#------------------------------------------------------------------------------
#$Date: 2024-01-06 09:16:34 +0200 (Sat, 06 Jan 2024) $
#$Revision: 288726 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/01/1570135.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_1570135
loop_
_publ_author_name
'Song, Xiu-Fang'
'Jiang, Chenglin'
'Li, Nengquan'
'Miao, Jingsheng'
'Li, Kai'
'Yang, Chuluo'
_publ_section_title
;
 Simultaneously enhancing the planarity and electron-donating capability
 of donors for through-space charge transfer TADF towards deep-red
 emission.
;
_journal_issue                   43
_journal_name_full               'Chemical science'
_journal_page_first              12246
_journal_page_last               12254
_journal_paper_doi               10.1039/d3sc04264b
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C H Cl3, C78 H52 N6 O3'
_chemical_formula_sum            'C79 H53 Cl3 N6 O3'
_chemical_formula_weight         1240.62
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-07-06
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2022-11-30 deposited with the CCDC.	2023-10-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.426(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.0796(4)
_cell_length_b                   32.0909(10)
_cell_length_c                   13.9618(4)
_cell_measurement_reflns_used    9941
_cell_measurement_temperature    170
_cell_measurement_theta_max      62.502
_cell_measurement_theta_min      2.754
_cell_volume                     5811.1(3)
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_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_temperature      170.0
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0628
_diffrn_reflns_av_unetI/netI     0.0464
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            25160
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        62.578
_diffrn_reflns_theta_max         62.578
_diffrn_reflns_theta_min         3.477
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.914
_exptl_absorpt_correction_T_max  0.7522
_exptl_absorpt_correction_T_min  0.6063
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0713 before and 0.0527 after correction. The Ratio of minimum to maximum transmission is 0.8060. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.418
_exptl_crystal_description       block
_exptl_crystal_F_000             2576
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.759
_refine_diff_density_min         -1.204
_refine_diff_density_rms         0.137
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.263
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     826
_refine_ls_number_reflns         9074
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.263
_refine_ls_R_factor_all          0.1163
_refine_ls_R_factor_gt           0.0947
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2807
_refine_ls_wR_factor_ref         0.3027
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7182
_reflns_number_total             9074
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3sc04264b2.cif
_cod_data_source_block           cu_2022631_0m
_cod_depositor_comments
'Adding full bibliography for 1570134--1570135.cif.'
_cod_database_code               1570135
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.910
_shelx_estimated_absorpt_t_min   0.803
_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.a Ternary CH refined with riding coordinates:
 C79(H79)
2.b Aromatic/amide H refined with riding coordinates:
 C63(H63), C61(H61), C45(H45), C33(H33), C20(H20), C24(H24), C22(H22),
 C68(H68), C17(H17), C48(H48), C5(H5), C35(H35), C43(H43), C18(H18), C13(H13),
 C70(H70), C42(H42), C3(H3), C12(H12), C69(H69), C2(H2), C11(H11), C4(H4),
 C10(H10), C51(H51), C49(H49), C50(H50), C60(H60), C77(H77), C57(H57), C59(H59),
  C58(H58), C75(H75), C76(H76)
2.c Idealised Me refined as rotating group:
 C38(H38A,H38B,H38C), C30(H30A,H30B,H30C), C28(H28A,H28B,H28C), C39(H39A,H39B,
 H39C), C40(H40A,H40B,H40C), C29(H29A,H29B,H29C)
;
_olex2_submission_special_instructions 'No special instructions were received'
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'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.06853(11) 0.53964(5) 0.58414(12) 0.0731(5) Uani 1 1 d . . . . .
Cl3 Cl 0.16362(18) 0.46317(6) 0.66023(14) 0.0964(6) Uani 1 1 d . . . . .
Cl2 Cl 0.01331(13) 0.50294(8) 0.76044(12) 0.1038(8) Uani 1 1 d . . . . .
O1 O 0.2479(2) 0.75164(8) 0.57121(19) 0.0344(6) Uani 1 1 d . . . . .
O2 O 0.1125(2) 0.62292(9) 0.42329(19) 0.0382(7) Uani 1 1 d . . . . .
O3 O -0.0149(2) 0.75560(10) 0.2926(2) 0.0472(8) Uani 1 1 d . . . . .
N4 N 0.3756(2) 0.61839(9) 0.6986(2) 0.0282(7) Uani 1 1 d . . . . .
N5 N 0.4635(3) 0.79534(10) 0.4489(2) 0.0323(7) Uani 1 1 d . . . . .
N2 N 0.1007(3) 0.79378(10) 0.7593(2) 0.0359(8) Uani 1 1 d . . . . .
N6 N 0.3115(3) 0.79840(10) 0.2859(2) 0.0333(7) Uani 1 1 d . . . . .
