#------------------------------------------------------------------------------
#$Date: 2019-11-17 14:51:04 +0200 (Sun, 17 Nov 2019) $
#$Revision: 230629 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/64/7156460.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_7156460
loop_
_publ_author_name
'Liu, Qiuhua'
'Zhang, Jinjin'
'Tang, Min'
'Yang, Yan'
'Zhang, Jian'
'Zhou, Zaichun'
_publ_section_title
;
 Geometric deconstruction of core and electron activation of a π-system
 in a series of deformed porphyrins: mimics of heme.
;
_journal_issue                   41
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              7725
_journal_page_last               7736
_journal_paper_doi               10.1039/c8ob01959b
_journal_volume                  16
_journal_year                    2018
_chemical_formula_moiety         'C69 H74 Cl6 N4 O5'
_chemical_formula_sum            'C69 H74 Cl6 N4 O5'
_chemical_formula_weight         1252.02
_chemical_name_systematic        oDL3tTtPP
_chemical_properties_physical    Photo-sensitive
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2018-09-20 deposited with the CCDC.
2018-09-27 downloaded from the CCDC.
;
_cell_angle_alpha                109.209(6)
_cell_angle_beta                 103.622(6)
_cell_angle_gamma                95.483(5)
_cell_formula_units_Z            2
_cell_length_a                   13.8646(9)
_cell_length_b                   15.0707(10)
_cell_length_c                   16.8583(11)
_cell_measurement_reflns_used    5239
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.1300
_cell_measurement_theta_min      3.4210
_cell_volume                     3174.9(4)
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_av_unetI/netI     0.0674
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            19540
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.248
_diffrn_reflns_theta_max         67.248
_diffrn_reflns_theta_min         3.425
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.892
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_description       Bloc
_exptl_crystal_F_000             1316
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: chloroform, methanol'
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.070
_refine_diff_density_max         0.990
_refine_diff_density_min         -1.150
_refine_diff_density_rms         0.116
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.196
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     874
_refine_ls_number_reflns         11266
_refine_ls_number_restraints     2630
_refine_ls_restrained_S_all      1.128
_refine_ls_R_factor_all          0.1372
_refine_ls_R_factor_gt           0.1076
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1950P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2930
_refine_ls_wR_factor_ref         0.3350
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7698
_reflns_number_total             11266
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8ob01959b2.cif
_cod_data_source_block           oDL3TtPP
_cod_depositor_comments
'Adding full bibliography for 7156452--7156463.cif.'
_cod_database_code               7156460
_shelx_shelxl_version_number     2016/6
_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_min   0.802
_shelx_estimated_absorpt_t_max   0.823
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
Cl1 Cl 0.23475(10) 0.44518(9) 0.19299(9) 0.0554(4) Uani 1 1 d . U . . .
Cl2 Cl 0.06859(11) 0.30844(11) 0.05870(10) 0.0649(4) Uani 1 1 d . U . . .
Cl3 Cl 0.13014(13) 0.29544(12) 0.22980(12) 0.0715(5) Uani 1 1 d . U . . .
N1 N 0.9122(3) 0.4089(2) 0.8727(2) 0.0309(7) Uani 1 1 d . U . . .
H1 H 0.948053 0.445525 0.924429 0.037 Uiso 1 1 calc R U . . .
N2 N 1.1149(3) 0.5194(2) 0.9538(2) 0.0321(7) Uani 1 1 d . U . . .
N3 N 0.3862(3) 0.9503(3) 0.8804(3) 0.0386(8) Uani 1 1 d . U . . .
H3A H 0.435294 0.971598 0.927959 0.046 Uiso 1 1 calc R U . . .
N4 N 0.5775(3) 0.9057(3) 0.9451(3) 0.0405(9) Uani 1 1 d . U . . .
O1 O 0.7440(2) 0.2477(2) 1.0004(2) 0.0398(7) Uani 1 1 d . U . . .
O2 O 1.0815(3) 0.5955(2) 0.7596(2) 0.0469(8) Uani 1 1 d . U . . .
O3 O 0.3007(2) 1.2429(2) 0.9175(2) 0.0412(7) Uani 1 1 d . U . . .
O4 O 0.4710(3) 0.6589(3) 0.8474(2) 0.0593(9) Uani 1 1 d . U . . .
C1 C 0.6591(3) 0.2331(3) 0.9331(3) 0.0357(9) Uani 1 1 d . U . . .
