#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:22:30 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180335 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/04/7200467.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_7200467
loop_
_publ_author_name
'Kalita, Dipjyoti'
'Sarma, Rupam'
'Baruah, Jubaraj B.'
_publ_section_title
;
 Formation of symmetry non-equivalent molecules in urea and carbamate
 derivatives: the role of anion
;
_journal_issue                   5
_journal_name_full               CrystEngComm
_journal_page_first              803
_journal_paper_doi               10.1039/b815962a
_journal_volume                  11
_journal_year                    2009
_chemical_formula_sum            'C96 H92 Cl6 N18 O33'
_chemical_formula_weight         2238.58
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_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                 106.694(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   17.719(3)
_cell_length_b                   15.831(3)
_cell_length_c                   18.506(3)
_cell_measurement_reflns_used    2682
_cell_measurement_temperature    296(2)
_cell_volume                     4972.3(15)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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      296(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_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  0.0634
_diffrn_reflns_av_sigmaI/netI    0.0697
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            43899
_diffrn_reflns_theta_full        28.26
_diffrn_reflns_theta_max         28.26
_diffrn_reflns_theta_min         1.20
_exptl_absorpt_coefficient_mu    0.268
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.495
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2320
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.385
_refine_diff_density_min         -0.421
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.946
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     702
_refine_ls_number_reflns         12099
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.946
_refine_ls_R_factor_all          0.1658
_refine_ls_R_factor_gt           0.0646
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1082P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1703
_refine_ls_wR_factor_ref         0.2215
_reflns_number_gt                5131
_reflns_number_total             12099
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b815962a.txt
_cod_data_source_block           hclo4phen
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        4972.5(16)
_cod_original_sg_symbol_H-M      'P2(1)/c '
_cod_database_code               7200467
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4483(2) 1.0209(2) 0.3803(2) 0.0621(9) Uani 1 1 d . . .
H1 H 0.4933 1.0489 0.3770 0.075 Uiso 1 1 calc R . .
C2 C 0.4155(2) 1.0409(2) 0.43761(19) 0.0558(9) Uani 1 1 d . . .
H2 H 0.4387 1.0814 0.4735 0.067 Uiso 1 1 calc R . .
C3 C 0.34847(18) 1.0002(2) 0.44077(17) 0.0491(8) Uani 1 1 d . . .
H3 H 0.3263 1.0128 0.4794 0.059 Uiso 1 1 calc R . .
C4 C 0.31255(18) 0.93939(19) 0.38584(16) 0.0434(7) Uani 1 1 d . . .
C5 C 0.24090(19) 0.8965(2) 0.38387(18) 0.0510(8) Uani 1 1 d . . .
C6 C 0.2136(2) 0.8353(2) 0.3300(2) 0.0651(10) Uani 1 1 d . . .
H6 H 0.1672 0.8069 0.3284 0.078 Uiso 1 1 calc R . .
C7 C 0.2538(3) 0.8147(2) 0.2777(2) 0.0721(11) Uani 1 1 d . . .
H7 H 0.2348 0.7715 0.2432 0.086 Uiso 1 1 calc R . .
C8 C 0.3202(2) 0.8564(2) 0.27631(19) 0.0641(10) Uani 1 1 d . . .
H8 H 0.3457 0.8436 0.2402 0.077 Uiso 1 1 calc R . .
C9 C 0.3495(2) 0.9188(2) 0.33019(17) 0.0497(8) Uani 1 1 d . . .
C10 C 0.16836(19) 0.8660(2) 0.4755(2) 0.0543(9) Uani 1 1 d . . .
C11 C 0.11678(19) 0.8629(2) 0.5858(2) 0.0568(9) Uani 1 1 d . . .
C12 C 0.1418(2) 0.8919(3) 0.6586(2) 0.0696(11) Uani 1 1 d . . .
H12 H 0.1777 0.9362 0.6708 0.083 Uiso 1 1 calc R . .
C13 C 0.1142(2) 0.8558(3) 0.7140(2) 0.0798(12) Uani 1 1 d . . .
