#------------------------------------------------------------------------------
#$Date: 2018-10-05 15:19:55 +0300 (Fri, 05 Oct 2018) $
#$Revision: 211332 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/01/20/7012037.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_7012037
loop_
_publ_author_name
'Coxall, Robert A.'
'Lindoy, Leonard F.'
'Miller, Hamish A.'
'Parkin, Andrew'
'Parsons, Simon'
'Tasker, Peter A.'
'White, David J.'
_publ_section_title
;
 Solvent extraction of metal sulfates by zwitterionic forms of ditopic
 ligands
;
_journal_issue                   1
_journal_name_full               'Dalton Transactions'
_journal_page_first              55
_journal_paper_doi               10.1039/b207015b
_journal_year                    2003
_chemical_formula_moiety         '[C38H56N4O4].?0.5C6H14'
_chemical_formula_sum            'C41 H63 N4 O4'
_chemical_formula_weight         675.95
_chemical_name_systematic
; 
? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 91.715(18)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   24.786(3)
_cell_length_b                   12.9082(15)
_cell_length_c                   26.542(4)
_cell_measurement_reflns_used    87
_cell_measurement_temperature    220(2)
_cell_measurement_theta_max      22
_cell_measurement_theta_min      20
_cell_volume                     8488.1(19)
_computing_cell_refinement       'Stoe DIF4'
_computing_data_collection       'Stoe DIF4'
_computing_data_reduction        'Stoe REDU4'
_computing_molecular_graphics    SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      220(2)
_diffrn_measured_fraction_theta_full 0.918
_diffrn_measured_fraction_theta_max 0.918
_diffrn_measurement_method       Omega-2theta
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0593
_diffrn_reflns_av_sigmaI/netI    0.0561
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            8611
_diffrn_reflns_theta_full        69.73
_diffrn_reflns_theta_max         69.73
_diffrn_reflns_theta_min         3.33
_diffrn_standards_decay_%        -3
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.531
_exptl_absorpt_correction_T_max  0.813
_exptl_absorpt_correction_T_min  0.492
_exptl_absorpt_correction_type   psi-scan
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.058
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2952
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.27
_refine_diff_density_max         0.237
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       0.00011(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.944
_refine_ls_hydrogen_treatment    'riding and rotating'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     434
_refine_ls_number_reflns         7339
_refine_ls_number_restraints     132
_refine_ls_restrained_S_all      0.944
_refine_ls_R_factor_all          0.1320
_refine_ls_R_factor_gt           0.0720
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1108P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1764
_refine_ls_wR_factor_ref         0.2059
_reflns_number_gt                3727
_reflns_number_total             7339
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b207015b.txt
_cod_data_source_block           compound2
_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 

The following automatic conversions were performed:

'_exptl_absorpt_correction_type' tag value 'Psi-scans' was replaced
with 'psi-scan' value.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_atom_sites_solution_hydrogens' value 'geometric' was changed to
'geom'.

Automatic conversion script
Id: cif_fix_values 6452 2018-10-05 10:23:21Z andrius 
;
_cod_original_cell_volume        8488(2)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7012037
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1A C 0.12132(12) 0.7384(2) 0.22017(12) 0.0556(8) Uani 1 1 d . . .
O1A O 0.16254(8) 0.79106(17) 0.24379(9) 0.0664(6) Uani 1 1 d . . .
H1A H 0.1530 0.8516 0.2491 0.100 Uiso 1 1 calc R . .
C2A C 0.07234(12) 0.7874(2) 0.20827(12) 0.0513(8) Uani 1 1 d . . .
C21A C 0.06345(13) 0.8966(2) 0.21850(12) 0.0540(8) Uani 1 1 d . . .
H21A H 0.0296 0.9255 0.2097 0.065 Uiso 1 1 calc R . .
N2A N 0.09968(10) 0.9556(2) 0.23902(10) 0.0528(6) Uani 1 1 d . . .
C22A C 0.08671(12) 1.0654(2) 0.24365(11) 0.0512(8) Uani 1 1 d . . .
H22A H 0.0474 1.0750 0.2380 0.061 Uiso 1 1 calc R . .
C23A C 0.11655(14) 1.1263(3) 0.20409(13) 0.0655(9) Uani 1 1 d . . .
H23A H 0.1049 1.1023 0.1705 0.079 Uiso 1 1 calc R . .
H23B H 0.1554 1.1131 0.2082 0.079 Uiso 1 1 calc R . .