C2 C 0.5744(4) 0.1645(3) 0.9087(3) 0.0408(10) Uani 1 1 d . U . . .
H2 H 0.571753 0.122404 0.938245 0.049 Uiso 1 1 calc R U . . .
C3 C 0.4923(4) 0.1579(3) 0.8395(3) 0.0432(10) Uani 1 1 d . U . . .
H3 H 0.434905 0.111607 0.824288 0.052 Uiso 1 1 calc R U . . .
C4 C 0.4933(3) 0.2178(3) 0.7928(3) 0.0393(10) Uani 1 1 d . U . . .
C5 C 0.5809(3) 0.2862(3) 0.8180(3) 0.0371(9) Uani 1 1 d . U . . .
H5 H 0.583084 0.327467 0.787508 0.044 Uiso 1 1 calc R U . . .
C6 C 0.6651(3) 0.2957(3) 0.8862(3) 0.0346(9) Uani 1 1 d . U . . .
C7 C 0.4031(4) 0.2139(4) 0.7183(3) 0.0458(11) Uani 1 1 d . U . . .
C8 C 0.4366(5) 0.2064(6) 0.6368(4) 0.0736(18) Uani 1 1 d . U . . .
H8A H 0.478287 0.265823 0.646518 0.110 Uiso 1 1 calc R U . . .
H8B H 0.378290 0.192851 0.587773 0.110 Uiso 1 1 calc R U . . .
H8C H 0.474481 0.155870 0.624792 0.110 Uiso 1 1 calc R U . . .
C9 C 0.3595(5) 0.3052(4) 0.7476(4) 0.0611(15) Uani 1 1 d . U . . .
H9A H 0.334980 0.307627 0.796911 0.092 Uiso 1 1 calc R U . . .
H9B H 0.304793 0.304747 0.700320 0.092 Uiso 1 1 calc R U . . .
H9C H 0.411265 0.360164 0.764033 0.092 Uiso 1 1 calc R U . . .
C10 C 0.3193(4) 0.1281(4) 0.6941(4) 0.0578(14) Uani 1 1 d . U . . .
H10A H 0.345814 0.070207 0.677725 0.087 Uiso 1 1 calc R U . . .
H10B H 0.265382 0.126679 0.645804 0.087 Uiso 1 1 calc R U . . .
H10C H 0.294175 0.133313 0.743526 0.087 Uiso 1 1 calc R U . . .
C11 C 0.7600(3) 0.3657(3) 0.9128(3) 0.0341(9) Uani 1 1 d . U . . .
C12 C 0.8181(3) 0.3580(3) 0.8534(3) 0.0336(9) Uani 1 1 d . U . . .
C13 C 0.7860(3) 0.3037(3) 0.7607(3) 0.0352(9) Uani 1 1 d . U . . .
H13 H 0.726111 0.259775 0.729542 0.042 Uiso 1 1 calc R U . . .
C14 C 0.8606(3) 0.3291(3) 0.7271(3) 0.0349(9) Uani 1 1 d . U . . .
H14 H 0.858524 0.307710 0.668215 0.042 Uiso 1 1 calc R U . . .
C15 C 0.9421(3) 0.3939(3) 0.7978(3) 0.0332(9) Uani 1 1 d . U . . .
C16 C 1.0371(3) 0.4298(3) 0.7950(3) 0.0333(9) Uani 1 1 d . U . . .
C17 C 1.1189(3) 0.4792(3) 0.8695(3) 0.0320(8) Uani 1 1 d . U . . .
C18 C 1.2222(3) 0.4952(3) 0.8656(3) 0.0348(9) Uani 1 1 d . U . . .
H18 H 1.244938 0.471546 0.816392 0.042 Uiso 1 1 calc R U . . .
C19 C 1.2788(3) 0.5507(3) 0.9466(3) 0.0370(9) Uani 1 1 d . U . . .
H19 H 1.348193 0.573102 0.964630 0.044 Uiso 1 1 calc R U . . .
C20 C 1.2094(3) 0.5689(3) 1.0011(3) 0.0334(9) Uani 1 1 d . U . . .
C21 C 1.0535(3) 0.4238(3) 0.7091(3) 0.0379(9) Uani 1 1 d . U . . .
C22 C 1.0780(4) 0.5074(4) 0.6948(3) 0.0429(10) Uani 1 1 d . U . . .
C23 C 1.0952(4) 0.5040(4) 0.6167(4) 0.0544(12) Uani 1 1 d . U . . .
