#------------------------------------------------------------------------------
#$Date: 2022-02-16 01:59:30 +0200 (Wed, 16 Feb 2022) $
#$Revision: 272982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/95/7709505.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7709505
loop_
_publ_author_name
'Saab, Marina'
'Nelson, David J.'
'Leech, Matthew C.'
'Lam, Kevin'
'Nolan, Steven P.'
'Nahra, Fady'
'Van Hecke, Kristof'
_publ_section_title
;
 Reactions of N-heterocyclic carbene-based chalcogenoureas with halogens:
 a diverse range of outcomes
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT00010E
_journal_year                    2022
_chemical_formula_moiety         'C69 H56 Cl2 N2 Se'
_chemical_formula_sum            'C69 H56 Cl2 N2 Se'
_chemical_formula_weight         1063.02
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-10-18
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-11-12 deposited with the CCDC.	2022-02-07 downloaded from the CCDC.
;
_cell_angle_alpha                104.727(3)
_cell_angle_beta                 92.152(3)
_cell_angle_gamma                96.504(3)
_cell_formula_units_Z            2
_cell_length_a                   10.5501(4)
_cell_length_b                   13.3094(5)
_cell_length_c                   21.9568(9)
_cell_measurement_reflns_used    10547
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      73.7250
_cell_measurement_theta_min      3.4440
_cell_volume                     2955.5(2)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4839
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -116.00 -17.00   1.00    2.80    --  -41.68 -38.00 -90.00   99
  2  ω   -116.00 -17.00   1.00    2.80    --  -41.68 -38.00-180.00   99
  3  ω    -87.00  -6.00   1.00    2.80    --  -41.68 125.00 -30.00   81
  4  ω      7.00  33.00   1.00    2.80    --   41.68  84.00-177.49   26
  5  ω     14.00 115.00   1.00    2.80    --   41.68  57.00 120.00  101
  6  ω     23.00 107.00   1.00    6.00    --  106.01 -94.00  90.00   84
  7  ω     23.00 107.00   1.00    6.00    --  106.01 -94.00 -90.00   84
  8  ω    103.00 178.00   1.00    6.00    --  106.01  77.00 -60.00   75
  9  ω    103.00 178.00   1.00    6.00    --  106.01  77.00  90.00   75
 10  ω     30.00 139.00   1.00    6.00    --  106.01 -77.00-150.00  109
 11  ω    103.00 178.00   1.00    6.00    --  106.01  77.00 150.00   75
 12  ω     23.00 107.00   1.00    6.00    --  106.01 -94.00-180.00   84
 13  ω     33.00 132.00   1.00    6.00    --  106.01 -45.00   0.00   99
 14  ω     53.00 178.00   1.00    6.00    --  106.01  15.00 -90.00  125
 15  ω    103.00 178.00   1.00    6.00    --  106.01  77.00  60.00   75
 16  ω     26.00 108.00   1.00    6.00    --  106.01-102.00  23.20   82
 17  ω    -87.00  -6.00   1.00    2.80    --  -41.68 125.00-180.00   81
 18  ω   -116.00 -17.00   1.00    2.80    --  -41.68 -38.00   0.00   99
 19  ω      8.00  42.00   1.00    2.80    --   41.68  82.00-127.25   34
 20  ω      7.00  34.00   1.00    2.80    --   41.68  83.00  -0.11   27
 21  ω      8.00  42.00   1.00    2.80    --   41.68  82.00  59.68   34
 22  ω     77.00 178.00   1.00    6.00    --  106.01  61.00 150.00  101
 23  ω     75.00 176.00   1.00    6.00    --  106.01  69.00 111.08  101
 24  ω     78.00 178.00   1.00    6.00    --  106.01  30.00  30.00  100
 25  ω     78.00 178.00   1.00    6.00    --  106.01  54.00  56.36  100
 26  ω     77.00 178.00   1.00    6.00    --  106.01  61.00 -90.00  101
 27  ω     77.00 178.00   1.00    6.00    --  106.01  61.00  90.00  101
 28  ω     78.00  80.00   1.00    6.00    --  106.01  56.00 -39.24    2
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1188951000
_diffrn_orient_matrix_UB_12      -0.0110715000
