ?
N4 Ni1 C1 83.95(13) . . ?
N4 Ni1 C18 165.27(14) . . ?
C1 Ni1 C18 109.93(16) . . ?
N4 Ni1 C16 100.27(16) . . ?
C1 Ni1 C16 159.15(17) . . ?
C18 Ni1 C16 65.01(17) . . ?
N4 Ni1 C15 104.21(15) . . ?
C1 Ni1 C15 158.47(16) . . ?
C18 Ni1 C15 64.67(18) . . ?
C16 Ni1 C15 40.12(17) . . ?
N4 Ni1 C17 128.55(16) . . ?
C1 Ni1 C17 125.29(17) . . ?
C18 Ni1 C17 39.16(17) . . ?
C16 Ni1 C17 37.88(18) . . ?
C15 Ni1 C17 64.94(18) . . ?
N4 Ni1 C19 135.93(15) . . ?
C1 Ni1 C19 124.95(15) . . ?
C18 Ni1 C19 39.22(17) . . ?
C16 Ni1 C19 65.12(16) . . ?
C15 Ni1 C19 37.50(16) . . ?
C17 Ni1 C19 65.14(16) . . ?
N8 Ni2 C28 84.00(15) . . ?
N8 Ni2 C43 164.2(2) . . ?
C28 Ni2 C43 111.4(2) . . ?
N8 Ni2 C45 99.7(2) . . ?
C28 Ni2 C45 159.2(3) . . ?
C43 Ni2 C45 64.7(3) . . ?
N8 Ni2 C46 102.6(2) . . ?
C28 Ni2 C46 159.9(2) . . ?
C43 Ni2 C46 64.2(3) . . ?
C45 Ni2 C46 39.2(2) . . ?
N8 Ni2 C44 128.1(3) . . ?
C28 Ni2 C44 125.8(3) . . ?
C43 Ni2 C44 39.9(3) . . ?
C45 Ni2 C44 37.7(3) . . ?
C46 Ni2 C44 64.7(3) . . ?
N8 Ni2 C42 134.4(3) . . ?
C28 Ni2 C42 126.3(2) . . ?
C43 Ni2 C42 38.5(3) . . ?
C45 Ni2 C42 64.6(3) . . ?
C46 Ni2 C42 37.8(2) . . ?
C44 Ni2 C42 65.3(3) . . ?
N3 Rh1 C21 88.24(13) . . ?
N3 Rh1 C20 92.48(12) . . ?
C21 Rh1 C20 38.55(14) . . ?
N3 Rh1 C25 160.81(13) . . ?
C21 Rh1 C25 98.70(15) . . ?
C20 Rh1 C25 82.30(15) . . ?
N3 Rh1 C24 161.00(13) . . ?
C21 Rh1 C24 82.05(15) . . ?
C20 Rh1 C24 90.05(15) . . ?
C25 Rh1 C24 38.06(14) . . ?
N3 Rh1 Cl1 89.80(8) . . ?
C21 Rh1 Cl1 156.00(10) . . ?
C20 Rh1 Cl1 165.42(10) . . ?
C25 Rh1 Cl1 90.87(12) . . ?
C24 Rh1 Cl1 92.47(11) . . ?
N7 Rh2 C47 89.41(13) . . ?
N7 Rh2 C51 158.29(13) . . ?
C47 Rh2 C51 98.87(15) . . ?
N7 Rh2 C48 92.21(13) . . ?
C47 Rh2 C48 38.52(14) . . ?
C51 Rh2 C48 82.30(15) . . ?
N7 Rh2 C52 163.71(13) . . ?
C47 Rh2 C52 82.30(15) . . ?
C51 Rh2 C52 37.90(14) . . ?
C48 Rh2 C52 90.00(15) . . ?
N7 Rh2 Cl2 90.18(9) . . ?
C47 Rh2 Cl2 155.10(10) . . ?
C51 Rh2 Cl2 90.52(11) . . ?
C48 Rh2 Cl2 166.26(11) . . ?
C52 Rh2 Cl2 91.50(11) . . ?

_refine_diff_density_max         0.917
_refine_diff_density_min         -0.553
_refine_diff_density_rms         0.071



####################################################################### 
# 
# 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_sv0662
_database_code_depnum_ccdc_archive 'CCDC 1939140'
loop_
_audit_author_name
_audit_author_address
'Clemens Bruhn'
;University of Kassel
Germany
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-07-19 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         'C38 H40 I2 N8 Ni2 Zn, C H2 Cl2'
_chemical_formula_sum            'C39 H42 Cl2 I2 N8 Ni2 Zn'
_chemical_formula_weight         1130.29

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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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'
Cl Cl 0.1484 0.1585 '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/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.0554(7)
_cell_length_b                   13.5100(5)
_cell_length_c                   23.7059(11)
_cell_angle_alpha                90
_cell_angle_beta                 101.001(4)
_cell_angle_gamma                90
_cell_volume                     4104.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    22040
_cell_measurement_theta_min      1.74
_cell_measurement_theta_max      29.20

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.829
_exptl_crystal_F_000             2232
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    3.162
_shelx_estimated_absorpt_T_min   0.543
_shelx_estimated_absorpt_T_max   0.969
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in
F. R. Ahmed (Editor), "Crystallographic Computing",
Munksgaard, Copenhagen (1970), 255 - 270
;
_exptl_absorpt_correction_T_min  0.6324
_exptl_absorpt_correction_T_max  0.9701
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'

_diffrn_detector                 Pilatus200K
_diffrn_detector_type            'DECTRIS PILATUS 200K'
_diffrn_detector_area_resol_mean 5.81

_diffrn_source                   'Mo Genix'
_diffrn_source_type              ?
_diffrn_radiation_probe          x-ray
_diffrn_source_target            ?
_diffrn_source_voltage           50
_diffrn_source_current           1.000
_diffrn_source_power             0.050
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '1.2 0.6 mm diameter'

_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_measurement_details      
; 345 frames, detector distance = 60 mm
;

_diffrn_reflns_number            18157
_diffrn_reflns_av_unetI/netI     0.0714
_diffrn_reflns_av_R_equivalents  0.0503
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.128
_diffrn_reflns_theta_max         27.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             8820
_reflns_number_gt                5948
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0693P)²+22.7406P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8820
_refine_ls_number_parameters     493
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0997
_refine_ls_R_factor_gt           0.0603
_refine_ls_wR_factor_ref         0.1656
_refine_ls_wR_factor_gt          0.1435
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_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 0.2868(6) 0.0590(6) 0.3288(3) 0.0289(17) Uani 1 1 d . . . . .
C2 C 0.3609(7) -0.0674(6) 0.3849(3) 0.0306(18) Uani 1 1 d . . . . .
H2A H 0.367770 -0.128260 0.405408 0.037 Uiso 1 1 calc R U . . .
C3 C 0.4372(7) -0.0018(5) 0.3838(3) 0.0296(18) Uani 1 1 d . . . . .
H3A H 0.508080 -0.007264 0.402613 0.036 Uiso 1 1 calc R U . . .
C4 C 0.4350(6) 0.1609(5) 0.3299(3) 0.0249(16) Uani 1 1 d . . . . .
C5 C 0.5274(6) 0.2781(5) 0.3082(3) 0.0258(16) Uani 1 1 d . . . . .
C6 C 0.6050(7) 0.3445(6) 0.2995(3) 0.0307(18) Uani 1 1 d . . . . .
H6A H 0.676149 0.333721 0.316356 0.037 Uiso 1 1 calc R U . . .
C7 C 0.5746(7) 0.4259(6) 0.2656(3) 0.0332(19) Uani 1 1 d . . . . .
H7A H 0.626095 0.472208 0.259453 0.040 Uiso 1 1 calc R U . . .
C8 C 0.4723(7) 0.4426(6) 0.2403(3) 0.0324(18) Uani 1 1 d . . . . .
H8A H 0.454861 0.500268 0.217535 0.039 Uiso 1 1 calc R U . . .
C9 C 0.3936(6) 0.3765(6) 0.2473(3) 0.0301(18) Uani 1 1 d . . . . .
H9A H 0.323061 0.387443 0.229314 0.036 Uiso 1 1 calc R U . . .
C10 C 0.4223(6) 0.2948(5) 0.2815(3) 0.0262(16) Uani 1 1 d . . . . .
C11 C 0.1676(7) -0.0864(6) 0.3392(4) 0.0335(19) Uani 1 1 d . . . . .
C12 C 0.1849(8) -0.1913(6) 0.3658(4) 0.045(2) Uani 1 1 d . . . . .
H12A H 0.242082 -0.223909 0.351545 0.054 Uiso 1 1 calc R U . . .
H12B H 0.120960 -0.230321 0.354830 0.054 Uiso 1 1 calc R U . . .
H12C H 0.202769 -0.185993 0.407735 0.054 Uiso 1 1 calc R U . . .
C13 C 0.1366(8) -0.0998(7) 0.2742(4) 0.042(2) Uani 1 1 d . . . . .
H13A H 0.067202 -0.130169 0.264860 0.051 Uiso 1 1 calc R U . . .
H13B H 0.187436 -0.142787 0.260741 0.051 Uiso 1 1 calc R U . . .
H13C H 0.135157 -0.035212 0.255294 0.051 Uiso 1 1 calc R U . . .
C14 C 0.0885(7) -0.0322(6) 0.3665(4) 0.038(2) Uani 1 1 d . . . . .
H14C H 0.086407 0.037609 0.355097 0.045 Uiso 1 1 calc R U . . .
H14B H 0.108203 -0.037090 0.408439 0.045 Uiso 1 1 calc R U . . .
H14A H 0.019466 -0.061886 0.353766 0.045 Uiso 1 1 calc R U . . .
C15 C 0.5789(7) 0.3392(6) 0.5444(3) 0.0309(18) Uani 1 1 d . . . . .
C16 C 0.4619(7) 0.2146(6) 0.5222(4) 0.0342(19) Uani 1 1 d . . . . .
H16A H 0.403991 0.172481 0.523168 0.041 Uiso 1 1 calc R U . . .
C17 C 0.5268(7) 0.2099(5) 0.4845(3) 0.0287(17) Uani 1 1 d . . . . .
H17A H 0.523706 0.163700 0.453984 0.034 Uiso 1 1 calc R U . . .
C18 C 0.6803(6) 0.3184(5) 0.4731(3) 0.0282(17) Uani 1 1 d . . . . .
C19 C 0.7946(7) 0.3463(6) 0.4229(3) 0.0325(18) Uani 1 1 d . . . . .
C20 C 0.8615(7) 0.3499(6) 0.3831(3) 0.0338(19) Uani 1 1 d . . . . .
H20A H 0.861160 0.298351 0.355805 0.041 Uiso 1 1 calc R U . . .
C21 C 0.9271(7) 0.4289(7) 0.3843(3) 0.038(2) Uani 1 1 d . . . . .
H21A H 0.973053 0.431658 0.357676 0.045 Uiso 1 1 calc R U . . .
C22 C 0.9282(7) 0.5066(6) 0.4242(4) 0.037(2) Uani 1 1 d . . . . .
H22A H 0.973012 0.561722 0.423120 0.044 Uiso 1 1 calc R U . . .
C23 C 0.8654(7) 0.5038(6) 0.4645(4) 0.037(2) Uani 1 1 d . . . . .
H23A H 0.867253 0.555238 0.491993 0.044 Uiso 1 1 calc R U . . .
C24 C 0.7990(7) 0.4230(6) 0.4638(3) 0.0287(17) Uani 1 1 d . . . . .
C25 C 0.4424(7) 0.3225(6) 0.6089(3) 0.035(2) Uani 1 1 d . . . . .
C26 C 0.5208(7) 0.3040(6) 0.6654(3) 0.038(2) Uani 1 1 d . . . . .
H26A H 0.497217 0.338519 0.697000 0.046 Uiso 1 1 calc R U . . .
H26B H 0.589661 0.328938 0.661660 0.046 Uiso 1 1 calc R U . . .
H26C H 0.525280 0.232834 0.673501 0.046 Uiso 1 1 calc R U . . .
C27 C 0.4054(8) 0.4285(7) 0.5994(4) 0.043(2) Uani 1 1 d . . . . .
H27A H 0.464425 0.470867 0.595243 0.051 Uiso 1 1 calc R U . . .
H27B H 0.376273 0.450739 0.632397 0.051 Uiso 1 1 calc R U . . .
H27C H 0.351624 0.432411 0.564457 0.051 Uiso 1 1 calc R U . . .
C28 C 0.3464(7) 0.2582(7) 0.6085(4) 0.043(2) Uani 1 1 d . . . . .
H28C H 0.298379 0.265534 0.571522 0.052 Uiso 1 1 calc R U . . .
H28B H 0.311441 0.278885 0.639600 0.052 Uiso 1 1 calc R U . . .
H28A H 0.367708 0.188753 0.613992 0.052 Uiso 1 1 calc R U . . .
C29 C 0.1029(7) 0.1664(7) 0.2078(4) 0.039(2) Uani 1 1 d . . . . .
H29A H 0.096849 0.123442 0.175589 0.047 Uiso 1 1 calc R U . . .
C30 C 0.0649(7) 0.1482(8) 0.2581(4) 0.047(2) Uani 1 1 d . . . . .
H30A H 0.033502 0.088124 0.266983 0.056 Uiso 1 1 calc R U . . .
C31 C 0.0807(7) 0.2349(7) 0.2947(4) 0.041(2) Uani 1 1 d . . . . .
H31A H 0.056810 0.244845 0.329740 0.049 Uiso 1 1 calc R U . . .
C32 C 0.1387(7) 0.3013(6) 0.2677(4) 0.037(2) Uani 1 1 d . . . . .
H32A H 0.165249 0.363546 0.282444 0.044 Uiso 1 1 calc R U . . .
C33 C 0.1509(7) 0.2581(6) 0.2133(4) 0.037(2) Uani 1 1 d . . . . .
H33A H 0.185987 0.287856 0.186035 0.044 Uiso 1 1 calc R U . . .
C34 C 0.6596(8) 0.5120(6) 0.6391(4) 0.043(2) Uani 1 1 d . . . . .
H34A H 0.614565 0.483525 0.661737 0.051 Uiso 1 1 calc R U . . .
C35 C 0.6297(8) 0.5858(6) 0.5956(4) 0.041(2) Uani 1 1 d . . . . .
H35A H 0.564224 0.618488 0.586192 0.050 Uiso 1 1 calc R U . . .
C36 C 0.7151(8) 0.5999(6) 0.5701(4) 0.042(2) Uani 1 1 d . . . . .
H36A H 0.717555 0.643729 0.539048 0.051 Uiso 1 1 calc R U . . .
C37 C 0.7998(8) 0.5383(7) 0.5977(4) 0.041(2) Uani 1 1 d . . . . .
H37A H 0.866195 0.532672 0.587157 0.049 Uiso 1 1 calc R U . . .
C38 C 0.7669(9) 0.4877(7) 0.6431(4) 0.047(2) Uani 1 1 d . . . . .
H38A H 0.808001 0.445926 0.670771 0.056 Uiso 1 1 calc R U . . .
C39 C 0.0253(9) 0.1587(7) 0.4839(5) 0.056(3) Uani 1 1 d . . . . .
H39A H -0.039707 0.151537 0.454936 0.067 Uiso 1 1 calc R U . . .
H39B H 0.048012 0.091808 0.498148 0.067 Uiso 1 1 calc R U . . .
N4 N 0.7175(5) 0.2799(5) 0.4293(3) 0.0285(14) Uani 1 1 d . . . . .
N5 N 0.7243(6) 0.4017(5) 0.4966(3) 0.0314(15) Uani 1 1 d . . . . .
N8 N 0.3649(5) 0.2153(4) 0.2959(3) 0.0252(14) Uani 1 1 d . . . . .
N9 N 0.3923(5) 0.0753(5) 0.3496(3) 0.0288(15) Uani 1 1 d . . . . .
N10 N 0.4954(6) 0.2929(5) 0.5595(3) 0.0353(16) Uani 1 1 d . . . . .
N11 N 0.5333(5) 0.1900(4) 0.3402(3) 0.0251(14) Uani 1 1 d . . . . .
N13 N 0.2695(5) -0.0313(5) 0.3511(3) 0.0266(14) Uani 1 1 d . . . . .
N25 N 0.5992(5) 0.2854(5) 0.4987(3) 0.0294(15) Uani 1 1 d . . . . .
Ni1 Ni 0.22556(8) 0.16828(8) 0.28342(4) 0.0290(2) Uani 1 1 d . . . . .
Ni2 Ni 0.67414(9) 0.44718(8) 0.56186(4) 0.0320(3) Uani 1 1 d . . . . .
Zn1 Zn 0.68136(7) 0.15228(7) 0.38357(4) 0.0276(2) Uani 1 1 d . . . . .
I1 I 0.78625(5) 0.10626(4) 0.30511(2) 0.03855(17) Uani 1 1 d . . . . .
I2 I 0.72413(5) 0.01912(4) 0.46377(2) 0.03683(16) Uani 1 1 d . . . . .
Cl1 Cl 0.0003(4) 0.2300(2) 0.54088(18) 0.1049(15) Uani 1 1 d . . . . .
Cl2 Cl 0.1214(2) 0.2117(2) 0.45183(11) 0.0546(6) 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 N13 1.364(10) . ?
C1 N9 1.389(10) . ?
C1 Ni1 1.911(8) . ?
C2 C3 1.339(12) . ?
C2 N13 1.393(10) . ?
C2 H2A 0.9500 . ?
C3 N9 1.380(9) . ?
C3 H3A 0.9500 . ?
C4 N8 1.320(9) . ?
C4 N11 1.320(10) . ?
C4 N9 1.402(10) . ?
C5 C6 1.398(11) . ?
C5 N11 1.404(9) . ?
C5 C10 1.415(11) . ?
C6 C7 1.376(11) . ?
C6 H6A 0.9500 . ?
C7 C8 1.374(12) . ?
C7 H7A 0.9500 . ?
C8 C9 1.395(11) . ?
C8 H8A 0.9500 . ?
C9 C10 1.378(11) . ?
C9 H9A 0.9500 . ?
C10 N8 1.390(10) . ?
C11 N13 1.503(10) . ?
C11 C14 1.509(12) . ?
C11 C13 1.528(11) . ?
C11 C12 1.550(12) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14C 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14A 0.9800 . ?
C15 N10 1.363(11) . ?
C15 N25 1.370(10) . ?
C15 Ni2 1.910(9) . ?
C16 C17 1.345(11) . ?
C16 N10 1.394(10) . ?
C16 H16A 0.9500 . ?
C17 N25 1.388(10) . ?
C17 H17A 0.9500 . ?
C18 N4 1.331(10) . ?
C18 N5 1.336(10) . ?
C18 N25 1.391(10) . ?
C19 N4 1.378(10) . ?
C19 C20 1.405(12) . ?
C19 C24 1.413(11) . ?
C20 C21 1.366(12) . ?
C20 H20A 0.9500 . ?
C21 C22 1.411(12) . ?
C21 H21A 0.9500 . ?
C22 C23 1.374(12) . ?
C22 H22A 0.9500 . ?
C23 C24 1.392(12) . ?
C23 H23A 0.9500 . ?
C24 N5 1.388(10) . ?
C25 C27 1.514(12) . ?
C25 C28 1.523(13) . ?
C25 N10 1.523(10) . ?
C25 C26 1.544(12) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28C 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28A 0.9800 . ?
C29 C33 1.384(12) . ?
C29 C30 1.399(13) . ?
C29 Ni1 2.164(9) . ?
C29 H29A 0.9500 . ?
C30 C31 1.450(14) . ?
C30 Ni1 2.087(9) . ?
C30 H30A 0.9500 . ?
C31 C32 1.405(13) . ?
C31 Ni1 2.157(9) . ?
C31 H31A 0.9500 . ?
C32 C33 1.452(12) . ?
C32 Ni1 2.120(8) . ?
C32 H32A 0.9500 . ?
C33 Ni1 2.137(8) . ?
C33 H33A 0.9500 . ?
C34 C38 1.425(14) . ?
C34 C35 1.434(13) . ?
C34 Ni2 2.070(8) . ?
C34 H34A 0.9500 . ?
C35 C36 1.378(13) . ?
C35 Ni2 2.159(8) . ?
C35 H35A 0.9500 . ?
C36 C37 1.438(14) . ?
C36 Ni2 2.131(8) . ?
C36 H36A 0.9500 . ?
C37 C38 1.409(13) . ?
C37 Ni2 2.097(9) . ?
C37 H37A 0.9500 . ?
C38 Ni2 2.141(9) . ?
C38 H38A 0.9500 . ?
C39 Cl1 1.739(11) . ?
C39 Cl2 1.741(11) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
N4 Zn1 2.044(6) . ?
N5 Ni2 1.894(7) . ?
N8 Ni1 1.896(7) . ?
N11 Zn1 2.073(6) . ?
Zn1 I1 2.5871(11) . ?
Zn1 I2 2.5997(10) . ?