H13 H 0.1320 0.8758 0.7632 0.096 Uiso 1 1 calc R . .
C14 C 0.0610(3) 0.7913(3) 0.6973(3) 0.0816(13) Uani 1 1 d . . .
H14 H 0.0421 0.7677 0.7347 0.098 Uiso 1 1 calc R . .
C15 C 0.0357(2) 0.7615(3) 0.6244(3) 0.0811(12) Uani 1 1 d . . .
H15 H 0.0000 0.7169 0.6128 0.097 Uiso 1 1 calc R . .
C16 C 0.0630(2) 0.7974(3) 0.5681(2) 0.0716(11) Uani 1 1 d . . .
H16 H 0.0452 0.7775 0.5188 0.086 Uiso 1 1 calc R . .
C17 C 0.4277(2) 0.6806(2) 0.3656(2) 0.0628(10) Uani 1 1 d . . .
H17 H 0.4660 0.7169 0.3580 0.075 Uiso 1 1 calc R . .
C18 C 0.3982(2) 0.6922(2) 0.4266(2) 0.0634(10) Uani 1 1 d . . .
H18 H 0.4168 0.7360 0.4606 0.076 Uiso 1 1 calc R . .
C19 C 0.3415(2) 0.6382(2) 0.43623(18) 0.0555(9) Uani 1 1 d . . .
H19 H 0.3218 0.6457 0.4773 0.067 Uiso 1 1 calc R . .
C20 C 0.31236(18) 0.5717(2) 0.38541(17) 0.0455(8) Uani 1 1 d . . .
C21 C 0.25159(19) 0.5140(2) 0.39121(18) 0.0518(8) Uani 1 1 d . . .
C22 C 0.2278(2) 0.4519(2) 0.33705(19) 0.0578(9) Uani 1 1 d . . .
H22 H 0.1878 0.4149 0.3393 0.069 Uiso 1 1 calc R . .
C23 C 0.2632(2) 0.4440(2) 0.27876(19) 0.0645(10) Uani 1 1 d . . .
H23 H 0.2465 0.4009 0.2437 0.077 Uiso 1 1 calc R . .
C24 C 0.3208(2) 0.4967(2) 0.27136(19) 0.0607(9) Uani 1 1 d . . .
H24 H 0.3437 0.4902 0.2323 0.073 Uiso 1 1 calc R . .
C25 C 0.34445(19) 0.5611(2) 0.32476(18) 0.0523(8) Uani 1 1 d . . .
C26 C 0.1734(2) 0.4698(2) 0.4768(2) 0.0605(9) Uani 1 1 d . . .
C27 C 0.1019(2) 0.4708(2) 0.5745(2) 0.0651(10) Uani 1 1 d . . .
C28 C 0.1098(3) 0.5083(3) 0.6449(3) 0.0911(15) Uani 1 1 d . . .
H28 H 0.1469 0.5505 0.6631 0.109 Uiso 1 1 calc R . .
C29 C 0.0613(4) 0.4813(5) 0.6866(4) 0.140(3) Uani 1 1 d . . .
H29 H 0.0665 0.5051 0.7337 0.168 Uiso 1 1 calc R . .
C30 C 0.0058(5) 0.4202(5) 0.6602(6) 0.167(4) Uani 1 1 d . . .
H30 H -0.0267 0.4029 0.6890 0.200 Uiso 1 1 calc R . .
C31 C -0.0017(3) 0.3846(4) 0.5910(4) 0.134(3) Uani 1 1 d . . .
H31 H -0.0397 0.3432 0.5728 0.161 Uiso 1 1 calc R . .
C32 C 0.0469(2) 0.4096(3) 0.5474(3) 0.0862(14) Uani 1 1 d . . .
H32 H 0.0418 0.3850 0.5006 0.103 Uiso 1 1 calc R . .
C33 C 0.4419(2) 0.3414(2) 0.3762(2) 0.0662(10) Uani 1 1 d . . .
H33 H 0.4838 0.3732 0.3700 0.079 Uiso 1 1 calc R . .