_diffrn_orient_matrix_UB_13      0.0395239000
_diffrn_orient_matrix_UB_21      0.0706900000
_diffrn_orient_matrix_UB_22      0.0991987000
_diffrn_orient_matrix_UB_23      -0.0132799000
_diffrn_orient_matrix_UB_31      -0.0507001000
_diffrn_orient_matrix_UB_32      0.0677931000
_diffrn_orient_matrix_UB_33      0.0595794000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0650
_diffrn_reflns_av_unetI/netI     0.0583
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            42669
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.011
_diffrn_reflns_theta_min         3.462
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.001
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_correction_T_min  0.804
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light orange'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.194
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.132
_exptl_crystal_size_mid          0.097
_exptl_crystal_size_min          0.064
_refine_diff_density_max         1.953
_refine_diff_density_min         -1.032
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     669
_refine_ls_number_reflns         11737
_refine_ls_number_restraints     30
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0837
_refine_ls_R_factor_gt           0.0674
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0757P)²+5.2670P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1660
_refine_ls_wR_factor_ref         0.1772
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9275
_reflns_number_total             11737
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt00010e2.cif
_cod_data_source_block           ms456-3
_cod_database_code               7709505
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C69 H56 N2 Se I Cl'
_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.
;
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C69) \\sim Ueq, Uanis(C68) \\sim Ueq, Uanis(C67) \\sim Ueq, Uanis(C66)
\\sim Ueq, Uanis(C65) \\sim Ueq: with sigma of 0.005 and sigma for terminal
atoms of 0.01
3.a Ternary CH refined with riding coordinates:
 C11(H11), C24(H24), C44(H44), C57(H57)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C6(H6), C9(H9), C13(H13), C14(H14), C15(H15), C16(H16),
 C17(H17), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C26(H26), C27(H27),
  C28(H28), C29(H29), C30(H30), C32(H32), C33(H33), C34(H34), C35(H35),
 C36(H36), C39(H39), C42(H42), C46(H46), C47(H47), C48(H48), C49(H49), C50(H50),
  C52(H52), C53(H53), C54(H54), C55(H55), C56(H56), C59(H59), C60(H60),
 C61(H61), C62(H62), C63(H63), C65(H65), C66(H66), C67(H67), C68(H68), C69(H69)
3.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C41(H41A,H41B,H41C)
;
_olex2_date_sample_data_collection 2021-03-16
_olex2_exptl_crystal_mounting_method 'Mounyted on a LithoLoop'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.696
_oxdiff_exptl_absorpt_empirical_full_min 0.672
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
Se1 Se 0.52923(4) 0.55185(3) 0.68855(2) 0.03287(12) Uani 1 1 d . . . . .
Cl1 Cl 0.45883(11) 0.46164(9) 0.58542(5) 0.0449(2) Uani 1 1 d . . . . .
Cl2 Cl 0.60054(11) 0.64538(9) 0.80058(6) 0.0526(3) Uani 1 1 d . . . . .
N1 N 0.3260(3) 0.4124(2) 0.72045(14) 0.0228(6) Uani 1 1 d . . . . .
N2 N 0.2826(3) 0.5734(2) 0.74326(13) 0.0211(6) Uani 1 1 d . . . . .
C1 C 0.3708(3) 0.5109(3) 0.71921(16) 0.0230(7) Uani 1 1 d . . . . .
C2 C 0.1806(3) 0.5126(3) 0.75958(16) 0.0228(7) Uani 1 1 d . . . . .
H2 H 0.105115 0.536589 0.777177 0.027 Uiso 1 1 calc R . . . .
C3 C 0.2080(3) 0.4135(3) 0.74592(16) 0.0235(7) Uani 1 1 d . . . . .
H3 H 0.155784 0.354746 0.752552 0.028 Uiso 1 1 calc R . . . .
C4 C 0.3867(3) 0.3183(3) 0.69724(17) 0.0236(7) Uani 1 1 d . . . . .