N3 N -0.0471(3) 0.79847(11) 0.5932(2) 0.0376(8) Uani 1 1 d . . . . .
N1 N 0.1115(3) 0.71035(11) 0.4318(3) 0.0440(9) Uani 1 1 d . . . . .
C62 C 0.3085(3) 0.64323(11) 0.6296(2) 0.0265(7) Uani 1 1 d . . . . .
C46 C 0.0591(3) 0.68255(11) 0.7046(3) 0.0281(8) Uani 1 1 d . . . . .
C66 C 0.2460(3) 0.70832(11) 0.5665(2) 0.0270(8) Uani 1 1 d . . . . .
C31 C 0.3934(3) 0.55755(11) 0.7861(3) 0.0301(8) Uani 1 1 d . . . . .
C19 C 0.5066(3) 0.64519(11) 0.5421(3) 0.0308(8) Uani 1 1 d . . . . .
C32 C 0.3348(3) 0.59442(11) 0.7692(2) 0.0274(7) Uani 1 1 d . . . . .
C67 C 0.1843(3) 0.77396(12) 0.5008(3) 0.0298(8) Uani 1 1 d . . . . .
C65 C 0.1783(3) 0.68764(12) 0.4967(3) 0.0305(8) Uani 1 1 d . . . . .
C64 C 0.1780(3) 0.64478(12) 0.4934(3) 0.0287(8) Uani 1 1 d . . . . .
C16 C 0.4572(3) 0.72067(12) 0.4489(3) 0.0298(8) Uani 1 1 d . . . . .
C72 C 0.1175(3) 0.75339(13) 0.4312(3) 0.0320(8) Uani 1 1 d . . . . .
C8 C 0.3470(3) 0.76248(12) 0.3239(3) 0.0298(8) Uani 1 1 d . . . . .
C44 C 0.0996(3) 0.71909(12) 0.7506(3) 0.0308(8) Uani 1 1 d . . . . .
C63 C 0.2429(3) 0.62199(12) 0.5590(3) 0.0288(8) Uani 1 1 d . . . . .
H63 H 0.243143 0.592412 0.556385 0.035 Uiso 1 1 calc R . . . .
C26 C 0.4579(3) 0.59544(10) 0.6682(2) 0.0268(7) Uani 1 1 d . . . . .
C25 C 0.4716(3) 0.55828(11) 0.7214(2) 0.0291(8) Uani 1 1 d . . . . .
C61 C 0.3114(3) 0.68633(11) 0.6346(2) 0.0261(7) Uani 1 1 d . . . . .
H61 H 0.356548 0.700319 0.682942 0.031 Uiso 1 1 calc R . . . .
C47 C -0.0260(3) 0.68459(12) 0.6250(3) 0.0308(8) Uani 1 1 d . . . . .
C9 C 0.3056(3) 0.72370(12) 0.2787(3) 0.0312(8) Uani 1 1 d . . . . .
C7 C 0.4230(3) 0.76095(11) 0.4067(3) 0.0283(8) Uani 1 1 d . . . . .
C53 C -0.0159(3) 0.76216(12) 0.6324(3) 0.0311(8) Uani 1 1 d . . . . .
C41 C 0.1924(3) 0.64266(12) 0.8038(3) 0.0311(8) Uani 1 1 d . . . . .
C14 C 0.3395(3) 0.68526(12) 0.3187(3) 0.0309(8) Uani 1 1 d . . . . .
C45 C 0.1073(3) 0.64443(11) 0.7341(3) 0.0295(8) Uani 1 1 d . . . . .
H45 H 0.080343 0.619268 0.705093 0.035 Uiso 1 1 calc R . . . .
C33 C 0.3673(3) 0.52854(12) 0.8533(3) 0.0314(8) Uani 1 1 d . . . . .
H33 H 0.406282 0.503612 0.864261 0.038 Uiso 1 1 calc R . . . .
C15 C 0.4145(3) 0.68363(12) 0.4070(3) 0.0292(8) Uani 1 1 d . . . . .
C54 C 0.0605(3) 0.75990(12) 0.7148(3) 0.0312(8) Uani 1 1 d . . . . .
C20 C 0.4422(3) 0.64635(12) 0.4554(3) 0.0316(8) Uani 1 1 d . . . . .
H20 H 0.415770 0.620880 0.427731 0.038 Uiso 1 1 calc R . . . .
C6 C 0.4293(3) 0.83218(11) 0.4097(3) 0.0312(8) Uani 1 1 d . . . . .
C23 C 0.6084(3) 0.53829(12) 0.6311(3) 0.0318(8) Uani 1 1 d . . . . .
C1 C 0.3518(3) 0.83366(12) 0.3284(3) 0.0323(8) Uani 1 1 d . . . . .