C34 C 0.4128(2) 0.3574(2) 0.4369(2) 0.0601(9) Uani 1 1 d . . .
H34 H 0.4359 0.3982 0.4724 0.072 Uiso 1 1 calc R . .
C35 C 0.34937(19) 0.3120(2) 0.44362(17) 0.0504(8) Uani 1 1 d . . .
H35 H 0.3293 0.3224 0.4840 0.060 Uiso 1 1 calc R . .
C36 C 0.31398(19) 0.2494(2) 0.38981(17) 0.0478(8) Uani 1 1 d . . .
C37 C 0.2457(2) 0.2017(2) 0.39171(18) 0.0518(8) Uani 1 1 d . . .
C38 C 0.2185(2) 0.1396(2) 0.3385(2) 0.0632(10) Uani 1 1 d . . .
H38 H 0.1744 0.1081 0.3394 0.076 Uiso 1 1 calc R . .
C39 C 0.2562(3) 0.1232(2) 0.2832(2) 0.0707(11) Uani 1 1 d . . .
H39 H 0.2379 0.0795 0.2492 0.085 Uiso 1 1 calc R . .
C40 C 0.3194(3) 0.1699(2) 0.2777(2) 0.0684(10) Uani 1 1 d . . .
H40 H 0.3426 0.1598 0.2394 0.082 Uiso 1 1 calc R . .
C41 C 0.3481(2) 0.2329(2) 0.33122(18) 0.0557(9) Uani 1 1 d . . .
C42 C 0.17590(18) 0.1681(2) 0.4863(2) 0.0533(9) Uani 1 1 d . . .
C43 C 0.11255(19) 0.1737(2) 0.5902(2) 0.0564(9) Uani 1 1 d . . .
C44 C 0.1230(2) 0.2176(3) 0.6569(2) 0.0674(10) Uani 1 1 d . . .
H44 H 0.1532 0.2666 0.6654 0.081 Uiso 1 1 calc R . .
C45 C 0.0892(3) 0.1897(3) 0.7110(3) 0.0854(13) Uani 1 1 d . . .
H45 H 0.0969 0.2196 0.7557 0.102 Uiso 1 1 calc R . .
C46 C 0.0442(3) 0.1176(4) 0.6986(3) 0.0956(15) Uani 1 1 d . . .
H46 H 0.0212 0.0985 0.7348 0.115 Uiso 1 1 calc R . .
C47 C 0.0334(3) 0.0739(3) 0.6322(3) 0.0886(14) Uani 1 1 d . . .
H47 H 0.0031 0.0250 0.6239 0.106 Uiso 1 1 calc R . .
C48 C 0.0673(2) 0.1021(2) 0.5771(2) 0.0718(11) Uani 1 1 d . . .
H48 H 0.0593 0.0726 0.5320 0.086 Uiso 1 1 calc R . .
Cl1 Cl 0.40493(6) 0.01989(6) 0.13462(5) 0.0610(3) Uani 1 1 d . . .
Cl2 Cl 0.39961(6) 0.34663(6) 0.13343(5) 0.0594(3) Uani 1 1 d . . .
Cl3 Cl 0.38938(5) 0.68513(6) 0.12638(5) 0.0590(3) Uani 1 1 d . . .
N1 N 0.41619(17) 0.96258(18) 0.33066(15) 0.0581(7) Uani 1 1 d . . .
H1A H 0.4385 0.9511 0.2962 0.070 Uiso 1 1 calc R . .
N2 N 0.20118(16) 0.92108(17) 0.43595(15) 0.0577(7) Uani 1 1 d . . .
H2A H 0.1971 0.9742 0.4436 0.069 Uiso 1 1 calc R . .
N3 N 0.14470(16) 0.90485(18) 0.53082(16) 0.0614(8) Uani 1 1 d . . .
H3A H 0.1469 0.9591 0.5326 0.074 Uiso 1 1 calc R . .
N4 N 0.40101(17) 0.6179(2) 0.31853(16) 0.0597(8) Uani 1 1 d . . .
H4 H 0.4203 0.6119 0.2812 0.072 Uiso 1 1 calc R . .