C5 C 0.3365(3) 0.2470(3) 0.64101(16) 0.0228(7) Uani 1 1 d . . . . .
C6 C 0.3963(3) 0.1573(3) 0.61979(17) 0.0257(7) Uani 1 1 d . . . . .
H6 H 0.366064 0.109206 0.580693 0.031 Uiso 1 1 calc R . . . .
C7 C 0.4986(3) 0.1365(3) 0.65416(18) 0.0263(7) Uani 1 1 d . . . . .
C8 C 0.5562(4) 0.0358(3) 0.63193(19) 0.0324(8) Uani 1 1 d . . . . .
H8A H 0.518107 -0.002083 0.589819 0.049 Uiso 1 1 calc GR . . . .
H8B H 0.539262 -0.007599 0.661395 0.049 Uiso 1 1 calc GR . . . .
H8C H 0.648796 0.051855 0.630138 0.049 Uiso 1 1 calc GR . . . .
C9 C 0.5431(3) 0.2081(3) 0.71134(17) 0.0241(7) Uani 1 1 d . . . . .
H9 H 0.612088 0.193754 0.735543 0.029 Uiso 1 1 calc R . . . .
C10 C 0.4887(3) 0.3001(3) 0.73381(17) 0.0234(7) Uani 1 1 d . . . . .
C11 C 0.5336(3) 0.3752(3) 0.79806(17) 0.0246(7) Uani 1 1 d . . . . .
H11 H 0.547317 0.447127 0.791448 0.030 Uiso 1 1 calc R . . . .
C12 C 0.6620(3) 0.3545(3) 0.82436(18) 0.0280(7) Uani 1 1 d . . . . .
C13 C 0.6681(4) 0.2929(3) 0.8666(2) 0.0363(9) Uani 1 1 d . . . . .
H13 H 0.591567 0.261722 0.879314 0.044 Uiso 1 1 calc R . . . .
C14 C 0.7865(4) 0.2768(4) 0.8904(2) 0.0434(10) Uani 1 1 d . . . . .
H14 H 0.789916 0.234819 0.919411 0.052 Uiso 1 1 calc R . . . .
C15 C 0.8973(4) 0.3208(4) 0.8724(2) 0.0459(11) Uani 1 1 d . . . . .
H15 H 0.977644 0.309183 0.888544 0.055 Uiso 1 1 calc R . . . .
C16 C 0.8916(4) 0.3820(4) 0.8307(3) 0.0500(12) Uani 1 1 d . . . . .
H16 H 0.968575 0.412737 0.818103 0.060 Uiso 1 1 calc R . . . .
C17 C 0.7742(4) 0.3994(4) 0.8067(2) 0.0390(9) Uani 1 1 d . . . . .
H17 H 0.771503 0.442175 0.778106 0.047 Uiso 1 1 calc R . . . .
C18 C 0.4341(4) 0.3771(3) 0.84647(18) 0.0298(8) Uani 1 1 d . . . . .
C19 C 0.4451(5) 0.4615(4) 0.89900(19) 0.0451(11) Uani 1 1 d . . . . .
H19 H 0.510357 0.518584 0.902743 0.054 Uiso 1 1 calc R . . . .
C20 C 0.3609(6) 0.4633(6) 0.9465(2) 0.069(2) Uani 1 1 d . . . . .
H20 H 0.369135 0.520968 0.982898 0.083 Uiso 1 1 calc R . . . .
C21 C 0.2657(6) 0.3812(6) 0.9403(3) 0.071(2) Uani 1 1 d . . . . .
H21 H 0.207368 0.383101 0.972408 0.085 Uiso 1 1 calc R . . . .
C22 C 0.2534(5) 0.2965(5) 0.8887(3) 0.0585(15) Uani 1 1 d . . . . .
H22 H 0.187770 0.239839 0.885223 0.070 Uiso 1 1 calc R . . . .
C23 C 0.3377(4) 0.2944(4) 0.8415(2) 0.0369(9) Uani 1 1 d . . . . .
