#------------------------------------------------------------------------------
#$Date: 2016-03-21 03:45:37 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178442 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/63/4026359.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_4026359
loop_
_publ_author_name
'Sinan Wang'
'Lei Zhang'
'Xiao Ding'
'Yu Zhou'
'Jinfang Wang'
'Hualiang Jiang'
'Hong Liu'
_publ_section_title
;
 Synthesis of 2-Phenylnaphthalenes through Gold-Catalyzed Dimerization via
 a Highly Selective Carbon Nucleophile Pathway
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              4514
_journal_page_last               4521
_journal_paper_doi               10.1021/jo200352j
_journal_volume                  76
_journal_year                    2011
_chemical_formula_sum            'C29.17 H38.33 Cl0.33 N2 O3'
_chemical_formula_weight         476.77
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           148
_symmetry_cell_setting           rhombohedral
_symmetry_space_group_name_Hall  '-R 3'
_symmetry_space_group_name_H-M   'R -3 :H'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            18
_cell_length_a                   33.679(3)
_cell_length_b                   33.679(3)
_cell_length_c                   13.0553(14)
_cell_measurement_reflns_used    2904
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      37.497
_cell_measurement_theta_min      4.836
_cell_volume                     12824(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0530
_diffrn_reflns_av_sigmaI/netI    0.0529
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            22858
_diffrn_reflns_theta_full        25.49
_diffrn_reflns_theta_max         25.49
_diffrn_reflns_theta_min         2.09
_exptl_absorpt_coefficient_mu    0.101
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7976
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.111
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             4626
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.301
_exptl_crystal_size_min          0.180
_refine_diff_density_max         0.282
_refine_diff_density_min         -0.128
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.837
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     363
_refine_ls_number_reflns         5309
_refine_ls_number_restraints     19
_refine_ls_restrained_S_all      0.855
_refine_ls_R_factor_all          0.1283
_refine_ls_R_factor_gt           0.0637
_refine_ls_shift/su_max          0.147
_refine_ls_shift/su_mean         0.144
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1259P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1811
_refine_ls_wR_factor_ref         0.2101
_reflns_number_gt                2315
_reflns_number_total             5309
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo200352j_si_001.cif
_cod_data_source_block           cd29515
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Rhombohedral' changed to
'rhombohedral' according to the built-in table from CIF Core
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        12824.5(19)
_cod_original_sg_symbol_H-M      'R -3'
_cod_database_code               4026359
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.3333 0.6667 0.7929(12) 0.890(13) Uiso 1 3 d SD . .
O1 O 0.05618(7) 0.41984(7) 0.78615(14) 0.1002(7) Uani 1 1 d . . .
O2 O 0.17112(7) 0.37162(8) 0.72532(15) 0.1085(7) Uani 1 1 d . . .
O3 O 0.2619(11) 0.5820(12) 0.216(3) 0.89(2) Uiso 1 1 d D . .
H3A H 0.2391 0.5564 0.2202 1.338 Uiso 1 1 calc R . .
N1 N 0.03139(10) 0.46898(10) 0.7602(2) 0.1114(9) Uani 1 1 d D . .
N2 N 0.12361(9) 0.39228(9) 0.79622(18) 0.0924(7) Uani 1 1 d D . .
C1 C 0.10653(9) 0.36078(10) 0.62683(19) 0.0746(7) Uani 1 1 d . . .
C2 C 0.08002(9) 0.31296(10) 0.6072(2) 0.0802(7) Uani 1 1 d . A .
C3 C 0.08133(11) 0.28005(12) 0.6729(2) 0.0955(9) Uani 1 1 d . . .
H3 H 0.1002 0.2898 0.7302 0.115 Uiso 1 1 calc R A .
C4 C 0.05532(14) 0.23437(13) 0.6531(3) 0.1162(11) Uani 1 1 d . A .
H4 H 0.0565 0.2132 0.6970 0.139 Uiso 1 1 calc R . .
C5 C 0.02690(14) 0.21916(13) 0.5670(4) 0.1255(12) Uani 1 1 d . . .