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
N13 C1 N9 103.4(7) . . ?
N13 C1 Ni1 145.7(6) . . ?
N9 C1 Ni1 110.9(5) . . ?
C3 C2 N13 108.4(7) . . ?
C3 C2 H2A 125.8 . . ?
N13 C2 H2A 125.8 . . ?
C2 C3 N9 106.1(7) . . ?
C2 C3 H3A 127.0 . . ?
N9 C3 H3A 127.0 . . ?
N8 C4 N11 118.9(7) . . ?
N8 C4 N9 112.9(7) . . ?
N11 C4 N9 128.2(7) . . ?
C6 C5 N11 131.0(7) . . ?
C6 C5 C10 119.9(7) . . ?
N11 C5 C10 109.0(7) . . ?
C7 C6 C5 117.6(8) . . ?
C7 C6 H6A 121.2 . . ?
C5 C6 H6A 121.2 . . ?
C8 C7 C6 122.3(8) . . ?
C8 C7 H7A 118.8 . . ?
C6 C7 H7A 118.8 . . ?
C7 C8 C9 121.3(8) . . ?
C7 C8 H8A 119.4 . . ?
C9 C8 H8A 119.4 . . ?
C10 C9 C8 117.4(8) . . ?
C10 C9 H9A 121.3 . . ?
C8 C9 H9A 121.3 . . ?
C9 C10 N8 131.7(7) . . ?
C9 C10 C5 121.5(7) . . ?
N8 C10 C5 106.7(6) . . ?
N13 C11 C14 109.5(7) . . ?
N13 C11 C13 107.6(7) . . ?
C14 C11 C13 114.8(7) . . ?
N13 C11 C12 108.7(7) . . ?
C14 C11 C12 109.2(7) . . ?
C13 C11 C12 106.9(7) . . ?
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 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14C 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14C C14 H14B 109.5 . . ?
C11 C14 H14A 109.5 . . ?
H14C C14 H14A 109.5 . . ?
H14B C14 H14A 109.5 . . ?
N10 C15 N25 104.4(7) . . ?
N10 C15 Ni2 144.4(6) . . ?
N25 C15 Ni2 111.2(6) . . ?
C17 C16 N10 107.2(7) . . ?
C17 C16 H16A 126.4 . . ?
N10 C16 H16A 126.4 . . ?
C16 C17 N25 106.8(7) . . ?
C16 C17 H17A 126.6 . . ?
N25 C17 H17A 126.6 . . ?
N4 C18 N5 117.5(7) . . ?
N4 C18 N25 129.5(7) . . ?
N5 C18 N25 112.9(7) . . ?
N4 C19 C20 131.2(8) . . ?
N4 C19 C24 109.7(7) . . ?
C20 C19 C24 119.1(8) . . ?
C21 C20 C19 118.8(8) . . ?
C21 C20 H20A 120.6 . . ?
C19 C20 H20A 120.6 . . ?
C20 C21 C22 121.4(8) . . ?
C20 C21 H21A 119.3 . . ?
C22 C21 H21A 119.3 . . ?
C23 C22 C21 121.0(8) . . ?
C23 C22 H22A 119.5 . . ?
C21 C22 H22A 119.5 . . ?
C22 C23 C24 117.8(8) . . ?
C22 C23 H23A 121.1 . . ?
C24 C23 H23A 121.1 . . ?
N5 C24 C23 131.2(7) . . ?
N5 C24 C19 106.9(7) . . ?
C23 C24 C19 121.8(8) . . ?
C27 C25 C28 107.5(8) . . ?
C27 C25 N10 108.3(7) . . ?
C28 C25 N10 109.8(7) . . ?
C27 C25 C26 114.9(7) . . ?
C28 C25 C26 108.8(7) . . ?
N10 C25 C26 107.6(7) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 H28C 109.5 . . ?
C25 C28 H28B 109.5 . . ?
H28C C28 H28B 109.5 . . ?
C25 C28 H28A 109.5 . . ?
H28C C28 H28A 109.5 . . ?
H28B C28 H28A 109.5 . . ?
C33 C29 C30 107.8(8) . . ?
C33 C29 Ni1 70.2(5) . . ?
C30 C29 Ni1 67.8(5) . . ?
C33 C29 H29A 126.1 . . ?
C30 C29 H29A 126.1 . . ?
Ni1 C29 H29A 127.4 . . ?
C29 C30 C31 109.6(8) . . ?
C29 C30 Ni1 73.8(5) . . ?
C31 C30 Ni1 72.7(5) . . ?
C29 C30 H30A 125.2 . . ?
C31 C30 H30A 125.2 . . ?
Ni1 C30 H30A 120.0 . . ?
C32 C31 C30 105.7(8) . . ?
C32 C31 Ni1 69.4(5) . . ?
C30 C31 Ni1 67.4(5) . . ?
C32 C31 H31A 127.1 . . ?
C30 C31 H31A 127.1 . . ?
Ni1 C31 H31A 127.5 . . ?
C31 C32 C33 108.0(8) . . ?
C31 C32 Ni1 72.3(5) . . ?
C33 C32 Ni1 70.7(5) . . ?
C31 C32 H32A 126.0 . . ?
C33 C32 H32A 126.0 . . ?
Ni1 C32 H32A 122.7 . . ?
C29 C33 C32 108.6(8) . . ?
C29 C33 Ni1 72.3(5) . . ?
C32 C33 Ni1 69.4(5) . . ?
C29 C33 H33A 125.7 . . ?
C32 C33 H33A 125.7 . . ?
Ni1 C33 H33A 124.2 . . ?
C38 C34 C35 109.7(8) . . ?
C38 C34 Ni2 73.0(5) . . ?
C35 C34 Ni2 73.6(5) . . ?
C38 C34 H34A 125.1 . . ?
C35 C34 H34A 125.1 . . ?
Ni2 C34 H34A 120.0 . . ?
C36 C35 C34 106.2(9) . . ?
C36 C35 Ni2 70.2(5) . . ?
C34 C35 Ni2 66.9(5) . . ?
C36 C35 H35A 126.9 . . ?
C34 C35 H35A 126.9 . . ?
Ni2 C35 H35A 127.6 . . ?
C35 C36 C37 109.7(8) . . ?
C35 C36 Ni2 72.4(5) . . ?
C37 C36 Ni2 68.8(5) . . ?
C35 C36 H36A 125.2 . . ?
C37 C36 H36A 125.2 . . ?
Ni2 C36 H36A 125.2 . . ?
C38 C37 C36 107.9(9) . . ?
C38 C37 Ni2 72.3(5) . . ?
C36 C37 Ni2 71.4(5) . . ?
C38 C37 H37A 126.0 . . ?
C36 C37 H37A 126.0 . . ?
Ni2 C37 H37A 122.0 . . ?
C37 C38 C34 106.0(9) . . ?
C37 C38 Ni2 68.9(5) . . ?
C34 C38 Ni2 67.5(5) . . ?
C37 C38 H38A 127.0 . . ?
C34 C38 H38A 127.0 . . ?
Ni2 C38 H38A 128.1 . . ?
Cl1 C39 Cl2 111.7(6) . . ?
Cl1 C39 H39A 109.3 . . ?
Cl2 C39 H39A 109.3 . . ?
Cl1 C39 H39B 109.3 . . ?
Cl2 C39 H39B 109.3 . . ?
H39A C39 H39B 107.9 . . ?
C18 N4 C19 102.4(6) . . ?
C18 N4 Zn1 131.4(5) . . ?
C19 N4 Zn1 126.1(5) . . ?
C18 N5 C24 103.5(6) . . ?
C18 N5 Ni2 115.2(5) . . ?
C24 N5 Ni2 141.2(5) . . ?
C4 N8 C10 103.7(6) . . ?
C4 N8 Ni1 116.2(5) . . ?
C10 N8 Ni1 140.0(5) . . ?
C3 N9 C1 111.7(7) . . ?
C3 N9 C4 131.8(7) . . ?
C1 N9 C4 116.3(6) . . ?
C15 N10 C16 110.6(7) . . ?
C15 N10 C25 125.8(7) . . ?
C16 N10 C25 123.6(7) . . ?
C4 N11 C5 101.6(6) . . ?
C4 N11 Zn1 143.1(5) . . ?
C5 N11 Zn1 115.2(5) . . ?
C1 N13 C2 110.4(7) . . ?
C1 N13 C11 125.2(7) . . ?
C2 N13 C11 124.4(6) . . ?
C15 N25 C17 110.9(7) . . ?
C15 N25 C18 116.9(6) . . ?
C17 N25 C18 132.0(6) . . ?
N8 Ni1 C1 83.4(3) . . ?
N8 Ni1 C30 166.1(3) . . ?
C1 Ni1 C30 110.5(4) . . ?
N8 Ni1 C32 102.1(3) . . ?
C1 Ni1 C32 155.0(3) . . ?
C30 Ni1 C32 65.5(4) . . ?
N8 Ni1 C33 102.3(3) . . ?
C1 Ni1 C33 163.1(3) . . ?
C30 Ni1 C33 64.3(3) . . ?
C32 Ni1 C33 39.9(3) . . ?
N8 Ni1 C31 132.7(3) . . ?
C1 Ni1 C31 122.4(3) . . ?
C30 Ni1 C31 39.9(4) . . ?
C32 Ni1 C31 38.3(3) . . ?
C33 Ni1 C31 65.1(3) . . ?
N8 Ni1 C29 132.1(3) . . ?
C1 Ni1 C29 128.4(3) . . ?
C30 Ni1 C29 38.4(3) . . ?
C32 Ni1 C29 65.0(3) . . ?
C33 Ni1 C29 37.5(3) . . ?
C31 Ni1 C29 65.2(3) . . ?
N5 Ni2 C15 83.5(3) . . ?
N5 Ni2 C34 164.6(4) . . ?
C15 Ni2 C34 110.4(4) . . ?
N5 Ni2 C37 99.0(3) . . ?
C15 Ni2 C37 164.3(4) . . ?
C34 Ni2 C37 65.8(4) . . ?
N5 Ni2 C36 105.6(3) . . ?
C15 Ni2 C36 154.3(4) . . ?
C34 Ni2 C36 64.7(3) . . ?
C37 Ni2 C36 39.8(4) . . ?
N5 Ni2 C38 126.4(4) . . ?
C15 Ni2 C38 128.6(4) . . ?
C34 Ni2 C38 39.5(4) . . ?
C37 Ni2 C38 38.8(3) . . ?
C36 Ni2 C38 65.2(4) . . ?
N5 Ni2 C35 138.0(3) . . ?
C15 Ni2 C35 122.2(4) . . ?
C34 Ni2 C35 39.6(4) . . ?
C37 Ni2 C35 65.5(4) . . ?
C36 Ni2 C35 37.5(4) . . ?
C38 Ni2 C35 65.9(4) . . ?
N4 Zn1 N11 98.9(3) . . ?
N4 Zn1 I1 118.96(19) . . ?
N11 Zn1 I1 105.88(17) . . ?
N4 Zn1 I2 101.53(18) . . ?
N11 Zn1 I2 125.68(18) . . ?
I1 Zn1 I2 106.87(4) . . ?