C24A C 0.10618(16) 1.2424(3) 0.20816(15) 0.0784(11) Uani 1 1 d . . .
H24A H 0.1272 1.2792 0.1831 0.094 Uiso 1 1 calc R . .
H24B H 0.0679 1.2566 0.2010 0.094 Uiso 1 1 calc R . .
C3A C 0.03063(12) 0.7305(3) 0.18515(12) 0.0563(8) Uani 1 1 d . . .
H3A H -0.0023 0.7638 0.1773 0.068 Uiso 1 1 calc R . .
C4A C 0.03623(12) 0.6265(2) 0.17337(12) 0.0553(8) Uani 1 1 d . A .
C41A C -0.01024(12) 0.5628(3) 0.14967(13) 0.0604(9) Uani 1 1 d D . .
C42A C -0.0279(3) 0.4808(5) 0.1863(2) 0.0896(18) Uani 0.70 1 d PD A 1
H42A H -0.0574 0.4410 0.1711 0.134 Uiso 0.70 1 calc PR A 1
H42B H -0.0399 0.5136 0.2169 0.134 Uiso 0.70 1 calc PR A 1
H42C H 0.0022 0.4350 0.1944 0.134 Uiso 0.70 1 calc PR A 1
C43A C 0.0078(3) 0.5146(6) 0.1007(2) 0.099(2) Uani 0.70 1 d PD A 1
H43A H -0.0216 0.4746 0.0857 0.148 Uiso 0.70 1 calc PR A 1
H43B H 0.0385 0.4696 0.1076 0.148 Uiso 0.70 1 calc PR A 1
H43C H 0.0181 0.5690 0.0777 0.148 Uiso 0.70 1 calc PR A 1
C44A C -0.0601(2) 0.6303(5) 0.1370(3) 0.0892(18) Uani 0.70 1 d PD A 1
H44A H -0.0884 0.5874 0.1221 0.134 Uiso 0.70 1 calc PR A 1
H44B H -0.0504 0.6839 0.1133 0.134 Uiso 0.70 1 calc PR A 1
H44C H -0.0727 0.6620 0.1675 0.134 Uiso 0.70 1 calc PR A 1
C45A C -0.0115(7) 0.5679(12) 0.0934(4) 0.0896(18) Uani 0.30 1 d PD A 2
H45A H -0.0415 0.5270 0.0801 0.134 Uiso 0.30 1 calc PR A 2
H45B H 0.0221 0.5406 0.0809 0.134 Uiso 0.30 1 calc PR A 2
H45C H -0.0158 0.6393 0.0827 0.134 Uiso 0.30 1 calc PR A 2
C46A C -0.0639(5) 0.5997(13) 0.1688(6) 0.099(2) Uani 0.30 1 d PD A 2
H46A H -0.0928 0.5589 0.1534 0.148 Uiso 0.30 1 calc PR A 2
H46B H -0.0690 0.6721 0.1601 0.148 Uiso 0.30 1 calc PR A 2
H46C H -0.0642 0.5919 0.2051 0.148 Uiso 0.30 1 calc PR A 2
C47A C -0.0049(6) 0.4468(8) 0.1631(6) 0.0892(18) Uani 0.30 1 d PD A 2
H47A H -0.0349 0.4089 0.1476 0.134 Uiso 0.30 1 calc PR A 2
H47B H -0.0054 0.4386 0.1994 0.134 Uiso 0.30 1 calc PR A 2
H47C H 0.0288 0.4202 0.1508 0.134 Uiso 0.30 1 calc PR A 2
C5A C 0.08604(12) 0.5815(3) 0.18468(13) 0.0602(9) Uani 1 1 d . . .
H5A H 0.0911 0.5115 0.1761 0.072 Uiso 1 1 calc R A .
C6A C 0.12886(12) 0.6345(3) 0.20801(13) 0.0574(8) Uani 1 1 d . A .
C61A C 0.18146(14) 0.5796(3) 0.22033(14) 0.0689(10) Uani 1 1 d . . .
H61A H 0.2099 0.6312 0.2263 0.083 Uiso 1 1 calc R A .
H61B H 0.1778 0.5396 0.2514 0.083 Uiso 1 1 calc R . .
N62A N 0.19708(10) 0.5105(2) 0.18007(11) 0.0614(7) Uani 1 1 d . A .
C63A C 0.21593(15) 0.5670(3) 0.13624(15) 0.0779(11) Uani 1 1 d . . .
