#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/99/4109956.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_4109956
loop_
_publ_author_name
'Tamotsu Takahashi'
'Zhiyi Song'
'Kimihiko Sato'
'Yuichi Kuzuba'
'Kiyohiko Nakajima'
'Ken-ichiro Kanno'
_publ_section_title
;
 1-Chloro-4,5,6,7-tetraalkyldihydroindene Formation by Reaction of
 Bis(cyclopentadienyl)titanacyclopentadienes with Titanium Chloride
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              11678
_journal_page_last               11679
_journal_paper_doi               10.1021/ja074180p
_journal_volume                  129
_journal_year                    2007
_chemical_formula_moiety         'C23 H25 Cl N4 '
_chemical_formula_sum            'C23 H25 Cl N4'
_chemical_formula_weight         392.93
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90.0000
_cell_angle_beta                 108.182(11)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            8
_cell_length_a                   14.246(4)
_cell_length_b                   18.017(4)
_cell_length_c                   17.078(4)
_cell_measurement_reflns_used    24933
_cell_measurement_temperature    298.1
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.1
_cell_volume                     4164.6(18)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.7.0'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR92
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.041
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            38861
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_exptl_absorpt_coefficient_mu    0.199
_exptl_absorpt_correction_T_max  0.961
_exptl_absorpt_correction_T_min  0.947
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
    Higashi, T. (1999). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.253
_exptl_crystal_description       prism
_exptl_crystal_F_000             1664.00
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.75
_refine_diff_density_min         -0.35
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.223
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     618
_refine_ls_number_reflns         5171
_refine_ls_R_factor_gt           0.0635
_refine_ls_shift/su_max          0.0008
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
'w = 1/[0.0030Fo² + 1.0000σ(Fo²) + 0.5000]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0913
_reflns_number_gt                5121
_reflns_number_total             9508
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            ja074180psi20070624_082221.cif
_cod_data_source_block           '_tt62'
_cod_original_cell_volume        4164.7(17)
_cod_original_formula_sum        'C23 H25 Cl N4 '
_cod_database_code               4109956
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,1/2-Y,1/2+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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Cl(1) Cl -0.20879(6) 0.09590(6) 0.33017(9) 0.0751(3) Uani 1.00 1 d .
Cl(2) Cl 0.10198(9) 0.55435(6) 0.58930(11) 0.0986(4) Uani 1.00 1 d .
N(1) N 0.3622(2) 0.2055(2) 0.4607(2) 0.0675(11) Uani 1.00 1 d .
N(2) N 0.1621(3) 0.3770(2) 0.3469(2) 0.0843(14) Uani 1.00 1 d .
N(3) N 0.2469(3) 0.1179(2) 0.2617(2) 0.0858(15) Uani 1.00 1 d .
N(4) N 0.0042(3) 0.2657(2) 0.2016(2) 0.0899(14) Uani 1.00 1 d .
N(5) N 0.6585(2) 0.7014(2) 0.7216(2) 0.0630(10) Uani 1.00 1 d .
N(6) N 0.4406(3) 0.86391(19) 0.6192(2) 0.0708(12) Uani 1.00 1 d .
N(7) N 0.5566(2) 0.6153(2) 0.5258(2) 0.0707(12) Uani 1.00 1 d .
N(8) N 0.3022(3) 0.7479(2) 0.4645(2) 0.0750(12) Uani 1.00 1 d .
C(1) C -0.0913(2) 0.1218(2) 0.4024(2) 0.0493(10) Uani 1.00 1 d .
C(2) C -0.1046(2) 0.1693(2) 0.4699(2) 0.0590(12) Uani 1.00 1 d .
C(3) C -0.0488(2) 0.2291(2) 0.4820(2) 0.0553(11) Uani 1.00 1 d .
C(4) C 0.0104(2) 0.23472(18) 0.4231(2) 0.0437(9) Uani 1.00 1 d .
C(5) C -0.0289(2) 0.16935(19) 0.3631(2) 0.0406(8) Uani 1.00 1 d .
C(6) C 0.0573(2) 0.12520(19) 0.3480(2) 0.0394(8) Uani 1.00 1 d .
C(7) C 0.1200(2) 0.09633(18) 0.4321(2) 0.0366(8) Uani 1.00 1 d .
C(8) C 0.1492(2) 0.14641(19) 0.4923(2) 0.0391(8) Uani 1.00 1 d .
C(9) C 0.1242(2) 0.22706(19) 0.4664(2) 0.0431(9) Uani 1.00 1 d .
C(10) C 0.1751(2) 0.2395(2) 0.3966(2) 0.0443(9) Uani 1.00 1 d .
C(11) C 0.1215(2) 0.1859(2) 0.3190(2) 0.0460(9) Uani 1.00 1 d .
C(12) C 0.0212(2) 0.0638(2) 0.2833(2) 0.0523(10) Uani 1.00 1 d .
C(13) C -0.0379(4) 0.0842(3) 0.1953(3) 0.0764(16) Uani 1.00 1 d .