_refine_diff_density_max         1.987
_refine_diff_density_min         -0.958
_refine_diff_density_rms         0.165

####################################################################### 
# 
# 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_sv0713
_database_code_depnum_ccdc_archive 'CCDC 1939139'
loop_
_audit_author_name
_audit_author_address
'Clemens Bruhn'
;University of Kassel
Germany
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-07-19 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         'C36 H36 I2 N8 Ni2 Zn, C H2 Cl2'
_chemical_formula_sum            'C37 H38 Cl2 I2 N8 Ni2 Zn'
_chemical_formula_weight         1102.24

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 '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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   20.5758(7)
_cell_length_b                   17.6627(8)
_cell_length_c                   11.0017(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3998.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    25915
_cell_measurement_theta_min      3.30
_cell_measurement_theta_max      69.73

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.831
_exptl_crystal_F_000             2168
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    15.449
_shelx_estimated_absorpt_T_min   0.221
_shelx_estimated_absorpt_T_max   0.748
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in: F. R. Ahmed (Editor), "Crystallographic
Computing", Munksgaard, Copenhagen (1970), 255 - 270.
Afterwards scaling of reflection intensities was performed within 
STOE LANA.
J. Koziskova et al., Acta Chimica Slovaca, 
vol. 9, no. 2, 2016, pp. 136 - 140.
;
_exptl_absorpt_correction_T_min  0.0686
_exptl_absorpt_correction_T_max  0.6791
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'

_diffrn_detector                 Pilatus200K
_diffrn_detector_type            'DECTRIS PILATUS 200K'
_diffrn_detector_area_resol_mean 5.81

_diffrn_source                   Cu-Genix
_diffrn_source_type              ?
_diffrn_radiation_probe          x-ray
_diffrn_source_target            ?
_diffrn_source_voltage           50
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '1.2 mm, 0.6 diameter'

_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_measurement_details      
; 1502 frames, detector distance = 40 mm
;
_diffrn_reflns_number            27223
_diffrn_reflns_av_unetI/netI     0.0352
_diffrn_reflns_av_R_equivalents  0.0651
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.298
_diffrn_reflns_theta_max         69.957
_diffrn_reflns_theta_full        67.686
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4797
_reflns_number_gt                3970
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.900
_reflns_Friedel_fraction_max     0.987
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_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   0.009(16)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4797
_refine_ls_number_parameters     450
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1029
_refine_ls_R_factor_gt           0.0883
_refine_ls_wR_factor_ref         0.2592
_refine_ls_wR_factor_gt          0.2313
_refine_ls_goodness_of_fit_ref   1.141
_refine_ls_restrained_S_all      1.141
_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
C1 C 0.1893(8) 0.5925(10) 0.6247(15) 0.047(4) Uani 1 1 d . . . . .
C2 C 0.2758(9) 0.6406(10) 0.729(2) 0.057(4) Uani 1 1 d . . . . .
H2 H 0.306238 0.648425 0.792411 0.069 Uiso 1 1 calc R U . . .
C3 C 0.2771(8) 0.6751(9) 0.6189(17) 0.049(4) Uani 1 1 d . . . . .
H3 H 0.307028 0.711894 0.590239 0.059 Uiso 1 1 calc R U . . .
C4 C 0.1971(9) 0.6619(9) 0.444(2) 0.055(4) Uani 1 1 d . . . . .
C5 C 0.1171(9) 0.6594(9) 0.314(2) 0.055(4) Uani 1 1 d . . . . .
C6 C 0.0576(11) 0.6509(11) 0.255(2) 0.067(5) Uani 1 1 d . . . . .
H6 H 0.022836 0.622092 0.287993 0.080 Uiso 1 1 calc R U . . .
C7 C 0.0529(11) 0.6886(12) 0.142(2) 0.066(5) Uani 1 1 d . . . . .
H7 H 0.015148 0.682183 0.093246 0.079 Uiso 1 1 calc R U . . .
C8 C 0.1032(10) 0.7353(12) 0.101(2) 0.066(5) Uani 1 1 d . . . . .
H8 H 0.097123 0.762977 0.027473 0.079 Uiso 1 1 calc R U . . .
C9 C 0.1612(11) 0.7425(12) 0.162(2) 0.063(5) Uani 1 1 d . . . . .
H9 H 0.195393 0.772884 0.130635 0.076 Uiso 1 1 calc R U . . .
C10 C 0.1682(9) 0.7035(10) 0.273(2) 0.052(4) Uani 1 1 d . . . . .
C11 C 0.2052(13) 0.5439(12) 0.836(2) 0.069(5) Uani 1 1 d . . . . .
H11 H 0.181117 0.498983 0.803738 0.083 Uiso 1 1 calc R U . . .
C12 C 0.1597(13) 0.5888(14) 0.919(3) 0.084(7) Uani 1 1 d . . . . .
H12A H 0.179563 0.637741 0.938269 0.101 Uiso 1 1 calc R U . . .
H12B H 0.152043 0.560330 0.993630 0.101 Uiso 1 1 calc R U . . .
H12C H 0.118219 0.597264 0.876833 0.101 Uiso 1 1 calc R U . . .
C13 C 0.2659(12) 0.5158(16) 0.903(3) 0.091(9) Uani 1 1 d . . . . .
H13A H 0.296063 0.492650 0.845342 0.110 Uiso 1 1 calc R U . . .
H13B H 0.253208 0.478267 0.964515 0.110 Uiso 1 1 calc R U . . .
H13C H 0.287268 0.558673 0.943593 0.110 Uiso 1 1 calc R U . . .
C14 C 0.0559(14) 0.4745(16) 0.468(4) 0.098(4) Uani 1 1 d . . . . .
H14 H 0.061191 0.458580 0.386383 0.117 Uiso 1 1 calc R U . . .
C15 C 0.0878(13) 0.4445(16) 0.574(4) 0.098(4) Uani 1 1 d . . . . .
H15 H 0.116403 0.402303 0.574856 0.117 Uiso 1 1 calc R U . . .
C16 C 0.0705(14) 0.4866(15) 0.673(4) 0.098(4) Uani 1 1 d . . . . .
H16 H 0.087228 0.482823 0.753666 0.117 Uiso 1 1 calc R U . . .
C17 C 0.0198(14) 0.5392(17) 0.628(4) 0.098(4) Uani 1 1 d . . . . .
H17 H -0.005552 0.572869 0.676326 0.117 Uiso 1 1 calc R U . . .
C18 C 0.0163(15) 0.5306(17) 0.510(4) 0.098(4) Uani 1 1 d . . . . .
H18 H -0.010780 0.560402 0.459110 0.117 Uiso 1 1 calc R U . . .
C19 C 0.4925(9) 0.6143(10) 0.5787(19) 0.053(4) Uani 1 1 d . . . . .
C20 C 0.5396(9) 0.7187(10) 0.498(2) 0.052(4) Uani 1 1 d . . . . .
H20 H 0.570390 0.757606 0.483333 0.063 Uiso 1 1 calc R U . . .
C21 C 0.4821(10) 0.7088(10) 0.439(2) 0.058(4) Uani 1 1 d . . . . .
H21 H 0.464897 0.739089 0.375620 0.070 Uiso 1 1 calc R U . . .
C22 C 0.4000(8) 0.6030(9) 0.4644(17) 0.050(4) Uani 1 1 d . . . . .
C23 C 0.3406(8) 0.5038(9) 0.469(2) 0.051(4) Uani 1 1 d . . . . .
C24 C 0.3134(9) 0.4336(11) 0.490(2) 0.064(5) Uani 1 1 d . . . . .
H24 H 0.330174 0.400755 0.550940 0.077 Uiso 1 1 calc R U . . .
C25 C 0.2610(9) 0.4132(10) 0.420(3) 0.076(6) Uani 1 1 d . . . . .
H25 H 0.241088 0.365294 0.432467 0.091 Uiso 1 1 calc R U . . .
C26 C 0.2367(9) 0.4606(10) 0.3311(19) 0.056(4) Uani 1 1 d . . . . .
H26 H 0.200696 0.443927 0.284051 0.067 Uiso 1 1 calc R U . . .
C27 C 0.2635(9) 0.5343(10) 0.307(2) 0.056(4) Uani 1 1 d . . . . .
H27 H 0.247706 0.566993 0.244873 0.067 Uiso 1 1 calc R U . . .
C28 C 0.3167(9) 0.5534(9) 0.3860(18) 0.052(4) Uani 1 1 d . . . . .
C29 C 0.6032(12) 0.6505(11) 0.660(2) 0.068(5) Uani 1 1 d . . . . .
H29 H 0.595430 0.609523 0.721010 0.082 Uiso 1 1 calc R U . . .
C30 C 0.6205(16) 0.7233(17) 0.724(3) 0.090(8) Uani 1 1 d . . . . .
H30A H 0.651472 0.751996 0.674820 0.108 Uiso 1 1 calc R U . . .
H30B H 0.640121 0.711594 0.803278 0.108 Uiso 1 1 calc R U . . .
H30C H 0.581068 0.753447 0.736595 0.108 Uiso 1 1 calc R U . . .
C31 C 0.6592(11) 0.6277(19) 0.575(3) 0.087(8) Uani 1 1 d . . . . .
H31A H 0.646163 0.583656 0.526561 0.104 Uiso 1 1 calc R U . . .
H31B H 0.697598 0.614766 0.623572 0.104 Uiso 1 1 calc R U . . .
H31C H 0.669603 0.669975 0.520802 0.104 Uiso 1 1 calc R U . . .
C32 C 0.4891(12) 0.4077(12) 0.674(2) 0.073(6) Uani 1 1 d . . . . .
H32 H 0.492295 0.369869 0.612501 0.088 Uiso 1 1 calc R U . . .
C33 C 0.5366(12) 0.4527(14) 0.712(3) 0.075(6) Uani 1 1 d . . . . .
H33 H 0.580384 0.449809 0.684382 0.090 Uiso 1 1 calc R U . . .
C34 C 0.5134(11) 0.5055(14) 0.798(3) 0.077(6) Uani 1 1 d . . . . .
H34 H 0.536892 0.546436 0.832703 0.092 Uiso 1 1 calc R U . . .
C35 C 0.4474(10) 0.4851(13) 0.822(3) 0.075(6) Uani 1 1 d . . . . .
H35 H 0.420071 0.507351 0.882025 0.090 Uiso 1 1 calc R U . . .
C36 C 0.4304(12) 0.4274(11) 0.744(2) 0.074(7) Uani 1 1 d . . . . .
H36 H 0.388780 0.404607 0.736356 0.089 Uiso 1 1 calc R U . . .
C37 C 0.457(3) 0.7855(19) 0.862(3) 0.122(14) Uani 1 1 d . . . . .
H37A H 0.436263 0.803408 0.937494 0.147 Uiso 1 1 calc R U . . .
H37B H 0.499670 0.811066 0.853239 0.147 Uiso 1 1 calc R U . . .
I1 I 0.33673(8) 0.71616(9) 0.08496(17) 0.0748(5) Uani 1 1 d . . . . .
I2 I 0.34957(6) 0.84241(6) 0.42031(18) 0.0681(4) Uani 1 1 d . . . . .
N1 N 0.2235(8) 0.5925(9) 0.7328(17) 0.059(4) Uani 1 1 d . . . . .
N2 N 0.2240(7) 0.6439(8) 0.5576(14) 0.053(4) Uani 1 1 d . . . . .
N3 N 0.1363(6) 0.6311(7) 0.4300(18) 0.053(3) Uani 1 1 d . . . . .
N4 N 0.2183(7) 0.7029(8) 0.3533(16) 0.053(4) Uani 1 1 d . . . . .
N5 N 0.5451(7) 0.6611(7) 0.5850(18) 0.054(3) Uani 1 1 d . . . . .
N6 N 0.4538(7) 0.6450(8) 0.4919(16) 0.051(3) Uani 1 1 d . . . . .
N7 N 0.3946(7) 0.5382(8) 0.5245(16) 0.052(3) Uani 1 1 d . . . . .
N8 N 0.3535(6) 0.6190(8) 0.3840(14) 0.046(3) Uani 1 1 d . . . . .
Ni1 Ni 0.11250(14) 0.56102(16) 0.5526(3) 0.0563(8) Uani 1 1 d . . . . .
Ni2 Ni 0.46114(16) 0.52318(17) 0.6417(4) 0.0577(8) Uani 1 1 d . . . . .
Zn1 Zn 0.31510(12) 0.71795(12) 0.3139(3) 0.0530(6) Uani 1 1 d . . . . .
Cl1 Cl 0.4064(5) 0.8071(5) 0.7334(9) 0.121(3) Uani 1 1 d . . . . .
Cl2 Cl 0.4682(5) 0.6843(4) 0.8671(10) 0.115(3) 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 N2 1.37(2) . ?
C1 N1 1.38(2) . ?
C1 Ni1 1.853(18) . ?
C2 C3 1.35(3) . ?
C2 N1 1.37(2) . ?
C2 H2 0.9500 . ?
C3 N2 1.40(2) . ?
C3 H3 0.9500 . ?
C4 N4 1.31(3) . ?
C4 N3 1.37(2) . ?
C4 N2 1.41(3) . ?
C5 C10 1.39(3) . ?
C5 C6 1.40(3) . ?
C5 N3 1.42(3) . ?
C6 C7 1.42(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.40(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.38(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.41(3) . ?
C9 H9 0.9500 . ?
C10 N4 1.36(3) . ?
C11 N1 1.47(3) . ?
C11 C12 1.53(3) . ?
C11 C13 1.54(3) . ?
C11 H11 1.0000 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C18 1.36(4) . ?
C14 C15 1.44(5) . ?
C14 Ni1 2.13(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.37(5) . ?
C15 Ni1 2.13(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.48(4) . ?
C16 Ni1 2.06(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.31(5) . ?
C17 Ni1 2.12(3) . ?
C17 H17 0.9500 . ?
C18 Ni1 2.10(3) . ?
C18 H18 0.9500 . ?
C19 N6 1.36(2) . ?
C19 N5 1.36(2) . ?
C19 Ni2 1.868(18) . ?
C20 C21 1.36(3) . ?
C20 N5 1.40(2) . ?
C20 H20 0.9500 . ?
C21 N6 1.40(2) . ?
C21 H21 0.9500 . ?
C22 N7 1.33(2) . ?
C22 N8 1.33(2) . ?
C22 N6 1.37(2) . ?
C23 C28 1.36(3) . ?
C23 C24 1.38(3) . ?
C23 N7 1.41(2) . ?
C24 C25 1.38(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.38(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.44(2) . ?
C26 H26 0.9500 . ?
C27 C28 1.44(3) . ?
C27 H27 0.9500 . ?
C28 N8 1.39(2) . ?
C29 N5 1.46(3) . ?
C29 C30 1.51(3) . ?
C29 C31 1.54(4) . ?
C29 H29 1.0000 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 C33 1.33(4) . ?
C32 C36 1.47(4) . ?
C32 Ni2 2.15(2) . ?
C32 H32 0.9500 . ?
C33 C34 1.42(4) . ?
C33 Ni2 2.13(2) . ?
C33 H33 0.9500 . ?
C34 C35 1.43(3) . ?
C34 Ni2 2.05(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.38(3) . ?
C35 Ni2 2.12(3) . ?
C35 H35 0.9500 . ?
C36 Ni2 2.127(18) . ?
C36 H36 0.9500 . ?
C37 Cl1 1.79(4) . ?
C37 Cl2 1.80(3) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
I1 Zn1 2.558(4) . ?
I2 Zn1 2.590(3) . ?
N3 Ni1 1.895(17) . ?
N4 Zn1 2.056(15) . ?
N7 Ni2 1.899(16) . ?
N8 Zn1 2.067(14) . ?

