# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_red
_database_code_depnum_ccdc_archive 'CCDC 1021892'
_audit_update_record             
;
2014-08-29 deposited with the CCDC.
2015-03-11 downloaded from the CCDC.
;

#===============================================================================

# 5. CHEMICAL DATA

_chemical_name_systematic        
;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H32 N2 O2'
# Ex: 'C12 H16 N2 O6, H2 O' and '(Cd 2+)3, (C6 N6 Cr 3-)2, 2(H2 O)'
_chemical_formula_structural     ?
_chemical_formula_sum            'C32 H30 N O'
_chemical_formula_iupac          ?
_chemical_formula_weight         428.58
_chemical_compound_source        'see text'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O O 0.0106 0.0060 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

#===============================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           Tetragonal
_symmetry_space_group_name_Hall  '-I 4ad'
_symmetry_space_group_name_H-M   'I 41/a'
_symmetry_Int_Tables_number      88

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 3/4-y,1/4+x,1/4+z
3 1/2-x,-y,1/2+z
4 3/4+y,3/4-x,3/4+z
5 -x,-y,-z
6 1/4+y,3/4-x,3/4-z
7 1/2+x,y,1/2-z
8 1/4-y,1/4+x,1/4-z
9 1/2+x,1/2+y,1/2+z
10 1/4-y,3/4+x,3/4+z
11 -x,1/2-y,z
12 1/4+y,1/4-x,1/4+z
13 1/2-x,1/2-y,1/2-z
14 3/4+y,1/4-x,1/4-z
15 x,1/2+y,-z
16 3/4-y,3/4+x,3/4-z

_cell_length_a                   27.745(9)
_cell_length_b                   27.745(9)
_cell_length_c                   6.4943(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4999(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    293
_cell_measurement_reflns_used    2410
_cell_measurement_theta_min      3.28
_cell_measurement_theta_max      27.45
_cell_special_details            
;
 
;

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow

_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.220
_exptl_crystal_size_rad          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.139
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             1840
_exptl_absorpt_coefficient_mu    0.071
_exptl_crystal_density_meas_temp ?

# Permitted for _exptl_absorpt_correction_type :
# analytical     'analytical from crystal shape'
#                Example: de Meulenaer&Tompa: ABST
# cylinder       'cylindrical'
# gaussian       'Gaussian from crystal shape'
#                Example: PLATON/ABSG
# integration    'integration from crystal shape'
# multi-scan     'symmetry-related measurements'
#                Example: SADABS, MULABS
# none           'no absorption corr. applied'
# numerical      'numerical from crystal shape'
# psi-scan       'psi-scan corrections'
#                Example: PLATON/ABSP
# refdelf        'refined from delta-F'
#                Example: SHELXA,
# sphere         'spherical'
#                Example: PLATON/ABSS
_exptl_absorpt_correction_type   multi-scan
# Example: '(North et al., 1968)'
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_correction_T_min  0.982
_exptl_absorpt_correction_T_max  0.985

#===============================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           
;
;
_diffrn_ambient_temperature      293
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 18.4

# number of measured reflections (redundant set)
_diffrn_reflns_number            37796
_diffrn_reflns_av_R_equivalents  0.1341
_diffrn_reflns_av_sigmaI/netI    0.0678
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         1.47
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_reduction_process 
;
;

# number of unique reflections
_reflns_number_total             2201
# number of observed reflections (> n sig(I))
_reflns_number_gt                1003
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  'PLATON (Spek, 2003)'

#===============================================================================

# 8. REFINEMENT DATA

_refine_special_details          
;
 Refinement on F² for ALL reflections except those
 flagged by the user for potential systematic errors.
 Weighted R-factors wR and all goodnesses of fit S
 are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The
 observed criterion of F² > 2sigma(F²) is used only
 for calculating -R-factor-obs etc. and is not
 relevant to the choice of reflections for refinement.
 R-factors based on F² are statistically about twice
 as large as those based on F, and R-factors based on
 ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1086P)²]         where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom


# Permitted for _refine_ls_hydrogen_treatment :
# refall  - refined all H parameters
# refxyz  - refined H coordinates only
# refU    - refined H U only
# noref   - no refinement of H parameters
# constr  - H parameters constrained
# mixed   - some constrained, some independent
# undef   - H-atom parameters not defined
_refine_ls_hydrogen_treatment    mixed