C(14) C 0.1442(2) 0.0145(2) 0.4465(2) 0.0478(10) Uani 1.00 1 d .
C(15) C 0.2419(4) -0.0081(3) 0.4333(4) 0.0757(18) Uani 1.00 1 d .
C(16) C 0.2059(2) 0.1252(2) 0.5805(2) 0.0538(10) Uani 1.00 1 d .
C(17) C 0.1386(4) 0.1047(2) 0.6311(2) 0.0627(14) Uani 1.00 1 d .
C(18) C 0.1646(3) 0.2819(2) 0.5387(2) 0.0666(13) Uani 1.00 1 d .
C(19) C 0.1351(5) 0.3597(2) 0.5316(3) 0.100(2) Uani 1.00 1 d .
C(20) C 0.2814(3) 0.2198(2) 0.4319(2) 0.0490(10) Uani 1.00 1 d .
C(21) C 0.1699(3) 0.3172(2) 0.3688(2) 0.0562(12) Uani 1.00 1 d .
C(22) C 0.1948(3) 0.1492(2) 0.2874(2) 0.0594(12) Uani 1.00 1 d .
C(23) C 0.0570(3) 0.2314(2) 0.2522(2) 0.0604(12) Uani 1.00 1 d .
C(24) C 0.2158(2) 0.5858(2) 0.6635(2) 0.0616(12) Uani 1.00 1 d .
C(25) C 0.1963(3) 0.6293(2) 0.7299(3) 0.0672(13) Uani 1.00 1 d .
C(26) C 0.2435(2) 0.6932(2) 0.7421(2) 0.0580(12) Uani 1.00 1 d .
C(27) C 0.3038(2) 0.70416(19) 0.6847(2) 0.0402(8) Uani 1.00 1 d .
C(28) C 0.2744(2) 0.63850(18) 0.6249(2) 0.0432(9) Uani 1.00 1 d .
C(29) C 0.3665(2) 0.60317(17) 0.6114(2) 0.0402(8) Uani 1.00 1 d .
C(30) C 0.4327(2) 0.57691(17) 0.6961(2) 0.0401(8) Uani 1.00 1 d .
C(31) C 0.4533(2) 0.62709(17) 0.7566(2) 0.0366(8) Uani 1.00 1 d .
C(32) C 0.4169(2) 0.70589(17) 0.72962(19) 0.0361(8) Uani 1.00 1 d .
C(33) C 0.4678(2) 0.72433(17) 0.66108(19) 0.0366(8) Uani 1.00 1 d .
C(34) C 0.4223(2) 0.67049(18) 0.5835(2) 0.0395(8) Uani 1.00 1 d .
C(35) C 0.3409(3) 0.5409(2) 0.5467(2) 0.0604(11) Uani 1.00 1 d .
C(36) C 0.2797(5) 0.5595(3) 0.4588(3) 0.0864(18) Uani 1.00 1 d .
C(37) C 0.4698(2) 0.49803(19) 0.7103(2) 0.0562(11) Uani 1.00 1 d .
C(38) C 0.5680(3) 0.4878(2) 0.6947(4) 0.0760(17) Uani 1.00 1 d .
C(39) C 0.5111(2) 0.6095(2) 0.8454(2) 0.0513(10) Uani 1.00 1 d .
C(40) C 0.4461(4) 0.5815(4) 0.8955(3) 0.0761(17) Uani 1.00 1 d .
C(41) C 0.4400(2) 0.7657(2) 0.7976(2) 0.0520(11) Uani 1.00 1 d .
C(42) C 0.5442(3) 0.7969(2) 0.8319(2) 0.0635(13) Uani 1.00 1 d .
C(43) C 0.5760(2) 0.71123(19) 0.6948(2) 0.0431(9) Uani 1.00 1 d .
C(44) C 0.4537(2) 0.80365(19) 0.6360(2) 0.0454(9) Uani 1.00 1 d .
C(45) C 0.4999(2) 0.6409(2) 0.5516(2) 0.0487(10) Uani 1.00 1 d .
C(46) C 0.3539(2) 0.7140(2) 0.5156(2) 0.0492(10) Uani 1.00 1 d .
H(1) H -0.0558 0.0783 0.4255 0.059 Uiso 1.00 1 c R
H(2) H -0.1479 0.1577 0.5007 0.075 Uiso 1.00 1 c R
H(3) H -0.0464 0.2650 0.5234 0.070 Uiso 1.00 1 c R
H(4) H -0.0034 0.2804 0.3941 0.054 Uiso 1.00 1 c R
H(5) H -0.0702 0.1884 0.3121 0.048 Uiso 1.00 1 c R
H(6) H 0.0779 0.0372 0.2812 0.062 Uiso 1.00 1 c R
H(7) H -0.0198 0.0320 0.3029 0.062 Uiso 1.00 1 c R
H(8) H -0.062(3) 0.041(3) 0.170(3) 0.095(17) Uiso 1.00 1 c .
H(9) H -0.089(4) 0.114(3) 0.200(3) 0.091(18) Uiso 1.00 1 c .