H23 H 0.329513 0.235985 0.805577 0.044 Uiso 1 1 calc R . . . .
C24 C 0.2100(3) 0.2567(3) 0.60835(17) 0.0238(7) Uani 1 1 d . . . . .
H24 H 0.205072 0.333255 0.614632 0.029 Uiso 1 1 calc R . . . .
C25 C 0.1977(3) 0.2071(3) 0.53716(16) 0.0253(7) Uani 1 1 d . . . . .
C26 C 0.2285(4) 0.2681(3) 0.49557(19) 0.0333(8) Uani 1 1 d . . . . .
H26 H 0.258990 0.340411 0.511655 0.040 Uiso 1 1 calc R . . . .
C27 C 0.2152(4) 0.2245(4) 0.4311(2) 0.0414(10) Uani 1 1 d . . . . .
H27 H 0.236226 0.267070 0.403228 0.050 Uiso 1 1 calc R . . . .
C28 C 0.1712(4) 0.1188(4) 0.40671(19) 0.0382(9) Uani 1 1 d . . . . .
H28 H 0.162148 0.089381 0.362339 0.046 Uiso 1 1 calc R . . . .
C29 C 0.1409(4) 0.0571(3) 0.44684(19) 0.0347(8) Uani 1 1 d . . . . .
H29 H 0.111845 -0.015401 0.430345 0.042 Uiso 1 1 calc R . . . .
C30 C 0.1531(4) 0.1011(3) 0.51200(18) 0.0297(8) Uani 1 1 d . . . . .
H30 H 0.130683 0.058397 0.539613 0.036 Uiso 1 1 calc R . . . .
C31 C 0.0980(3) 0.2138(3) 0.64118(16) 0.0247(7) Uani 1 1 d . . . . .
C32 C 0.1092(4) 0.1400(3) 0.67550(18) 0.0294(8) Uani 1 1 d . . . . .
H32 H 0.187085 0.110832 0.676849 0.035 Uiso 1 1 calc R . . . .
C33 C 0.0081(4) 0.1088(3) 0.70762(18) 0.0351(9) Uani 1 1 d . . . . .
H33 H 0.017411 0.058756 0.731047 0.042 Uiso 1 1 calc R . . . .
C34 C -0.1056(4) 0.1495(4) 0.70594(19) 0.0383(9) Uani 1 1 d . . . . .
H34 H -0.173983 0.129083 0.728973 0.046 Uiso 1 1 calc R . . . .
C35 C -0.1199(4) 0.2207(4) 0.6703(2) 0.0383(9) Uani 1 1 d . . . . .
H35 H -0.199164 0.247360 0.667785 0.046 Uiso 1 1 calc R . . . .
C36 C -0.0183(3) 0.2527(3) 0.63839(18) 0.0291(8) Uani 1 1 d . . . . .
H36 H -0.028307 0.301763 0.614378 0.035 Uiso 1 1 calc R . . . .
C37 C 0.2923(3) 0.6865(3) 0.75340(16) 0.0232(7) Uani 1 1 d . . . . .
C38 C 0.3089(3) 0.7506(3) 0.81506(16) 0.0255(7) Uani 1 1 d . . . . .
C39 C 0.3229(4) 0.8581(3) 0.82273(17) 0.0309(8) Uani 1 1 d . . . . .
H39 H 0.337215 0.903166 0.864171 0.037 Uiso 1 1 calc R . . . .
C40 C 0.3166(4) 0.9021(3) 0.77171(18) 0.0314(8) Uani 1 1 d . . . . .
C41 C 0.3286(5) 1.0187(3) 0.7815(2) 0.0455(11) Uani 1 1 d . . . . .
H41A H 0.376435 1.038183 0.747967 0.068 Uiso 1 1 calc GR . . . .
H41B H 0.374132 1.053329 0.822576 0.068 Uiso 1 1 calc GR . . . .
H41C H 0.243232 1.040770 0.780526 0.068 Uiso 1 1 calc GR . . . .