C21 C 0.5202(3) 0.60534(11) 0.5978(2) 0.0303(8) Uani 1 1 d . . . . .
C52 C -0.0626(3) 0.72389(12) 0.5890(3) 0.0319(8) Uani 1 1 d . . . . .
C24 C 0.5474(3) 0.52996(11) 0.7017(3) 0.0311(8) Uani 1 1 d . . . . .
H24 H 0.556766 0.504764 0.737495 0.037 Uiso 1 1 calc R . . . .
C36 C 0.2525(3) 0.60295(12) 0.8200(3) 0.0308(8) Uani 1 1 d . . . . .
C73 C 0.0498(3) 0.68979(14) 0.3585(3) 0.0368(9) Uani 1 1 d . . . . .
C71 C 0.0542(3) 0.77605(13) 0.3629(3) 0.0361(9) Uani 1 1 d . . . . .
C22 C 0.5944(3) 0.57640(12) 0.5808(3) 0.0321(8) Uani 1 1 d . . . . .
H22 H 0.637789 0.582510 0.533056 0.038 Uiso 1 1 calc R . . . .
C78 C 0.0501(3) 0.64680(13) 0.3548(3) 0.0365(9) Uani 1 1 d . . . . .
C34 C 0.2842(3) 0.53598(12) 0.9047(3) 0.0343(8) Uani 1 1 d . . . . .
C68 C 0.1893(3) 0.81663(12) 0.5023(3) 0.0343(8) Uani 1 1 d . . . . .
H68 H 0.235589 0.830732 0.549464 0.041 Uiso 1 1 calc R . . . .
C56 C -0.0053(3) 0.83320(12) 0.6374(3) 0.0381(9) Uani 1 1 d . . . . .
C17 C 0.5278(3) 0.71923(12) 0.5333(3) 0.0349(8) Uani 1 1 d . . . . .
H17 H 0.559207 0.744259 0.558738 0.042 Uiso 1 1 calc R . . . .
C48 C -0.0736(3) 0.64896(13) 0.5813(3) 0.0376(9) Uani 1 1 d . . . . .
H48 H -0.050701 0.622240 0.604186 0.045 Uiso 1 1 calc R . . . .
C5 C 0.4695(3) 0.86945(12) 0.4520(3) 0.0378(9) Uani 1 1 d . . . . .
H5 H 0.521682 0.868529 0.506066 0.045 Uiso 1 1 calc R . . . .
C55 C 0.0673(3) 0.83098(12) 0.7217(3) 0.0383(9) Uani 1 1 d . . . . .
C35 C 0.2294(3) 0.57322(12) 0.8874(3) 0.0328(8) Uani 1 1 d . . . . .
H35 H 0.173694 0.578611 0.923157 0.039 Uiso 1 1 calc R . . . .
C43 C 0.1801(3) 0.71663(13) 0.8265(3) 0.0372(9) Uani 1 1 d . . . . .
H43 H 0.203017 0.741147 0.860931 0.045 Uiso 1 1 calc R . . . .
C18 C 0.5523(3) 0.68202(12) 0.5800(3) 0.0351(9) Uani 1 1 d . . . . .
H18 H 0.599872 0.681424 0.637434 0.042 Uiso 1 1 calc R . . . .
C13 C 0.2999(3) 0.64884(13) 0.2716(3) 0.0378(9) Uani 1 1 d . . . . .
H13 H 0.321674 0.622388 0.297102 0.045 Uiso 1 1 calc R . . . .
C70 C 0.0577(4) 0.81871(14) 0.3633(3) 0.0423(10) Uani 1 1 d . . . . .
H70 H 0.014457 0.834283 0.316379 0.051 Uiso 1 1 calc R . . . .
C42 C 0.2271(3) 0.67873(13) 0.8522(3) 0.0386(9) Uani 1 1 d . . . . .
H42 H 0.282972 0.677519 0.902843 0.046 Uiso 1 1 calc R . . . .
C74 C -0.0131(3) 0.71243(14) 0.2896(3) 0.0426(10) Uani 1 1 d . . . . .
C3 C 0.3560(4) 0.90855(13) 0.3352(3) 0.0428(10) Uani 1 1 d . . . . .
H3 H 0.330884 0.934873 0.311630 0.051 Uiso 1 1 calc R . . . .
C12 C 0.2298(3) 0.65098(13) 0.1889(3) 0.0409(9) Uani 1 1 d . . . . .
H12 H 0.204125 0.626000 0.158097 0.049 Uiso 1 1 calc R . . . .
C27 C 0.6871(3) 0.50688(13) 0.6005(3) 0.0384(9) Uani 1 1 d . . . . .
C69 C 0.1250(3) 0.83885(13) 0.4329(3) 0.0399(9) Uani 1 1 d . . . . .