N5 N 0.21938(16) 0.52546(18) 0.45041(16) 0.0600(8) Uani 1 1 d . . .
H5 H 0.2292 0.5731 0.4736 0.072 Uiso 1 1 calc R . .
N6 N 0.15182(16) 0.50472(18) 0.53502(17) 0.0621(8) Uani 1 1 d . . .
H6A H 0.1712 0.5538 0.5495 0.074 Uiso 1 1 calc R . .
N7 N 0.41096(18) 0.2820(2) 0.32780(17) 0.0647(8) Uani 1 1 d . . .
H7A H 0.4312 0.2731 0.2914 0.078 Uiso 1 1 calc R . .
N8 N 0.20816(16) 0.22323(17) 0.44581(16) 0.0588(7) Uani 1 1 d . . .
H8A H 0.2048 0.2762 0.4548 0.071 Uiso 1 1 calc R . .
N9 N 0.14540(15) 0.20972(18) 0.53600(16) 0.0579(7) Uani 1 1 d . . .
H9 H 0.1462 0.2640 0.5342 0.069 Uiso 1 1 calc R . .
O1 O 0.16215(15) 0.79051(15) 0.46250(14) 0.0678(7) Uani 1 1 d . . .
O2 O 0.15569(18) 0.39873(17) 0.45204(18) 0.0963(10) Uani 1 1 d . . .
O3 O 0.17593(15) 0.09149(15) 0.47926(15) 0.0717(7) Uani 1 1 d . . .
O4 O 0.38936(17) 0.77550(17) 0.12425(17) 0.0903(9) Uani 1 1 d . . .
O5 O 0.31789(18) 0.6579(3) 0.1372(2) 0.1391(15) Uani 1 1 d . . .
O6 O 0.45303(14) 0.65649(17) 0.18895(13) 0.0715(7) Uani 1 1 d . . .
O7 O 0.4013(3) 0.6557(2) 0.06018(15) 0.1249(14) Uani 1 1 d . . .
O8 O 0.39364(19) 0.43592(17) 0.12771(16) 0.0909(9) Uani 1 1 d . . .
O9 O 0.32994(17) 0.3118(2) 0.14451(19) 0.1061(11) Uani 1 1 d . . .
O10 O 0.46400(16) 0.32449(19) 0.19840(13) 0.0809(8) Uani 1 1 d . . .
O11 O 0.4161(2) 0.3141(2) 0.06878(15) 0.1081(11) Uani 1 1 d . . .
O12 O 0.4076(2) 0.1079(2) 0.1348(2) 0.1254(13) Uani 1 1 d . . .
O13 O 0.33278(18) -0.0079(2) 0.1437(2) 0.1220(13) Uani 1 1 d . . .
O14 O 0.46665(16) -0.0108(2) 0.19804(14) 0.0923(10) Uani 1 1 d . . .
O15 O 0.4192(3) -0.0100(2) 0.06925(16) 0.1299(14) Uani 1 1 d . . .
O16 O 0.2269(2) 0.6628(2) 0.5605(2) 0.0745(9) Uani 1 1 d . . .
O17 O 0.2516(4) 0.3416(4) 0.5873(4) 0.112(2) Uani 0.50 1 d P . .
H16A H 0.266(3) 0.671(4) 0.587(3) 0.13(3) Uiso 1 1 d . . .
H16B H 0.205(2) 0.699(3) 0.534(2) 0.077(16) Uiso 1 1 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
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 120.3(3) . . ?
C3 C2 C1 119.1(3) . . ?
C2 C3 C4 120.5(3) . . ?
C9 C4 C3 118.5(3) . . ?
C9 C4 C5 117.8(3) . . ?
C3 C4 C5 123.7(3) . . ?
C6 C5 N2 123.5(3) . . ?
C6 C5 C4 118.5(3) . . ?
N2 C5 C4 117.9(3) . . ?
C5 C6 C7 121.7(3) . . ?
C8 C7 C6 121.2(3) . . ?
C7 C8 C9 118.5(3) . . ?
N1 C9 C8 120.5(3) . . ?