H(10) H -0.005(4) 0.111(3) 0.161(3) 0.095(18) Uiso 1.00 1 c .
H(11) H 0.1485 0.0031 0.5018 0.059 Uiso 1.00 1 c R
H(12) H 0.0921 -0.0133 0.4099 0.059 Uiso 1.00 1 c R
H(13) H 0.244(4) 0.003(3) 0.380(3) 0.11(2) Uiso 1.00 1 c .
H(14) H 0.288(3) 0.023(2) 0.471(3) 0.077(16) Uiso 1.00 1 c .
H(15) H 0.255(4) -0.065(3) 0.447(3) 0.106(18) Uiso 1.00 1 c .
H(16) H 0.2470 0.0838 0.5799 0.063 Uiso 1.00 1 c R
H(17) H 0.2458 0.1661 0.6060 0.063 Uiso 1.00 1 c R
H(18) H 0.100(4) 0.143(3) 0.631(3) 0.094(18) Uiso 1.00 1 c .
H(19) H 0.091(3) 0.069(2) 0.604(2) 0.065(13) Uiso 1.00 1 c .
H(20) H 0.175(3) 0.087(2) 0.689(3) 0.094(16) Uiso 1.00 1 c .
H(21) H 0.1465 0.2625 0.5837 0.083 Uiso 1.00 1 c R
H(22) H 0.2345 0.2812 0.5519 0.083 Uiso 1.00 1 c R
H(23) H 0.1789 0.3873 0.5108 0.120 Uiso 1.00 1 c R
H(24) H 0.1377 0.3784 0.5843 0.120 Uiso 1.00 1 c R
H(25) H 0.0696 0.3642 0.4950 0.120 Uiso 1.00 1 c R
H(26) H 0.2558 0.5442 0.6869 0.072 Uiso 1.00 1 c R
H(27) H 0.1534 0.6137 0.7595 0.083 Uiso 1.00 1 c R
H(28) H 0.2402 0.7283 0.7826 0.072 Uiso 1.00 1 c R
H(29) H 0.2849 0.7493 0.6553 0.049 Uiso 1.00 1 c R
H(30) H 0.2316 0.6554 0.5735 0.050 Uiso 1.00 1 c R
H(31) H 0.3064 0.5039 0.5664 0.068 Uiso 1.00 1 c R
H(32) H 0.4014 0.5211 0.5437 0.068 Uiso 1.00 1 c R
H(33) H 0.228(4) 0.578(3) 0.463(3) 0.11(2) Uiso 1.00 1 c .
H(34) H 0.258(3) 0.515(3) 0.426(3) 0.088(15) Uiso 1.00 1 c .
H(35) H 0.310(4) 0.598(3) 0.428(3) 0.11(2) Uiso 1.00 1 c .
H(36) H 0.4227 0.4667 0.6734 0.064 Uiso 1.00 1 c R
H(37) H 0.4769 0.4840 0.7655 0.064 Uiso 1.00 1 c R
H(38) H 0.589(3) 0.436(2) 0.708(2) 0.082(14) Uiso 1.00 1 c .
H(39) H 0.567(4) 0.496(3) 0.634(3) 0.11(2) Uiso 1.00 1 c .
H(40) H 0.615(3) 0.523(2) 0.719(2) 0.076(15) Uiso 1.00 1 c .
H(41) H 0.5434 0.6534 0.8710 0.060 Uiso 1.00 1 c R
H(42) H 0.5591 0.5728 0.8458 0.059 Uiso 1.00 1 c R
H(43) H 0.420(2) 0.537(2) 0.868(2) 0.054(12) Uiso 1.00 1 c .
H(44) H 0.486(3) 0.569(2) 0.957(3) 0.094(16) Uiso 1.00 1 c .
H(45) H 0.401(4) 0.617(3) 0.899(3) 0.11(2) Uiso 1.00 1 c .
H(46) H 0.4237 0.7450 0.8429 0.063 Uiso 1.00 1 c R
H(47) H 0.3976 0.8065 0.7760 0.063 Uiso 1.00 1 c R
H(48) H 0.569(3) 0.826(2) 0.788(2) 0.075(13) Uiso 1.00 1 c .
H(49) H 0.548(4) 0.829(3) 0.880(3) 0.106(17) Uiso 1.00 1 c .