H23 H 1.112916 0.560417 0.607853 0.065 Uiso 1 1 calc R U . . .
C24 C 1.0859(5) 0.4162(5) 0.5512(4) 0.0621(14) Uani 1 1 d . U . . .
H24 H 1.096864 0.414636 0.498463 0.074 Uiso 1 1 calc R U . . .
C25 C 1.0608(4) 0.3315(5) 0.5621(3) 0.0570(13) Uani 1 1 d . U . . .
C26 C 1.0443(4) 0.3368(4) 0.6423(3) 0.0452(11) Uani 1 1 d . U . . .
H26 H 1.026606 0.280380 0.651072 0.054 Uiso 1 1 calc R U . . .
C27 C 1.0512(5) 0.2354(5) 0.4889(4) 0.0741(18) Uani 1 1 d D U . . .
C28 C 0.9398(12) 0.189(2) 0.4718(17) 0.104(7) Uani 0.289(11) 1 d D U P A 1
H28A H 0.895905 0.230256 0.457801 0.156 Uiso 0.289(11) 1 calc R U P A 1
H28B H 0.931695 0.178478 0.523307 0.156 Uiso 0.289(11) 1 calc R U P A 1
H28C H 0.923070 0.128469 0.423696 0.156 Uiso 0.289(11) 1 calc R U P A 1
C29 C 1.106(2) 0.1637(16) 0.5174(16) 0.091(7) Uani 0.289(11) 1 d D U P A 1
H29A H 1.096515 0.106267 0.467495 0.137 Uiso 0.289(11) 1 calc R U P A 1
H29B H 1.078614 0.148873 0.559956 0.137 Uiso 0.289(11) 1 calc R U P A 1
H29C H 1.176468 0.190402 0.542804 0.137 Uiso 0.289(11) 1 calc R U P A 1
C30 C 1.034(3) 0.255(2) 0.4035(12) 0.095(7) Uani 0.289(11) 1 d D U P A 1
H30A H 1.008824 0.195811 0.354425 0.143 Uiso 0.289(11) 1 calc R U P A 1
H30B H 1.096148 0.285751 0.400829 0.143 Uiso 0.289(11) 1 calc R U P A 1
H30C H 0.984927 0.296128 0.401682 0.143 Uiso 0.289(11) 1 calc R U P A 1
C28' C 1.0303(10) 0.1497(6) 0.5147(7) 0.084(3) Uani 0.711(11) 1 d D U P A 2
H28D H 0.961519 0.140309 0.516543 0.126 Uiso 0.711(11) 1 calc R U P A 2
H28E H 1.074919 0.160915 0.571471 0.126 Uiso 0.711(11) 1 calc R U P A 2
H28F H 1.041249 0.093731 0.472512 0.126 Uiso 0.711(11) 1 calc R U P A 2
C29' C 1.1571(6) 0.2282(8) 0.4733(6) 0.082(3) Uani 0.711(11) 1 d D U P A 2
H29D H 1.152975 0.168504 0.427497 0.123 Uiso 0.711(11) 1 calc R U P A 2
H29E H 1.204829 0.231724 0.526245 0.123 Uiso 0.711(11) 1 calc R U P A 2
H29F H 1.178807 0.280113 0.456535 0.123 Uiso 0.711(11) 1 calc R U P A 2
C30' C 0.9795(9) 0.2297(9) 0.4038(6) 0.084(3) Uani 0.711(11) 1 d D U P A 2
H30D H 0.977143 0.170188 0.358474 0.125 Uiso 0.711(11) 1 calc R U P A 2
H30E H 1.002598 0.281863 0.387948 0.125 Uiso 0.711(11) 1 calc R U P A 2
H30F H 0.913135 0.233568 0.410925 0.125 Uiso 0.711(11) 1 calc R U P A 2
C31 C 1.1710(4) 0.6645(4) 0.7893(3) 0.0499(11) Uani 1 1 d . U . . .
H31A H 1.181506 0.682531 0.741305 0.060 Uiso 1 1 calc R U . . .
H31B H 1.228431 0.637953 0.810342 0.060 Uiso 1 1 calc R U . . .
C32 C 1.1627(4) 0.7528(4) 0.8633(3) 0.0473(11) Uani 1 1 d . U . . .
H32A H 1.142465 0.800317 0.838790 0.057 Uiso 1 1 calc R U . . .
H32B H 1.109620 0.734724 0.886677 0.057 Uiso 1 1 calc R U . . .