H69 H 0.127418 0.868435 0.433475 0.048 Uiso 1 1 calc R . . . .
C37 C 0.2556(3) 0.50302(13) 0.9777(3) 0.0403(9) Uani 1 1 d . . . . .
C2 C 0.3167(4) 0.87330(12) 0.2913(3) 0.0392(9) Uani 1 1 d . . . . .
H2 H 0.266102 0.874980 0.236100 0.047 Uiso 1 1 calc R . . . .
C11 C 0.1964(3) 0.68904(14) 0.1503(3) 0.0412(10) Uani 1 1 d . . . . .
H11 H 0.148051 0.690228 0.093426 0.049 Uiso 1 1 calc R . . . .
C4 C 0.4340(4) 0.90684(13) 0.4157(3) 0.0422(10) Uani 1 1 d . . . . .
H4 H 0.461625 0.931928 0.444505 0.051 Uiso 1 1 calc R . . . .
C10 C 0.2336(3) 0.72512(13) 0.1949(3) 0.0367(9) Uani 1 1 d . . . . .
H10 H 0.210423 0.751304 0.168810 0.044 Uiso 1 1 calc R . . . .
C51 C -0.1423(3) 0.72600(14) 0.5128(3) 0.0429(10) Uani 1 1 d . . . . .
H51 H -0.166068 0.752480 0.488941 0.051 Uiso 1 1 calc R . . . .
C49 C -0.1521(3) 0.65167(14) 0.5065(3) 0.0440(10) Uani 1 1 d . . . . .
H49 H -0.182594 0.626943 0.478413 0.053 Uiso 1 1 calc R . . . .
C50 C -0.1876(4) 0.69046(15) 0.4712(3) 0.0491(11) Uani 1 1 d . . . . .
H50 H -0.242062 0.692327 0.419361 0.059 Uiso 1 1 calc R . . . .
C60 C 0.1068(4) 0.86811(14) 0.7666(4) 0.0514(11) Uani 1 1 d . . . . .
H60 H 0.154469 0.866741 0.823971 0.062 Uiso 1 1 calc R . . . .
C77 C -0.0107(4) 0.62587(16) 0.2821(4) 0.0545(12) Uani 1 1 d . . . . .
H77 H -0.010140 0.596304 0.278953 0.065 Uiso 1 1 calc R . . . .
C57 C -0.0338(4) 0.87282(14) 0.5974(4) 0.0522(12) Uani 1 1 d . . . . .
H57 H -0.080645 0.874844 0.539645 0.063 Uiso 1 1 calc R . . . .
C59 C 0.0767(4) 0.90595(15) 0.7281(4) 0.0595(13) Uani 1 1 d . . . . .
H59 H 0.102934 0.930834 0.758873 0.071 Uiso 1 1 calc R . . . .
C58 C 0.0067(4) 0.90809(15) 0.6425(5) 0.0605(14) Uani 1 1 d . . . . .
H58 H -0.012768 0.934566 0.615679 0.073 Uiso 1 1 calc R . . . .
C38 C 0.1658(4) 0.51630(16) 1.0286(4) 0.0560(12) Uani 1 1 d . . . . .
H38A H 0.183665 0.541961 1.065007 0.084 Uiso 1 1 calc GR . . . .
H38B H 0.150092 0.494261 1.073006 0.084 Uiso 1 1 calc GR . . . .
H38C H 0.105395 0.521309 0.980707 0.084 Uiso 1 1 calc GR . . . .
C30 C 0.7906(4) 0.52886(17) 0.5951(4) 0.0562(12) Uani 1 1 d . . . . .
H30A H 0.780415 0.551962 0.548924 0.084 Uiso 1 1 calc GR . . . .
H30B H 0.839874 0.508949 0.573819 0.084 Uiso 1 1 calc GR . . . .
H30C H 0.817609 0.539674 0.659006 0.084 Uiso 1 1 calc GR . . . .
C28 C 0.6481(4) 0.49170(17) 0.4972(4) 0.0584(13) Uani 1 1 d . . . . .
H28A H 0.581988 0.477324 0.497203 0.088 Uiso 1 1 calc GR . . . .
H28B H 0.698561 0.472475 0.475442 0.088 Uiso 1 1 calc GR . . . .
H28C H 0.638982 0.515668 0.453433 0.088 Uiso 1 1 calc GR . . . .
C75 C -0.0747(4) 0.69204(18) 0.2172(4) 0.0634(15) Uani 1 1 d . . . . .
H75 H -0.118172 0.707377 0.170034 0.076 Uiso 1 1 calc R . . . .
C76 C -0.0727(5) 0.64929(18) 0.2136(4) 0.0687(16) Uani 1 1 d . . . . .
H76 H -0.114821 0.635323 0.163053 0.082 Uiso 1 1 calc R . . . .