N1 C9 C4 117.4(3) . . ?
C8 C9 C4 122.2(3) . . ?
O1 C10 N3 124.2(3) . . ?
O1 C10 N2 123.2(3) . . ?
N3 C10 N2 112.5(3) . . ?
C12 C11 C16 119.4(3) . . ?
C12 C11 N3 117.9(3) . . ?
C16 C11 N3 122.7(3) . . ?
C11 C12 C13 120.5(4) . . ?
C14 C13 C12 120.8(4) . . ?
C13 C14 C15 119.3(4) . . ?
C14 C15 C16 120.5(4) . . ?
C11 C16 C15 119.6(4) . . ?
N4 C17 C18 119.4(3) . . ?
C19 C18 C17 119.1(3) . . ?
C18 C19 C20 121.5(3) . . ?
C25 C20 C19 117.9(3) . . ?
C25 C20 C21 117.8(3) . . ?
C19 C20 C21 124.3(3) . . ?
C22 C21 N5 124.0(3) . . ?
C22 C21 C20 118.5(3) . . ?
N5 C21 C20 117.5(3) . . ?
C21 C22 C23 120.8(3) . . ?
C24 C23 C22 122.7(3) . . ?
C23 C24 C25 117.3(3) . . ?
N4 C25 C24 119.7(3) . . ?
N4 C25 C20 117.4(3) . . ?
C24 C25 C20 122.9(3) . . ?
O2 C26 N6 124.9(3) . . ?
O2 C26 N5 124.7(3) . . ?
N6 C26 N5 110.5(3) . . ?
C32 C27 C28 120.8(4) . . ?
C32 C27 N6 124.8(4) . . ?
C28 C27 N6 114.3(4) . . ?
C29 C28 C27 118.5(6) . . ?
C30 C29 C28 121.4(7) . . ?
C29 C30 C31 119.4(6) . . ?
C30 C31 C32 120.9(7) . . ?
C27 C32 C31 119.0(5) . . ?
N7 C33 C34 120.3(4) . . ?
C35 C34 C33 119.0(3) . . ?
C34 C35 C36 120.8(3) . . ?
C41 C36 C35 118.0(3) . . ?
C41 C36 C37 118.2(3) . . ?
C35 C36 C37 123.8(3) . . ?
C38 C37 N8 123.2(3) . . ?
C38 C37 C36 118.8(3) . . ?
N8 C37 C36 117.9(3) . . ?
C37 C38 C39 120.9(4) . . ?
C40 C39 C38 121.8(4) . . ?
C39 C40 C41 118.2(4) . . ?
N7 C41 C40 120.5(3) . . ?
N7 C41 C36 117.6(3) . . ?
C40 C41 C36 121.9(4) . . ?
O3 C42 N9 124.5(3) . . ?
O3 C42 N8 124.0(3) . . ?
N9 C42 N8 111.6(3) . . ?
C48 C43 C44 119.8(4) . . ?
C48 C43 N9 123.0(4) . . ?
C44 C43 N9 117.0(3) . . ?
C45 C44 C43 120.9(4) . . ?
C46 C45 C44 119.9(5) . . ?
C45 C46 C47 119.5(4) . . ?
C46 C47 C48 120.9(4) . . ?
C43 C48 C47 119.1(4) . . ?
O15 Cl1 O12 109.1(2) . . ?
O15 Cl1 O13 113.4(3) . . ?
O12 Cl1 O13 110.1(2) . . ?
O15 Cl1 O14 108.0(2) . . ?
O12 Cl1 O14 108.6(2) . . ?
O13 Cl1 O14 107.48(19) . . ?
O11 Cl2 O8 109.25(18) . . ?
O11 Cl2 O9 112.5(2) . . ?
O8 Cl2 O9 110.4(2) . . ?
O11 Cl2 O10 108.20(19) . . ?
O8 Cl2 O10 109.16(19) . . ?
O9 Cl2 O10 107.32(18) . . ?
O7 Cl3 O5 113.3(3) . . ?
O7 Cl3 O4 108.2(2) . . ?