C42 C 0.2920(3) 0.8352(3) 0.71153(17) 0.0270(7) Uani 1 1 d . . . . .
H42 H 0.284837 0.864430 0.676522 0.032 Uiso 1 1 calc R . . . .
C43 C 0.2777(3) 0.7271(3) 0.70086(16) 0.0231(7) Uani 1 1 d . . . . .
C44 C 0.2360(3) 0.6553(3) 0.63555(16) 0.0244(7) Uani 1 1 d . . . . .
H44 H 0.292502 0.598516 0.627597 0.029 Uiso 1 1 calc R . . . .
C45 C 0.2536(4) 0.7115(3) 0.58324(16) 0.0261(7) Uani 1 1 d . . . . .
C46 C 0.1609(4) 0.7669(3) 0.56638(17) 0.0297(8) Uani 1 1 d . . . . .
H46 H 0.083025 0.768741 0.586744 0.036 Uiso 1 1 calc R . . . .
C47 C 0.1808(4) 0.8199(3) 0.51989(18) 0.0337(8) Uani 1 1 d . . . . .
H47 H 0.116253 0.857265 0.508388 0.040 Uiso 1 1 calc R . . . .
C48 C 0.2944(5) 0.8183(4) 0.49033(19) 0.0405(10) Uani 1 1 d . . . . .
H48 H 0.308382 0.855307 0.458951 0.049 Uiso 1 1 calc R . . . .
C49 C 0.3875(5) 0.7628(4) 0.5066(2) 0.0473(11) Uani 1 1 d . . . . .
H49 H 0.465228 0.761178 0.486090 0.057 Uiso 1 1 calc R . . . .
C50 C 0.3677(4) 0.7090(3) 0.5531(2) 0.0371(9) Uani 1 1 d . . . . .
H50 H 0.431851 0.670902 0.564159 0.045 Uiso 1 1 calc R . . . .
C51 C 0.0978(3) 0.6023(3) 0.63229(17) 0.0258(7) Uani 1 1 d . . . . .
C52 C 0.0558(4) 0.5161(3) 0.58217(18) 0.0320(8) Uani 1 1 d . . . . .
H52 H 0.113907 0.490183 0.551750 0.038 Uiso 1 1 calc R . . . .
C53 C -0.0693(4) 0.4670(3) 0.5755(2) 0.0386(10) Uani 1 1 d . . . . .
H53 H -0.096397 0.408929 0.540489 0.046 Uiso 1 1 calc R . . . .
C54 C -0.1544(4) 0.5031(3) 0.6202(2) 0.0374(9) Uani 1 1 d . . . . .
H54 H -0.239690 0.469288 0.616211 0.045 Uiso 1 1 calc R . . . .
C55 C -0.1147(4) 0.5879(3) 0.6703(2) 0.0374(9) Uani 1 1 d . . . . .
H55 H -0.172366 0.612348 0.701262 0.045 Uiso 1 1 calc R . . . .
C56 C 0.0109(4) 0.6387(3) 0.67575(18) 0.0316(8) Uani 1 1 d . . . . .
H56 H 0.036626 0.698791 0.709722 0.038 Uiso 1 1 calc R . . . .
C57 C 0.2952(4) 0.7073(3) 0.87300(16) 0.0268(7) Uani 1 1 d . . . . .
H57 H 0.327118 0.637427 0.862513 0.032 Uiso 1 1 calc R . . . .
C58 C 0.1539(4) 0.6890(3) 0.88584(17) 0.0300(8) Uani 1 1 d . . . . .
C59 C 0.0561(4) 0.7281(3) 0.85798(18) 0.0350(9) Uani 1 1 d . . . . .
H59 H 0.076684 0.770005 0.829717 0.042 Uiso 1 1 calc R . . . .
C60 C -0.0693(4) 0.7072(4) 0.8705(2) 0.0409(10) Uani 1 1 d . . . . .
H60 H -0.134121 0.734390 0.850729 0.049 Uiso 1 1 calc R . . . .
C61 C -0.1018(5) 0.6473(4) 0.9115(2) 0.0498(12) Uani 1 1 d . . . . .