C39 C 0.2336(5) 0.46086(16) 0.9292(4) 0.0597(13) Uani 1 1 d . . . . .
H39A H 0.172339 0.463017 0.880992 0.090 Uiso 1 1 calc GR . . . .
H39B H 0.221555 0.440078 0.977880 0.090 Uiso 1 1 calc GR . . . .
H39C H 0.292871 0.452377 0.897352 0.090 Uiso 1 1 calc GR . . . .
C40 C 0.3481(5) 0.4960(2) 1.0567(5) 0.079(2) Uani 1 1 d . . . . .
H40A H 0.408864 0.488198 1.026386 0.119 Uiso 1 1 calc GR . . . .
H40B H 0.331641 0.473524 1.099829 0.119 Uiso 1 1 calc GR . . . .
H40C H 0.362326 0.521646 1.093956 0.119 Uiso 1 1 calc GR . . . .
C29 C 0.7059(5) 0.4707(2) 0.6679(5) 0.082(2) Uani 1 1 d . . . . .
H29A H 0.725046 0.480954 0.733959 0.123 Uiso 1 1 calc GR . . . .
H29B H 0.761969 0.453575 0.648978 0.123 Uiso 1 1 calc GR . . . .
H29C H 0.643047 0.453900 0.665132 0.123 Uiso 1 1 calc GR . . . .
C79 C 0.1124(5) 0.5113(2) 0.6873(5) 0.0763(17) Uani 1 1 d . . . . .
H79 H 0.168321 0.527695 0.725716 0.092 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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C66 O1 C67 118.2(3) . . ?
C64 O2 C78 116.9(3) . . ?
C74 O3 C71 118.3(3) . . ?
C32 N4 C62 120.8(3) . . ?
C32 N4 C26 107.3(3) . . ?
C26 N4 C62 120.3(3) . . ?
C7 N5 C6 117.0(3) . . ?
C54 N2 C55 116.9(4) . . ?
C8 N6 C1 117.1(3) . . ?
C53 N3 C56 116.7(4) . . ?
C65 N1 C72 119.9(3) . . ?
C65 N1 C73 119.4(4) . . ?
C72 N1 C73 119.9(3) . . ?
C63 C62 N4 117.6(3) . . ?
C61 C62 N4 120.2(3) . . ?
C61 C62 C63 122.2(3) . . ?
C44 C46 C47 120.8(3) . . ?
C44 C46 C45 117.4(3) . . ?
C45 C46 C47 121.6(3) . . ?
O1 C66 C65 120.8(3) . . ?
C61 C66 O1 118.1(3) . . ?
C61 C66 C65 121.1(3) . . ?
C32 C31 C25 107.0(3) . . ?
C33 C31 C32 119.9(3) . . ?
C33 C31 C25 133.1(3) . . ?
C20 C19 C21 119.8(3) . . ?
C20 C19 C18 119.4(3) . . ?
C18 C19 C21 120.7(3) . . ?
N4 C32 C31 109.2(3) . . ?
C36 C32 N4 129.6(3) . . ?
C36 C32 C31 121.2(3) . . ?
C72 C67 O1 120.8(3) . . ?
C68 C67 O1 118.5(3) . . ?
C68 C67 C72 120.7(3) . . ?
N1 C65 C66 119.8(4) . . ?
C64 C65 N1 120.4(3) . . ?
C64 C65 C66 119.8(3) . . ?
C65 C64 O2 121.5(3) . . ?
C65 C64 C63 120.6(3) . . ?
C63 C64 O2 117.9(3) . . ?
C15 C16 C7 119.5(3) . . ?
C17 C16 C7 120.1(3) . . ?
C17 C16 C15 120.3(3) . . ?
N1 C72 C67 120.1(3) . . ?
N1 C72 C71 119.9(4) . . ?
C71 C72 C67 119.9(4) . . ?
N6 C8 C9 118.3(3) . . ?
N6 C8 C7 121.7(3) . . ?
C7 C8 C9 120.0(3) . . ?
C46 C44 C54 119.6(3) . . ?
C43 C44 C46 120.1(4) . . ?
C43 C44 C54 120.2(4) . . ?
C62 C63 H63 120.7 . . ?
C64 C63 C62 118.7(3) . . ?
C64 C63 H63 120.7 . . ?
C25 C26 N4 109.4(3) . . ?
C21 C26 N4 129.1(3) . . ?
C21 C26 C25 121.4(3) . . ?
C26 C25 C31 107.0(3) . . ?
C24 C25 C31 133.4(3) . . ?
C24 C25 C26 119.5(3) . . ?
C62 C61 C66 117.6(3) . . ?
C62 C61 H61 121.2 . . ?
C66 C61 H61 121.2 . . ?
C52 C47 C46 119.8(3) . . ?