H63A H 0.2475 0.6087 0.1461 0.093 Uiso 1 1 calc R A .
H63B H 0.1875 0.6140 0.1238 0.093 Uiso 1 1 calc R . .
C64A C 0.23049(17) 0.4936(4) 0.09517(16) 0.0918(13) Uani 1 1 d . A .
H64A H 0.1983 0.4549 0.0840 0.110 Uiso 1 1 calc R . .
H64B H 0.2433 0.5331 0.0663 0.110 Uiso 1 1 calc R . .
O65A O 0.27120(10) 0.4231(3) 0.11162(12) 0.0938(9) Uani 1 1 d . . .
C66A C 0.25437(15) 0.3683(3) 0.15452(18) 0.0855(12) Uani 1 1 d . A .
H66A H 0.2834 0.3217 0.1661 0.103 Uiso 1 1 calc R . .
H66B H 0.2228 0.3258 0.1452 0.103 Uiso 1 1 calc R . .
C67A C 0.24017(13) 0.4400(3) 0.19680(15) 0.0698(10) Uani 1 1 d . . .
H67A H 0.2283 0.3994 0.2256 0.084 Uiso 1 1 calc R A .
H67B H 0.2721 0.4799 0.2076 0.084 Uiso 1 1 calc R . .
C1B C 0.01474(12) 0.9501(2) 0.41351(11) 0.0499(7) Uani 1 1 d . . .
O1B O -0.01544(8) 1.01531(17) 0.38399(8) 0.0610(6) Uani 1 1 d . . .
H1B H 0.0038 1.0412 0.3622 0.092 Uiso 1 1 calc R . .
C2B C 0.07011(12) 0.9378(2) 0.40566(11) 0.0506(7) Uani 1 1 d . . .
C21B C 0.09689(13) 0.9920(2) 0.36551(12) 0.0530(8) Uani 1 1 d . . .
H21B H 0.1343 0.9835 0.3625 0.064 Uiso 1 1 calc R . .
N2B N 0.07171(10) 1.0504(2) 0.33429(10) 0.0534(6) Uani 1 1 d . . .
C22B C 0.10282(12) 1.1040(2) 0.29639(12) 0.0536(8) Uani 1 1 d . . .
H22B H 0.1417 1.0904 0.3029 0.064 Uiso 1 1 calc R . .
C23B C 0.09236(15) 1.2206(3) 0.30015(14) 0.0703(10) Uani 1 1 d . . .
H23C H 0.0535 1.2335 0.2965 0.084 Uiso 1 1 calc R . .
H23D H 0.1045 1.2452 0.3335 0.084 Uiso 1 1 calc R . .
C24B C 0.12157(17) 1.2809(3) 0.25985(15) 0.0794(11) Uani 1 1 d . . .
H24C H 0.1125 1.3546 0.2624 0.095 Uiso 1 1 calc R . .
H24D H 0.1606 1.2738 0.2655 0.095 Uiso 1 1 calc R . .
C3B C 0.10046(13) 0.8731(2) 0.43809(12) 0.0537(8) Uani 1 1 d . . .
H3B H 0.1375 0.8642 0.4326 0.064 Uiso 1 1 calc R . .
C4B C 0.07764(12) 0.8223(2) 0.47766(12) 0.0548(8) Uani 1 1 d . B .
C41B C 0.11078(14) 0.7536(3) 0.51420(13) 0.0662(9) Uani 1 1 d D . .