H61 H -0.188773 0.631809 0.919546 0.060 Uiso 1 1 calc R . . . .
C62 C -0.0055(5) 0.6097(4) 0.9410(2) 0.0507(12) Uani 1 1 d . . . . .
H62 H -0.026834 0.569176 0.969987 0.061 Uiso 1 1 calc R . . . .
C63 C 0.1206(4) 0.6306(4) 0.9287(2) 0.0411(10) Uani 1 1 d . . . . .
H63 H 0.185366 0.605038 0.949666 0.049 Uiso 1 1 calc R . . . .
C64 C 0.3747(5) 0.7752(3) 0.93189(19) 0.0414(11) Uani 1 1 d . . . . .
C65 C 0.3230(7) 0.8508(4) 0.9754(2) 0.0633(15) Uani 1 1 d . U . . .
H65 H 0.237083 0.861342 0.967355 0.076 Uiso 1 1 calc R . . . .
C66 C 0.3883(8) 0.9111(6) 1.0292(3) 0.0818(19) Uani 1 1 d . U . . .
H66 H 0.350044 0.964649 1.056881 0.098 Uiso 1 1 calc R . . . .
C67 C 0.4998(9) 0.8949(6) 1.0417(3) 0.083(2) Uani 1 1 d . U . . .
H67 H 0.542387 0.935522 1.080521 0.100 Uiso 1 1 calc R . . . .
C68 C 0.5635(8) 0.8242(7) 1.0041(4) 0.094(2) Uani 1 1 d . U . . .
H68 H 0.648361 0.816029 1.016202 0.112 Uiso 1 1 calc R . . . .
C69 C 0.4988(6) 0.7594(4) 0.9435(3) 0.0679(16) Uani 1 1 d . U . . .
H69 H 0.540406 0.710044 0.914508 0.081 Uiso 1 1 calc R . . . .
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'
Se Se -0.7943 1.1372 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 7 6 0.0414
5 5 -8 0.0743
-5 -5 7 0.0052
1 -1 14 0.0348
5 -5 5 0.0716
-1 0 -14 0.0269
-6 5 -5 0.0280
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 Se1 Cl2 178.37(4) . . ?
C1 Se1 Cl1 91.73(11) . . ?
C1 Se1 Cl2 86.80(11) . . ?
C1 N1 C3 108.7(3) . . ?
C1 N1 C4 127.0(3) . . ?
C3 N1 C4 124.3(3) . . ?
C1 N2 C2 108.7(3) . . ?
C1 N2 C37 126.9(3) . . ?
C2 N2 C37 124.3(3) . . ?
N1 C1 Se1 125.4(3) . . ?
N1 C1 N2 107.5(3) . . ?
N2 C1 Se1 127.0(2) . . ?
C3 C2 N2 107.3(3) . . ?
C2 C3 N1 107.7(3) . . ?
C5 C4 N1 118.7(3) . . ?
C5 C4 C10 122.5(3) . . ?
C10 C4 N1 118.7(3) . . ?
C4 C5 C6 117.6(3) . . ?
C4 C5 C24 121.9(3) . . ?
C6 C5 C24 119.9(3) . . ?
C7 C6 C5 121.9(3) . . ?
C6 C7 C8 120.7(3) . . ?
C6 C7 C9 118.6(3) . . ?
C9 C7 C8 120.6(3) . . ?
C10 C9 C7 121.6(3) . . ?
C4 C10 C11 121.1(3) . . ?
C9 C10 C4 117.7(3) . . ?
C9 C10 C11 121.1(3) . . ?
C10 C11 C12 113.0(3) . . ?
C18 C11 C10 112.8(3) . . ?
C18 C11 C12 110.4(3) . . ?
C13 C12 C11 121.5(3) . . ?
C17 C12 C11 119.4(3) . . ?
C17 C12 C13 119.0(4) . . ?
C12 C13 C14 120.2(4) . . ?
C15 C14 C13 120.6(4) . . ?
C14 C15 C16 119.4(4) . . ?