C48 C47 C46 122.9(3) . . ?
C48 C47 C52 117.4(4) . . ?
C14 C9 C8 119.6(3) . . ?
C14 C9 C10 120.3(4) . . ?
C10 C9 C8 120.1(3) . . ?
N5 C7 C16 118.0(3) . . ?
N5 C7 C8 121.9(3) . . ?
C8 C7 C16 120.1(3) . . ?
N3 C53 C54 121.6(4) . . ?
N3 C53 C52 118.3(4) . . ?
C54 C53 C52 120.1(3) . . ?
C45 C41 C36 120.0(3) . . ?
C45 C41 C42 119.5(3) . . ?
C42 C41 C36 120.3(3) . . ?
C9 C14 C15 120.4(3) . . ?
C9 C14 C13 117.8(4) . . ?
C13 C14 C15 121.8(3) . . ?
C46 C45 H45 119.0 . . ?
C41 C45 C46 121.9(3) . . ?
C41 C45 H45 119.0 . . ?
C31 C33 H33 119.8 . . ?
C31 C33 C34 120.3(3) . . ?
C34 C33 H33 119.8 . . ?
C16 C15 C14 120.2(3) . . ?
C20 C15 C16 117.2(3) . . ?
C20 C15 C14 122.5(3) . . ?
N2 C54 C44 118.2(3) . . ?
N2 C54 C53 122.0(4) . . ?
C53 C54 C44 119.8(4) . . ?
C19 C20 C15 122.4(4) . . ?
C19 C20 H20 118.8 . . ?
C15 C20 H20 118.8 . . ?
N5 C6 C1 121.1(3) . . ?
N5 C6 C5 119.1(4) . . ?
C5 C6 C1 119.8(3) . . ?
C24 C23 C22 118.4(3) . . ?
C24 C23 C27 122.9(3) . . ?
C22 C23 C27 118.6(3) . . ?
N6 C1 C6 121.3(3) . . ?
N6 C1 C2 119.8(4) . . ?
C6 C1 C2 118.9(4) . . ?
C26 C21 C19 121.4(3) . . ?
C22 C21 C19 121.5(3) . . ?
C22 C21 C26 117.1(3) . . ?
C47 C52 C53 119.6(3) . . ?
C51 C52 C47 120.0(4) . . ?
C51 C52 C53 120.4(3) . . ?
C25 C24 H24 119.7 . . ?
C23 C24 C25 120.5(3) . . ?
C23 C24 H24 119.7 . . ?
C32 C36 C41 121.1(3) . . ?
C32 C36 C35 117.2(3) . . ?
C35 C36 C41 121.7(3) . . ?
N1 C73 C74 120.0(4) . . ?
C78 C73 N1 120.0(4) . . ?
C78 C73 C74 120.1(4) . . ?
C72 C71 O3 120.5(4) . . ?
C70 C71 O3 119.1(3) . . ?
C70 C71 C72 120.3(4) . . ?
C23 C22 H22 118.5 . . ?
C21 C22 C23 123.0(4) . . ?
C21 C22 H22 118.5 . . ?
C73 C78 O2 121.6(3) . . ?
C77 C78 O2 117.7(4) . . ?
C77 C78 C73 120.7(4) . . ?
C33 C34 C35 118.2(3) . . ?
C33 C34 C37 119.4(3) . . ?
C35 C34 C37 122.4(4) . . ?
C67 C68 H68 120.8 . . ?
C67 C68 C69 118.5(4) . . ?
C69 C68 H68 120.8 . . ?
N3 C56 C55 121.7(4) . . ?
N3 C56 C57 119.2(4) . . ?
C55 C56 C57 119.1(4) . . ?
C16 C17 H17 119.5 . . ?
C18 C17 C16 120.9(4) . . ?
C18 C17 H17 119.5 . . ?
C47 C48 H48 119.1 . . ?
C49 C48 C47 121.8(4) . . ?
C49 C48 H48 119.1 . . ?
C6 C5 H5 119.9 . . ?
C4 C5 C6 120.2(4) . . ?
C4 C5 H5 119.9 . . ?
N2 C55 C56 121.0(4) . . ?
N2 C55 C60 119.3(4) . . ?
C60 C55 C56 119.6(4) . . ?
C36 C35 H35 118.4 . . ?
C34 C35 C36 123.2(4) . . ?
C34 C35 H35 118.4 . . ?
C44 C43 H43 119.7 . . ?
C42 C43 C44 120.7(4) . . ?
C42 C43 H43 119.7 . . ?
C19 C18 H18 120.3 . . ?
C17 C18 C19 119.5(4) . . ?
C17 C18 H18 120.3 . . ?
C14 C13 H13 119.5 . . ?
C12 C13 C14 121.0(4) . . ?