H(50) H 0.599(4) 0.753(3) 0.860(3) 0.095(15) Uiso 1.00 1 c .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
Cl Cl 0.148 0.159
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.006 0.003
;
International Tables for Crystallography
(1992, 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
Cl(1) C(1) C(2) 111.2(2)
Cl(1) C(1) C(5) 112.8(2)
C(2) C(1) C(5) 104.4(3)
C(1) C(2) C(3) 112.0(4)
C(2) C(3) C(4) 112.7(3)
C(3) C(4) C(5) 103.2(2)
C(3) C(4) C(9) 113.1(2)
C(5) C(4) C(9) 110.7(2)
C(1) C(5) C(4) 106.0(3)
C(1) C(5) C(6) 112.6(2)
C(4) C(5) C(6) 111.0(2)
C(5) C(6) C(7) 106.1(2)
C(5) C(6) C(11) 105.0(2)
C(5) C(6) C(12) 112.6(2)
C(7) C(6) C(11) 107.6(2)
C(7) C(6) C(12) 113.4(2)
C(11) C(6) C(12) 111.5(3)
C(6) C(7) C(8) 116.4(2)
C(6) C(7) C(14) 121.3(2)
C(8) C(7) C(14) 122.2(2)
C(7) C(8) C(9) 115.6(2)
C(7) C(8) C(16) 122.4(3)
C(9) C(8) C(16) 122.0(2)
C(4) C(9) C(8) 109.6(2)
C(4) C(9) C(10) 106.3(2)
C(4) C(9) C(18) 113.3(3)
C(8) C(9) C(10) 103.3(2)
C(8) C(9) C(18) 112.4(2)
C(10) C(9) C(18) 111.4(3)
C(9) C(10) C(11) 108.6(2)
C(9) C(10) C(20) 107.8(2)
C(9) C(10) C(21) 112.6(3)
C(11) C(10) C(20) 110.5(3)
C(11) C(10) C(21) 109.8(2)
C(20) C(10) C(21) 107.5(3)
C(6) C(11) C(10) 108.8(2)
C(6) C(11) C(22) 110.2(3)
C(6) C(11) C(23) 110.0(3)
C(10) C(11) C(22) 111.0(3)
C(10) C(11) C(23) 108.8(3)
C(22) C(11) C(23) 108.0(3)
C(6) C(12) C(13) 119.6(3)
C(7) C(14) C(15) 114.0(3)
C(8) C(16) C(17) 112.9(3)
C(9) C(18) C(19) 121.5(3)
N(1) C(20) C(10) 178.2(4)
N(2) C(21) C(10) 177.5(4)
N(3) C(22) C(11) 175.9(4)
N(4) C(23) C(11) 177.2(5)
Cl(2) C(24) C(25) 111.3(2)
Cl(2) C(24) C(28) 112.3(3)
C(25) C(24) C(28) 104.9(3)
C(24) C(25) C(26) 112.2(4)
C(25) C(26) C(27) 112.3(4)
C(26) C(27) C(28) 103.9(3)
C(26) C(27) C(32) 113.4(2)
C(28) C(27) C(32) 111.7(2)
C(24) C(28) C(27) 105.2(3)
C(24) C(28) C(29) 114.2(2)
C(27) C(28) C(29) 110.5(2)
C(28) C(29) C(30) 106.8(2)
C(28) C(29) C(34) 104.9(2)
C(28) C(29) C(35) 112.8(2)
C(30) C(29) C(34) 107.3(2)
C(30) C(29) C(35) 113.0(2)
C(34) C(29) C(35) 111.6(3)
C(29) C(30) C(31) 116.3(2)
C(29) C(30) C(37) 121.6(2)
C(31) C(30) C(37) 122.1(3)
C(30) C(31) C(32) 115.0(2)
C(30) C(31) C(39) 123.5(2)
C(32) C(31) C(39) 121.4(2)
C(27) C(32) C(31) 109.3(2)
C(27) C(32) C(33) 106.3(2)
C(27) C(32) C(41) 109.2(2)
C(31) C(32) C(33) 103.0(2)
C(31) C(32) C(41) 116.7(2)
C(33) C(32) C(41) 111.6(2)
C(32) C(33) C(34) 108.7(2)
C(32) C(33) C(43) 109.7(2)
C(32) C(33) C(44) 111.2(2)
C(34) C(33) C(43) 109.1(2)
C(34) C(33) C(44) 111.1(2)
C(43) C(33) C(44) 107.1(2)
C(29) C(34) C(33) 108.8(2)
C(29) C(34) C(45) 109.5(2)
C(29) C(34) C(46) 111.5(2)
C(33) C(34) C(45) 111.5(2)
C(33) C(34) C(46) 108.8(2)
C(45) C(34) C(46) 106.6(3)
C(29) C(35) C(36) 119.0(3)
C(30) C(37) C(38) 112.5(3)
C(31) C(39) C(40) 113.2(3)
C(32) C(41) C(42) 120.0(3)