O5 Cl3 O4 108.5(2) . . ?
O7 Cl3 O6 108.85(19) . . ?
O5 Cl3 O6 108.61(18) . . ?
O4 Cl3 O6 109.34(18) . . ?
C1 N1 C9 124.2(3) . . ?
C10 N2 C5 124.3(3) . . ?
C10 N3 C11 125.1(3) . . ?
C17 N4 C25 124.7(3) . . ?
C26 N5 C21 128.0(3) . . ?
C26 N6 C27 128.2(3) . . ?
C33 N7 C41 124.2(3) . . ?
C42 N8 C37 126.4(3) . . ?
C42 N9 C43 127.4(3) . . ?
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
C1 N1 1.311(4) . ?
C1 C2 1.385(5) . ?
C2 C3 1.366(4) . ?
C3 C4 1.412(4) . ?
C4 C9 1.408(4) . ?
C4 C5 1.431(4) . ?
C5 C6 1.375(4) . ?
C5 N2 1.402(4) . ?
C6 C7 1.395(5) . ?
C7 C8 1.356(5) . ?
C8 C9 1.394(5) . ?
C9 N1 1.368(4) . ?
C10 O1 1.217(4) . ?
C10 N3 1.361(4) . ?
C10 N2 1.371(4) . ?
C11 C12 1.371(5) . ?
C11 C16 1.383(5) . ?
C11 N3 1.417(4) . ?
C12 C13 1.380(5) . ?
C13 C14 1.364(6) . ?
C14 C15 1.376(6) . ?
C15 C16 1.391(5) . ?
C17 N4 1.317(4) . ?
C17 C18 1.385(5) . ?
C18 C19 1.369(4) . ?
C19 C20 1.408(4) . ?
C20 C25 1.406(4) . ?
C20 C21 1.440(4) . ?
C21 C22 1.380(4) . ?
C21 N5 1.385(4) . ?
C22 C23 1.401(5) . ?
C23 C24 1.355(5) . ?
C24 C25 1.398(5) . ?
C25 N4 1.375(4) . ?
C26 O2 1.221(4) . ?
C26 N6 1.360(4) . ?
C26 N5 1.381(4) . ?
C27 C32 1.364(5) . ?
C27 C28 1.402(6) . ?
C27 N6 1.405(4) . ?
C28 C29 1.377(7) . ?
C29 C30 1.367(11) . ?
C30 C31 1.371(10) . ?
C31 C32 1.396(6) . ?
C33 N7 1.306(5) . ?
C33 C34 1.387(5) . ?
C34 C35 1.369(4) . ?
C35 C36 1.417(4) . ?
C36 C41 1.409(4) . ?
C36 C37 1.436(5) . ?
C37 C38 1.377(4) . ?
C37 N8 1.394(4) . ?
C38 C39 1.398(5) . ?
C39 C40 1.369(5) . ?
C40 C41 1.395(5) . ?
C41 N7 1.375(4) . ?
C42 O3 1.220(4) . ?
C42 N9 1.363(4) . ?
C42 N8 1.378(4) . ?
C43 C48 1.370(5) . ?
C43 C44 1.381(5) . ?
C43 N9 1.416(4) . ?
C44 C45 1.378(5) . ?
C45 C46 1.373(6) . ?
C46 C47 1.374(6) . ?
C47 C48 1.398(5) . ?
Cl1 O15 1.388(3) . ?
Cl1 O12 1.394(3) . ?
Cl1 O13 1.407(3) . ?
Cl1 O14 1.439(3) . ?
Cl2 O11 1.408(3) . ?
Cl2 O8 1.419(3) . ?
Cl2 O9 1.419(3) . ?
Cl2 O10 1.443(3) . ?
Cl3 O7 1.382(3) . ?
Cl3 O5 1.406(3) . ?
Cl3 O4 1.431(3) . ?
Cl3 O6 1.438(2) . ?
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
C19 H19 O16 0.93 2.60 3.499(5) 162.8 .
C24 H24 O8 0.93 2.50 3.410(4) 165.8 .