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
N2 C1 N1 101.5(14) . . ?
N2 C1 Ni1 114.3(12) . . ?
N1 C1 Ni1 143.3(13) . . ?
C3 C2 N1 108.9(18) . . ?
C3 C2 H2 125.6 . . ?
N1 C2 H2 125.6 . . ?
C2 C3 N2 103.9(15) . . ?
C2 C3 H3 128.1 . . ?
N2 C3 H3 128.1 . . ?
N4 C4 N3 116.2(18) . . ?
N4 C4 N2 132.3(17) . . ?
N3 C4 N2 111.5(18) . . ?
C10 C5 C6 124.9(19) . . ?
C10 C5 N3 106.2(16) . . ?
C6 C5 N3 128.7(18) . . ?
C5 C6 C7 114.9(19) . . ?
C5 C6 H6 122.5 . . ?
C7 C6 H6 122.5 . . ?
C8 C7 C6 121(2) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
C9 C8 C7 122(2) . . ?
C9 C8 H8 118.8 . . ?
C7 C8 H8 118.8 . . ?
C8 C9 C10 118(2) . . ?
C8 C9 H9 121.0 . . ?
C10 C9 H9 121.0 . . ?
N4 C10 C5 111.1(17) . . ?
N4 C10 C9 130.2(18) . . ?
C5 C10 C9 118.7(19) . . ?
N1 C11 C12 108.2(17) . . ?
N1 C11 C13 111(2) . . ?
C12 C11 C13 112(2) . . ?
N1 C11 H11 108.5 . . ?
C12 C11 H11 108.5 . . ?
C13 C11 H11 108.5 . . ?
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 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C18 C14 C15 106(3) . . ?
C18 C14 Ni1 70.0(19) . . ?
C15 C14 Ni1 70.2(18) . . ?
C18 C14 H14 127.2 . . ?
C15 C14 H14 127.2 . . ?
Ni1 C14 H14 124.2 . . ?
C16 C15 C14 109(3) . . ?
C16 C15 Ni1 68.1(16) . . ?
C14 C15 Ni1 70.3(16) . . ?
C16 C15 H15 125.4 . . ?
C14 C15 H15 125.4 . . ?
Ni1 C15 H15 127.7 . . ?
C15 C16 C17 105(3) . . ?
C15 C16 Ni1 73.8(19) . . ?
C17 C16 Ni1 71.3(17) . . ?
C15 C16 H16 127.6 . . ?
C17 C16 H16 127.6 . . ?
Ni1 C16 H16 119.4 . . ?
C18 C17 C16 107(4) . . ?
C18 C17 Ni1 71(2) . . ?
C16 C17 Ni1 67.2(16) . . ?
C18 C17 H17 126.4 . . ?
C16 C17 H17 126.4 . . ?
Ni1 C17 H17 126.8 . . ?
C17 C18 C14 113(4) . . ?
C17 C18 Ni1 73(2) . . ?
C14 C18 Ni1 72.5(18) . . ?
C17 C18 H18 123.6 . . ?
C14 C18 H18 123.6 . . ?
Ni1 C18 H18 122.9 . . ?
N6 C19 N5 105.1(15) . . ?
N6 C19 Ni2 113.8(13) . . ?
N5 C19 Ni2 141.0(14) . . ?
C21 C20 N5 107.7(14) . . ?
C21 C20 H20 126.2 . . ?
N5 C20 H20 126.2 . . ?
C20 C21 N6 105.6(16) . . ?
C20 C21 H21 127.2 . . ?
N6 C21 H21 127.2 . . ?
N7 C22 N8 117.0(16) . . ?
N7 C22 N6 115.2(16) . . ?
N8 C22 N6 127.7(16) . . ?
C28 C23 C24 123.1(18) . . ?
C28 C23 N7 107.4(14) . . ?
C24 C23 N7 129.5(18) . . ?
C25 C24 C23 117(2) . . ?
C25 C24 H24 121.3 . . ?
C23 C24 H24 121.3 . . ?
C24 C25 C26 121.5(17) . . ?
C24 C25 H25 119.2 . . ?
C26 C25 H25 119.2 . . ?
C25 C26 C27 122.8(19) . . ?
C25 C26 H26 118.6 . . ?
C27 C26 H26 118.6 . . ?
C26 C27 C28 113.0(17) . . ?
C26 C27 H27 123.5 . . ?
C28 C27 H27 123.5 . . ?
C23 C28 N8 110.6(16) . . ?
C23 C28 C27 122.1(16) . . ?
N8 C28 C27 127.1(17) . . ?
N5 C29 C30 110.3(18) . . ?
N5 C29 C31 108(2) . . ?
C30 C29 C31 109(2) . . ?
N5 C29 H29 109.8 . . ?
C30 C29 H29 109.8 . . ?
C31 C29 H29 109.8 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C33 C32 C36 107(2) . . ?
C33 C32 Ni2 71.4(13) . . ?
C36 C32 Ni2 69.1(11) . . ?
C33 C32 H32 126.3 . . ?
C36 C32 H32 126.3 . . ?
Ni2 C32 H32 124.8 . . ?
C32 C33 C34 111(2) . . ?
C32 C33 Ni2 72.5(14) . . ?
C34 C33 Ni2 67.1(14) . . ?
C32 C33 H33 124.5 . . ?
C34 C33 H33 124.5 . . ?
Ni2 C33 H33 127.4 . . ?
C33 C34 C35 106(2) . . ?
C33 C34 Ni2 73.4(17) . . ?
C35 C34 Ni2 72.4(16) . . ?
C33 C34 H34 126.9 . . ?
C35 C34 H34 126.9 . . ?
Ni2 C34 H34 119.3 . . ?
C36 C35 C34 108(2) . . ?
C36 C35 Ni2 71.4(15) . . ?
C34 C35 Ni2 67.5(16) . . ?
C36 C35 H35 126.0 . . ?
C34 C35 H35 126.0 . . ?
Ni2 C35 H35 126.7 . . ?
C35 C36 C32 107(2) . . ?
C35 C36 Ni2 70.6(14) . . ?
C32 C36 Ni2 70.6(12) . . ?
C35 C36 H36 126.4 . . ?
C32 C36 H36 126.4 . . ?
Ni2 C36 H36 124.0 . . ?
Cl1 C37 Cl2 108.1(19) . . ?
Cl1 C37 H37A 110.1 . . ?
Cl2 C37 H37A 110.1 . . ?
Cl1 C37 H37B 110.1 . . ?
Cl2 C37 H37B 110.1 . . ?
H37A C37 H37B 108.4 . . ?
C2 N1 C1 111.7(17) . . ?
C2 N1 C11 126.0(19) . . ?
C1 N1 C11 122.3(16) . . ?
C1 N2 C3 114.1(14) . . ?
C1 N2 C4 115.2(15) . . ?
C3 N2 C4 130.5(15) . . ?
C4 N3 C5 102.3(15) . . ?
C4 N3 Ni1 114.6(14) . . ?
C5 N3 Ni1 142.6(12) . . ?
C4 N4 C10 104.2(15) . . ?
C4 N4 Zn1 123.8(13) . . ?
C10 N4 Zn1 126.8(14) . . ?
C19 N5 C20 109.9(15) . . ?
C19 N5 C29 126.9(16) . . ?
C20 N5 C29 122.9(15) . . ?
C19 N6 C22 114.5(15) . . ?
C19 N6 C21 111.7(15) . . ?
C22 N6 C21 133.3(17) . . ?
C22 N7 C23 102.9(15) . . ?
C22 N7 Ni2 113.5(12) . . ?
C23 N7 Ni2 143.5(12) . . ?
C22 N8 C28 101.7(14) . . ?
C22 N8 Zn1 134.6(12) . . ?
C28 N8 Zn1 120.2(11) . . ?
C1 Ni1 N3 83.6(7) . . ?
C1 Ni1 C16 105.9(11) . . ?
N3 Ni1 C16 170.0(10) . . ?
C1 Ni1 C18 166.9(13) . . ?
N3 Ni1 C18 104.6(11) . . ?
C16 Ni1 C18 65.5(14) . . ?
C1 Ni1 C17 130.9(12) . . ?
N3 Ni1 C17 129.2(10) . . ?
C16 Ni1 C17 41.5(12) . . ?
C18 Ni1 C17 36.2(13) . . ?
C1 Ni1 C15 116.4(10) . . ?
N3 Ni1 C15 140.4(12) . . ?
C16 Ni1 C15 38.1(13) . . ?
C18 Ni1 C15 63.5(12) . . ?
C17 Ni1 C15 64.3(12) . . ?
C1 Ni1 C14 150.1(10) . . ?
N3 Ni1 C14 107.4(11) . . ?
C16 Ni1 C14 66.1(14) . . ?
C18 Ni1 C14 37.5(12) . . ?
C17 Ni1 C14 63.2(14) . . ?
C15 Ni1 C14 39.4(13) . . ?
C19 Ni2 N7 82.9(7) . . ?
C19 Ni2 C34 105.1(9) . . ?
N7 Ni2 C34 165.5(8) . . ?
C19 Ni2 C35 131.9(9) . . ?
N7 Ni2 C35 125.8(7) . . ?
C34 Ni2 C35 40.1(9) . . ?
C19 Ni2 C36 169.8(9) . . ?
N7 Ni2 C36 104.8(7) . . ?
C34 Ni2 C36 66.0(8) . . ?
C35 Ni2 C36 38.0(9) . . ?
C19 Ni2 C33 112.7(9) . . ?
N7 Ni2 C33 148.3(9) . . ?
C34 Ni2 C33 39.5(11) . . ?
C35 Ni2 C33 64.8(10) . . ?
C36 Ni2 C33 64.0(10) . . ?
C19 Ni2 C32 141.9(9) . . ?
N7 Ni2 C32 115.9(9) . . ?
C34 Ni2 C32 65.1(10) . . ?
C35 Ni2 C32 65.2(9) . . ?
C36 Ni2 C32 40.4(10) . . ?
C33 Ni2 C32 36.1(10) . . ?
N4 Zn1 N8 100.5(5) . . ?
N4 Zn1 I1 112.0(5) . . ?
N8 Zn1 I1 106.9(4) . . ?
N4 Zn1 I2 106.2(5) . . ?
N8 Zn1 I2 116.4(4) . . ?
I1 Zn1 I2 114.08(11) . . ?