C42B C 0.1724(2) 0.7639(6) 0.5068(3) 0.105(2) Uani 0.70 1 d PD B 1
H42D H 0.1916 0.7193 0.5307 0.158 Uiso 0.70 1 calc PR B 1
H42E H 0.1833 0.8352 0.5124 0.158 Uiso 0.70 1 calc PR B 1
H42F H 0.1808 0.7435 0.4728 0.158 Uiso 0.70 1 calc PR B 1
C43B C 0.1005(3) 0.7842(6) 0.5684(2) 0.104(2) Uani 0.70 1 d PD B 1
H43D H 0.1217 0.7404 0.5911 0.157 Uiso 0.70 1 calc PR B 1
H43E H 0.0624 0.7756 0.5750 0.157 Uiso 0.70 1 calc PR B 1
H43F H 0.1106 0.8560 0.5736 0.157 Uiso 0.70 1 calc PR B 1
C44B C 0.0962(3) 0.6407(4) 0.5064(3) 0.102(2) Uani 0.70 1 d PD B 1
H44D H 0.1176 0.5983 0.5296 0.152 Uiso 0.70 1 calc PR B 1
H44E H 0.1035 0.6208 0.4720 0.152 Uiso 0.70 1 calc PR B 1
H44F H 0.0582 0.6308 0.5126 0.152 Uiso 0.70 1 calc PR B 1
C45B C 0.0773(5) 0.6730(12) 0.5402(7) 0.105(2) Uani 0.30 1 d PD B 2
H45D H 0.1005 0.6316 0.5623 0.158 Uiso 0.30 1 calc PR B 2
H45E H 0.0599 0.6285 0.5151 0.158 Uiso 0.30 1 calc PR B 2
H45F H 0.0500 0.7071 0.5597 0.158 Uiso 0.30 1 calc PR B 2
C46B C 0.1550(6) 0.6993(14) 0.4874(5) 0.104(2) Uani 0.30 1 d PD B 2
H46D H 0.1756 0.6568 0.5111 0.157 Uiso 0.30 1 calc PR B 2
H46E H 0.1786 0.7502 0.4726 0.157 Uiso 0.30 1 calc PR B 2
H46F H 0.1394 0.6557 0.4610 0.157 Uiso 0.30 1 calc PR B 2
C47B C 0.1351(7) 0.8263(10) 0.5531(6) 0.102(2) Uani 0.30 1 d PD B 2
H47D H 0.1571 0.7872 0.5772 0.152 Uiso 0.30 1 calc PR B 2
H47E H 0.1064 0.8612 0.5706 0.152 Uiso 0.30 1 calc PR B 2
H47F H 0.1573 0.8772 0.5366 0.152 Uiso 0.30 1 calc PR B 2
C5B C 0.02235(13) 0.8359(2) 0.48384(12) 0.0570(8) Uani 1 1 d . . .
H5B H 0.0060 0.8012 0.5105 0.068 Uiso 1 1 calc R B .
C6B C -0.00971(12) 0.8986(2) 0.45237(12) 0.0549(8) Uani 1 1 d . B .
C61B C -0.06897(13) 0.9145(3) 0.46064(14) 0.0659(9) Uani 1 1 d . . .
H61C H -0.0736 0.9775 0.4807 0.079 Uiso 1 1 calc R B .
H61D H -0.0875 0.9253 0.4279 0.079 Uiso 1 1 calc R . .
N62B N -0.09446(10) 0.8283(2) 0.48613(11) 0.0617(7) Uani 1 1 d . B .
C63B C -0.14830(15) 0.8581(3) 0.50223(17) 0.0853(12) Uani 1 1 d . . .
H63C H -0.1706 0.8790 0.4728 0.102 Uiso 1 1 calc R B .
H63D H -0.1454 0.9172 0.5253 0.102 Uiso 1 1 calc R . .
C64B C -0.1742(2) 0.7691(4) 0.5280(2) 0.1231(19) Uani 1 1 d . B .
H64C H -0.1529 0.7516 0.5585 0.148 Uiso 1 1 calc R . .
H64D H -0.2104 0.7895 0.5381 0.148 Uiso 1 1 calc R . .
O65B O -0.17824(13) 0.6805(3) 0.49644(17) 0.1298(13) Uani 1 1 d . . .
C66B C -0.12638(19) 0.6524(3) 0.4807(2) 0.1167(18) Uani 1 1 d . B .
H66C H -0.1293 0.5916 0.4587 0.140 Uiso 1 1 calc R . .
H66D H -0.1038 0.6337 0.5103 0.140 Uiso 1 1 calc R . .
C67B C -0.10006(15) 0.7395(3) 0.45287(17) 0.0839(12) Uani 1 1 d . . .
H67C H -0.0645 0.7177 0.4418 0.101 Uiso 1 1 calc R B .
H67D H -0.1222 0.7581 0.4230 0.101 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1A C1A C6A 118.8(3) . . ?
O1A C1A C2A 120.8(3) . . ?
C6A C1A C2A 120.4(3) . . ?
C1A O1A H1A 109.5 . . ?
C3A C2A C1A 119.3(3) . . ?
C3A C2A C21A 118.5(3) . . ?
C1A C2A C21A 122.2(3) . . ?
N2A C21A C2A 123.0(3) . . ?
N2A C21A H21A 118.5 . . ?
C2A C21A H21A 118.5 . . ?
C21A N2A C22A 117.2(3) . . ?
N2A C22A C23A 109.3(2) . . ?
N2A C22A C22B 110.0(3) . . ?