_refine_ls_extinction_method     none
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   .
_refine_ls_number_reflns         2201
_refine_ls_number_parameters     153
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_R_factor_all          0.1714
_refine_ls_R_factor_gt           0.0668
_refine_ls_wR_factor_ref         0.1993
_refine_ls_wR_factor_gt          0.1669
_refine_ls_goodness_of_fit_ref   0.953
_refine_ls_restrained_S_all      0.953
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.211
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.044

#===============================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O Uani 0.16934(9) 0.27426(8) -0.0264(4) 1.000 0.0866(10) . .
N1 N Uani 0.16917(10) 0.07284(13) 0.6555(5) 1.000 0.0777(12) . .
C2 C Uani 0.18595(14) 0.05177(13) 0.4879(6) 1.000 0.0797(16) . .
C3 C Uani 0.20676(12) 0.07554(12) 0.3247(5) 1.000 0.0690(12) . .
C4 C Uani 0.20998(10) 0.12513(11) 0.3265(5) 1.000 0.0524(11) . .
C5 C Uani 0.22943(12) 0.15158(13) 0.1499(5) 1.000 0.0573(12) . .
C6 C Uani 0.21939(12) 0.19670(12) 0.1054(5) 1.000 0.0583(12) . .
C7 C Uani 0.23570(11) 0.22353(10) -0.0748(4) 1.000 0.0541(11) . .
C8 C Uani 0.27608(11) 0.21021(11) -0.1897(5) 1.000 0.0604(11) . .
C9 C Uani 0.21000(11) 0.26432(11) -0.1394(5) 1.000 0.0575(11) . .
C10 C Uani 0.17299(12) 0.12042(15) 0.6595(5) 1.000 0.0707(14) . .
C11 C Uani 0.19229(11) 0.14756(12) 0.5013(5) 1.000 0.0600(12) . .
C13 C Uani 0.15047(14) 0.32084(13) -0.0259(6) 1.000 0.0907(17) . .
C14 C Uani 0.1081(2) 0.32253(18) 0.1160(8) 1.000 0.147(3) . .
C15 C Uani 0.1043(2) 0.3010(2) 0.2896(10) 1.000 0.179(3) . .
C16 C Uani 0.06206(18) 0.3037(2) 0.4265(7) 1.000 0.143(3) . .
H2 H Uiso 0.18350 0.01840 0.47960 1.000 0.0950 calc R
H3 H Uiso 0.21860 0.05820 0.21320 1.000 0.0830 calc R
H5C H Uiso 0.2489(10) 0.1323(10) 0.062(4) 1.000 0.061(9) . .
H6C H Uiso 0.1953(12) 0.2135(12) 0.189(5) 1.000 0.086(11) . .
H8 H Uiso 0.29390 0.18350 -0.14950 1.000 0.0720 calc R
H10 H Uiso 0.16200 0.13660 0.77600 1.000 0.0850 calc R
H11 H Uiso 0.19340 0.18100 0.51230 1.000 0.0720 calc R
H13A H Uiso 0.14060 0.32980 -0.16400 1.000 0.1090 calc R
H13B H Uiso 0.17480 0.34350 0.01970 1.000 0.1090 calc R
H14A H Uiso 0.10260 0.35640 0.14440 1.000 0.1760 calc R
H14B H Uiso 0.08070 0.31180 0.03500 1.000 0.1760 calc R
H15A H Uiso 0.13160 0.31160 0.37120 1.000 0.2150 calc R
H15B H Uiso 0.10940 0.26710 0.26180 1.000 0.2150 calc R
H16A H Uiso 0.06810 0.28520 0.54870 1.000 0.2150 calc R
H16B H Uiso 0.03440 0.29100 0.35660 1.000 0.2150 calc R
H16C H Uiso 0.05620 0.33670 0.46340 1.000 0.2150 calc R