N9 H9 O2 0.86 2.65 3.400(4) 146.1 .
N9 H9 O17 0.86 2.21 2.787(7) 123.9 .
N8 H8A O17 0.86 2.57 3.130(7) 123.7 .
N8 H8A O2 0.86 2.12 2.943(4) 159.7 .
N7 H7A O10 0.86 2.13 2.892(4) 147.2 .
N6 H6A O16 0.86 1.97 2.810(4) 165.1 .
N5 H5 O16 0.86 2.15 2.956(4) 154.9 .
N4 H4 O6 0.86 2.08 2.871(4) 153.2 .
N1 H1A O10 0.86 2.63 3.199(4) 124.7 2_655
N1 H1A O14 0.86 2.11 2.874(4) 148.5 1_565
N2 H2A O3 0.86 2.04 2.886(4) 167.3 1_565
N3 H3A O3 0.86 2.43 3.202(4) 148.9 1_565
O16 H16A O4 0.74(5) 2.25(5) 2.946(5) 157(6) 4_576
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 -1.3(5) . . . . ?
C1 C2 C3 C4 -0.7(5) . . . . ?
C2 C3 C4 C9 3.1(5) . . . . ?
C2 C3 C4 C5 -177.7(3) . . . . ?
C9 C4 C5 C6 2.6(5) . . . . ?
C3 C4 C5 C6 -176.6(3) . . . . ?
C9 C4 C5 N2 -175.7(3) . . . . ?
C3 C4 C5 N2 5.0(5) . . . . ?
N2 C5 C6 C7 178.0(3) . . . . ?
C4 C5 C6 C7 -0.3(5) . . . . ?
C5 C6 C7 C8 -2.3(6) . . . . ?
C6 C7 C8 C9 2.3(6) . . . . ?
C7 C8 C9 N1 -179.8(3) . . . . ?
C7 C8 C9 C4 0.3(5) . . . . ?
C3 C4 C9 N1 -3.3(4) . . . . ?
C5 C4 C9 N1 177.4(3) . . . . ?
C3 C4 C9 C8 176.6(3) . . . . ?
C5 C4 C9 C8 -2.7(5) . . . . ?
C16 C11 C12 C13 0.4(6) . . . . ?
N3 C11 C12 C13 177.4(3) . . . . ?
C11 C12 C13 C14 -0.5(6) . . . . ?
C12 C13 C14 C15 0.8(6) . . . . ?
C13 C14 C15 C16 -1.0(6) . . . . ?
C12 C11 C16 C15 -0.5(6) . . . . ?
N3 C11 C16 C15 -177.4(3) . . . . ?
C14 C15 C16 C11 0.8(6) . . . . ?
N4 C17 C18 C19 -0.4(5) . . . . ?
C17 C18 C19 C20 -0.3(5) . . . . ?
C18 C19 C20 C25 1.2(5) . . . . ?
C18 C19 C20 C21 -178.5(3) . . . . ?
C25 C20 C21 C22 -0.4(5) . . . . ?
C19 C20 C21 C22 179.3(3) . . . . ?
C25 C20 C21 N5 -179.1(3) . . . . ?
C19 C20 C21 N5 0.7(5) . . . . ?
N5 C21 C22 C23 -179.9(3) . . . . ?
C20 C21 C22 C23 1.5(5) . . . . ?
C21 C22 C23 C24 -1.2(5) . . . . ?
C22 C23 C24 C25 -0.3(5) . . . . ?
C23 C24 C25 N4 -178.0(3) . . . . ?
C23 C24 C25 C20 1.4(5) . . . . ?
C19 C20 C25 N4 -1.4(4) . . . . ?
C21 C20 C25 N4 178.4(3) . . . . ?
C19 C20 C25 C24 179.2(3) . . . . ?
C21 C20 C25 C24 -1.1(5) . . . . ?
C32 C27 C28 C29 0.7(6) . . . . ?
N6 C27 C28 C29 177.8(4) . . . . ?
C27 C28 C29 C30 -0.9(8) . . . . ?
C28 C29 C30 C31 0.4(10) . . . . ?