_refine_diff_density_max         1.812
_refine_diff_density_min         -1.210
_refine_diff_density_rms         0.222

####################################################################### 
# 
# 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_sv0746
_database_code_depnum_ccdc_archive 'CCDC 1939136'
loop_
_audit_author_name
_audit_author_address
'Clemens Bruhn'
;University of Kassel
Germany
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-07-19 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         ?
_chemical_formula_sum            'C36 H36 Br2 Cu2 N8 Ni2'
_chemical_formula_weight         985.05

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'
Cu Cu -1.9646 0.5888 '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'
Ni Ni -3.0029 0.5091 '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/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.5888(12)
_cell_length_b                   20.771(2)
_cell_length_c                   9.4041(12)
_cell_angle_alpha                90
_cell_angle_beta                 112.364(9)
_cell_angle_gamma                90
_cell_volume                     1732.1(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9097
_cell_measurement_theta_min      4.26
_cell_measurement_theta_max      71.29

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.889
_exptl_crystal_F_000             984
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    5.624
_shelx_estimated_absorpt_T_min   0.577
_shelx_estimated_absorpt_T_max   0.946
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in: F. R. Ahmed (Editor), "Crystallographic
Computing", Munksgaard, Copenhagen (1970), 255 - 270.
Afterwards scaling of reflection intensities was performed within 
STOE LANA.
J. Koziskova et al., Acta Chimica Slovaca, vol. 9, no. 2, 
2016, pp. 136 - 140.
;
_exptl_absorpt_correction_T_min  0.1199
_exptl_absorpt_correction_T_max  0.8431
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'

_diffrn_detector                 Pilatus200K
_diffrn_detector_type            'DECTRIS PILATUS 200K'
_diffrn_detector_area_resol_mean 5.81

_diffrn_source                   Cu-Genix
_diffrn_source_type              ?
_diffrn_radiation_probe          x-ray
_diffrn_source_target            ?
_diffrn_source_voltage           50
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '1.2 mm, 0.6 diameter'

_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_measurement_details      
; 874 frames, detector distance = 40 mm
;
_diffrn_reflns_number            6735
_diffrn_reflns_av_unetI/netI     0.0643
_diffrn_reflns_av_R_equivalents  0.0797
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         4.987
_diffrn_reflns_theta_max         68.994
_diffrn_reflns_theta_full        67.686
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.983
_reflns_number_total             3164
_reflns_number_gt                2280
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.1932P)²+15.8999P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3164
_refine_ls_number_parameters     228
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1311
_refine_ls_R_factor_gt           0.1025
_refine_ls_wR_factor_ref         0.3287
_refine_ls_wR_factor_gt          0.2746
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.091
_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
C1 C 0.6350(13) 0.3460(6) 0.8022(13) 0.042(2) Uani 1 1 d . . . . .
C2 C 0.8769(12) 0.3614(6) 0.9604(13) 0.041(3) Uani 1 1 d . . . . .
H2A H 0.967549 0.359180 1.049132 0.050 Uiso 1 1 calc R U . . .
C3 C 0.8583(12) 0.3932(6) 0.8292(13) 0.041(3) Uani 1 1 d . . . . .
H3A H 0.931651 0.417567 0.807430 0.050 Uiso 1 1 calc R U . . .
C4 C 0.6233(12) 0.4027(6) 0.5857(13) 0.040(2) Uani 1 1 d . . . . .
C5 C 0.4184(13) 0.4122(6) 0.3882(12) 0.040(2) Uani 1 1 d . . . . .
C6 C 0.2741(13) 0.4124(6) 0.2769(13) 0.041(2) Uani 1 1 d . . . . .
H6A H 0.195191 0.388970 0.290787 0.049 Uiso 1 1 calc R U . . .
C7 C 0.2478(14) 0.4480(6) 0.1441(13) 0.044(3) Uani 1 1 d . . . . .
H7A H 0.148968 0.449208 0.066896 0.053 Uiso 1 1 calc R U . . .
C8 C 0.3602(14) 0.4810(5) 0.1223(13) 0.043(3) Uani 1 1 d . . . . .
H8A H 0.337843 0.503884 0.028723 0.052 Uiso 1 1 calc R U . . .
C9 C 0.5061(14) 0.4826(5) 0.2309(13) 0.041(2) Uani 1 1 d . . . . .
H9A H 0.583564 0.506306 0.214782 0.049 Uiso 1 1 calc R U . . .
C10 C 0.5332(12) 0.4479(6) 0.3641(13) 0.042(2) Uani 1 1 d . . . . .
C11 C 0.7168(14) 0.2935(6) 1.0631(13) 0.044(3) Uani 1 1 d . . . . .
H11A H 0.645287 0.257818 1.011618 0.053 Uiso 1 1 calc R U . . .
C12 C 0.8633(15) 0.2635(8) 1.1696(17) 0.061(4) Uani 1 1 d . . . . .
H12A H 0.843722 0.235543 1.243841 0.073 Uiso 1 1 calc R U . . .
H12B H 0.933953 0.297588 1.224624 0.073 Uiso 1 1 calc R U . . .
H12C H 0.907190 0.238037 1.109256 0.073 Uiso 1 1 calc R U . . .
C13 C 0.6452(16) 0.3343(6) 1.1485(15) 0.052(3) Uani 1 1 d . . . . .
H13C H 0.551335 0.352914 1.075607 0.062 Uiso 1 1 calc R U . . .
H13B H 0.714529 0.369000 1.202299 0.062 Uiso 1 1 calc R U . . .
H13A H 0.623179 0.307692 1.223452 0.062 Uiso 1 1 calc R U . . .
C14 C 0.2927(14) 0.2513(6) 0.6662(15) 0.050(3) Uani 1 1 d . . . . .
H14A H 0.314140 0.207535 0.652857 0.060 Uiso 1 1 calc R U . . .
C15 C 0.2119(13) 0.2943(6) 0.5515(14) 0.045(3) Uani 1 1 d . . . . .
H15A H 0.176694 0.286594 0.443915 0.054 Uiso 1 1 calc R U . . .
C16 C 0.1907(14) 0.3524(6) 0.6237(16) 0.049(3) Uani 1 1 d . . . . .
H16A H 0.133993 0.388574 0.570889 0.059 Uiso 1 1 calc R U . . .
C17 C 0.2643(15) 0.3478(7) 0.7794(16) 0.051(3) Uani 1 1 d . . . . .
H17A H 0.267053 0.379150 0.854102 0.061 Uiso 1 1 calc R U . . .
C18 C 0.3372(14) 0.2854(7) 0.8073(15) 0.050(3) Uani 1 1 d . . . . .
H18A H 0.404002 0.269858 0.904326 0.060 Uiso 1 1 calc R U . . .
Br1 Br 1.07656(13) 0.52111(6) 0.71321(13) 0.0431(5) Uani 1 1 d . . . . .
Cu1 Cu 0.85910(19) 0.47698(8) 0.5212(2) 0.0439(6) Uani 1 1 d . . . . .
N1 N 0.7389(10) 0.3323(5) 0.9432(10) 0.037(2) Uani 1 1 d . . . . .
N2 N 0.7091(10) 0.3826(5) 0.7326(10) 0.041(2) Uani 1 1 d . . . . .
N3 N 0.4811(11) 0.3831(5) 0.5329(11) 0.043(2) Uani 1 1 d . . . . .
N4 N 0.6668(10) 0.4399(5) 0.4946(11) 0.042(2) Uani 1 1 d . . . . .
Ni1 Ni 0.4276(2) 0.33566(9) 0.6768(2) 0.0403(6) 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 N1 1.352(14) . ?
C1 N2 1.367(15) . ?
C1 Ni1 1.899(12) . ?
C2 C3 1.350(17) . ?
C2 N1 1.407(14) . ?
C2 H2A 0.9500 . ?
C3 N2 1.390(14) . ?
C3 H3A 0.9500 . ?
C4 N3 1.325(15) . ?
C4 N4 1.333(15) . ?
C4 N2 1.377(14) . ?
C5 C6 1.382(16) . ?
C5 N3 1.399(14) . ?
C5 C10 1.414(17) . ?
C6 C7 1.388(17) . ?
C6 H6A 0.9500 . ?
C7 C8 1.358(18) . ?
C7 H7A 0.9500 . ?
C8 C9 1.384(17) . ?
C8 H8A 0.9500 . ?
C9 C10 1.381(16) . ?
C9 H9A 0.9500 . ?
C10 N4 1.407(15) . ?
C11 N1 1.465(15) . ?
C11 C13 1.502(19) . ?
C11 C12 1.515(18) . ?
C11 H11A 1.0000 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13C 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13A 0.9800 . ?
C14 C15 1.387(18) . ?
C14 C18 1.420(19) . ?
C14 Ni1 2.158(13) . ?
C14 H14A 0.9500 . ?
C15 C16 1.437(18) . ?
C15 Ni1 2.133(12) . ?
C15 H15A 0.9500 . ?
C16 C17 1.366(19) . ?
C16 Ni1 2.160(12) . ?
C16 H16A 0.9500 . ?
C17 C18 1.45(2) . ?
C17 Ni1 2.144(13) . ?
C17 H17A 0.9500 . ?
C18 Ni1 2.039(12) . ?
C18 H18A 0.9500 . ?
Br1 Cu1 2.363(2) . ?
Br1 Cu1 2.505(2) 3_766 ?
Cu1 N4 1.924(10) . ?
Cu1 Cu1 3.032(3) 3_766 ?
N3 Ni1 1.896(10) . ?

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
N1 C1 N2 105.3(10) . . ?
N1 C1 Ni1 142.4(9) . . ?
N2 C1 Ni1 112.2(8) . . ?
C3 C2 N1 108.3(9) . . ?
C3 C2 H2A 125.8 . . ?
N1 C2 H2A 125.8 . . ?
C2 C3 N2 105.4(10) . . ?
C2 C3 H3A 127.3 . . ?
N2 C3 H3A 127.3 . . ?
N3 C4 N4 117.8(10) . . ?
N3 C4 N2 114.8(10) . . ?
N4 C4 N2 127.4(10) . . ?
C6 C5 N3 132.4(11) . . ?
C6 C5 C10 119.5(10) . . ?
N3 C5 C10 108.0(9) . . ?
C5 C6 C7 118.0(11) . . ?
C5 C6 H6A 121.0 . . ?
C7 C6 H6A 121.0 . . ?
C8 C7 C6 121.4(11) . . ?
C8 C7 H7A 119.3 . . ?
C6 C7 H7A 119.3 . . ?
C7 C8 C9 122.6(11) . . ?
C7 C8 H8A 118.7 . . ?
C9 C8 H8A 118.7 . . ?
C10 C9 C8 116.4(11) . . ?
C10 C9 H9A 121.8 . . ?
C8 C9 H9A 121.8 . . ?
C9 C10 N4 130.3(11) . . ?
C9 C10 C5 122.0(10) . . ?
N4 C10 C5 107.7(10) . . ?
N1 C11 C13 109.3(10) . . ?
N1 C11 C12 111.4(10) . . ?
C13 C11 C12 112.1(11) . . ?
N1 C11 H11A 108.0 . . ?
C13 C11 H11A 108.0 . . ?
C12 C11 H11A 108.0 . . ?
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 . . ?
C11 C13 H13C 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13C C13 H13B 109.5 . . ?
C11 C13 H13A 109.5 . . ?
H13C C13 H13A 109.5 . . ?
H13B C13 H13A 109.5 . . ?
C15 C14 C18 106.6(11) . . ?
C15 C14 Ni1 70.2(7) . . ?
C18 C14 Ni1 65.8(7) . . ?
C15 C14 H14A 126.7 . . ?
C18 C14 H14A 126.7 . . ?
Ni1 C14 H14A 128.8 . . ?
C14 C15 C16 108.1(11) . . ?
C14 C15 Ni1 72.1(7) . . ?
C16 C15 Ni1 71.5(7) . . ?
C14 C15 H15A 125.9 . . ?
C16 C15 H15A 125.9 . . ?
Ni1 C15 H15A 122.2 . . ?
C17 C16 C15 109.9(12) . . ?
C17 C16 Ni1 70.9(7) . . ?
C15 C16 Ni1 69.5(7) . . ?
C17 C16 H16A 125.0 . . ?
C15 C16 H16A 125.0 . . ?
Ni1 C16 H16A 126.2 . . ?
C16 C17 C18 105.8(12) . . ?
C16 C17 Ni1 72.1(7) . . ?
C18 C17 Ni1 65.9(7) . . ?
C16 C17 H17A 127.1 . . ?
C18 C17 H17A 127.1 . . ?
Ni1 C17 H17A 126.4 . . ?
C14 C18 C17 109.0(11) . . ?
C14 C18 Ni1 74.8(7) . . ?
C17 C18 Ni1 73.7(7) . . ?
C14 C18 H18A 125.5 . . ?
C17 C18 H18A 125.5 . . ?
Ni1 C18 H18A 117.8 . . ?
Cu1 Br1 Cu1 76.99(7) . 3_766 ?
N4 Cu1 Br1 141.0(3) . . ?
N4 Cu1 Br1 115.9(3) . 3_766 ?
Br1 Cu1 Br1 103.01(7) . 3_766 ?
N4 Cu1 Cu1 165.2(3) . 3_766 ?
Br1 Cu1 Cu1 53.61(6) . 3_766 ?
Br1 Cu1 Cu1 49.41(6) 3_766 3_766 ?
C1 N1 C2 109.4(9) . . ?
C1 N1 C11 127.0(9) . . ?
C2 N1 C11 123.6(9) . . ?
C1 N2 C4 115.4(9) . . ?
C1 N2 C3 111.6(9) . . ?
C4 N2 C3 133.0(10) . . ?
C4 N3 C5 103.4(10) . . ?
C4 N3 Ni1 114.3(8) . . ?
C5 N3 Ni1 141.8(8) . . ?
C4 N4 C10 103.0(9) . . ?
C4 N4 Cu1 131.9(8) . . ?
C10 N4 Cu1 125.2(8) . . ?
N3 Ni1 C1 83.2(5) . . ?
N3 Ni1 C18 171.3(5) . . ?
C1 Ni1 C18 105.6(5) . . ?
N3 Ni1 C15 106.5(5) . . ?
C1 Ni1 C15 162.6(5) . . ?
C18 Ni1 C15 65.3(5) . . ?
N3 Ni1 C17 134.6(5) . . ?
C1 Ni1 C17 118.6(5) . . ?
C18 Ni1 C17 40.4(5) . . ?
C15 Ni1 C17 64.9(5) . . ?
N3 Ni1 C14 135.2(5) . . ?
C1 Ni1 C14 126.0(5) . . ?
C18 Ni1 C14 39.4(5) . . ?
C15 Ni1 C14 37.7(5) . . ?
C17 Ni1 C14 65.8(5) . . ?
N3 Ni1 C16 107.3(5) . . ?
C1 Ni1 C16 152.4(5) . . ?
C18 Ni1 C16 64.6(5) . . ?
C15 Ni1 C16 39.1(5) . . ?
C17 Ni1 C16 37.0(5) . . ?
C14 Ni1 C16 64.0(5) . . ?