H5 H 0.0096 0.1879 0.5534 0.151 Uiso 1 1 calc R A .
C6 C 0.02435(11) 0.24979(13) 0.5027(3) 0.1081(10) Uani 1 1 d . A .
H6 H 0.0050 0.2390 0.4462 0.130 Uiso 1 1 calc R . .
C7 C 0.05047(9) 0.29734(10) 0.5204(2) 0.0840(8) Uani 1 1 d . . .
C8 C 0.04814(10) 0.32991(11) 0.4545(2) 0.0828(8) Uani 1 1 d . A .
C9 C 0.07457(10) 0.37472(11) 0.4764(2) 0.0831(8) Uani 1 1 d . . .
H9 H 0.0734 0.3959 0.4325 0.100 Uiso 1 1 calc R A .
C10 C 0.10398(9) 0.39157(9) 0.56231(19) 0.0768(7) Uani 1 1 d . A .
C11 C 0.13233(10) 0.44234(10) 0.57785(19) 0.0798(7) Uani 1 1 d . . .
C12 C 0.17946(11) 0.46327(12) 0.5667(2) 0.1028(9) Uani 1 1 d . A .
H12 H 0.1929 0.4455 0.5530 0.123 Uiso 1 1 calc R . .
C13 C 0.20657(13) 0.51006(14) 0.5757(3) 0.1230(12) Uani 1 1 d . . .
H13 H 0.2382 0.5239 0.5677 0.148 Uiso 1 1 calc R A .
C14 C 0.18694(15) 0.53618(12) 0.5963(3) 0.1260(12) Uani 1 1 d . A .
H14 H 0.2051 0.5678 0.6024 0.151 Uiso 1 1 calc R . .
C15 C 0.14049(13) 0.51553(12) 0.6079(2) 0.1072(10) Uani 1 1 d . . .
H15 H 0.1275 0.5336 0.6220 0.129 Uiso 1 1 calc R A .
C16 C 0.11234(10) 0.46891(10) 0.59947(19) 0.0818(8) Uani 1 1 d . A .
C17 C 0.06172(9) 0.44919(10) 0.61671(19) 0.0858(8) Uani 1 1 d . . .
H17A H 0.0519 0.4687 0.5839 0.103 Uiso 1 1 calc R A .
H17B H 0.0452 0.4191 0.5852 0.103 Uiso 1 1 calc R . .
C18 C 0.04996(9) 0.44508(10) 0.7289(2) 0.0793(7) Uani 1 1 d . A .
C19 C 0.0278(3) 0.4784(3) 0.8702(7) 0.125(3) Uani 0.610(8) 1 d PD A 1
H19A H 0.0493 0.4739 0.9109 0.150 Uiso 0.610(8) 1 calc PR A 1
H19B H 0.0345 0.5097 0.8791 0.150 Uiso 0.610(8) 1 calc PR A 1
C20 C -0.0193(3) 0.4463(2) 0.9023(6) 0.119(3) Uani 0.610(8) 1 d PD A 1
H20A H -0.0274 0.4157 0.8798 0.143 Uiso 0.610(8) 1 calc PR A 1
H20B H -0.0208 0.4459 0.9765 0.143 Uiso 0.610(8) 1 calc PR A 1
C21 C -0.0520(3) 0.4577(3) 0.8619(10) 0.127(3) Uani 0.610(8) 1 d PD A 1
H21A H -0.0534 0.4533 0.7883 0.152 Uiso 0.610(8) 1 calc PR A 1
H21B H -0.0404 0.4901 0.8742 0.152 Uiso 0.610(8) 1 calc PR A 1
C22 C -0.1035(3) 0.4297(3) 0.9061(10) 0.177(4) Uani 0.610(8) 1 d PD A 1
H22A H -0.1179 0.4480 0.8995 0.266 Uiso 0.610(8) 1 calc PR A 1
H22B H -0.1026 0.4227 0.9771 0.266 Uiso 0.610(8) 1 calc PR A 1
H22C H -0.1207 0.4018 0.8682 0.266 Uiso 0.610(8) 1 calc PR A 1
C19' C 0.0039(5) 0.4521(7) 0.8533(11) 0.135(6) Uani 0.390(8) 1 d PD A 2
H19C H -0.0022 0.4210 0.8648 0.163 Uiso 0.390(8) 1 calc PR A 2
H19D H 0.0227 0.4705 0.9099 0.163 Uiso 0.390(8) 1 calc PR A 2
C20' C -0.0392(6) 0.4512(8) 0.8594(13) 0.174(10) Uani 0.390(8) 1 d PD A 2