#===============================================================================

# 10. MOLECULAR GEOMETRY

_geom_special_details            
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All su's are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C9 1.374(4) . . yes
O1 C13 1.394(4) . . yes
N1 C2 1.320(5) . . yes
N1 C10 1.325(6) . . yes
C2 C3 1.375(5) . . no
C3 C4 1.379(5) . . no
C4 C5 1.465(5) . . no
C4 C11 1.385(5) . . no
C5 C6 1.315(5) . . no
C6 C7 1.459(4) . . no
C7 C8 1.396(4) . . no
C7 C9 1.402(4) . . no
C8 C9 1.371(5) . 13_554 no
C10 C11 1.382(5) . . no
C13 C14 1.494(7) . . no
C14 C15 1.280(8) . . no
C15 C16 1.473(8) . . no
C2 H2 0.9300 . . no
C3 H3 0.9300 . . no
C5 H5C 0.95(3) . . no
C6 H6C 0.98(3) . . no
C8 H8 0.9300 . . no
C10 H10 0.9300 . . no
C11 H11 0.9300 . . no
C13 H13A 0.9700 . . no
C13 H13B 0.9700 . . no
C14 H14A 0.9700 . . no
C14 H14B 0.9700 . . no
C15 H15A 0.9700 . . no
C15 H15B 0.9700 . . no
C16 H16A 0.9600 . . no
C16 H16B 0.9600 . . no
C16 H16C 0.9600 . . no

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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 O1 C13 119.7(3) . . . yes
C2 N1 C10 115.4(3) . . . yes
N1 C2 C3 124.8(3) . . . yes
C2 C3 C4 119.9(3) . . . no
C3 C4 C5 121.2(3) . . . no
C3 C4 C11 115.6(3) . . . no
C5 C4 C11 123.2(3) . . . no
C4 C5 C6 124.8(3) . . . no
C5 C6 C7 126.6(3) . . . no
C6 C7 C8 122.9(3) . . . no
C6 C7 C9 119.6(3) . . . no
C8 C7 C9 117.5(3) . . . no
C7 C8 C9 121.5(3) . . 13_554 no
O1 C9 C7 114.8(3) . . . yes
O1 C9 C8 124.1(3) . . 13_554 yes
C7 C9 C8 121.0(3) . . 13_554 no
N1 C10 C11 124.0(3) . . . yes
C4 C11 C10 120.1(3) . . . no
O1 C13 C14 109.0(3) . . . yes
C13 C14 C15 126.4(5) . . . no
C14 C15 C16 125.0(5) . . . no
N1 C2 H2 118.00 . . . no
C3 C2 H2 118.00 . . . no
C2 C3 H3 120.00 . . . no
C4 C3 H3 120.00 . . . no
C4 C5 H5C 113.4(17) . . . no
C6 C5 H5C 121.6(17) . . . no
C5 C6 H6C 118.4(19) . . . no
C7 C6 H6C 114.4(19) . . . no
C7 C8 H8 119.00 . . . no
C9 C8 H8 119.00 13_554 . . no
N1 C10 H10 118.00 . . . no
C11 C10 H10 118.00 . . . no
C4 C11 H11 120.00 . . . no
C10 C11 H11 120.00 . . . no
O1 C13 H13A 110.00 . . . no
O1 C13 H13B 110.00 . . . no
C14 C13 H13A 110.00 . . . no
C14 C13 H13B 110.00 . . . no
H13A C13 H13B 108.00 . . . no
C13 C14 H14A 106.00 . . . no
C13 C14 H14B 106.00 . . . no
C15 C14 H14A 106.00 . . . no
C15 C14 H14B 106.00 . . . no
H14A C14 H14B 106.00 . . . no
C14 C15 H15A 106.00 . . . no
C14 C15 H15B 106.00 . . . no
C16 C15 H15A 106.00 . . . no
C16 C15 H15B 106.00 . . . no
H15A C15 H15B 106.00 . . . no
C15 C16 H16A 109.00 . . . no
C15 C16 H16B 109.00 . . . no
C15 C16 H16C 110.00 . . . no
H16A C16 H16B 110.00 . . . no
H16A C16 H16C 109.00 . . . no
H16B C16 H16C 109.00 . . . no