_refine_diff_density_max         1.896
_refine_diff_density_min         -1.329
_refine_diff_density_rms         0.276

####################################################################### 
# 
# 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_i2948
_database_code_depnum_ccdc_archive 'CCDC 1939138'
loop_
_audit_author_name
_audit_author_address
'Clemens Bruhn'
;University of Kassel
Germany
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-07-19 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         ?
_chemical_formula_sum            'C32 H28 I2 N8 Ni2 Zn'
_chemical_formula_weight         961.21

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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

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

_cell_length_a                   17.7226(7)
_cell_length_b                   16.5686(5)
_cell_length_c                   21.4449(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6297.1(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    16816
_cell_measurement_theta_min      1.49
_cell_measurement_theta_max      27.23

_exptl_crystal_description       plate
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.028
_exptl_crystal_F_000             3744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.090
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    3.939
_shelx_estimated_absorpt_T_min   0.718
_shelx_estimated_absorpt_T_max   0.925
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in: F. R. Ahmed (Editor), "Crystallographic
Computing", Munksgaard, Copenhagen (1970), 255 - 270.
Afterwards scaling of reflection intensities was performed within STOE LANA.
J. Koziskova et al., Acta Chimica Slovaca, vol. 9, no. 2, 2016, 
pp. 136 - 140.
;
_exptl_absorpt_correction_T_min  0.5255
_exptl_absorpt_correction_T_max  0.9197
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       '2-circle diffractometer'
_diffrn_measurement_device_type  'STOE IPDS II'

_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            'STOE Imaging Plate'
_diffrn_detector_area_resol_mean 6.67

_diffrn_source                   'Genix Mo HF'
_diffrn_source_type              ?
_diffrn_radiation_probe          x-ray
_diffrn_source_target            ?
_diffrn_source_voltage           50
_diffrn_source_current           1.000
_diffrn_source_power             0.050
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_collimation    '1.2, 0.6 mm diameter, multiple pinhole'

_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_measurement_details      
; 88 frames, detector distance = 120 mm
;

_diffrn_reflns_number            15493
_diffrn_reflns_av_unetI/netI     0.0384
_diffrn_reflns_av_R_equivalents  0.0380
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.932
_diffrn_reflns_theta_max         25.749
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6010
_reflns_number_gt                4542
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0603P)²+30.9891P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6010
_refine_ls_number_parameters     408
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0736
_refine_ls_R_factor_gt           0.0497
_refine_ls_wR_factor_ref         0.1328
_refine_ls_wR_factor_gt          0.1180
_refine_ls_goodness_of_fit_ref   1.135
_refine_ls_restrained_S_all      1.135
_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
C1 C -0.0436(4) 0.2748(5) 0.3408(3) 0.0315(17) Uani 1 1 d . . . . .
C2 C 0.0244(4) 0.1629(5) 0.3211(4) 0.0332(17) Uani 1 1 d . . . . .
H2A H 0.049092 0.112713 0.327470 0.040 Uiso 1 1 calc R U . . .
C3 C 0.0218(5) 0.2049(4) 0.2682(4) 0.0338(17) Uani 1 1 d . . . . .
H3A H 0.043928 0.190220 0.229438 0.041 Uiso 1 1 calc R U . . .
C4 C -0.0485(4) 0.3361(4) 0.2433(3) 0.0300(16) Uani 1 1 d . . . . .
C5 C -0.1214(4) 0.4363(4) 0.2277(3) 0.0290(16) Uani 1 1 d . . . . .
C6 C -0.1753(5) 0.4964(4) 0.2294(4) 0.0337(17) Uani 1 1 d . . . . .
H6A H -0.201479 0.508930 0.266889 0.040 Uiso 1 1 calc R U . . .
C7 C -0.1899(5) 0.5375(5) 0.1750(4) 0.0361(18) Uani 1 1 d . . . . .
H7A H -0.227398 0.578555 0.174914 0.043 Uiso 1 1 calc R U . . .
C8 C -0.1507(5) 0.5203(5) 0.1197(4) 0.0364(18) Uani 1 1 d . . . . .
H8A H -0.162301 0.549668 0.082824 0.044 Uiso 1 1 calc R U . . .
C9 C -0.0956(4) 0.4613(5) 0.1180(3) 0.0314(16) Uani 1 1 d . . . . .
H9A H -0.068728 0.449956 0.080661 0.038 Uiso 1 1 calc R U . . .
C10 C -0.0807(4) 0.4190(4) 0.1727(3) 0.0289(16) Uani 1 1 d . . . . .
C11 C -0.0277(5) 0.1789(5) 0.4289(4) 0.041(2) Uani 1 1 d . . . . .
H11C H -0.013032 0.122012 0.432311 0.049 Uiso 1 1 calc R U . . .
H11B H -0.081144 0.184680 0.439803 0.049 Uiso 1 1 calc R U . . .
H11A H 0.002987 0.211335 0.457431 0.049 Uiso 1 1 calc R U . . .
C12 C -0.1324(6) 0.4772(5) 0.3967(4) 0.048(2) Uani 1 1 d . . . . .
H12A H -0.125039 0.526634 0.375067 0.058 Uiso 1 1 calc R U . . .
C13 C -0.1973(5) 0.4314(5) 0.3943(4) 0.046(2) Uani 1 1 d . . . . .
H13A H -0.241401 0.444554 0.371145 0.055 Uiso 1 1 calc R U . . .
C14 C -0.1883(5) 0.3648(5) 0.4301(4) 0.042(2) Uani 1 1 d . . . . .
H14A H -0.225451 0.324777 0.438215 0.050 Uiso 1 1 calc R U . . .
C15 C -0.1147(6) 0.3654(6) 0.4529(4) 0.046(2) Uani 1 1 d . . . . .
H15A H -0.091297 0.323603 0.476305 0.056 Uiso 1 1 calc R U . . .
C16 C -0.0800(6) 0.4416(6) 0.4346(4) 0.054(3) Uani 1 1 d . . . . .
H16A H -0.031857 0.461871 0.446253 0.065 Uiso 1 1 calc R U . . .
C17 C 0.1522(4) 0.3986(5) 0.3446(3) 0.0333(17) Uani 1 1 d . . . . .
C18 C 0.0787(5) 0.5043(5) 0.3169(4) 0.0386(19) Uani 1 1 d . . . . .
H18A H 0.051062 0.553267 0.319941 0.046 Uiso 1 1 calc R U . . .
C19 C 0.0856(5) 0.4580(5) 0.2660(4) 0.0370(18) Uani 1 1 d . . . . .
H19A H 0.064546 0.467741 0.225960 0.044 Uiso 1 1 calc R U . . .
C20 C 0.1645(4) 0.3302(4) 0.2511(3) 0.0278(15) Uani 1 1 d . . . . .
C21 C 0.2465(4) 0.2354(4) 0.2420(3) 0.0317(17) Uani 1 1 d . . . . .
C22 C 0.3056(4) 0.1819(5) 0.2471(4) 0.0360(18) Uani 1 1 d . . . . .
H22A H 0.334231 0.177806 0.284392 0.043 Uiso 1 1 calc R U . . .
C23 C 0.3215(5) 0.1345(5) 0.1962(4) 0.0381(19) Uani 1 1 d . . . . .
H23A H 0.361734 0.096775 0.198663 0.046 Uiso 1 1 calc R U . . .
C24 C 0.2802(5) 0.1404(5) 0.1411(4) 0.0394(19) Uani 1 1 d . . . . .
H24A H 0.292596 0.106440 0.106847 0.047 Uiso 1 1 calc R U . . .
C25 C 0.2210(5) 0.1955(5) 0.1355(4) 0.0345(17) Uani 1 1 d . . . . .
H25A H 0.193019 0.200279 0.097869 0.041 Uiso 1 1 calc R U . . .
C26 C 0.2048(4) 0.2425(4) 0.1868(3) 0.0294(16) Uani 1 1 d . . . . .
C27 C 0.1282(5) 0.5014(5) 0.4256(4) 0.043(2) Uani 1 1 d . . . . .
H27C H 0.108255 0.556546 0.426220 0.051 Uiso 1 1 calc R U . . .
H27B H 0.181802 0.502163 0.436669 0.051 Uiso 1 1 calc R U . . .
H27A H 0.100478 0.468257 0.455793 0.051 Uiso 1 1 calc R U . . .
C28 C 0.1988(5) 0.2309(6) 0.4438(4) 0.044(2) Uani 1 1 d . . . . .
H28A H 0.158917 0.192917 0.447950 0.053 Uiso 1 1 calc R U . . .
C29 C 0.1985(5) 0.3104(5) 0.4651(4) 0.041(2) Uani 1 1 d . . . . .
H29A H 0.156715 0.337542 0.483354 0.050 Uiso 1 1 calc R U . . .
C30 C 0.2726(5) 0.3444(5) 0.4548(3) 0.040(2) Uani 1 1 d . . . . .
H30A H 0.288984 0.396756 0.466788 0.048 Uiso 1 1 calc R U . . .
C31 C 0.3156(5) 0.2862(5) 0.4240(4) 0.0376(19) Uani 1 1 d . . . . .
H31A H 0.366659 0.291272 0.411120 0.045 Uiso 1 1 calc R U . . .
C32 C 0.2681(5) 0.2175(5) 0.4154(4) 0.0395(19) Uani 1 1 d . . . . .
H32A H 0.281804 0.169809 0.393638 0.047 Uiso 1 1 calc R U . . .
N1 N -0.0158(4) 0.2065(4) 0.3651(3) 0.0333(14) Uani 1 1 d . . . . .
N2 N -0.0192(4) 0.2739(4) 0.2804(3) 0.0305(14) Uani 1 1 d . . . . .
N3 N -0.0984(4) 0.3820(4) 0.2727(3) 0.0314(14) Uani 1 1 d . . . . .
N4 N -0.0311(4) 0.3542(4) 0.1843(3) 0.0323(14) Uani 1 1 d . . . . .
N5 N 0.1192(4) 0.4678(4) 0.3642(3) 0.0324(14) Uani 1 1 d . . . . .
N6 N 0.1297(4) 0.3931(4) 0.2838(3) 0.0289(13) Uani 1 1 d . . . . .
N7 N 0.2175(4) 0.2918(4) 0.2837(3) 0.0299(14) Uani 1 1 d . . . . .
N8 N 0.1512(4) 0.3049(4) 0.1931(3) 0.0315(14) Uani 1 1 d . . . . .
Ni1 Ni -0.10465(6) 0.36373(6) 0.35902(4) 0.0309(2) Uani 1 1 d . . . . .
Ni2 Ni 0.21653(6) 0.31719(6) 0.37032(4) 0.0316(2) Uani 1 1 d . . . . .
Zn1 Zn 0.06207(5) 0.32450(5) 0.13480(4) 0.0284(2) Uani 1 1 d . . . . .
I1 I 0.02308(3) 0.18756(3) 0.08437(2) 0.03394(15) Uani 1 1 d . . . . .
I2 I 0.09901(3) 0.43907(3) 0.06051(2) 0.03449(15) 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 N1 1.340(10) . ?
C1 N2 1.367(10) . ?
C1 Ni1 1.869(8) . ?
C2 C3 1.333(11) . ?
C2 N1 1.385(10) . ?
C2 H2A 0.9500 . ?
C3 N2 1.379(10) . ?
C3 H3A 0.9500 . ?
C4 N3 1.326(10) . ?
C4 N4 1.337(9) . ?
C4 N2 1.402(9) . ?
C5 N3 1.381(9) . ?
C5 C6 1.382(11) . ?
C5 C10 1.411(10) . ?
C6 C7 1.375(11) . ?
C6 H6A 0.9500 . ?
C7 C8 1.405(11) . ?
C7 H7A 0.9500 . ?
C8 C9 1.383(11) . ?
C8 H8A 0.9500 . ?
C9 C10 1.393(10) . ?
C9 H9A 0.9500 . ?
C10 N4 1.409(10) . ?
C11 N1 1.458(9) . ?
C11 H11C 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11A 0.9800 . ?
C12 C16 1.367(14) . ?
C12 C13 1.380(14) . ?
C12 Ni1 2.105(8) . ?
C12 H12A 0.9500 . ?
C13 C14 1.355(12) . ?
C13 Ni1 2.128(8) . ?
C13 H13A 0.9500 . ?
C14 C15 1.393(13) . ?
C14 Ni1 2.126(8) . ?
C14 H14A 0.9500 . ?
C15 C16 1.459(14) . ?
C15 Ni1 2.022(8) . ?
C15 H15A 0.9500 . ?
C16 Ni1 2.117(9) . ?
C16 H16A 0.9500 . ?
C17 N5 1.353(10) . ?
C17 N6 1.368(9) . ?
C17 Ni2 1.851(8) . ?
C18 C19 1.340(11) . ?
C18 N5 1.382(10) . ?
C18 H18A 0.9500 . ?
C19 N6 1.382(10) . ?
C19 H19A 0.9500 . ?
C20 N8 1.331(9) . ?
C20 N7 1.333(9) . ?
C20 N6 1.400(9) . ?
C21 C22 1.377(11) . ?
C21 N7 1.391(10) . ?
C21 C26 1.401(11) . ?
C22 C23 1.373(12) . ?
C22 H22A 0.9500 . ?
C23 C24 1.394(12) . ?
C23 H23A 0.9500 . ?
C24 C25 1.396(11) . ?
C24 H24A 0.9500 . ?
C25 C26 1.379(10) . ?
C25 H25A 0.9500 . ?
C26 N8 1.410(9) . ?
C27 N5 1.438(10) . ?
C27 H27C 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27A 0.9800 . ?
C28 C32 1.389(13) . ?
C28 C29 1.394(13) . ?
C28 Ni2 2.151(8) . ?
C28 H28A 0.9500 . ?
C29 C30 1.447(12) . ?
C29 Ni2 2.062(8) . ?
C29 H29A 0.9500 . ?
C30 C31 1.396(12) . ?
C30 Ni2 2.115(8) . ?
C30 H30A 0.9500 . ?
C31 C32 1.427(12) . ?
C31 Ni2 2.161(8) . ?
C31 H31A 0.9500 . ?
C32 Ni2 2.121(8) . ?
C32 H32A 0.9500 . ?
N3 Ni1 1.878(6) . ?
N4 Zn1 2.024(6) . ?
N7 Ni2 1.904(6) . ?
N8 Zn1 2.042(6) . ?
Zn1 I2 2.5632(10) . ?
Zn1 I1 2.6067(10) . ?