N(5) C(43) C(33) 179.0(4)
N(6) C(44) C(33) 177.0(4)
N(7) C(45) C(34) 176.8(3)
N(8) C(46) C(34) 179.2(4)
Cl(1) C(1) H(1) 109.3(3)
C(2) C(1) H(1) 109.4(4)
C(5) C(1) H(1) 109.7(4)
C(1) C(2) H(2) 124.2(4)
C(3) C(2) H(2) 123.8(5)
C(2) C(3) H(3) 123.6(5)
C(4) C(3) H(3) 123.7(4)
C(3) C(4) H(4) 109.8(4)
C(5) C(4) H(4) 110.0(3)
C(9) C(4) H(4) 109.8(3)
C(1) C(5) H(5) 109.0(3)
C(4) C(5) H(5) 108.9(3)
C(6) C(5) H(5) 109.1(4)
C(6) C(12) H(6) 107.1(3)
C(6) C(12) H(7) 106.6(4)
C(13) C(12) H(6) 107.4(4)
C(13) C(12) H(7) 106.4(4)
H(6) C(12) H(7) 109.5(5)
C(12) C(13) H(8) 106(3)
C(12) C(13) H(9) 105(3)
C(12) C(13) H(10) 119(2)
H(8) C(13) H(9) 111(4)
H(8) C(13) H(10) 108(5)
H(9) C(13) H(10) 108(4)
C(7) C(14) H(11) 108.2(4)
C(7) C(14) H(12) 108.4(3)
C(15) C(14) H(11) 107.9(4)
C(15) C(14) H(12) 108.8(4)
H(11) C(14) H(12) 109.5(5)
C(14) C(15) H(13) 113(3)
C(14) C(15) H(14) 102(3)
C(14) C(15) H(15) 109(3)
H(13) C(15) H(14) 108(4)
H(13) C(15) H(15) 111(4)
H(14) C(15) H(15) 113(4)
C(8) C(16) H(16) 109.0(3)
C(8) C(16) H(17) 108.5(4)
C(17) C(16) H(16) 108.3(4)
C(17) C(16) H(17) 108.7(4)
H(16) C(16) H(17) 109.5(5)
C(16) C(17) H(18) 108(4)
C(16) C(17) H(19) 112(3)
C(16) C(17) H(20) 114(3)
H(18) C(17) H(19) 101(4)
H(18) C(17) H(20) 112(4)
H(19) C(17) H(20) 109(4)
C(9) C(18) H(21) 106.5(4)
C(9) C(18) H(22) 106.4(5)
C(19) C(18) H(21) 106.0(5)
C(19) C(18) H(22) 106.6(5)
H(21) C(18) H(22) 109.5(5)
C(18) C(19) H(23) 109.1
C(18) C(19) H(24) 109.7
C(18) C(19) H(25) 109.5(5)
H(23) C(19) H(24) 109.5
H(23) C(19) H(25) 109.5
H(24) C(19) H(25) 109.5
Cl(2) C(24) H(26) 109.7(3)
C(25) C(24) H(26) 109.2(5)
C(28) C(24) H(26) 109.3(4)
C(24) C(25) H(27) 123.9(5)
C(26) C(25) H(27) 123.9(5)
C(25) C(26) H(28) 124.0(5)
C(27) C(26) H(28) 123.7(5)
C(26) C(27) H(29) 109.5(4)
C(28) C(27) H(29) 109.5(3)
C(32) C(27) H(29) 108.8(3)
C(24) C(28) H(30) 108.5(3)
C(27) C(28) H(30) 109.3(3)
C(29) C(28) H(30) 109.0(4)
C(29) C(35) H(31) 106.9(4)
C(29) C(35) H(32) 107.3(3)
C(36) C(35) H(31) 107.7(4)
C(36) C(35) H(32) 106.3(5)
H(31) C(35) H(32) 109.5(5)
C(35) C(36) H(33) 105(4)
C(35) C(36) H(34) 112(3)
C(35) C(36) H(35) 116(2)
H(33) C(36) H(34) 104(5)
H(33) C(36) H(35) 107(5)
H(34) C(36) H(35) 112(5)
C(30) C(37) H(36) 108.3(3)
C(30) C(37) H(37) 109.5(4)
C(38) C(37) H(36) 108.1(5)
C(38) C(37) H(37) 108.9(4)
H(36) C(37) H(37) 109.5(5)
C(37) C(38) H(38) 107(3)
C(37) C(38) H(39) 115(3)
C(37) C(38) H(40) 115(3)
H(38) C(38) H(39) 106(4)
H(38) C(38) H(40) 115(3)
H(39) C(38) H(40) 98(4)
C(31) C(39) H(41) 108.7(3)
C(31) C(39) H(42) 108.5(4)
C(40) C(39) H(41) 108.0(4)
C(40) C(39) H(42) 109.0(4)
H(41) C(39) H(42) 109.5(4)
C(39) C(40) H(43) 103(3)
C(39) C(40) H(44) 113(3)
C(39) C(40) H(45) 111(4)
H(43) C(40) H(44) 108(3)
H(43) C(40) H(45) 117(4)
H(44) C(40) H(45) 105(4)
C(32) C(41) H(46) 106.9(3)