C29 C30 C31 C32 0.3(10) . . . . ?
C28 C27 C32 C31 -0.1(6) . . . . ?
N6 C27 C32 C31 -176.8(4) . . . . ?
C30 C31 C32 C27 -0.5(8) . . . . ?
N7 C33 C34 C35 -2.3(5) . . . . ?
C33 C34 C35 C36 0.2(5) . . . . ?
C34 C35 C36 C41 2.7(5) . . . . ?
C34 C35 C36 C37 -177.6(3) . . . . ?
C41 C36 C37 C38 2.8(5) . . . . ?
C35 C36 C37 C38 -177.0(3) . . . . ?
C41 C36 C37 N8 -174.5(3) . . . . ?
C35 C36 C37 N8 5.7(5) . . . . ?
N8 C37 C38 C39 176.9(3) . . . . ?
C36 C37 C38 C39 -0.3(5) . . . . ?
C37 C38 C39 C40 -2.5(5) . . . . ?
C38 C39 C40 C41 2.6(6) . . . . ?
C39 C40 C41 N7 -179.4(3) . . . . ?
C39 C40 C41 C36 0.0(5) . . . . ?
C35 C36 C41 N7 -3.5(4) . . . . ?
C37 C36 C41 N7 176.7(3) . . . . ?
C35 C36 C41 C40 177.1(3) . . . . ?
C37 C36 C41 C40 -2.7(5) . . . . ?
C48 C43 C44 C45 0.8(5) . . . . ?
N9 C43 C44 C45 176.3(3) . . . . ?
C43 C44 C45 C46 -0.3(6) . . . . ?
C44 C45 C46 C47 0.1(7) . . . . ?
C45 C46 C47 C48 -0.3(7) . . . . ?
C44 C43 C48 C47 -0.9(5) . . . . ?
N9 C43 C48 C47 -176.2(3) . . . . ?
C46 C47 C48 C43 0.7(6) . . . . ?
C2 C1 N1 C9 1.0(5) . . . . ?
C8 C9 N1 C1 -178.6(3) . . . . ?
C4 C9 N1 C1 1.4(5) . . . . ?
O1 C10 N2 C5 -9.2(5) . . . . ?
N3 C10 N2 C5 170.0(3) . . . . ?
C6 C5 N2 C10 44.7(5) . . . . ?
C4 C5 N2 C10 -137.0(3) . . . . ?
O1 C10 N3 C11 6.5(5) . . . . ?
N2 C10 N3 C11 -172.7(3) . . . . ?
C12 C11 N3 C10 138.3(4) . . . . ?
C16 C11 N3 C10 -44.9(5) . . . . ?
C18 C17 N4 C25 0.2(5) . . . . ?
C24 C25 N4 C17 -179.8(3) . . . . ?
C20 C25 N4 C17 0.7(5) . . . . ?
O2 C26 N5 C21 2.3(6) . . . . ?
N6 C26 N5 C21 -178.9(3) . . . . ?
C22 C21 N5 C26 15.9(5) . . . . ?
C20 C21 N5 C26 -165.5(3) . . . . ?
O2 C26 N6 C27 -4.9(6) . . . . ?
N5 C26 N6 C27 176.3(3) . . . . ?
C32 C27 N6 C26 -21.8(6) . . . . ?
C28 C27 N6 C26 161.3(4) . . . . ?
C34 C33 N7 C41 1.4(6) . . . . ?
C40 C41 N7 C33 -179.0(3) . . . . ?
C36 C41 N7 C33 1.6(5) . . . . ?
O3 C42 N8 C37 -0.4(5) . . . . ?
N9 C42 N8 C37 178.5(3) . . . . ?
C38 C37 N8 C42 41.7(5) . . . . ?
C36 C37 N8 C42 -141.1(3) . . . . ?
O3 C42 N9 C43 3.5(5) . . . . ?
N8 C42 N9 C43 -175.4(3) . . . . ?
C48 C43 N9 C42 -37.8(5) . . . . ?
C44 C43 N9 C42 146.9(3) . . . . ?