H20C H -0.0595 0.4291 0.8094 0.208 Uiso 0.390(8) 1 calc PR A 2
H20D H -0.0337 0.4810 0.8372 0.208 Uiso 0.390(8) 1 calc PR A 2
C21' C -0.0650(4) 0.4404(4) 0.9586(7) 0.116(4) Uani 0.390(8) 1 d PD A 2
H21C H -0.0751 0.4087 0.9755 0.139 Uiso 0.390(8) 1 calc PR A 2
H21D H -0.0436 0.4592 1.0115 0.139 Uiso 0.390(8) 1 calc PR A 2
C22' C -0.1040(5) 0.4465(6) 0.9644(13) 0.146(6) Uiso 0.390(8) 1 d P A 2
H22D H -0.1242 0.4310 0.9081 0.249 Uiso 0.390(8) 1 calc PR A 2
H22E H -0.0941 0.4786 0.9614 0.249 Uiso 0.390(8) 1 calc PR A 2
H22F H -0.1199 0.4340 1.0278 0.249 Uiso 0.390(8) 1 calc PR A 2
C23 C 0.13693(10) 0.37600(9) 0.7197(2) 0.0835(7) Uani 1 1 d . A .
C24 C 0.1468(4) 0.4073(3) 0.8931(6) 0.087(3) Uani 0.610(8) 1 d PD A 1
H24A H 0.1602 0.3885 0.9096 0.104 Uiso 0.610(8) 1 calc PR A 1
H24B H 0.1241 0.4018 0.9453 0.104 Uiso 0.610(8) 1 calc PR A 1
C25 C 0.1829(4) 0.4556(4) 0.8989(10) 0.157(4) Uani 0.610(8) 1 d PD A 1
H25A H 0.2043 0.4624 0.8428 0.189 Uiso 0.610(8) 1 calc PR A 1
H25B H 0.1997 0.4607 0.9624 0.189 Uiso 0.610(8) 1 calc PR A 1
C26 C 0.1638(4) 0.4878(4) 0.8939(12) 0.182(5) Uiso 0.610(8) 1 d PD A 1
H26A H 0.1428 0.4807 0.9507 0.219 Uiso 0.610(8) 1 calc PR A 1
H26B H 0.1461 0.4814 0.8313 0.219 Uiso 0.610(8) 1 calc PR A 1
C27 C 0.1982(4) 0.5389(3) 0.8968(9) 0.204(4) Uiso 0.610(8) 1 d PD A 1
H27A H 0.2118 0.5472 0.9636 0.306 Uiso 0.610(8) 1 calc PR A 1
H27B H 0.1828 0.5557 0.8820 0.306 Uiso 0.610(8) 1 calc PR A 1
H27C H 0.2216 0.5461 0.8466 0.306 Uiso 0.610(8) 1 calc PR A 1
C24' C 0.1526(11) 0.4063(10) 0.8857(18) 0.196(15) Uiso 0.390(8) 1 d PD A 2
H24C H 0.1826 0.4108 0.8685 0.235 Uiso 0.390(8) 1 calc PR A 2
H24D H 0.1392 0.3830 0.9385 0.235 Uiso 0.390(8) 1 calc PR A 2
C25' C 0.1568(6) 0.4495(6) 0.9222(12) 0.151(7) Uani 0.390(8) 1 d PD A 2
H25C H 0.1267 0.4468 0.9232 0.181 Uiso 0.390(8) 1 calc PR A 2
H25D H 0.1687 0.4555 0.9916 0.181 Uiso 0.390(8) 1 calc PR A 2
C26' C 0.1871(5) 0.4873(5) 0.8565(9) 0.132(4) Uani 0.390(8) 1 d PD A 2
H26C H 0.1698 0.4946 0.8082 0.158 Uiso 0.390(8) 1 calc PR A 2
H26D H 0.2076 0.4802 0.8189 0.158 Uiso 0.390(8) 1 calc PR A 2
C27' C 0.2140(10) 0.5274(8) 0.933(2) 0.21(2) Uiso 0.390(8) 1 d PD A 2
H27D H 0.2036 0.5491 0.9272 0.407 Uiso 0.390(8) 1 calc PR A 2
H27E H 0.2461 0.5423 0.9175 0.407 Uiso 0.390(8) 1 calc PR A 2
H27F H 0.2089 0.5156 1.0016 0.407 Uiso 0.390(8) 1 calc PR A 2
C28 C 0.01635(11) 0.31453(11) 0.3625(2) 0.1104(10) Uani 1 1 d . . .