C15 C16 C17 120.8(4) . . ?
C12 C17 C16 120.0(4) . . ?
C19 C18 C11 118.3(4) . . ?
C19 C18 C23 119.2(4) . . ?
C23 C18 C11 122.4(4) . . ?
C18 C19 C20 120.2(6) . . ?
C21 C20 C19 119.5(6) . . ?
C22 C21 C20 121.2(5) . . ?
C21 C22 C23 119.3(6) . . ?
C22 C23 C18 120.5(5) . . ?
C5 C24 C25 114.3(3) . . ?
C5 C24 C31 109.8(3) . . ?
C25 C24 C31 111.6(3) . . ?
C26 C25 C24 120.2(3) . . ?
C26 C25 C30 118.3(3) . . ?
C30 C25 C24 121.5(3) . . ?
C27 C26 C25 120.6(4) . . ?
C26 C27 C28 120.5(4) . . ?
C29 C28 C27 119.9(4) . . ?
C28 C29 C30 119.7(4) . . ?
C25 C30 C29 120.9(3) . . ?
C32 C31 C24 122.8(3) . . ?
C36 C31 C24 118.7(3) . . ?
C36 C31 C32 118.4(3) . . ?
C33 C32 C31 120.7(4) . . ?
C34 C33 C32 120.6(4) . . ?
C33 C34 C35 119.5(4) . . ?
C36 C35 C34 120.0(4) . . ?
C35 C36 C31 120.7(4) . . ?
C38 C37 N2 119.2(3) . . ?
C38 C37 C43 122.1(3) . . ?
C43 C37 N2 118.6(3) . . ?
C37 C38 C57 122.6(3) . . ?
C39 C38 C37 117.5(3) . . ?
C39 C38 C57 119.4(3) . . ?
C38 C39 C40 122.2(3) . . ?
C39 C40 C41 121.0(4) . . ?
C42 C40 C39 118.3(3) . . ?
C42 C40 C41 120.6(3) . . ?
C43 C42 C40 122.2(3) . . ?
C37 C43 C44 121.2(3) . . ?
C42 C43 C37 117.5(3) . . ?
C42 C43 C44 121.2(3) . . ?
C43 C44 C45 112.6(3) . . ?
C43 C44 C51 111.8(3) . . ?
C45 C44 C51 110.8(3) . . ?
C46 C45 C44 121.6(3) . . ?
C46 C45 C50 119.4(3) . . ?
C50 C45 C44 118.9(3) . . ?
C45 C46 C47 120.6(4) . . ?
C48 C47 C46 120.1(4) . . ?
C49 C48 C47 119.8(4) . . ?
C48 C49 C50 120.2(4) . . ?
C45 C50 C49 119.9(4) . . ?
C52 C51 C44 118.8(3) . . ?
C56 C51 C44 123.1(3) . . ?
C56 C51 C52 118.0(4) . . ?
C51 C52 C53 121.5(4) . . ?
C54 C53 C52 119.8(4) . . ?
C55 C54 C53 119.7(4) . . ?
C54 C55 C56 120.2(4) . . ?
C51 C56 C55 120.9(4) . . ?
C38 C57 C58 110.2(3) . . ?
C38 C57 C64 113.6(3) . . ?
C58 C57 C64 111.3(3) . . ?
C59 C58 C57 124.1(3) . . ?
C59 C58 C63 117.7(4) . . ?
C63 C58 C57 118.2(3) . . ?
C60 C59 C58 121.4(4) . . ?
C59 C60 C61 120.6(4) . . ?
C60 C61 C62 119.0(4) . . ?
C63 C62 C61 120.7(4) . . ?
C62 C63 C58 120.6(4) . . ?
C65 C64 C57 121.2(5) . . ?
C69 C64 C57 120.3(5) . . ?
C69 C64 C65 118.4(5) . . ?
C66 C65 C64 123.6(7) . . ?
C67 C66 C65 118.8(8) . . ?
C66 C67 C68 124.7(7) . . ?
C67 C68 C69 118.7(7) . . ?
C64 C69 C68 115.7(7) . . ?