C33 C 1.2592(4) 0.7985(4) 0.9384(3) 0.0445(11) Uani 1 1 d . U . . .
H33A H 1.318152 0.788999 0.917326 0.053 Uiso 1 1 calc R U . . .
H33B H 1.261943 0.866615 0.965597 0.053 Uiso 1 1 calc R U . . .
C34 C 0.2035(3) 1.1962(3) 0.8962(3) 0.0385(10) Uani 1 1 d . U . . .
C35 C 0.1203(4) 1.2357(3) 0.8684(3) 0.0441(11) Uani 1 1 d . U . . .
H35 H 0.131070 1.296002 0.865008 0.053 Uiso 1 1 calc R U . . .
C36 C 0.0237(4) 1.1870(3) 0.8461(4) 0.0488(12) Uani 1 1 d . U . . .
H36 H -0.030200 1.215105 0.828438 0.059 Uiso 1 1 calc R U . . .
C37 C 0.0045(4) 1.0968(4) 0.8495(4) 0.0578(14) Uani 1 1 d . U . . .
C38 C 0.0877(4) 1.0560(4) 0.8742(4) 0.0528(12) Uani 1 1 d . U . . .
H38 H 0.076567 0.994865 0.875694 0.063 Uiso 1 1 calc R U . . .
C39 C 0.1859(3) 1.1039(3) 0.8963(3) 0.0414(10) Uani 1 1 d . U . . .
C40 C -0.1020(8) 1.0417(7) 0.8043(7) 0.050(3) Uani 0.488(10) 1 d D U P B 1
C41 C -0.1108(15) 0.9375(8) 0.8005(9) 0.051(3) Uani 0.488(10) 1 d D U P B 1
C42 C -0.1535(9) 1.0387(8) 0.7117(6) 0.062(3) Uani 0.488(10) 1 d D U P B 1
C43 C -0.1582(10) 1.0963(10) 0.8678(9) 0.062(3) Uani 0.488(10) 1 d D U P B 1
C40' C -0.1025(7) 1.0456(7) 0.8479(6) 0.047(2) Uani 0.512(10) 1 d D U P B 2
C41' C -0.1256(15) 0.9459(10) 0.7760(9) 0.068(4) Uani 0.512(10) 1 d D U P B 2
C42' C -0.1070(8) 1.0356(8) 0.9350(7) 0.063(3) Uani 0.512(10) 1 d D U P B 2
C43' C -0.1848(8) 1.1011(8) 0.8246(9) 0.058(3) Uani 0.512(10) 1 d D U P B 2
C44 C 0.2752(3) 1.0621(3) 0.9270(3) 0.0414(10) Uani 1 1 d . U . . .
C45 C 0.3020(3) 0.9901(3) 0.8649(3) 0.0388(10) Uani 1 1 d . U . . .
C46 C 0.2414(3) 0.9343(4) 0.7760(3) 0.0447(11) Uani 1 1 d . U . . .
H46 H 0.181498 0.946676 0.746760 0.054 Uiso 1 1 calc R U . . .
C47 C 0.2873(4) 0.8615(4) 0.7434(3) 0.0437(10) Uani 1 1 d . U . . .
H47 H 0.263094 0.813233 0.688357 0.052 Uiso 1 1 calc R U . . .
C48 C 0.3799(3) 0.8708(3) 0.8080(3) 0.0402(10) Uani 1 1 d . U . . .
C49 C 0.4539(4) 0.8148(4) 0.8003(3) 0.0414(10) Uani 1 1 d . U . . .
C50 C 0.5508(3) 0.8417(4) 0.8610(3) 0.0417(10) Uani 1 1 d . U . . .
C51 C 0.6364(4) 0.7977(4) 0.8436(3) 0.0466(11) Uani 1 1 d . U . . .
H51 H 0.638478 0.753058 0.790885 0.056 Uiso 1 1 calc R U . . .
C52 C 0.7116(4) 0.8343(4) 0.9185(4) 0.0481(11) Uani 1 1 d . U . . .
H52 H 0.776800 0.821529 0.926802 0.058 Uiso 1 1 calc R U . . .
C53 C 0.6734(3) 0.8967(3) 0.9836(3) 0.0401(10) Uani 1 1 d . U . . .
C54 C 0.4300(4) 0.7179(4) 0.7322(3) 0.0456(10) Uani 1 1 d . U . . .