H28A H -0.0148 0.2961 0.3851 0.166 Uiso 1 1 calc R A .
H28B H 0.0241 0.2969 0.3175 0.166 Uiso 1 1 calc R . .
H28C H 0.0197 0.3409 0.3267 0.166 Uiso 1 1 calc R . .
C29 C 0.3333 0.6667 0.6667 0.443(18) Uiso 1 6 d SD . .
C30 C 0.266(4) 0.606(3) 0.301(4) 1.84(14) Uiso 1 1 d D . .
H30A H 0.2528 0.6255 0.2877 2.763 Uiso 1 1 calc R . .
H30B H 0.2973 0.6246 0.3188 2.763 Uiso 1 1 calc R . .
H30C H 0.2492 0.5855 0.3556 2.763 Uiso 1 1 calc R . .
H1 H 0.0278(8) 0.4879(8) 0.7177(18) 0.088(9) Uiso 1 1 d D . .
H2 H 0.1001(7) 0.3959(9) 0.787(2) 0.094(9) Uiso 1 1 d D . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C30 O3 H3A 112.4 .
C18 N1 C19' 115.2(7) .
C18 N1 C19 123.3(5) .
C19' N1 C19 34.6(7) .
C18 N1 H1 121.2(17) .
C19' N1 H1 120.5(18) .
C19 N1 H1 113.1(18) .
C23 N2 C24 125.0(5) .
C23 N2 C24' 115.7(11) .
C24 N2 C24' 9.4(15) .
C23 N2 H2 118.3(18) .
C24 N2 H2 116.6(18) .
C24' N2 H2 126(2) .
C10 C1 C2 120.3(2) .
C10 C1 C23 121.8(3) .
C2 C1 C23 117.8(2) .
C3 C2 C1 122.0(3) .
C3 C2 C7 118.7(3) .
C1 C2 C7 119.3(3) .
C4 C3 C2 121.0(3) .
C4 C3 H3 119.5 .
C2 C3 H3 119.5 .
C3 C4 C5 120.2(3) .
C3 C4 H4 119.9 .
C5 C4 H4 119.9 .
C6 C5 C4 120.5(4) .
C6 C5 H5 119.7 .
C4 C5 H5 119.7 .
C5 C6 C7 121.3(3) .
C5 C6 H6 119.3 .
C7 C6 H6 119.4 .
C6 C7 C8 122.2(3) .
C6 C7 C2 118.3(3) .
C8 C7 C2 119.5(3) .
C9 C8 C7 118.3(3) .
C9 C8 C28 120.6(3) .
C7 C8 C28 121.0(3) .
C8 C9 C10 123.8(3) .
C8 C9 H9 118.1 .
C10 C9 H9 118.1 .
C1 C10 C9 118.7(3) .
C1 C10 C11 122.3(2) .
C9 C10 C11 119.0(2) .
C12 C11 C16 119.6(3) .
C12 C11 C10 118.7(3) .
C16 C11 C10 121.6(2) .
C13 C12 C11 120.6(3) .
C13 C12 H12 119.7 .
C11 C12 H12 119.7 .
C14 C13 C12 119.8(3) .