C23A C22A C22B 110.2(3) . . ?
N2A C22A H22A 109.1 . . ?
C23A C22A H22A 109.1 . . ?
C22B C22A H22A 109.1 . . ?
C22A C23A C24A 111.8(3) . . ?
C22A C23A H23A 109.2 . . ?
C24A C23A H23A 109.2 . . ?
C22A C23A H23B 109.2 . . ?
C24A C23A H23B 109.2 . . ?
H23A C23A H23B 107.9 . . ?
C24B C24A C23A 110.6(3) . . ?
C24B C24A H24A 109.5 . . ?
C23A C24A H24A 109.5 . . ?
C24B C24A H24B 109.5 . . ?
C23A C24A H24B 109.5 . . ?
H24A C24A H24B 108.1 . . ?
C4A C3A C2A 122.1(3) . . ?
C4A C3A H3A 119.0 . . ?
C2A C3A H3A 119.0 . . ?
C3A C4A C5A 116.8(3) . . ?
C3A C4A C41A 122.1(3) . . ?
C5A C4A C41A 121.1(3) . . ?
C45A C41A C42A 132.6(7) . . ?
C45A C41A C46A 109.2(9) . . ?
C42A C41A C46A 74.4(7) . . ?
C45A C41A C43A 33.0(6) . . ?
C42A C41A C43A 111.2(4) . . ?
C46A C41A C43A 134.4(7) . . ?
C45A C41A C4A 112.2(6) . . ?
C42A C41A C4A 109.9(3) . . ?
C46A C41A C4A 110.5(6) . . ?
C43A C41A C4A 109.5(3) . . ?
C45A C41A C44A 76.3(7) . . ?
C42A C41A C44A 106.9(4) . . ?
C46A C41A C44A 35.8(6) . . ?
C43A C41A C44A 107.4(4) . . ?
C4A C41A C44A 111.9(3) . . ?
C45A C41A C47A 105.9(9) . . ?
C42A C41A C47A 36.5(6) . . ?
C46A C41A C47A 107.3(8) . . ?
C43A C41A C47A 77.1(7) . . ?
C4A C41A C47A 111.5(6) . . ?
C44A C41A C47A 131.4(6) . . ?
C41A C42A H42A 109.5 . . ?
C41A C42A H42B 109.5 . . ?
H42A C42A H42B 109.5 . . ?
C41A C42A H42C 109.5 . . ?
H42A C42A H42C 109.5 . . ?
H42B C42A H42C 109.5 . . ?
C41A C43A H43A 109.5 . . ?
C41A C43A H43B 109.5 . . ?
H43A C43A H43B 109.5 . . ?
C41A C43A H43C 109.5 . . ?
H43A C43A H43C 109.5 . . ?
H43B C43A H43C 109.5 . . ?
C41A C44A H44A 109.5 . . ?
C41A C44A H44B 109.5 . . ?
H44A C44A H44B 109.5 . . ?
C41A C44A H44C 109.5 . . ?
H44A C44A H44C 109.5 . . ?
H44B C44A H44C 109.5 . . ?
C41A C45A H45A 109.5 . . ?
C41A C45A H45B 109.5 . . ?
H45A C45A H45B 109.5 . . ?
C41A C45A H45C 109.5 . . ?
H45A C45A H45C 109.5 . . ?
H45B C45A H45C 109.5 . . ?
C41A C46A H46A 109.5 . . ?
C41A C46A H46B 109.5 . . ?
H46A C46A H46B 109.5 . . ?
C41A C46A H46C 109.5 . . ?
H46A C46A H46C 109.5 . . ?
H46B C46A H46C 109.5 . . ?
C41A C47A H47A 109.5 . . ?
C41A C47A H47B 109.5 . . ?
H47A C47A H47B 109.5 . . ?
C41A C47A H47C 109.5 . . ?
H47A C47A H47C 109.5 . . ?
H47B C47A H47C 109.5 . . ?
C4A C5A C6A 123.5(3) . . ?
C4A C5A H5A 118.3 . . ?
C6A C5A H5A 118.3 . . ?
C5A C6A C1A 118.1(3) . . ?
C5A C6A C61A 120.5(3) . . ?
C1A C6A C61A 121.5(3) . . ?
N62A C61A C6A 112.1(3) . . ?
N62A C61A H61A 109.2 . . ?
C6A C61A H61A 109.2 . . ?
N62A C61A H61B 109.2 . . ?
C6A C61A H61B 109.2 . . ?