C55 C 0.3982(4) 0.6995(5) 0.6415(3) 0.0556(12) Uani 1 1 d . U . . .
H55 H 0.394726 0.751179 0.623053 0.067 Uiso 1 1 calc R U . . .
C56 C 0.3720(4) 0.6078(6) 0.5786(4) 0.0699(17) Uani 1 1 d . U . . .
C57 C 0.3790(5) 0.5332(6) 0.6076(4) 0.0775(18) Uani 1 1 d . U . . .
H57 H 0.360897 0.471068 0.566526 0.093 Uiso 1 1 calc R U . . .
C58 C 0.4125(5) 0.5466(5) 0.6970(4) 0.0642(15) Uani 1 1 d . U . . .
H58 H 0.417652 0.494293 0.714378 0.077 Uiso 1 1 calc R U . . .
C59 C 0.4379(4) 0.6389(4) 0.7589(3) 0.0538(12) Uani 1 1 d . U . . .
C60 C 0.3402(13) 0.6174(14) 0.4814(10) 0.064(3) Uani 0.506(11) 1 d . U P C 1
C61 C 0.4114(10) 0.5649(14) 0.4355(8) 0.073(4) Uani 0.506(11) 1 d . U P C 1
H61A H 0.398565 0.566901 0.377705 0.109 Uiso 0.506(11) 1 calc R U P C 1
H61B H 0.400587 0.499481 0.431552 0.109 Uiso 0.506(11) 1 calc R U P C 1
H61C H 0.480023 0.594992 0.468289 0.109 Uiso 0.506(11) 1 calc R U P C 1
C62 C 0.2274(5) 0.5744(6) 0.4488(5) 0.0771(18) Uani 1 1 d . U . . .
H62A H 0.195371 0.604764 0.492577 0.116 Uiso 0.506(11) 1 d R U P C 1
H62B H 0.219246 0.507195 0.438396 0.116 Uiso 0.506(11) 1 d R U P C 1
H62C H 0.196818 0.583574 0.395420 0.116 Uiso 0.506(11) 1 d R U P C 1
H62D H 0.187841 0.522960 0.455596 0.116 Uiso 0.494(11) 1 d R U P C 2
H62E H 0.211072 0.566469 0.387977 0.116 Uiso 0.494(11) 1 d R U P C 2
H62F H 0.212668 0.634246 0.481704 0.116 Uiso 0.494(11) 1 d R U P C 2
C63 C 0.3445(10) 0.7121(10) 0.4692(7) 0.062(3) Uani 0.506(11) 1 d . U P C 1
H63A H 0.410783 0.750291 0.499256 0.094 Uiso 0.506(11) 1 calc R U P C 1
H63B H 0.295507 0.744797 0.492563 0.094 Uiso 0.506(11) 1 calc R U P C 1
H63C H 0.329805 0.701483 0.407848 0.094 Uiso 0.506(11) 1 calc R U P C 1
C64 C 0.5074(4) 0.5897(4) 0.8799(3) 0.0482(11) Uani 1 1 d . U . . .
C65 C 0.5572(4) 0.6388(4) 0.9778(4) 0.0556(13) Uani 1 1 d . U . . .
H65A H 0.526599 0.693670 0.999769 0.067 Uiso 1 1 calc R U . . .
H65B H 0.543146 0.594795 1.006460 0.067 Uiso 1 1 calc R U . . .
C66 C 0.6683(4) 0.6715(3) 1.0028(3) 0.0434(10) Uani 1 1 d . U . . .
H66A H 0.702543 0.621227 1.012725 0.052 Uiso 1 1 calc R U . . .
H66B H 0.686976 0.685611 0.955651 0.052 Uiso 1 1 calc R U . . .
C67 C 0.1166(4) 0.3731(4) 0.1708(4) 0.0519(13) Uani 1 1 d . U . . .
H67 H 0.069617 0.414438 0.189892 0.062 Uiso 1 1 calc R U . . .