C12 C13 H13 119.5 . . ?
C71 C70 H70 120.4 . . ?
C71 C70 C69 119.2(4) . . ?
C69 C70 H70 120.4 . . ?
C41 C42 C43 120.0(4) . . ?
C41 C42 H42 120.0 . . ?
C43 C42 H42 120.0 . . ?
O3 C74 C73 120.9(4) . . ?
C75 C74 O3 119.2(4) . . ?
C75 C74 C73 120.0(5) . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.2(4) . . ?
C4 C3 H3 119.4 . . ?
C13 C12 H12 119.6 . . ?
C13 C12 C11 120.8(4) . . ?
C11 C12 H12 119.6 . . ?
C23 C27 C28 108.3(3) . . ?
C30 C27 C23 109.7(3) . . ?
C30 C27 C28 106.6(4) . . ?
C29 C27 C23 113.3(4) . . ?
C29 C27 C30 108.2(4) . . ?
C29 C27 C28 110.5(5) . . ?
C68 C69 H69 119.3 . . ?
C70 C69 C68 121.4(4) . . ?
C70 C69 H69 119.3 . . ?
C38 C37 C34 112.7(3) . . ?
C38 C37 C39 110.2(4) . . ?
C38 C37 C40 106.9(4) . . ?
C39 C37 C34 111.2(4) . . ?
C39 C37 C40 105.8(4) . . ?
C40 C37 C34 109.7(4) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 C1 119.6(4) . . ?
C3 C2 H2 120.2 . . ?
C12 C11 H11 120.2 . . ?
C10 C11 C12 119.5(4) . . ?
C10 C11 H11 120.2 . . ?
C5 C4 C3 120.3(4) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C9 C10 H10 119.7 . . ?
C11 C10 C9 120.7(4) . . ?
C11 C10 H10 119.7 . . ?
C52 C51 H51 119.3 . . ?
C50 C51 C52 121.3(4) . . ?
C50 C51 H51 119.3 . . ?
C48 C49 H49 119.7 . . ?
C48 C49 C50 120.5(4) . . ?
C50 C49 H49 119.7 . . ?
C51 C50 C49 119.0(4) . . ?
C51 C50 H50 120.5 . . ?
C49 C50 H50 120.5 . . ?
C55 C60 H60 119.9 . . ?
C59 C60 C55 120.3(5) . . ?
C59 C60 H60 119.9 . . ?
C78 C77 H77 120.9 . . ?
C78 C77 C76 118.1(5) . . ?
C76 C77 H77 120.9 . . ?
C56 C57 H57 120.2 . . ?
C58 C57 C56 119.6(5) . . ?
C58 C57 H57 120.2 . . ?
C60 C59 H59 120.0 . . ?
C60 C59 C58 120.0(5) . . ?
C58 C59 H59 120.0 . . ?
C57 C58 C59 121.3(4) . . ?
C57 C58 H58 119.3 . . ?
C59 C58 H58 119.3 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C27 C30 H30A 109.5 . . ?
C27 C30 H30B 109.5 . . ?
C27 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C74 C75 H75 120.3 . . ?
C76 C75 C74 119.4(4) . . ?
C76 C75 H75 120.3 . . ?
C77 C76 H76 119.1 . . ?
C75 C76 C77 121.8(4) . . ?
C75 C76 H76 119.1 . . ?
C37 C39 H39A 109.5 . . ?
C37 C39 H39B 109.5 . . ?
C37 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C37 C40 H40A 109.5 . . ?
C37 C40 H40B 109.5 . . ?
C37 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
Cl1 C79 Cl3 112.3(4) . . ?
Cl1 C79 Cl2 111.7(3) . . ?
Cl1 C79 H79 108.0 . . ?
Cl3 C79 Cl2 108.8(4) . . ?
Cl3 C79 H79 108.0 . . ?
Cl2 C79 H79 108.0 . . ?
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
Cl1 C79 1.737(8) . ?
Cl3 C79 1.743(7) . ?
Cl2 C79 1.771(7) . ?
O1 C66 1.392(5) . ?
O1 C67 1.401(4) . ?
O2 C64 1.402(5) . ?
O2 C78 1.402(5) . ?
O3 C71 1.408(5) . ?
O3 C74 1.386(6) . ?
N4 C62 1.454(4) . ?
N4 C32 1.407(5) . ?
N4 C26 1.415(5) . ?
N5 C7 1.329(5) . ?
N5 C6 1.354(5) . ?
N2 C54 1.326(5) . ?
N2 C55 1.354(5) . ?
N6 C8 1.327(5) . ?
N6 C1 1.353(5) . ?
N3 C53 1.329(5) . ?
N3 C56 1.355(6) . ?
N1 C65 1.382(5) . ?
N1 C72 1.383(6) . ?