H61A C61A H61B 107.9 . . ?
C61A N62A C63A 112.2(3) . . ?
C61A N62A C67A 111.5(3) . . ?
C63A N62A C67A 107.7(3) . . ?
N62A C63A C64A 110.8(3) . . ?
N62A C63A H63A 109.5 . . ?
C64A C63A H63A 109.5 . . ?
N62A C63A H63B 109.5 . . ?
C64A C63A H63B 109.5 . . ?
H63A C63A H63B 108.1 . . ?
O65A C64A C63A 111.5(3) . . ?
O65A C64A H64A 109.3 . . ?
C63A C64A H64A 109.3 . . ?
O65A C64A H64B 109.3 . . ?
C63A C64A H64B 109.3 . . ?
H64A C64A H64B 108.0 . . ?
C66A O65A C64A 110.2(3) . . ?
O65A C66A C67A 112.0(3) . . ?
O65A C66A H66A 109.2 . . ?
C67A C66A H66A 109.2 . . ?
O65A C66A H66B 109.2 . . ?
C67A C66A H66B 109.2 . . ?
H66A C66A H66B 107.9 . . ?
N62A C67A C66A 110.0(3) . . ?
N62A C67A H67A 109.7 . . ?
C66A C67A H67A 109.7 . . ?
N62A C67A H67B 109.7 . . ?
C66A C67A H67B 109.7 . . ?
H67A C67A H67B 108.2 . . ?
O1B C1B C6B 118.8(3) . . ?
O1B C1B C2B 120.6(3) . . ?
C6B C1B C2B 120.6(3) . . ?
C1B O1B H1B 109.5 . . ?
C3B C2B C1B 119.0(3) . . ?
C3B C2B C21B 119.3(3) . . ?
C1B C2B C21B 121.7(3) . . ?
N2B C21B C2B 122.6(3) . . ?
N2B C21B H21B 118.7 . . ?
C2B C21B H21B 118.7 . . ?
C21B N2B C22B 118.1(3) . . ?
N2B C22B C22A 110.4(2) . . ?
N2B C22B C23B 109.1(2) . . ?
C22A C22B C23B 109.9(3) . . ?
N2B C22B H22B 109.2 . . ?
C22A C22B H22B 109.2 . . ?
C23B C22B H22B 109.2 . . ?
C24B C23B C22B 111.8(3) . . ?
C24B C23B H23C 109.2 . . ?
C22B C23B H23C 109.2 . . ?
C24B C23B H23D 109.2 . . ?
C22B C23B H23D 109.2 . . ?
H23C C23B H23D 107.9 . . ?
C24A C24B C23B 111.1(3) . . ?
C24A C24B H24C 109.4 . . ?
C23B C24B H24C 109.4 . . ?
C24A C24B H24D 109.4 . . ?
C23B C24B H24D 109.4 . . ?
H24C C24B H24D 108.0 . . ?
C4B C3B C2B 121.9(3) . . ?
C4B C3B H3B 119.1 . . ?
C2B C3B H3B 119.1 . . ?
C3B C4B C5B 117.2(3) . . ?
C3B C4B C41B 122.3(3) . . ?
C5B C4B C41B 120.5(3) . . ?
C46B C41B C47B 109.5(10) . . ?
C46B C41B C45B 108.3(9) . . ?
C47B C41B C45B 109.3(9) . . ?
C46B C41B C44B 70.1(8) . . ?
C47B C41B C44B 141.4(7) . . ?
C45B C41B C44B 42.9(7) . . ?
C46B C41B C43B 135.8(7) . . ?
C47B C41B C43B 42.7(7) . . ?
C45B C41B C43B 68.7(8) . . ?
C44B C41B C43B 109.5(5) . . ?
C46B C41B C4B 110.8(6) . . ?
C47B C41B C4B 105.6(6) . . ?
C45B C41B C4B 113.3(6) . . ?
C44B C41B C4B 110.4(3) . . ?
C43B C41B C4B 110.2(3) . . ?
C46B C41B C42B 40.8(7) . . ?
C47B C41B C42B 70.0(8) . . ?
C45B C41B C42B 132.3(7) . . ?
C44B C41B C42B 107.3(5) . . ?
C43B C41B C42B 106.9(4) . . ?
C4B C41B C42B 112.4(3) . . ?
C41B C42B H42D 109.5 . . ?
C41B C42B H42E 109.5 . . ?
H42D C42B H42E 109.5 . . ?