C(32) C(41) H(47) 106.7(3)
C(42) C(41) H(46) 106.7(3)
C(42) C(41) H(47) 106.8(4)
H(46) C(41) H(47) 109.5(5)
C(41) C(42) H(48) 114(2)
C(41) C(42) H(49) 109(3)
C(41) C(42) H(50) 112(2)
H(48) C(42) H(49) 110(4)
H(48) C(42) H(50) 108(4)
H(49) C(42) H(50) 102(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cl(1) C(1) 1.803(3)
Cl(2) C(24) 1.809(3)
N(1) C(20) 1.132(5)
N(2) C(21) 1.135(5)
N(3) C(22) 1.125(7)
N(4) C(23) 1.135(5)
N(5) C(43) 1.134(5)
N(6) C(44) 1.124(4)
N(7) C(45) 1.132(6)
N(8) C(46) 1.129(5)
C(1) C(2) 1.494(6)
C(1) C(5) 1.532(5)
C(2) C(3) 1.317(5)
C(3) C(4) 1.505(6)
C(4) C(5) 1.547(4)
C(4) C(9) 1.563(4)
C(5) C(6) 1.552(5)
C(6) C(7) 1.527(4)
C(6) C(11) 1.600(5)
C(6) C(12) 1.535(4)
C(7) C(8) 1.333(4)
C(7) C(14) 1.516(4)
C(8) C(9) 1.528(4)
C(8) C(16) 1.519(4)
C(9) C(10) 1.595(5)
C(9) C(18) 1.545(5)
C(10) C(11) 1.624(4)
C(10) C(20) 1.487(5)
C(10) C(21) 1.472(5)
C(11) C(22) 1.474(6)
C(11) C(23) 1.471(5)
C(12) C(13) 1.521(6)
C(14) C(15) 1.533(7)
C(16) C(17) 1.523(7)
C(18) C(19) 1.458(6)
C(24) C(25) 1.474(7)
C(24) C(28) 1.542(6)
C(25) C(26) 1.316(6)
C(26) C(27) 1.503(6)
C(27) C(28) 1.533(4)
C(27) C(32) 1.554(4)
C(28) C(29) 1.539(5)
C(29) C(30) 1.534(4)
C(29) C(34) 1.602(4)
C(29) C(35) 1.536(5)
C(30) C(31) 1.334(4)
C(30) C(37) 1.510(4)
C(31) C(32) 1.532(4)
C(31) C(39) 1.517(4)
C(32) C(33) 1.592(5)
C(32) C(41) 1.542(4)
C(33) C(34) 1.606(4)
C(33) C(43) 1.487(4)
C(33) C(44) 1.488(4)
C(34) C(45) 1.477(5)
C(34) C(46) 1.485(4)
C(35) C(36) 1.519(6)
C(37) C(38) 1.515(7)
C(39) C(40) 1.529(8)
C(41) C(42) 1.524(6)
C(1) H(1) 0.950(4)
C(2) H(2) 0.950(7)
C(3) H(3) 0.950(6)
C(4) H(4) 0.950(4)
C(5) H(5) 0.950(4)
C(12) H(6) 0.950(6)
C(12) H(7) 0.950(6)
C(13) H(8) 0.91(5)
C(13) H(9) 0.93(6)
C(13) H(10) 0.99(6)
C(14) H(11) 0.950(5)
C(14) H(12) 0.950(4)
C(15) H(13) 0.94(6)
C(15) H(14) 0.94(4)
C(15) H(15) 1.05(6)
C(16) H(16) 0.950(6)
C(16) H(17) 0.950(5)
C(17) H(18) 0.88(5)
C(17) H(19) 0.95(4)
C(17) H(20) 1.01(5)
C(18) H(21) 0.950(7)
C(18) H(22) 0.950(7)
C(19) H(23) 0.950
C(19) H(24) 0.950
C(19) H(25) 0.950(8)
C(24) H(26) 0.950(5)
C(25) H(27) 0.950(7)
C(26) H(28) 0.950(6)
C(27) H(29) 0.950(4)
C(28) H(30) 0.950(4)
C(35) H(31) 0.950(6)
C(35) H(32) 0.950(6)
C(36) H(33) 0.83(7)
C(36) H(34) 0.96(5)
C(36) H(35) 1.05(6)
C(37) H(36) 0.950(5)
C(37) H(37) 0.950(6)
C(38) H(38) 0.98(5)
C(38) H(39) 1.04(6)
C(38) H(40) 0.91(4)
C(39) H(41) 0.950(5)
C(39) H(42) 0.950(5)
C(40) H(43) 0.94(4)
C(40) H(44) 1.05(5)
C(40) H(45) 0.92(6)
C(41) H(46) 0.950(6)
C(41) H(47) 0.950(5)
C(42) H(48) 1.06(5)
C(42) H(49) 1.00(6)
C(42) H(50) 1.10(5)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
Cl(1) C(1) C(2) C(3) -131.3(3)
Cl(1) C(1) C(5) C(4) 133.5(2)
Cl(1) C(1) C(5) C(6) -104.9(2)
C(2) C(1) C(5) C(4) 12.7(3)
C(2) C(1) C(5) C(6) 134.3(2)