C14 C13 H13 120.1 .
C12 C13 H13 120.1 .
C15 C14 C13 119.6(3) .
C15 C14 H14 120.2 .
C13 C14 H14 120.2 .
C14 C15 C16 122.2(3) .
C14 C15 H15 118.9 .
C16 C15 H15 118.9 .
C15 C16 C11 118.2(3) .
C15 C16 C17 118.3(3) .
C11 C16 C17 123.5(3) .
C18 C17 C16 112.0(2) .
C18 C17 H17A 109.2 .
C16 C17 H17A 109.2 .
C18 C17 H17B 109.2 .
C16 C17 H17B 109.2 .
H17A C17 H17B 107.9 .
O1 C18 N1 122.4(3) .
O1 C18 C17 121.9(2) .
N1 C18 C17 115.7(3) .
C20 C19 N1 107.0(6) .
C20 C19 H19A 110.5 .
N1 C19 H19A 110.4 .
C20 C19 H19B 110.2 .
N1 C19 H19B 110.2 .
H19A C19 H19B 108.6 .
C21 C20 C19 112.9(7) .
C21 C20 H20A 109.1 .
C19 C20 H20A 109.0 .
C21 C20 H20B 109.0 .
C19 C20 H20B 109.0 .
H20A C20 H20B 107.8 .
C20 C21 C22 117.2(8) .
C20 C21 H21A 107.9 .
C22 C21 H21A 108.0 .
C20 C21 H21B 108.0 .
C22 C21 H21B 108.1 .
H21A C21 H21B 107.2 .
C20' C19' N1 119.4(12) .
C20' C19' H19C 107.6 .
N1 C19' H19C 107.4 .
C20' C19' H19D 107.5 .
N1 C19' H19D 107.4 .
H19C C19' H19D 107.0 .
C19' C20' C21' 120.7(14) .
C19' C20' H20C 107.1 .
C21' C20' H20C 107.1 .
C19' C20' H20D 107.2 .
C21' C20' H20D 107.3 .
H20C C20' H20D 106.8 .
C22' C21' C20' 118.4(12) .
C22' C21' H21C 107.9 .
C20' C21' H21C 107.8 .
C22' C21' H21D 107.6 .
C20' C21' H21D 107.6 .
H21C C21' H21D 107.0 .
C21' C22' H22D 109.6 .
C21' C22' H22E 109.8 .
H22D C22' H22E 109.5 .
C21' C22' H22F 109.1 .
H22D C22' H22F 109.5 .
H22E C22' H22F 109.5 .
O2 C23 N2 122.4(3) .
O2 C23 C1 121.6(2) .
N2 C23 C1 115.9(2) .
N2 C24 C25 116.0(8) .
N2 C24 H24A 108.3 .
C25 C24 H24A 108.2 .
N2 C24 H24B 108.3 .
C25 C24 H24B 108.2 .
H24A C24 H24B 107.4 .
C24 C25 C26 112.2(11) .
C24 C25 H25A 109.0 .
C26 C25 H25A 108.8 .
C24 C25 H25B 109.4 .
C26 C25 H25B 109.5 .
H25A C25 H25B 107.9 .
C25 C26 C27 117.1(10) .
C25 C26 H26A 108.0 .
C27 C26 H26A 107.4 .
C25 C26 H26B 108.6 .
C27 C26 H26B 108.0 .
H26A C26 H26B 107.4 .
N2 C24' C25' 107.5(15) .
N2 C24' H24C 110.2 .
C25' C24' H24C 110.3 .
N2 C24' H24D 110.2 .
C25' C24' H24D 110.1 .
H24C C24' H24D 108.5 .
C26' C25' C24' 111(2) .
C26' C25' H25C 109.6 .
C24' C25' H25C 109.6 .
C26' C25' H25D 109.5 .
C24' C25' H25D 109.4 .
H25C C25' H25D 108.0 .
C25' C26' C27' 103.4(13) .
C25' C26' H26C 111.1 .
C27' C26' H26C 110.5 .
C25' C26' H26D 111.4 .
C27' C26' H26D 111.2 .