C41B C42B H42F 109.5 . . ?
H42D C42B H42F 109.5 . . ?
H42E C42B H42F 109.5 . . ?
C41B C43B H43D 109.5 . . ?
C41B C43B H43E 109.5 . . ?
H43D C43B H43E 109.5 . . ?
C41B C43B H43F 109.5 . . ?
H43D C43B H43F 109.5 . . ?
H43E C43B H43F 109.5 . . ?
C41B C44B H44D 109.5 . . ?
C41B C44B H44E 109.5 . . ?
H44D C44B H44E 109.5 . . ?
C41B C44B H44F 109.5 . . ?
H44D C44B H44F 109.5 . . ?
H44E C44B H44F 109.5 . . ?
C41B C45B H45D 109.5 . . ?
C41B C45B H45E 109.5 . . ?
H45D C45B H45E 109.5 . . ?
C41B C45B H45F 109.5 . . ?
H45D C45B H45F 109.5 . . ?
H45E C45B H45F 109.5 . . ?
C41B C46B H46D 109.5 . . ?
C41B C46B H46E 109.5 . . ?
H46D C46B H46E 109.5 . . ?
C41B C46B H46F 109.5 . . ?
H46D C46B H46F 109.5 . . ?
H46E C46B H46F 109.5 . . ?
C41B C47B H47D 109.5 . . ?
C41B C47B H47E 109.5 . . ?
H47D C47B H47E 109.5 . . ?
C41B C47B H47F 109.5 . . ?
H47D C47B H47F 109.5 . . ?
H47E C47B H47F 109.5 . . ?
C6B C5B C4B 123.1(3) . . ?
C6B C5B H5B 118.4 . . ?
C4B C5B H5B 118.4 . . ?
C1B C6B C5B 118.1(3) . . ?
C1B C6B C61B 119.6(3) . . ?
C5B C6B C61B 122.2(3) . . ?
N62B C61B C6B 113.7(3) . . ?
N62B C61B H61C 108.8 . . ?
C6B C61B H61C 108.8 . . ?
N62B C61B H61D 108.8 . . ?
C6B C61B H61D 108.8 . . ?
H61C C61B H61D 107.7 . . ?
C67B N62B C61B 110.8(3) . . ?
C67B N62B C63B 108.3(3) . . ?
C61B N62B C63B 110.3(3) . . ?
N62B C63B C64B 109.8(4) . . ?
N62B C63B H63C 109.7 . . ?
C64B C63B H63C 109.7 . . ?
N62B C63B H63D 109.7 . . ?
C64B C63B H63D 109.7 . . ?
H63C C63B H63D 108.2 . . ?
O65B C64B C63B 112.0(4) . . ?
O65B C64B H64C 109.2 . . ?
C63B C64B H64C 109.2 . . ?
O65B C64B H64D 109.2 . . ?
C63B C64B H64D 109.2 . . ?
H64C C64B H64D 107.9 . . ?
C66B O65B C64B 109.4(3) . . ?
O65B C66B C67B 111.4(4) . . ?
O65B C66B H66C 109.3 . . ?
C67B C66B H66C 109.3 . . ?
O65B C66B H66D 109.3 . . ?
C67B C66B H66D 109.3 . . ?
H66C C66B H66D 108.0 . . ?
N62B C67B C66B 109.1(4) . . ?
N62B C67B H67C 109.9 . . ?
C66B C67B H67C 109.9 . . ?
N62B C67B H67D 109.9 . . ?
C66B C67B H67D 109.9 . . ?
H67C C67B H67D 108.3 . . ?
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
C1A O1A 1.364(4) . ?
C1A C6A 1.394(4) . ?
C1A C2A 1.396(4) . ?
O1A H1A 0.8300 . ?
C2A C3A 1.395(4) . ?
C2A C21A 1.454(4) . ?
C21A N2A 1.286(4) . ?
C21A H21A 0.9400 . ?
N2A C22A 1.460(4) . ?
C22A C23A 1.521(4) . ?
C22A C22B 1.528(4) . ?
C22A H22A 0.9900 . ?
C23A C24A 1.525(5) . ?
C23A H23A 0.9800 . ?
C23A H23B 0.9800 . ?
C24A C24B 1.498(5) . ?
C24A H24A 0.9800 . ?
C24A H24B 0.9800 . ?
C3A C4A 1.387(4) . ?
C3A H3A 0.9400 . ?
C4A C5A 1.389(4) . ?
C4A C41A 1.535(4) . ?