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
C13 O1 C9 C8 -25.8(5) . . . 13_554 no
C9 O1 C13 C14 -177.2(3) . . . . no
C13 O1 C9 C7 157.9(3) . . . . no
C10 N1 C2 C3 0.6(5) . . . . no
C2 N1 C10 C11 0.9(5) . . . . no
N1 C2 C3 C4 -1.9(6) . . . . no
C2 C3 C4 C11 1.5(5) . . . . no
C2 C3 C4 C5 -176.5(3) . . . . no
C3 C4 C11 C10 0.0(4) . . . . no
C5 C4 C11 C10 177.9(3) . . . . no
C3 C4 C5 C6 155.5(3) . . . . no
C11 C4 C5 C6 -22.3(5) . . . . no
C4 C5 C6 C7 -176.2(3) . . . . no
C5 C6 C7 C9 158.1(3) . . . . no
C5 C6 C7 C8 -21.3(5) . . . . no
C6 C7 C8 C9 178.8(3) . . . 13_554 no
C6 C7 C9 C8 -178.8(3) . . . 13_554 no
C8 C7 C9 C8 0.6(4) . . . 13_554 no
C6 C7 C9 O1 -2.4(4) . . . . no
C9 C7 C8 C9 -0.6(4) . . . 13_554 no
C8 C7 C9 O1 177.0(3) . . . . no
C7 C8 C9 C7 0.6(5) . . 13_554 13_554 no
C7 C8 C9 O1 176.7(3) . . 13_554 13_554 no
N1 C10 C11 C4 -1.3(5) . . . . no
O1 C13 C14 C15 38.9(7) . . . . no
C13 C14 C15 C16 179.6(5) . . . . no

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
O1 H6C 2.31(3) . . no
O1 H15B 2.5100 . . no
N1 H5C 2.70(3) . 10_545 no
N1 H2 2.8000 . 12_555 no
C8 C11 3.529(5) . 1_554 no
C11 C8 3.529(5) . 1_556 no
C2 H2 2.8000 . 12_555 no
C5 H10 3.0900 . 1_554 no
C5 H8 2.7900 . . no
C6 H11 2.7700 . . no
C8 H5C 2.81(3) . . no
C8 H13A 2.7300 . 13_554 no
C8 H13B 2.9400 . 13_554 no
C10 H2 3.0700 . 12_555 no
C10 H13A 3.0500 . 14_455 no
C11 H6C 2.73(3) . . no
C13 H8 2.6200 . 13_554 no
H2 N1 2.8000 . 10_544 no
H2 C2 2.8000 . 10_544 no
H2 C10 3.0700 . 10_544 no
H3 H5C 2.4300 . . no
H5C C8 2.81(3) . . no
H5C H3 2.4300 . . no
H5C H8 2.3400 . . no
H5C N1 2.70(3) . 12_554 no
H6C O1 2.31(3) . . no
H6C C11 2.73(3) . . no
H6C H11 2.2900 . . no
H8 C5 2.7900 . . no
H8 H5C 2.3400 . . no
H8 C13 2.6200 . 13_554 no
H8 H13A 2.2100 . 13_554 no
H10 C5 3.0900 . 1_556 no
H11 C6 2.7700 . . no
H11 H6C 2.2900 . . no
H13A C10 3.0500 . 8_555 no
H13A C8 2.7300 . 13_554 no
H13A H8 2.2100 . 13_554 no
H13B C8 2.9400 . 13_554 no
H14A H16C 2.5000 . . no
H14B H16B 2.5200 . . no
H15B O1 2.5100 . . no
H16B H14B 2.5200 . . no
H16C H14A 2.5000 . . no

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
_geom_hbond_publ_flag
#
#D   H   A   D - H  H...A   D...A    D - H...A  symm(A)
#
C6 H6C O1 0.98(3) 2.31(3) 2.700(4) 103(2) . yes

# Loop Mechanism for Extra Tables(s)

#loop_
#_publ_manuscript_incl_extra_item
#'_geom_extra_tableA_col_1'
#'_geom_extra_tableA_col_2'
#'_geom_extra_tableA_col_3'
#'_geom_extra_table_head_A'
#'_geom_table_footnote_A'
#'_geom_extra_tableB_col_1'
#'_geom_extra_tableB_col_2'
#'_geom_extra_tableB_col_3'
#'_geom_extra_table_head_B'
#'_geom_table_footnote_B'


#
#loop_
#_geom_extra_tableA_col_1
#_geom_extra_tableA_col_2
#_geom_extra_tableA_col_3
# ? ? ?


#
#loop_
#_geom_extra_tableB_col_1
#_geom_extra_tableB_col_2
#_geom_extra_tableB_col_3
# ? ? ?


#
#_geom_table_footnote_A
#;
# ?
#;


#
#_geom_table_footnote_B
#;
# ?
#;


#
#_geom_table_footnote_A
#;
# ?
#;


#
#_geom_table_footnote_B
#;
# ?
#;


#===END
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_red
_database_code_depnum_ccdc_archive 'CCDC 1021893'
_audit_update_record             
;
2014-08-29 deposited with the CCDC.
2015-03-11 downloaded from the CCDC.
;