C60' C 0.3315(13) 0.5732(12) 0.4807(10) 0.056(3) Uani 0.494(11) 1 d . U P C 2
C61' C 0.3324(13) 0.4666(10) 0.4273(8) 0.078(4) Uani 0.494(11) 1 d . U P C 2
H61D H 0.290212 0.424976 0.443204 0.117 Uiso 0.494(11) 1 calc R U P C 2
H61E H 0.400313 0.455135 0.440240 0.117 Uiso 0.494(11) 1 calc R U P C 2
H61F H 0.307401 0.454211 0.365816 0.117 Uiso 0.494(11) 1 calc R U P C 2
C63' C 0.3986(10) 0.6390(12) 0.4529(8) 0.063(3) Uani 0.494(11) 1 d . U P C 2
H63D H 0.366927 0.632623 0.393704 0.095 Uiso 0.494(11) 1 calc R U P C 2
H63E H 0.463537 0.620788 0.456830 0.095 Uiso 0.494(11) 1 calc R U P C 2
H63F H 0.406854 0.704248 0.491065 0.095 Uiso 0.494(11) 1 calc R U P C 2
C68 C 0.5802(10) 0.9150(7) 0.5937(7) 0.185(5) Uani 1 1 d D U . . .
H68 H 0.521301 0.891204 0.541854 0.222 Uiso 1 1 d R U . D .
Cl6 Cl 0.6355(5) 0.8142(4) 0.6027(3) 0.250(3) Uani 1 1 d D U . . .
Cl5 Cl 0.6659(7) 0.9928(5) 0.5764(4) 0.307(4) Uani 1 1 d D U . . .
Cl4 Cl 0.5398(4) 0.9615(4) 0.6825(3) 0.123(2) Uani 0.586(11) 1 d D U P D 1
Cl4' Cl 0.5865(12) 1.0312(11) 0.6747(9) 0.235(6) Uani 0.414(11) 1 d D U P D 2
O5 O 0.6272(10) 1.1010(10) 0.5483(8) 0.216(5) Uani 1 1 d . U . . .
H5A H 0.624672 1.088922 0.591870 0.323 Uiso 1 1 d R U . . .
C69 C 0.7183(13) 1.0822(14) 0.5273(11) 0.203(7) Uani 1 1 d . U . . .
H69A H 0.738563 1.125119 0.500378 0.305 Uiso 1 1 calc R U . . .
H69B H 0.707676 1.017391 0.487486 0.305 Uiso 1 1 calc R U . . .
H69C H 0.770203 1.091460 0.579849 0.305 Uiso 1 1 calc R U . . .
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'
O O 0.0492 0.0322 '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'
Cl Cl 0.3639 0.7018 '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
C12 N1 C15 110.5(4) . .
C20 N2 C17 105.8(3) . .
C45 N3 C48 109.3(4) . .
C50 N4 C53 106.2(4) . .
C1 O1 C33 119.3(4) . 2_767
C22 O2 C31 117.4(4) . .
C34 O3 C66 115.1(3) . 2_677
C59 O4 C64 120.6(4) . .
C2 C1 O1 125.6(4) . .
C2 C1 C6 120.3(4) . .
O1 C1 C6 114.1(4) . .
C1 C2 C3 120.0(4) . .
C4 C3 C2 122.1(4) . .
C3 C4 C5 117.0(4) . .
C3 C4 C7 123.2(4) . .
C5 C4 C7 119.8(4) . .
C6 C5 C4 123.3(4) . .
C5 C6 C1 117.3(4) . .
C5 C6 C11 124.5(4) . .
C1 C6 C11 118.1(4) . .
C8 C7 C10 108.0(5) . .
C8 C7 C4 110.1(4) . .
C10 C7 C4 111.9(4) . .
C8 C7 C9 109.9(5) . .
C10 C7 C9 108.1(4) . .
C4 C7 C9 108.9(4) . .
C20 C11 C12 123.7(4) 2_767 .
C20 C11 C6 117.0(4) 2_767 .
C12 C11 C6 119.0(4) . .
N1 C12 C11 125.2(4) . .
N1 C12 C13 107.4(4) . .
C11 C12 C13 127.0(4) . .
C14 C13 C12 106.9(4) . .
C13 C14 C15 108.5(4) . .
N1 C15 C16 125.4(4) . .
N1 C15 C14 106.5(4) . .
C16 C15 C14 128.0(4) . .
C15 C16 C17 124.1(4) . .
C15 C16 C21 119.6(4) . .
C17 C16 C21 116.1(4) . .
N2 C17 C16 126.8(4) . .
N2 C17 C18 110.3(4) . .
C16 C17 C18 122.9(4) . .
C19 C18 C17 106.9(4) . .
C18 C19 C20 106.2(4) . .
N2 C20 C11 127.5(4) . 2_767
N2 C20 C19 110.3(4) . .
C11 C20 C19 122.0(4) 2_767 .
C22 C21 C26 118.5(4) . .
C22 C21 C16 119.2(4) . .