N1 C73 1.386(6) . ?
C62 C63 1.398(5) . ?
C62 C61 1.385(5) . ?
C46 C44 1.407(6) . ?
C46 C47 1.469(5) . ?
C46 C45 1.413(5) . ?
C66 C65 1.397(5) . ?
C66 C61 1.386(5) . ?
C31 C32 1.413(5) . ?
C31 C25 1.450(5) . ?
C31 C33 1.395(5) . ?
C19 C20 1.383(5) . ?
C19 C21 1.495(5) . ?
C19 C18 1.397(6) . ?
C32 C36 1.391(5) . ?
C67 C72 1.387(6) . ?
C67 C68 1.371(6) . ?
C65 C64 1.376(6) . ?
C64 C63 1.377(5) . ?
C16 C7 1.467(5) . ?
C16 C15 1.408(5) . ?
C16 C17 1.400(5) . ?
C72 C71 1.386(6) . ?
C8 C9 1.467(6) . ?
C8 C7 1.424(5) . ?
C44 C54 1.470(5) . ?
C44 C43 1.396(6) . ?
C63 H63 0.9500 . ?
C26 C25 1.404(5) . ?
C26 C21 1.392(5) . ?
C25 C24 1.399(5) . ?
C61 H61 0.9500 . ?
C47 C52 1.418(5) . ?
C47 C48 1.403(6) . ?
C9 C14 1.402(5) . ?
C9 C10 1.404(6) . ?
C53 C54 1.426(6) . ?
C53 C52 1.468(6) . ?
C41 C45 1.383(6) . ?
C41 C36 1.499(5) . ?
C41 C42 1.387(6) . ?
C14 C15 1.474(5) . ?
C14 C13 1.407(6) . ?
C45 H45 0.9500 . ?
C33 H33 0.9500 . ?
C33 C34 1.399(6) . ?
C15 C20 1.399(5) . ?
C20 H20 0.9500 . ?
C6 C1 1.421(6) . ?
C6 C5 1.406(6) . ?
C23 C24 1.373(6) . ?
C23 C22 1.410(5) . ?
C23 C27 1.540(5) . ?
C1 C2 1.427(6) . ?
C21 C22 1.386(6) . ?
C52 C51 1.392(6) . ?
C24 H24 0.9500 . ?
C36 C35 1.401(6) . ?
C73 C78 1.381(6) . ?
C73 C74 1.387(6) . ?
C71 C70 1.370(6) . ?
C22 H22 0.9500 . ?
C78 C77 1.379(6) . ?
C34 C35 1.399(6) . ?
C34 C37 1.548(5) . ?
C68 H68 0.9500 . ?
C68 C69 1.394(6) . ?
C56 C55 1.415(7) . ?
C56 C57 1.419(6) . ?
C17 H17 0.9500 . ?
C17 C18 1.378(6) . ?
C48 H48 0.9500 . ?
C48 C49 1.369(6) . ?
C5 H5 0.9500 . ?
C5 C4 1.360(6) . ?
C55 C60 1.413(6) . ?
C35 H35 0.9500 . ?
C43 H43 0.9500 . ?
C43 C42 1.389(6) . ?
C18 H18 0.9500 . ?
C13 H13 0.9500 . ?
C13 C12 1.381(6) . ?
C70 H70 0.9500 . ?
C70 C69 1.385(7) . ?
C42 H42 0.9500 . ?
C74 C75 1.374(7) . ?
C3 H3 0.9500 . ?
C3 C2 1.356(6) . ?
C3 C4 1.418(7) . ?
C12 H12 0.9500 . ?
C12 C11 1.382(6) . ?
C27 C30 1.537(7) . ?
C27 C28 1.545(6) . ?
C27 C29 1.495(7) . ?
C69 H69 0.9500 . ?
C37 C38 1.511(7) . ?
C37 C39 1.524(7) . ?
C37 C40 1.544(7) . ?
C2 H2 0.9500 . ?
C11 H11 0.9500 . ?
C11 C10 1.374(6) . ?
C4 H4 0.9500 . ?
C10 H10 0.9500 . ?
C51 H51 0.9500 . ?
C51 C50 1.378(7) . ?
C49 H49 0.9500 . ?
C49 C50 1.396(7) . ?
C50 H50 0.9500 . ?
C60 H60 0.9500 . ?
C60 C59 1.366(7) . ?
C77 H77 0.9500 . ?
C77 C76 1.392(7) . ?
C57 H57 0.9500 . ?
C57 C58 1.369(8) . ?
C59 H59 0.9500 . ?
C59 C58 1.409(9) . ?
C58 H58 0.9500 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C75 H75 0.9500 . ?
C75 C76 1.373(8) . ?
C76 H76 0.9500 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C79 H79 1.0000 . ?