#===============================================================================

# 5. CHEMICAL DATA

_chemical_name_systematic        
;
C4PyH
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H34 N2 O2, C2 H6 O, 2.08(Cl)'
# Ex: 'C12 H16 N2 O6, H2 O' and '(Cd 2+)3, (C6 N6 Cr 3-)2, 2(H2 O)'
_chemical_formula_structural     ?
_chemical_formula_sum            'C30 H40 Cl2.08 N2 O3'
_chemical_formula_iupac          ?
_chemical_formula_weight         550.20
_chemical_compound_source        'see text'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O O 0.0106 0.0060 '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'
Cl Cl 0.1484 0.1585 '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'
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

#===============================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,-y,-z

_cell_length_a                   9.7572(5)
_cell_length_b                   11.9316(6)
_cell_length_c                   13.8051(7)
_cell_angle_alpha                89.961(4)
_cell_angle_beta                 102.504(4)
_cell_angle_gamma                110.060(5)
_cell_volume                     1469.12(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    110(1)
_cell_measurement_reflns_used    10862
_cell_measurement_theta_min      2.4
_cell_measurement_theta_max      26.0
_cell_special_details            
;
;

_exptl_crystal_description       block
_exptl_crystal_colour            red



_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_size_rad          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.244
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             586.5
_exptl_absorpt_coefficient_mu    0.260
_exptl_crystal_density_meas_temp ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis RED (Oxford Diffraction,2009)'
_exptl_absorpt_correction_T_min  0.9030
_exptl_absorpt_correction_T_max  0.9497

#===============================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           
;
;
_diffrn_ambient_temperature      110(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Oxford Xcalibur,Eos(Nova) CCD detector'
_diffrn_measurement_method       'fω scans'
_diffrn_reflns_number            10862
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_av_sigmaI/netI    0.0603
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.37
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_reduction_process 
;
;
# number of unique reflections
_reflns_number_total             5731
# number of observed reflections (> n sig(I))
_reflns_number_gt                4223
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       'CrysAlisPro CCD (Oxford Diffraction, 2009)'
_computing_cell_refinement       'CrysAlisPro CCD (Oxford Diffraction, 2009)'
_computing_data_reduction        'CrysAlisPro RED (Oxford Diffraction, 2009)'
_computing_structure_solution    'SHELXS97  (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'Ortep-3 (Farrugia, 1997) and CAMERON (Watkin et al., 1993)'
_computing_publication_material  'WinGX (Farrugia, 1999)'

#===============================================================================

# 8. REFINEMENT DATA


_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.



Bright red coloured crystals from the gel samples were unstable to the atmosphere and the quality of diffraction data deteriorated with time.
To avoid this, a block shaped crystal taken out directly from the gel was mounted on a cryoloop and was immediately taken to the diffractometer already maintained at 110 K with nitrogen cryostat.

One of the two chloride ions in the asymmetric unit was found highly disordered, positioned with three partial occupancies refined by using PART command. Sum of the three occupancies was maintained to be 1 with the restraint SUMP resulting in overall charge balance of the compound. The solvent molecule ethanol possesses a slightly larger thermal probability ellipsoids which may be due to the combined static and dynamic disorder.    
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0856P)²+2.7682P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5731
_refine_ls_number_parameters     359
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1132
_refine_ls_R_factor_gt           0.0858
_refine_ls_wR_factor_ref         0.2257
_refine_ls_wR_factor_gt          0.2076
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.748
_refine_diff_density_min         -0.762
_refine_diff_density_rms         0.070