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
Se1 Cl1 2.3260(13) . ?
Se1 Cl2 2.5016(14) . ?
Se1 C1 1.900(3) . ?
N1 C1 1.350(4) . ?
N1 C3 1.384(4) . ?
N1 C4 1.456(5) . ?
N2 C1 1.350(5) . ?
N2 C2 1.386(4) . ?
N2 C37 1.455(4) . ?
C2 C3 1.344(5) . ?
C4 C5 1.395(5) . ?
C4 C10 1.398(5) . ?
C5 C6 1.397(5) . ?
C5 C24 1.525(5) . ?
C6 C7 1.387(5) . ?
C7 C8 1.508(5) . ?
C7 C9 1.397(5) . ?
C9 C10 1.396(5) . ?
C10 C11 1.529(5) . ?
C11 C12 1.533(5) . ?
C11 C18 1.519(5) . ?
C12 C13 1.389(5) . ?
C12 C17 1.379(5) . ?
C13 C14 1.395(6) . ?
C14 C15 1.365(7) . ?
C15 C16 1.376(7) . ?
C16 C17 1.394(6) . ?
C18 C19 1.382(6) . ?
C18 C23 1.391(6) . ?
C19 C20 1.393(8) . ?
C20 C21 1.374(10) . ?
C21 C22 1.371(10) . ?
C22 C23 1.387(6) . ?
C24 C25 1.528(5) . ?
C24 C31 1.538(5) . ?
C25 C26 1.392(5) . ?
C25 C30 1.397(5) . ?
C26 C27 1.382(6) . ?
C27 C28 1.389(7) . ?
C28 C29 1.373(6) . ?
C29 C30 1.396(6) . ?
C31 C32 1.394(5) . ?
C31 C36 1.390(5) . ?
C32 C33 1.383(5) . ?
C33 C34 1.374(6) . ?
C34 C35 1.391(6) . ?
C35 C36 1.388(5) . ?
C37 C38 1.398(5) . ?
C37 C43 1.403(5) . ?
C38 C39 1.387(5) . ?
C38 C57 1.529(5) . ?
C39 C40 1.392(5) . ?
C40 C41 1.502(5) . ?
C40 C42 1.389(5) . ?
C42 C43 1.388(5) . ?
C43 C44 1.524(5) . ?
C44 C45 1.527(5) . ?
C44 C51 1.538(5) . ?
C45 C46 1.383(5) . ?
C45 C50 1.395(5) . ?
C46 C47 1.390(5) . ?
C47 C48 1.384(6) . ?
C48 C49 1.382(7) . ?
C49 C50 1.397(6) . ?
C51 C52 1.389(5) . ?
C51 C56 1.384(5) . ?
C52 C53 1.390(6) . ?
C53 C54 1.387(6) . ?
C54 C55 1.373(6) . ?
C55 C56 1.404(6) . ?
C57 C58 1.531(5) . ?
C57 C64 1.531(5) . ?
C58 C59 1.395(5) . ?
C58 C63 1.396(5) . ?
C59 C60 1.374(6) . ?
C60 C61 1.374(6) . ?
C61 C62 1.391(7) . ?
C62 C63 1.379(6) . ?
C64 C65 1.378(8) . ?
C64 C69 1.374(8) . ?
C65 C66 1.359(8) . ?
C66 C67 1.252(11) . ?
C67 C68 1.345(11) . ?
C68 C69 1.483(10) . ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.3291 6.5684 6.1259 0.1303 0.5470 0.8270
4.7797 4.6247 -7.6339 0.2154 0.8980 -0.3836
-4.6873 -4.9769 7.1270 -0.2205 -0.9197 0.3249
1.2377 -0.7248 13.6363 0.6941 -0.1655 0.7006
5.4955 -5.4517 4.9678 0.9101 -0.2183 -0.3522
-0.5180 -0.0151 -13.6322 -0.6002 0.1429 -0.7870
-5.5049 5.4654 -4.8653 -0.9073 0.2176 0.3597
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.000 456.1 151.1 ?