C26 C21 C16 122.3(4) . .
C23 C22 C21 120.5(5) . .
C23 C22 O2 120.4(5) . .
C21 C22 O2 119.1(4) . .
C22 C23 C24 119.7(5) . .
C25 C24 C23 121.8(5) . .
C24 C25 C26 117.4(5) . .
C24 C25 C27 120.8(5) . .
C26 C25 C27 121.8(6) . .
C21 C26 C25 122.1(5) . .
C30' C27 C28' 114.4(8) . .
C30' C27 C25 111.1(7) . .
C29 C27 C25 115.1(11) . .
C28' C27 C25 113.5(6) . .
C29 C27 C30 130.9(17) . .
C25 C27 C30 106.5(13) . .
C29 C27 C28 100(2) . .
C25 C27 C28 101.5(10) . .
C30 C27 C28 95.7(19) . .
C30' C27 C29' 107.2(7) . .
C28' C27 C29' 101.9(8) . .
C25 C27 C29' 107.9(6) . .
O2 C31 C32 109.5(4) . .
C33 C32 C31 115.0(4) . .
O1 C33 C32 106.2(4) 2_767 .
O3 C34 C39 119.2(4) . .
O3 C34 C35 122.2(4) . .
C39 C34 C35 118.4(4) . .
C36 C35 C34 121.2(4) . .
C35 C36 C37 121.2(4) . .
C36 C37 C38 117.5(5) . .
C36 C37 C40 116.0(6) . .
C38 C37 C40 124.5(6) . .
C36 C37 C40' 124.5(5) . .
C38 C37 C40' 116.6(5) . .
C39 C38 C37 122.0(5) . .
C38 C39 C34 119.5(4) . .
C38 C39 C44 122.0(4) . .
C34 C39 C44 118.3(4) . .
C37 C40 C43 100.9(8) . .
C37 C40 C42 118.6(9) . .
C43 C40 C42 108.8(9) . .
C37 C40 C41 111.4(10) . .
C43 C40 C41 109.3(9) . .
C42 C40 C41 107.5(9) . .
C43' C40' C41' 109.1(9) . .
C43' C40' C42' 106.7(9) . .
C41' C40' C42' 109.5(10) . .
C43' C40' C37 110.5(8) . .
C41' C40' C37 106.2(11) . .
C42' C40' C37 114.7(7) . .
C45 C44 C53 125.9(4) . 2_677
C45 C44 C39 118.0(4) . .
C53 C44 C39 116.0(4) 2_677 .
N3 C45 C44 125.4(4) . .
N3 C45 C46 107.1(4) . .
C44 C45 C46 127.0(4) . .
C47 C46 C45 107.8(4) . .
C46 C47 C48 108.4(5) . .
N3 C48 C49 124.7(4) . .
N3 C48 C47 107.3(4) . .
C49 C48 C47 128.0(5) . .
C48 C49 C50 122.9(5) . .
C48 C49 C54 120.5(4) . .
C50 C49 C54 116.3(4) . .
N4 C50 C49 126.7(4) . .
N4 C50 C51 109.7(4) . .
C49 C50 C51 123.4(5) . .
C52 C51 C50 106.4(5) . .
C51 C52 C53 107.7(4) . .
N4 C53 C44 125.8(4) . 2_677
N4 C53 C52 109.5(4) . .
C44 C53 C52 124.6(4) 2_677 .
C59 C54 C55 117.8(5) . .
C59 C54 C49 118.5(4) . .
C55 C54 C49 123.7(5) . .
C56 C55 C54 122.9(6) . .
C57 C56 C55 117.3(6) . .
C57 C56 C60' 111.6(9) . .
C55 C56 C60' 131.1(9) . .
C57 C56 C60 134.9(9) . .
C55 C56 C60 107.8(9) . .
C56 C57 C58 122.7(6) . .
C59 C58 C57 119.1(7) . .
O4 C59 C58 123.2(5) . .
O4 C59 C54 116.6(5) . .
C58 C59 C54 120.2(5) . .
C63 C60 C61 107.1(14) . .
C63 C60 C62 103.6(12) . .
C61 C60 C62 119.1(14) . .
C63 C60 C56 123.1(12) . .
C61 C60 C56 103.4(12) . .
C62 C60 C56 101.6(10) . .
O4 C64 C65 108.0(4) . .
C66 C65 C64 114.7(4) . .
O3 C66 C65 109.5(4) 2_677 .