H26C C26' H26D 109.1 .
C26' C27' H27D 111.5 .
C26' C27' H27E 111.2 .
H27D C27' H27E 109.7 .
C26' C27' H27F 111.7 .
H27D C27' H27F 109.9 .
H27E C27' H27F 109.2 .
C8 C28 H28A 109.5 .
C8 C28 H28B 109.5 .
H28A C28 H28B 109.5 .
C8 C28 H28C 109.5 .
H28A C28 H28C 109.5 .
H28B C28 H28C 109.5 .
Cl1 C29 Cl1 179.995(2) 13_566
O3 C30 H30A 107.4 .
O3 C30 H30B 108.8 .
H30A C30 H30B 108.3 .
O3 C30 H30C 108.0 .
H30A C30 H30C 108.3 .
H30B C30 H30C 110.9 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cl1 C29 1.648(16) .
O1 C18 1.226(3) .
O2 C23 1.234(3) .
O3 C30 1.34(3) .
O3 H3A 0.8322 .
N1 C18 1.307(3) .
N1 C19' 1.460(13) .
N1 C19 1.489(9) .
N1 H1 0.897(17) .
N2 C23 1.321(3) .
N2 C24 1.439(6) .
N2 C24' 1.443(17) .
N2 H2 0.869(17) .
C1 C10 1.372(3) .
C1 C2 1.421(4) .
C1 C23 1.502(4) .
C2 C3 1.419(4) .
C2 C7 1.425(4) .
C3 C4 1.361(4) .
C3 H3 0.9300 .
C4 C5 1.397(5) .
C4 H4 0.9300 .
C5 C6 1.365(5) .
C5 H5 0.9300 .
C6 C7 1.408(4) .
C6 H6 0.9300 .
C7 C8 1.427(4) .
C8 C9 1.345(4) .
C8 C28 1.517(4) .
C9 C10 1.414(4) .
C9 H9 0.9300 .
C10 C11 1.498(4) .
C11 C12 1.385(4) .
C11 C16 1.391(4) .
C12 C13 1.375(4) .
C12 H12 0.9300 .
C13 C14 1.366(5) .
C13 H13 0.9300 .
C14 C15 1.366(4) .
C14 H14 0.9300 .
C15 C16 1.374(4) .
C15 H15 0.9300 .
C16 C17 1.505(4) .
C17 C18 1.505(4) .
C17 H17A 0.9700 .
C17 H17B 0.9700 .
C19 C20 1.463(11) .
C19 H19A 0.9700 .
C19 H19B 0.9700 .
C20 C21 1.437(12) .
C20 H20A 0.9700 .
C20 H20B 0.9700 .
C21 C22 1.611(12) .
C21 H21A 0.9700 .
C21 H21B 0.9700 .
C22 H22A 0.9601 .
C22 H22B 0.9601 .
C22 H22C 0.9601 .
C19' C20' 1.438(16) .
C19' H19C 0.9700 .
C19' H19D 0.9700 .
C20' C21' 1.500(15) .
C20' H20C 0.9700 .
C20' H20D 0.9700 .
C21' C22' 1.429(17) .
C21' H21C 0.9700 .
C21' H21D 0.9700 .
C22' H22D 0.9601 .
C22' H22E 0.9601 .
C22' H22F 0.9601 .
C24 C25 1.467(14) .
C24 H24A 0.9700 .
C24 H24B 0.9700 .
C25 C26 1.515(12) .
C25 H25A 0.9700 .
C25 H25B 0.9700 .
C26 C27 1.520(11) .
C26 H26A 0.9700 .
C26 H26B 0.9700 .
C27 H27A 0.9601 .
C27 H27B 0.9601 .
C27 H27C 0.9601 .
C24' C25' 1.469(18) .
C24' H24C 0.9700 .
C24' H24D 0.9700 .
C25' C26' 1.448(15) .
C25' H25C 0.9700 .
C25' H25D 0.9700 .
C26' C27' 1.556(18) .
C26' H26C 0.9700 .
C26' H26D 0.9700 .
C27' H27D 0.9601 .
C27' H27E 0.9601 .