C(5) C(1) C(2) C(3) -9.4(4)
C(1) C(2) C(3) C(4) 1.9(4)
C(2) C(3) C(4) C(5) 6.3(3)
C(2) C(3) C(4) C(9) -113.4(3)
C(3) C(4) C(5) C(1) -11.6(3)
C(3) C(4) C(5) C(6) -134.2(2)
C(3) C(4) C(9) C(8) 72.6(3)
C(3) C(4) C(9) C(10) -176.5(2)
C(3) C(4) C(9) C(18) -53.8(4)
C(5) C(4) C(9) C(8) -42.7(4)
C(5) C(4) C(9) C(10) 68.2(3)
C(5) C(4) C(9) C(18) -169.1(3)
C(9) C(4) C(5) C(1) 109.7(3)
C(9) C(4) C(5) C(6) -12.9(4)
C(1) C(5) C(6) C(7) -58.7(3)
C(1) C(5) C(6) C(11) -172.4(2)
C(1) C(5) C(6) C(12) 66.0(3)
C(4) C(5) C(6) C(7) 60.0(3)
C(4) C(5) C(6) C(11) -53.8(3)
C(4) C(5) C(6) C(12) -175.3(2)
C(5) C(6) C(7) C(8) -52.3(3)
C(5) C(6) C(7) C(14) 125.7(3)
C(5) C(6) C(11) C(10) 68.9(3)
C(5) C(6) C(11) C(22) -169.2(2)
C(5) C(6) C(11) C(23) -50.2(3)
C(5) C(6) C(12) C(13) 62.3(5)
C(7) C(6) C(11) C(10) -43.9(3)
C(7) C(6) C(11) C(22) 78.1(3)
C(7) C(6) C(11) C(23) -163.0(3)
C(11) C(6) C(7) C(8) 59.7(4)
C(11) C(6) C(7) C(14) -122.3(3)
C(7) C(6) C(12) C(13) -177.1(4)
C(12) C(6) C(7) C(8) -176.5(3)
C(12) C(6) C(7) C(14) 1.5(4)
C(11) C(6) C(12) C(13) -55.5(5)
C(12) C(6) C(11) C(10) -168.8(2)
C(12) C(6) C(11) C(22) -46.9(3)
C(12) C(6) C(11) C(23) 72.0(3)
C(6) C(7) C(8) C(9) -5.6(4)
C(6) C(7) C(8) C(16) 175.8(3)
C(6) C(7) C(14) C(15) 92.4(4)
C(8) C(7) C(14) C(15) -89.7(4)
C(14) C(7) C(8) C(9) 176.4(3)
C(14) C(7) C(8) C(16) -2.2(5)
C(7) C(8) C(9) C(4) 55.7(4)
C(7) C(8) C(9) C(10) -57.2(3)
C(7) C(8) C(9) C(18) -177.4(3)
C(7) C(8) C(16) C(17) -87.3(4)
C(9) C(8) C(16) C(17) 94.2(4)
C(16) C(8) C(9) C(4) -125.7(3)
C(16) C(8) C(9) C(10) 121.4(3)
C(16) C(8) C(9) C(18) 1.2(5)
C(4) C(9) C(10) C(11) -50.6(3)
C(4) C(9) C(10) C(20) -170.4(2)
C(4) C(9) C(10) C(21) 71.2(3)
C(4) C(9) C(18) C(19) -44.4(6)
C(8) C(9) C(10) C(11) 64.7(2)
C(8) C(9) C(10) C(20) -55.1(3)
C(8) C(9) C(10) C(21) -173.5(2)
C(8) C(9) C(18) C(19) -169.3(5)
C(10) C(9) C(18) C(19) 75.3(6)
C(18) C(9) C(10) C(11) -174.4(2)
C(18) C(9) C(10) C(20) 65.8(3)
C(18) C(9) C(10) C(21) -52.6(3)
C(9) C(10) C(11) C(6) -14.6(3)
C(9) C(10) C(11) C(22) -136.1(3)
C(9) C(10) C(11) C(23) 105.3(3)
C(9) C(10) C(20) N(1) -31(14)
C(9) C(10) C(21) N(2) -54(10)
C(11) C(10) C(20) N(1) -150(14)
C(20) C(10) C(11) C(6) 103.4(3)
C(20) C(10) C(11) C(22) -18.0(4)
C(20) C(10) C(11) C(23) -136.7(3)
C(11) C(10) C(21) N(2) 67(10)
C(21) C(10) C(11) C(6) -138.2(3)
C(21) C(10) C(11) C(22) 100.4(3)
C(21) C(10) C(11) C(23) -18.3(4)
C(20) C(10) C(21) N(2) -173(9)
C(21) C(10) C(20) N(1) 90(14)
C(6) C(11) C(22) N(3) 33(6)
C(6) C(11) C(23) N(4) 21(9)
C(10) C(11) C(22) N(3) 153(6)
C(10) C(11) C(23) N(4) -98(9)
C(22) C(11) C(23) N(4) 141(9)
C(23) C(11) C(22) N(3) -88(6)
Cl(2) C(24) C(25) C(26) -129.6(3)
Cl(2) C(24) C(28) C(27) 132.9(2)
Cl(2) C(24) C(28) C(29) -105.8(2)
C(25) C(24) C(28) C(27) 11.9(3)
C(25) C(24) C(28) C(29) 133.2(3)