#===============================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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 0.24447(12) -0.06969(10) 0.92504(8) 0.0480(3) Uani 1 1 d . . .
Cl2A Cl 1.05390(12) 0.17954(11) 0.75026(9) 0.0330(4) Uani 0.763(4) 1 d P . .
Cl2B Cl 1.0861(6) 0.2704(5) 0.7995(4) 0.055(2) Uani 0.216(5) 1 d P . .
Cl2C Cl 1.0278(18) 0.0167(14) 0.7071(11) 0.074(6) Uani 0.096(5) 1 d P . .
O1 O 0.7321(3) 0.1331(3) 0.4164(2) 0.0433(7) Uani 1 1 d . . .
O2 O 0.7084(3) 0.4687(3) 0.4067(2) 0.0485(7) Uani 1 1 d . . .
N1 N 0.7829(4) -0.2065(3) 1.0292(3) 0.0448(8) Uani 1 1 d . . .
H1N H 0.8058 -0.2257 1.0890 0.054 Uiso 1 1 calc R . .
N2 N 0.4163(4) 0.0974(3) 0.7936(3) 0.0411(8) Uani 1 1 d . . .
H2N H 0.3483 0.0541 0.8222 0.049 Uiso 1 1 calc R . .
C1 C 0.6446(4) 0.0138(3) 0.5479(3) 0.0389(9) Uani 1 1 d . . .
H1 H 0.7424 0.0232 0.5803 0.047 Uiso 1 1 calc R . .
C2 C 0.5267(4) -0.0548(3) 0.5897(3) 0.0373(9) Uani 1 1 d . . .
C3 C 0.6207(4) 0.0677(4) 0.4607(3) 0.0388(9) Uani 1 1 d . . .
C4 C 0.5516(4) -0.1080(4) 0.6840(3) 0.0406(10) Uani 1 1 d . . .
H4 H 0.4673 -0.1563 0.7046 0.049 Uiso 1 1 calc R . .
C5 C 0.6847(4) -0.0933(4) 0.7428(3) 0.0434(10) Uani 1 1 d . . .
H5 H 0.7681 -0.0493 0.7193 0.052 Uiso 1 1 calc R . .
C6 C 0.7137(4) -0.1385(4) 0.8398(3) 0.0415(10) Uani 1 1 d . . .
C7 C 0.8607(4) -0.1206(4) 0.8883(3) 0.0441(10) Uani 1 1 d . . .
H7 H 0.9381 -0.0853 0.8566 0.053 Uiso 1 1 calc R . .
C8 C 0.8920(5) -0.1545(4) 0.9820(3) 0.0447(10) Uani 1 1 d . . .
H8 H 0.9910 -0.1414 1.0139 0.054 Uiso 1 1 calc R . .
C9 C 0.6389(5) -0.2290(4) 0.9850(3) 0.0473(10) Uani 1 1 d . . .
H9 H 0.5643 -0.2666 1.0184 0.057 Uiso 1 1 calc R . .
C10 C 0.6011(5) -0.1966(4) 0.8899(3) 0.0452(10) Uani 1 1 d . . .
H10 H 0.5009 -0.2131 0.8588 0.054 Uiso 1 1 calc R . .
C11 C 0.8825(4) 0.1413(4) 0.4630(3) 0.0443(10) Uani 1 1 d . . .
H11A H 0.8893 0.0621 0.4658 0.053 Uiso 1 1 calc R . .
H11B H 0.9107 0.1781 0.5304 0.053 Uiso 1 1 calc R . .
C12 C 0.9851(4) 0.2161(4) 0.4020(3) 0.0457(10) Uani 1 1 d . . .
H12A H 0.9754 0.2943 0.3982 0.055 Uiso 1 1 calc R . .
H12B H 0.9562 0.1784 0.3349 0.055 Uiso 1 1 calc R . .
C13 C 1.1479(5) 0.2305(4) 0.4480(4) 0.0500(11) Uani 1 1 d . . .
H13A H 1.1728 0.2600 0.5173 0.060 Uiso 1 1 calc R . .
H13B H 1.1590 0.1529 0.4455 0.060 Uiso 1 1 calc R . .
C14 C 1.2557(5) 0.3158(4) 0.3946(4) 0.0538(12) Uani 1 1 d . . .
H14A H 1.2284 0.2891 0.3252 0.081 Uiso 1 1 calc R . .
H14B H 1.3557 0.3181 0.4227 0.081 Uiso 1 1 calc R . .
H14C H 1.2515 0.3945 0.4019 0.081 Uiso 1 1 calc R . .
C15 C 1.0267(4) 0.4466(3) 0.5865(3) 0.0362(9) Uani 1 1 d . . .
H15 H 1.0456 0.4104 0.6451 0.043 Uiso 1 1 calc R . .
C16 C 0.8791(4) 0.4306(3) 0.5399(3) 0.0326(8) Uani 1 1 d . . .
C17 C 0.8543(4) 0.4856(3) 0.4515(3) 0.0368(9) Uani 1 1 d . . .
C18 C 0.7489(5) 0.3593(3) 0.5792(3) 0.0401(9) Uani 1 1 d . . .
H18 H 0.6539 0.3525 0.5429 0.048 Uiso 1 1 calc R . .