C27' H27F 0.9601 .
C28 H28A 0.9600 .
C28 H28B 0.9600 .
C28 H28C 0.9600 .
C29 Cl1 1.648(16) 13_566
C30 H30A 0.9601 .
C30 H30B 0.9601 .
C30 H30C 0.9601 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 O1 0.869(17) 2.007(19) 2.854(3) 164(3) .
N1 H1 O2 0.897(17) 2.006(19) 2.875(4) 163(2) 14_456
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
C10 C1 C2 C3 -179.2(2)
C23 C1 C2 C3 0.6(3)
C10 C1 C2 C7 -0.5(3)
C23 C1 C2 C7 179.4(2)
C1 C2 C3 C4 179.4(2)
C7 C2 C3 C4 0.7(4)
C2 C3 C4 C5 0.3(5)
C3 C4 C5 C6 -1.0(5)
C4 C5 C6 C7 0.7(5)
C5 C6 C7 C8 -179.6(3)
C5 C6 C7 C2 0.3(4)
C3 C2 C7 C6 -0.9(4)
C1 C2 C7 C6 -179.7(2)
C3 C2 C7 C8 179.0(2)
C1 C2 C7 C8 0.2(3)
C6 C7 C8 C9 -179.4(2)
C2 C7 C8 C9 0.7(4)
C6 C7 C8 C28 1.2(4)
C2 C7 C8 C28 -178.7(2)
C7 C8 C9 C10 -1.4(4)
C28 C8 C9 C10 178.1(2)
C2 C1 C10 C9 0.0(3)
C23 C1 C10 C9 -179.9(2)
C2 C1 C10 C11 -178.1(2)
C23 C1 C10 C11 2.1(4)
C8 C9 C10 C1 1.0(4)
C8 C9 C10 C11 179.1(2)
C1 C10 C11 C12 66.4(3)
C9 C10 C11 C12 -111.6(3)
C1 C10 C11 C16 -115.9(3)
C9 C10 C11 C16 66.1(3)
C16 C11 C12 C13 -0.7(4)
C10 C11 C12 C13 177.0(3)
C11 C12 C13 C14 0.4(5)
C12 C13 C14 C15 0.0(6)
C13 C14 C15 C16 0.0(6)
C14 C15 C16 C11 -0.3(5)
C14 C15 C16 C17 178.2(3)
C12 C11 C16 C15 0.7(4)
C10 C11 C16 C15 -177.0(2)
C12 C11 C16 C17 -177.7(2)
C10 C11 C16 C17 4.6(4)
C15 C16 C17 C18 -79.3(3)
C11 C16 C17 C18 99.0(3)
C19' N1 C18 O1 -21.4(9)
C19 N1 C18 O1 17.3(6)
C19' N1 C18 C17 156.5(8)
C19 N1 C18 C17 -164.8(4)
C16 C17 C18 O1 -63.7(3)
C16 C17 C18 N1 118.4(3)
C18 N1 C19 C20 -100.7(8)
C19' N1 C19 C20 -13.8(11)
N1 C19 C20 C21 -73.2(10)
C19 C20 C21 C22 -170.5(8)
C18 N1 C19' C20' -137.7(15)
C19 N1 C19' C20' 110(3)
N1 C19' C20' C21' -171.3(15)
C19' C20' C21' C22' 171.0(17)
C24 N2 C23 O2 0.9(6)
C24' N2 C23 O2 2.3(15)
C24 N2 C23 C1 177.9(5)
C24' N2 C23 C1 179.3(15)
C10 C1 C23 O2 -111.5(3)
C2 C1 C23 O2 68.6(3)
C10 C1 C23 N2 71.5(3)
C2 C1 C23 N2 -108.4(3)
C23 N2 C24 C25 88.6(9)
C24' N2 C24 C25 81(10)
N2 C24 C25 C26 68.7(16)
C24 C25 C26 C27 -178.7(10)
C23 N2 C24' C25' 138.3(17)
C24 N2 C24' C25' -48(8)
N2 C24' C25' C26' -75(3)
C24' C25' C26' C27' -141(2)