C41A C45A 1.494(11) . ?
C41A C42A 1.511(6) . ?
C41A C46A 1.514(10) . ?
C41A C43A 1.519(6) . ?
C41A C44A 1.541(6) . ?
C41A C47A 1.543(10) . ?
C42A H42A 0.9700 . ?
C42A H42B 0.9700 . ?
C42A H42C 0.9700 . ?
C43A H43A 0.9700 . ?
C43A H43B 0.9700 . ?
C43A H43C 0.9700 . ?
C44A H44A 0.9700 . ?
C44A H44B 0.9700 . ?
C44A H44C 0.9700 . ?
C45A H45A 0.9700 . ?
C45A H45B 0.9700 . ?
C45A H45C 0.9700 . ?
C46A H46A 0.9700 . ?
C46A H46B 0.9700 . ?
C46A H46C 0.9700 . ?
C47A H47A 0.9700 . ?
C47A H47B 0.9700 . ?
C47A H47C 0.9700 . ?
C5A C6A 1.392(4) . ?
C5A H5A 0.9400 . ?
C6A C61A 1.511(4) . ?
C61A N62A 1.453(4) . ?
C61A H61A 0.9800 . ?
C61A H61B 0.9800 . ?
N62A C63A 1.461(4) . ?
N62A C67A 1.463(4) . ?
C63A C64A 1.496(5) . ?
C63A H63A 0.9800 . ?
C63A H63B 0.9800 . ?
C64A O65A 1.418(5) . ?
C64A H64A 0.9800 . ?
C64A H64B 0.9800 . ?
O65A C66A 1.414(5) . ?
C66A C67A 1.504(5) . ?
C66A H66A 0.9800 . ?
C66A H66B 0.9800 . ?
C67A H67A 0.9800 . ?
C67A H67B 0.9800 . ?
C1B O1B 1.359(3) . ?
C1B C6B 1.382(4) . ?
C1B C2B 1.403(4) . ?
O1B H1B 0.8300 . ?
C2B C3B 1.402(4) . ?
C2B C21B 1.452(4) . ?
C21B N2B 1.271(4) . ?
C21B H21B 0.9400 . ?
N2B C22B 1.460(4) . ?
C22B C23B 1.531(4) . ?
C22B H22B 0.9900 . ?
C23B C24B 1.524(5) . ?
C23B H23C 0.9800 . ?
C23B H23D 0.9800 . ?
C24B H24C 0.9800 . ?
C24B H24D 0.9800 . ?
C3B C4B 1.374(4) . ?
C3B H3B 0.9400 . ?
C4B C5B 1.396(4) . ?
C4B C41B 1.534(4) . ?
C41B C46B 1.498(11) . ?
C41B C47B 1.508(10) . ?
C41B C45B 1.509(11) . ?
C41B C44B 1.513(6) . ?
C41B C43B 1.520(6) . ?
C41B C42B 1.552(6) . ?
C42B H42D 0.9700 . ?
C42B H42E 0.9700 . ?
C42B H42F 0.9700 . ?
C43B H43D 0.9700 . ?
C43B H43E 0.9700 . ?
C43B H43F 0.9700 . ?
C44B H44D 0.9700 . ?
C44B H44E 0.9700 . ?
C44B H44F 0.9700 . ?
C45B H45D 0.9700 . ?
C45B H45E 0.9700 . ?
C45B H45F 0.9700 . ?
C46B H46D 0.9700 . ?
C46B H46E 0.9700 . ?
C46B H46F 0.9700 . ?
C47B H47D 0.9700 . ?
C47B H47E 0.9700 . ?
C47B H47F 0.9700 . ?
C5B C6B 1.394(4) . ?
C5B H5B 0.9400 . ?
C6B C61B 1.506(4) . ?
C61B N62B 1.456(4) . ?
C61B H61C 0.9800 . ?
C61B H61D 0.9800 . ?
N62B C67B 1.451(4) . ?
N62B C63B 1.465(4) . ?
C63B C64B 1.492(6) . ?
C63B H63C 0.9800 . ?
C63B H63D 0.9800 . ?
C64B O65B 1.420(6) . ?
C64B H64C 0.9800 . ?
C64B H64D 0.9800 . ?
O65B C66B 1.410(5) . ?
C66B C67B 1.505(6) . ?
C66B H66C 0.9800 . ?
C66B H66D 0.9800 . ?
C67B H67C 0.9800 . ?
C67B H67D 0.9800 . ?