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
N1 C1 N2 104.0(6) . . ?
N1 C1 Ni1 142.9(6) . . ?
N2 C1 Ni1 112.9(5) . . ?
C3 C2 N1 106.9(7) . . ?
C3 C2 H2A 126.6 . . ?
N1 C2 H2A 126.6 . . ?
C2 C3 N2 106.8(7) . . ?
C2 C3 H3A 126.6 . . ?
N2 C3 H3A 126.6 . . ?
N3 C4 N4 118.4(7) . . ?
N3 C4 N2 113.5(6) . . ?
N4 C4 N2 128.1(7) . . ?
N3 C5 C6 130.9(7) . . ?
N3 C5 C10 107.5(6) . . ?
C6 C5 C10 121.5(7) . . ?
C7 C6 C5 117.7(7) . . ?
C7 C6 H6A 121.2 . . ?
C5 C6 H6A 121.2 . . ?
C6 C7 C8 121.6(7) . . ?
C6 C7 H7A 119.2 . . ?
C8 C7 H7A 119.2 . . ?
C9 C8 C7 121.0(7) . . ?
C9 C8 H8A 119.5 . . ?
C7 C8 H8A 119.5 . . ?
C8 C9 C10 117.9(7) . . ?
C8 C9 H9A 121.1 . . ?
C10 C9 H9A 121.1 . . ?
C9 C10 N4 130.5(7) . . ?
C9 C10 C5 120.4(7) . . ?
N4 C10 C5 109.1(6) . . ?
N1 C11 H11C 109.5 . . ?
N1 C11 H11B 109.5 . . ?
H11C C11 H11B 109.5 . . ?
N1 C11 H11A 109.5 . . ?
H11C C11 H11A 109.5 . . ?
H11B C11 H11A 109.5 . . ?
C16 C12 C13 110.6(9) . . ?
C16 C12 Ni1 71.6(5) . . ?
C13 C12 Ni1 71.9(5) . . ?
C16 C12 H12A 124.7 . . ?
C13 C12 H12A 124.7 . . ?
Ni1 C12 H12A 123.4 . . ?
C14 C13 C12 109.1(9) . . ?
C14 C13 Ni1 71.4(5) . . ?
C12 C13 Ni1 70.1(5) . . ?
C14 C13 H13A 125.4 . . ?
C12 C13 H13A 125.4 . . ?
Ni1 C13 H13A 124.7 . . ?
C13 C14 C15 107.7(8) . . ?
C13 C14 Ni1 71.5(5) . . ?
C15 C14 Ni1 66.4(5) . . ?
C13 C14 H14A 126.2 . . ?
C15 C14 H14A 126.2 . . ?
Ni1 C14 H14A 127.5 . . ?
C14 C15 C16 107.9(8) . . ?
C14 C15 Ni1 74.5(5) . . ?
C16 C15 Ni1 72.9(5) . . ?
C14 C15 H15A 126.1 . . ?
C16 C15 H15A 126.1 . . ?
Ni1 C15 H15A 118.5 . . ?
C12 C16 C15 104.3(8) . . ?
C12 C16 Ni1 70.6(5) . . ?
C15 C16 Ni1 65.9(5) . . ?
C12 C16 H16A 127.8 . . ?
C15 C16 H16A 127.8 . . ?
Ni1 C16 H16A 127.1 . . ?
N5 C17 N6 103.1(6) . . ?
N5 C17 Ni2 142.3(6) . . ?
N6 C17 Ni2 114.5(5) . . ?
C19 C18 N5 107.5(7) . . ?
C19 C18 H18A 126.3 . . ?
N5 C18 H18A 126.3 . . ?
C18 C19 N6 105.8(7) . . ?
C18 C19 H19A 127.1 . . ?
N6 C19 H19A 127.1 . . ?
N8 C20 N7 117.7(6) . . ?
N8 C20 N6 128.6(7) . . ?
N7 C20 N6 113.8(6) . . ?
C22 C21 N7 131.5(7) . . ?
C22 C21 C26 121.5(7) . . ?
N7 C21 C26 107.0(6) . . ?
C23 C22 C21 117.5(8) . . ?
C23 C22 H22A 121.2 . . ?
C21 C22 H22A 121.2 . . ?
C22 C23 C24 121.8(8) . . ?
C22 C23 H23A 119.1 . . ?
C24 C23 H23A 119.1 . . ?
C23 C24 C25 120.9(8) . . ?
C23 C24 H24A 119.6 . . ?
C25 C24 H24A 119.6 . . ?
C26 C25 C24 117.2(8) . . ?
C26 C25 H25A 121.4 . . ?
C24 C25 H25A 121.4 . . ?
C25 C26 C21 121.1(7) . . ?
C25 C26 N8 129.2(7) . . ?
C21 C26 N8 109.5(6) . . ?
N5 C27 H27C 109.5 . . ?
N5 C27 H27B 109.5 . . ?
H27C C27 H27B 109.5 . . ?
N5 C27 H27A 109.5 . . ?
H27C C27 H27A 109.5 . . ?
H27B C27 H27A 109.5 . . ?
C32 C28 C29 107.3(8) . . ?
C32 C28 Ni2 69.9(4) . . ?
C29 C28 Ni2 67.2(4) . . ?
C32 C28 H28A 126.3 . . ?
C29 C28 H28A 126.3 . . ?
Ni2 C28 H28A 128.1 . . ?
C28 C29 C30 108.3(8) . . ?
C28 C29 Ni2 74.2(5) . . ?
C30 C29 Ni2 71.7(4) . . ?
C28 C29 H29A 125.8 . . ?
C30 C29 H29A 125.8 . . ?
Ni2 C29 H29A 120.0 . . ?
C31 C30 C29 107.4(8) . . ?
C31 C30 Ni2 72.7(5) . . ?
C29 C30 Ni2 67.8(4) . . ?
C31 C30 H30A 126.3 . . ?
C29 C30 H30A 126.3 . . ?
Ni2 C30 H30A 124.8 . . ?
C30 C31 C32 106.8(8) . . ?
C30 C31 Ni2 69.2(5) . . ?
C32 C31 Ni2 69.0(4) . . ?
C30 C31 H31A 126.6 . . ?
C32 C31 H31A 126.6 . . ?
Ni2 C31 H31A 126.8 . . ?
C28 C32 C31 109.8(8) . . ?
C28 C32 Ni2 72.2(5) . . ?
C31 C32 Ni2 72.0(4) . . ?
C28 C32 H32A 125.1 . . ?
C31 C32 H32A 125.1 . . ?
Ni2 C32 H32A 122.2 . . ?
C1 N1 C2 111.4(6) . . ?
C1 N1 C11 125.2(7) . . ?
C2 N1 C11 123.4(6) . . ?
C1 N2 C3 110.9(6) . . ?
C1 N2 C4 114.4(6) . . ?
C3 N2 C4 134.1(7) . . ?
C4 N3 C5 103.7(6) . . ?
C4 N3 Ni1 114.6(5) . . ?
C5 N3 Ni1 140.9(5) . . ?
C4 N4 C10 101.2(6) . . ?
C4 N4 Zn1 129.0(5) . . ?
C10 N4 Zn1 127.0(5) . . ?
C17 N5 C18 111.5(6) . . ?
C17 N5 C27 124.3(7) . . ?
C18 N5 C27 124.0(7) . . ?
C17 N6 C19 112.1(6) . . ?
C17 N6 C20 113.5(6) . . ?
C19 N6 C20 133.6(6) . . ?
C20 N7 C21 104.0(6) . . ?
C20 N7 Ni2 113.6(5) . . ?
C21 N7 Ni2 141.1(5) . . ?
C20 N8 C26 101.7(6) . . ?
C20 N8 Zn1 131.2(5) . . ?
C26 N8 Zn1 125.3(5) . . ?
C1 Ni1 N3 83.5(3) . . ?
C1 Ni1 C15 105.6(3) . . ?
N3 Ni1 C15 169.8(3) . . ?
C1 Ni1 C12 156.8(4) . . ?
N3 Ni1 C12 104.4(3) . . ?
C15 Ni1 C12 65.5(4) . . ?
C1 Ni1 C16 121.4(4) . . ?
N3 Ni1 C16 130.0(3) . . ?
C15 Ni1 C16 41.2(4) . . ?
C12 Ni1 C16 37.8(4) . . ?
C1 Ni1 C14 124.0(3) . . ?
N3 Ni1 C14 138.3(3) . . ?
C15 Ni1 C14 39.1(4) . . ?
C12 Ni1 C14 63.6(3) . . ?
C16 Ni1 C14 65.8(3) . . ?
C1 Ni1 C13 159.5(3) . . ?
N3 Ni1 C13 108.1(3) . . ?
C15 Ni1 C13 64.6(4) . . ?
C12 Ni1 C13 38.1(4) . . ?
C16 Ni1 C13 64.3(4) . . ?
C14 Ni1 C13 37.2(3) . . ?
C17 Ni2 N7 82.9(3) . . ?
C17 Ni2 C29 103.7(3) . . ?
N7 Ni2 C29 162.0(3) . . ?
C17 Ni2 C30 112.9(3) . . ?
N7 Ni2 C30 151.4(3) . . ?
C29 Ni2 C30 40.5(3) . . ?
C17 Ni2 C32 165.7(3) . . ?
N7 Ni2 C32 105.6(3) . . ?
C29 Ni2 C32 64.8(3) . . ?
C30 Ni2 C32 64.7(3) . . ?
C17 Ni2 C28 127.8(4) . . ?
N7 Ni2 C28 124.7(3) . . ?
C29 Ni2 C28 38.6(3) . . ?
C30 Ni2 C28 65.3(3) . . ?
C32 Ni2 C28 37.9(3) . . ?
C17 Ni2 C31 146.4(3) . . ?
N7 Ni2 C31 117.3(3) . . ?
C29 Ni2 C31 65.7(3) . . ?
C30 Ni2 C31 38.1(3) . . ?
C32 Ni2 C31 38.9(3) . . ?
C28 Ni2 C31 64.6(3) . . ?
N4 Zn1 N8 110.4(3) . . ?
N4 Zn1 I2 110.74(18) . . ?
N8 Zn1 I2 107.51(18) . . ?
N4 Zn1 I1 102.27(19) . . ?
N8 Zn1 I1 108.74(18) . . ?
I2 Zn1 I1 117.03(3) . . ?