C(28) C(24) C(25) C(26) -7.9(4)
C(24) C(25) C(26) C(27) 0.3(4)
C(25) C(26) C(27) C(28) 7.4(3)
C(25) C(26) C(27) C(32) -114.0(3)
C(26) C(27) C(28) C(24) -11.5(3)
C(26) C(27) C(28) C(29) -135.3(2)
C(26) C(27) C(32) C(31) 73.9(3)
C(26) C(27) C(32) C(33) -175.5(2)
C(26) C(27) C(32) C(41) -54.9(3)
C(28) C(27) C(32) C(31) -43.1(3)
C(28) C(27) C(32) C(33) 67.6(3)
C(28) C(27) C(32) C(41) -171.8(2)
C(32) C(27) C(28) C(24) 111.0(3)
C(32) C(27) C(28) C(29) -12.7(4)
C(24) C(28) C(29) C(30) -58.6(3)
C(24) C(28) C(29) C(34) -172.2(2)
C(24) C(28) C(29) C(35) 66.2(3)
C(27) C(28) C(29) C(30) 59.8(3)
C(27) C(28) C(29) C(34) -53.8(3)
C(27) C(28) C(29) C(35) -175.5(2)
C(28) C(29) C(30) C(31) -51.7(4)
C(28) C(29) C(30) C(37) 126.6(3)
C(28) C(29) C(34) C(33) 70.0(2)
C(28) C(29) C(34) C(45) -167.9(2)
C(28) C(29) C(34) C(46) -50.0(3)
C(28) C(29) C(35) C(36) 61.6(5)
C(30) C(29) C(34) C(33) -43.3(3)
C(30) C(29) C(34) C(45) 78.9(3)
C(30) C(29) C(34) C(46) -163.3(3)
C(34) C(29) C(30) C(31) 60.3(4)
C(34) C(29) C(30) C(37) -121.4(3)
C(30) C(29) C(35) C(36) -177.2(4)
C(35) C(29) C(30) C(31) -176.3(3)
C(35) C(29) C(30) C(37) 2.0(5)
C(34) C(29) C(35) C(36) -56.2(5)
C(35) C(29) C(34) C(33) -167.5(2)
C(35) C(29) C(34) C(45) -45.4(3)
C(35) C(29) C(34) C(46) 72.4(3)
C(29) C(30) C(31) C(32) -6.6(4)
C(29) C(30) C(31) C(39) 175.4(3)
C(29) C(30) C(37) C(38) 90.1(4)
C(31) C(30) C(37) C(38) -91.7(5)
C(37) C(30) C(31) C(32) 175.1(3)
C(37) C(30) C(31) C(39) -3.0(5)
C(30) C(31) C(32) C(27) 55.9(4)
C(30) C(31) C(32) C(33) -56.9(3)
C(30) C(31) C(32) C(41) -179.5(3)
C(30) C(31) C(39) C(40) -87.5(5)
C(32) C(31) C(39) C(40) 94.6(4)
C(39) C(31) C(32) C(27) -126.0(3)
C(39) C(31) C(32) C(33) 121.3(3)
C(39) C(31) C(32) C(41) -1.4(5)
C(27) C(32) C(33) C(34) -48.8(3)
C(27) C(32) C(33) C(43) -168.0(2)
C(27) C(32) C(33) C(44) 73.8(3)
C(27) C(32) C(41) C(42) -160.1(3)
C(31) C(32) C(33) C(34) 66.2(2)
C(31) C(32) C(33) C(43) -53.0(2)
C(31) C(32) C(33) C(44) -171.3(2)
C(31) C(32) C(41) C(42) 75.4(4)
C(33) C(32) C(41) C(42) -42.7(4)
C(41) C(32) C(33) C(34) -167.9(2)
C(41) C(32) C(33) C(43) 73.0(3)
C(41) C(32) C(33) C(44) -45.3(3)
C(32) C(33) C(34) C(29) -16.0(3)
C(32) C(33) C(34) C(45) -136.9(2)
C(32) C(33) C(34) C(46) 105.8(3)
C(32) C(33) C(43) N(5) -24(23)
C(32) C(33) C(44) N(6) -4(6)
C(34) C(33) C(43) N(5) -143(23)
C(43) C(33) C(34) C(29) 103.6(3)
C(43) C(33) C(34) C(45) -17.3(3)
C(43) C(33) C(34) C(46) -134.7(3)
C(34) C(33) C(44) N(6) 117(6)
C(44) C(33) C(34) C(29) -138.6(3)
C(44) C(33) C(34) C(45) 100.5(3)
C(44) C(33) C(34) C(46) -16.9(4)
C(43) C(33) C(44) N(6) -124(6)
C(44) C(33) C(43) N(5) 97(23)
C(29) C(34) C(45) N(7) 32(6)
C(29) C(34) C(46) N(8) 119(35)
C(33) C(34) C(45) N(7) 152(6)
C(33) C(34) C(46) N(8) -2(31)
C(45) C(34) C(46) N(8) -122(35)
C(46) C(34) C(45) N(7) -89(6)