Cl2 C67 Cl1 110.0(3) . .
Cl2 C67 Cl3 110.8(3) . .
Cl1 C67 Cl3 109.5(3) . .
C62 C60' C56 115.1(12) . .
C62 C60' C63' 111.4(13) . .
C56 C60' C63' 104.7(11) . .
C62 C60' C61' 99.5(12) . .
C56 C60' C61' 117.6(12) . .
C63' C60' C61' 108.6(13) . .
Cl4 C68 Cl5 115.8(6) . .
Cl4 C68 Cl6 108.0(6) . .
Cl5 C68 Cl6 109.2(7) . .
Cl5 C68 Cl4' 74.9(7) . .
Cl6 C68 Cl4' 131.4(10) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cl1 C67 1.763(6) .
Cl2 C67 1.743(6) .
Cl3 C67 1.764(6) .
N1 C12 1.357(6) .
N1 C15 1.375(5) .
N2 C20 1.355(6) .
N2 C17 1.366(5) .
N3 C45 1.373(6) .
N3 C48 1.379(6) .
N4 C50 1.364(7) .
N4 C53 1.375(6) .
O1 C1 1.370(6) .
O1 C33 1.427(5) 2_767
O2 C22 1.402(6) .
O2 C31 1.411(6) .
O3 C34 1.366(6) .
O3 C66 1.462(6) 2_677
O4 C59 1.372(6) .
O4 C64 1.410(6) .
C1 C2 1.370(7) .
C1 C6 1.425(6) .
C2 C3 1.395(7) .
C3 C4 1.379(7) .
C4 C5 1.396(7) .
C4 C7 1.532(7) .
C5 C6 1.391(6) .
C6 C11 1.480(6) .
C7 C8 1.524(7) .
C7 C10 1.527(8) .
C7 C9 1.534(8) .
C11 C20 1.396(6) 2_767
C11 C12 1.410(6) .
C12 C13 1.439(6) .
C13 C14 1.371(6) .
C14 C15 1.428(6) .
C15 C16 1.393(6) .
C16 C17 1.403(6) .
C16 C21 1.492(6) .
C17 C18 1.450(6) .
C18 C19 1.341(6) .
C19 C20 1.464(6) .
C21 C22 1.385(7) .
C21 C26 1.390(7) .
C22 C23 1.379(7) .
C23 C24 1.388(9) .
C24 C25 1.373(9) .
C25 C26 1.401(7) .
C25 C27 1.533(8) .
C27 C30' 1.512(8) .
C27 C29 1.515(10) .
C27 C28' 1.516(8) .
C27 C30 1.533(10) .
C27 C28 1.553(10) .
C27 C29' 1.559(8) .
C31 C32 1.531(7) .
C32 C33 1.523(7) .
C34 C39 1.391(6) .
C34 C35 1.400(6) .
C35 C36 1.367(7) .
C36 C37 1.382(8) .
C37 C38 1.400(7) .
C37 C40 1.506(13) .
C37 C40' 1.595(12) .
C38 C39 1.381(7) .
C39 C44 1.504(6) .
C40 C43 1.538(9) .
C40 C42 1.539(9) .
C40 C41 1.542(9) .
C40' C43' 1.531(8) .
C40' C41' 1.536(9) .
C40' C42' 1.541(9) .
C44 C45 1.388(7) .
C44 C53 1.399(7) 2_677
C45 C46 1.449(7) .
C46 C47 1.347(7) .
C47 C48 1.435(6) .
C48 C49 1.392(6) .
C49 C50 1.412(7) .
C49 C54 1.478(7) .
C50 C51 1.457(6) .
C51 C52 1.341(7) .
C52 C53 1.435(7) .
C54 C59 1.409(8) .
C54 C55 1.410(7) .
C55 C56 1.387(9) .
C56 C57 1.369(11) .
C56 C60' 1.501(16) .
C56 C60 1.652(17) .
C57 C58 1.407(9) .
C58 C59 1.388(8) .
C60 C63 1.50(2) .
C60 C61 1.52(2) .
C60 C62 1.528(18) .
C62 C60' 1.421(18) .
C64 C65 1.521(7) .
C65 C66 1.486(7) .
C60' C63' 1.55(2) .
C60' C61' 1.57(2) .
C68 Cl4 1.681(8) .
C68 Cl5 1.730(9) .
C68 Cl6 1.799(9) .
C68 Cl4' 1.811(9) .
O5 C69 1.419(17) .