_refine_diff_density_max         2.014
_refine_diff_density_min         -0.541
_refine_diff_density_rms         0.189

####################################################################### 
# 
# 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_i2925
_database_code_depnum_ccdc_archive 'CCDC 1939137'
loop_
_audit_author_name
_audit_author_address
'Clemens Bruhn'
;University of Kassel
Germany
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-07-19 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         ?
_chemical_formula_sum            'C38 H40 Br2 Cu2 N8 Ni2'
_chemical_formula_weight         1013.10

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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'
Ni Ni 0.3393 1.1124 '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/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.6279(5)
_cell_length_b                   21.6105(13)
_cell_length_c                   9.4506(5)
_cell_angle_alpha                90
_cell_angle_beta                 112.988(4)
_cell_angle_gamma                90
_cell_volume                     1810.17(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    12037
_cell_measurement_theta_min      1.89
_cell_measurement_theta_max      27.31

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.859
_exptl_crystal_F_000             1016
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    4.433
_shelx_estimated_absorpt_T_min   0.556
_shelx_estimated_absorpt_T_max   0.917
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5479
_exptl_absorpt_correction_T_max  0.8788
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in: F. R. Ahmed (Editor), "Crystallographic
Computing", Munksgaard, Copenhagen (1970), 255 - 270.
Afterwards scaling of reflection intensities was performed within 
STOE LANA.
J. Koziskova et al, Acta Chimica Slovaca, vol. 9, no. 2, 2016, 
pp. 136 - 140.
;

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       '2-circle diffractometer'
_diffrn_measurement_device_type  'STOE IPDS II'

_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            'STOE Imaging Plate'
_diffrn_detector_area_resol_mean 6.67

_diffrn_source                   'Genix Mo HF'
_diffrn_source_type              ?
_diffrn_radiation_probe          x-ray
_diffrn_source_target            ?
_diffrn_source_voltage           50
_diffrn_source_current           1.000
_diffrn_source_power             0.050
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_collimation    '1.2, 0.6 mm diameter, multiple pinhole'

_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_measurement_details      
; 140 frames, detector distance = 120 mm
;
_diffrn_reflns_number            7273
_diffrn_reflns_av_unetI/netI     0.0431
_diffrn_reflns_av_R_equivalents  0.0441
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.885
_diffrn_reflns_theta_max         25.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3381
_reflns_number_gt                2732
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.1101P)²+6.6851P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3381
_refine_ls_number_parameters     238
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0737
_refine_ls_R_factor_gt           0.0586
_refine_ls_wR_factor_ref         0.1729
_refine_ls_wR_factor_gt          0.1508
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_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 0.6416(7) 0.3545(3) 0.8142(7) 0.0297(12) Uani 1 1 d . . . . .
C2 C 0.8910(7) 0.3641(3) 0.9558(7) 0.0363(14) Uani 1 1 d . . . . .
H2A H 0.986010 0.360224 1.039315 0.044 Uiso 1 1 calc R U . . .
C3 C 0.8653(7) 0.3935(3) 0.8230(7) 0.0372(15) Uani 1 1 d . . . . .
H3A H 0.937303 0.413923 0.793753 0.045 Uiso 1 1 calc R U . . .
C4 C 0.6253(7) 0.4085(3) 0.5914(6) 0.0339(14) Uani 1 1 d . . . . .
C5 C 0.5339(6) 0.4476(3) 0.3687(6) 0.0320(13) Uani 1 1 d . . . . .
C6 C 0.5054(7) 0.4806(3) 0.2340(7) 0.0333(14) Uani 1 1 d . . . . .
H6A H 0.583348 0.502473 0.217597 0.040 Uiso 1 1 calc R U . . .
C7 C 0.3589(7) 0.4803(3) 0.1247(7) 0.0339(14) Uani 1 1 d . . . . .
H7A H 0.335772 0.502236 0.031137 0.041 Uiso 1 1 calc R U . . .
C8 C 0.2455(7) 0.4483(3) 0.1497(7) 0.0349(14) Uani 1 1 d . . . . .
H8A H 0.146479 0.448384 0.071747 0.042 Uiso 1 1 calc R U . . .
C9 C 0.2719(7) 0.4165(3) 0.2838(7) 0.0342(13) Uani 1 1 d . . . . .
H9A H 0.192825 0.395234 0.299576 0.041 Uiso 1 1 calc R U . . .
C10 C 0.4170(7) 0.4166(3) 0.3948(6) 0.0303(13) Uani 1 1 d . . . . .
C11 C 0.7360(7) 0.3054(3) 1.0769(7) 0.0362(14) Uani 1 1 d . . . . .
C12 C 0.6375(7) 0.3429(3) 1.1365(7) 0.0382(15) Uani 1 1 d . . . . .
H12A H 0.607198 0.317233 1.205013 0.046 Uiso 1 1 calc R U . . .
H12B H 0.547372 0.356964 1.049785 0.046 Uiso 1 1 calc R U . . .
H12C H 0.694058 0.378904 1.193188 0.046 Uiso 1 1 calc R U . . .
C13 C 0.6719(7) 0.2414(3) 1.0164(7) 0.0357(14) Uani 1 1 d . . . . .
H13A H 0.588043 0.245829 0.916184 0.043 Uiso 1 1 calc R U . . .
H13B H 0.635687 0.221698 1.088873 0.043 Uiso 1 1 calc R U . . .
H13C H 0.751089 0.215826 1.005247 0.043 Uiso 1 1 calc R U . . .
C14 C 0.8896(7) 0.2957(4) 1.2096(7) 0.0405(15) Uani 1 1 d . . . . .
H14A H 0.876041 0.271851 1.291424 0.049 Uiso 1 1 calc R U . . .
H14B H 0.934236 0.336012 1.249995 0.049 Uiso 1 1 calc R U . . .
H14C H 0.956747 0.273119 1.172083 0.049 Uiso 1 1 calc R U . . .
C15 C 0.2991(7) 0.2643(3) 0.6795(7) 0.0363(14) Uani 1 1 d . . . . .
H15A H 0.327714 0.222324 0.677349 0.044 Uiso 1 1 calc R U . . .
C16 C 0.3251(7) 0.3010(3) 0.8133(7) 0.0371(14) Uani 1 1 d . . . . .
H16A H 0.383559 0.288592 0.915900 0.045 Uiso 1 1 calc R U . . .
C17 C 0.2510(7) 0.3581(4) 0.7697(7) 0.0387(15) Uani 1 1 d . . . . .
H17A H 0.241451 0.389149 0.836614 0.046 Uiso 1 1 calc R U . . .
C18 C 0.1938(6) 0.3607(3) 0.6085(7) 0.0332(13) Uani 1 1 d . . . . .
H18A H 0.143994 0.394979 0.546400 0.040 Uiso 1 1 calc R U . . .
C19 C 0.2243(7) 0.3017(3) 0.5538(7) 0.0357(14) Uani 1 1 d . . . . .
H19A H 0.197507 0.290481 0.449233 0.043 Uiso 1 1 calc R U . . .
Br1 Br 1.07854(6) 0.51880(3) 0.71228(6) 0.0341(2) Uani 1 1 d . . . . .
Cu1 Cu 0.85919(8) 0.47612(4) 0.51974(9) 0.0351(3) Uani 1 1 d . . . . .
N1 N 0.7551(6) 0.3401(3) 0.9507(5) 0.0314(11) Uani 1 1 d . . . . .
N2 N 0.7137(5) 0.3880(2) 0.7385(5) 0.0289(11) Uani 1 1 d . . . . .
N3 N 0.6683(6) 0.4415(3) 0.4984(5) 0.0315(11) Uani 1 1 d . . . . .
N4 N 0.4806(5) 0.3907(2) 0.5425(5) 0.0311(11) Uani 1 1 d . . . . .
Ni1 Ni 0.43091(8) 0.34658(4) 0.68927(8) 0.0313(3) 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 N1 1.361(7) . ?
C1 N2 1.380(8) . ?
C1 Ni1 1.915(6) . ?
C2 C3 1.341(9) . ?
C2 N1 1.390(8) . ?
C2 H2A 0.9500 . ?
C3 N2 1.368(7) . ?
C3 H3A 0.9500 . ?
C4 N3 1.318(8) . ?
C4 N4 1.342(8) . ?
C4 N2 1.389(7) . ?
C5 C6 1.389(8) . ?
C5 N3 1.398(7) . ?
C5 C10 1.412(9) . ?
C6 C7 1.385(9) . ?
C6 H6A 0.9500 . ?
C7 C8 1.389(9) . ?
C7 H7A 0.9500 . ?
C8 C9 1.374(9) . ?
C8 H8A 0.9500 . ?
C9 C10 1.381(8) . ?
C9 H9A 0.9500 . ?
C10 N4 1.402(7) . ?
C11 N1 1.480(8) . ?
C11 C12 1.514(9) . ?
C11 C13 1.530(9) . ?
C11 C14 1.535(8) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C19 1.384(9) . ?
C15 C16 1.429(9) . ?
C15 Ni1 2.166(7) . ?
C15 H15A 0.9500 . ?
C16 C17 1.406(10) . ?
C16 Ni1 2.077(6) . ?
C16 H16A 0.9500 . ?
C17 C18 1.405(9) . ?
C17 Ni1 2.161(6) . ?
C17 H17A 0.9500 . ?
C18 C19 1.449(9) . ?
C18 Ni1 2.128(6) . ?
C18 H18A 0.9500 . ?
C19 Ni1 2.133(6) . ?
C19 H19A 0.9500 . ?
Br1 Cu1 2.3707(9) . ?
Br1 Cu1 2.4914(10) 3_766 ?
Cu1 N3 1.921(5) . ?
Cu1 Cu1 3.0573(16) 3_766 ?
N4 Ni1 1.893(5) . ?

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
N1 C1 N2 103.4(5) . . ?
N1 C1 Ni1 145.9(5) . . ?
N2 C1 Ni1 110.7(4) . . ?
C3 C2 N1 108.5(5) . . ?
C3 C2 H2A 125.8 . . ?
N1 C2 H2A 125.8 . . ?
C2 C3 N2 105.7(6) . . ?
C2 C3 H3A 127.2 . . ?
N2 C3 H3A 127.2 . . ?
N3 C4 N4 118.7(5) . . ?
N3 C4 N2 127.7(6) . . ?
N4 C4 N2 113.7(5) . . ?
C6 C5 N3 129.5(6) . . ?
C6 C5 C10 121.2(5) . . ?
N3 C5 C10 109.3(5) . . ?
C7 C6 C5 117.4(6) . . ?
C7 C6 H6A 121.3 . . ?
C5 C6 H6A 121.3 . . ?
C6 C7 C8 121.0(6) . . ?
C6 C7 H7A 119.5 . . ?
C8 C7 H7A 119.5 . . ?
C9 C8 C7 122.0(6) . . ?
C9 C8 H8A 119.0 . . ?
C7 C8 H8A 119.0 . . ?
C8 C9 C10 117.9(6) . . ?
C8 C9 H9A 121.0 . . ?
C10 C9 H9A 121.0 . . ?
C9 C10 N4 132.4(6) . . ?
C9 C10 C5 120.4(5) . . ?
N4 C10 C5 107.2(5) . . ?
N1 C11 C12 108.7(6) . . ?
N1 C11 C13 108.4(5) . . ?
C12 C11 C13 113.8(5) . . ?
N1 C11 C14 110.1(5) . . ?
C12 C11 C14 108.2(5) . . ?
C13 C11 C14 107.6(6) . . ?
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 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C19 C15 C16 106.8(6) . . ?
C19 C15 Ni1 69.9(4) . . ?
C16 C15 Ni1 67.0(4) . . ?
C19 C15 H15A 126.6 . . ?
C16 C15 H15A 126.6 . . ?
Ni1 C15 H15A 127.9 . . ?
C17 C16 C15 109.6(6) . . ?
C17 C16 Ni1 73.9(4) . . ?
C15 C16 Ni1 73.7(4) . . ?
C17 C16 H16A 125.2 . . ?
C15 C16 H16A 125.2 . . ?
Ni1 C16 H16A 119.0 . . ?
C18 C17 C16 106.9(6) . . ?
C18 C17 Ni1 69.6(3) . . ?
C16 C17 Ni1 67.4(4) . . ?
C18 C17 H17A 126.5 . . ?
C16 C17 H17A 126.5 . . ?
Ni1 C17 H17A 128.0 . . ?
C17 C18 C19 107.7(6) . . ?
C17 C18 Ni1 72.2(4) . . ?
C19 C18 Ni1 70.3(3) . . ?
C17 C18 H18A 126.2 . . ?
C19 C18 H18A 126.2 . . ?
Ni1 C18 H18A 123.0 . . ?
C15 C19 C18 108.6(6) . . ?
C15 C19 Ni1 72.5(4) . . ?
C18 C19 Ni1 69.9(3) . . ?
C15 C19 H19A 125.7 . . ?
C18 C19 H19A 125.7 . . ?
Ni1 C19 H19A 123.4 . . ?
Cu1 Br1 Cu1 77.88(3) . 3_766 ?
N3 Cu1 Br1 139.58(14) . . ?
N3 Cu1 Br1 118.29(14) . 3_766 ?
Br1 Cu1 Br1 102.12(3) . 3_766 ?
N3 Cu1 Cu1 167.58(15) . 3_766 ?
Br1 Cu1 Cu1 52.82(3) . 3_766 ?
Br1 Cu1 Cu1 49.30(3) 3_766 3_766 ?
C1 N1 C2 110.1(5) . . ?
C1 N1 C11 125.0(5) . . ?
C2 N1 C11 124.9(5) . . ?
C3 N2 C1 112.4(5) . . ?
C3 N2 C4 130.8(5) . . ?
C1 N2 C4 116.8(5) . . ?
C4 N3 C5 102.2(5) . . ?
C4 N3 Cu1 132.7(4) . . ?
C5 N3 Cu1 125.1(4) . . ?
C4 N4 C10 102.7(5) . . ?
C4 N4 Ni1 114.7(4) . . ?
C10 N4 Ni1 142.5(4) . . ?
N4 Ni1 C1 84.1(2) . . ?
N4 Ni1 C16 166.6(2) . . ?
C1 Ni1 C16 109.2(2) . . ?
N4 Ni1 C18 102.0(2) . . ?
C1 Ni1 C18 159.7(3) . . ?
C16 Ni1 C18 65.0(2) . . ?
N4 Ni1 C19 103.5(2) . . ?
C1 Ni1 C19 157.8(3) . . ?
C16 Ni1 C19 64.8(2) . . ?
C18 Ni1 C19 39.8(3) . . ?
N4 Ni1 C17 131.8(3) . . ?
C1 Ni1 C17 125.1(2) . . ?
C16 Ni1 C17 38.7(3) . . ?
C18 Ni1 C17 38.2(2) . . ?
C19 Ni1 C17 64.9(2) . . ?
N4 Ni1 C15 134.0(2) . . ?
C1 Ni1 C15 124.2(2) . . ?
C16 Ni1 C15 39.3(3) . . ?
C18 Ni1 C15 64.8(3) . . ?
C19 Ni1 C15 37.5(2) . . ?
C17 Ni1 C15 64.7(3) . . ?

_refine_diff_density_max         0.859
_refine_diff_density_min         -1.479
_refine_diff_density_rms         0.173