C19 C 0.7582(5) 0.3047(4) 0.6618(3) 0.0422(10) Uani 1 1 d . . .
H19 H 0.8539 0.3119 0.6973 0.051 Uiso 1 1 calc R . .
C20 C 0.6329(4) 0.2339(3) 0.7034(3) 0.0367(9) Uani 1 1 d . . .
C21 C 0.6690(5) 0.1875(4) 0.7937(3) 0.0425(10) Uani 1 1 d . . .
H21 H 0.7690 0.2033 0.8248 0.051 Uiso 1 1 calc R . .
C22 C 0.5591(5) 0.1190(4) 0.8372(3) 0.0430(10) Uani 1 1 d . . .
H22 H 0.5841 0.0875 0.8974 0.052 Uiso 1 1 calc R . .
C23 C 0.3739(4) 0.1400(4) 0.7075(3) 0.0400(9) Uani 1 1 d . . .
H23 H 0.2727 0.1230 0.6794 0.048 Uiso 1 1 calc R . .
C24 C 0.4801(5) 0.2087(3) 0.6607(3) 0.0385(9) Uani 1 1 d . . .
H24 H 0.4511 0.2388 0.6006 0.046 Uiso 1 1 calc R . .
C25 C 0.6836(5) 0.5158(4) 0.3087(3) 0.0499(11) Uani 1 1 d . . .
H25A H 0.7251 0.4815 0.2637 0.060 Uiso 1 1 calc R . .
H25B H 0.7329 0.6021 0.3147 0.060 Uiso 1 1 calc R . .
C26 C 0.5209(5) 0.4844(4) 0.2693(3) 0.0500(11) Uani 1 1 d . . .
H26A H 0.4802 0.5187 0.3149 0.060 Uiso 1 1 calc R . .
H26B H 0.4723 0.3981 0.2644 0.060 Uiso 1 1 calc R . .
C27 C 0.4881(6) 0.5303(4) 0.1678(3) 0.0617(14) Uani 1 1 d . . .
H27A H 0.5389 0.6164 0.1729 0.074 Uiso 1 1 calc R . .
H27B H 0.5279 0.4950 0.1223 0.074 Uiso 1 1 calc R . .
C28 C 0.3246(7) 0.5020(5) 0.1263(4) 0.0760(17) Uani 1 1 d . . .
H28A H 0.3098 0.5354 0.0633 0.114 Uiso 1 1 calc R . .
H28B H 0.2842 0.5357 0.1715 0.114 Uiso 1 1 calc R . .
H28C H 0.2745 0.4168 0.1175 0.114 Uiso 1 1 calc R . .
O1E O 0.2573(5) 0.6741(4) 0.9135(5) 0.0986(16) Uani 1 1 d . . .
H1E H 0.2738 0.7463 0.9182 0.148 Uiso 1 1 calc R . .
C1E C 0.0885(13) 0.6066(6) 0.8638(12) 0.203(8) Uani 1 1 d . . .
H1A H 0.0242 0.6354 0.8936 0.243 Uiso 1 1 calc R . .
H1B H 0.0677 0.6154 0.7928 0.243 Uiso 1 1 calc R . .
C2E C 0.0708(13) 0.4962(17) 0.8817(6) 0.228(9) Uani 1 1 d . . .
H2A H -0.0340 0.4486 0.8645 0.342 Uiso 1 1 calc R . .
H2B H 0.1104 0.4924 0.9512 0.342 Uiso 1 1 calc R . .
H2C H 0.1229 0.4659 0.8428 0.342 Uiso 1 1 calc R . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Cl2A Cl2B 1.188(6) . ?
Cl2A Cl2C 1.948(15) . ?
O1 C3 1.368(5) . ?
O1 C11 1.439(5) . ?
O2 C17 1.368(5) . ?
O2 C25 1.468(5) . ?
N1 C8 1.337(5) . ?
N1 C9 1.338(5) . ?
N1 H1N 0.8600 . ?
N2 C22 1.327(5) . ?
N2 C23 1.331(5) . ?
N2 H2N 0.8600 . ?
C1 C3 1.377(6) . ?
C1 C2 1.402(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.411(5) 2_656 ?
C2 C4 1.457(6) . ?
C3 C2 1.411(5) 2_656 ?
C4 C5 1.328(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.451(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.388(6) . ?
C6 C10 1.404(6) . ?
C7 C8 1.357(6) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 C10 1.377(6) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.502(6) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.527(6) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.513(6) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C17 1.378(6) 2_766 ?
C15 C16 1.391(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.400(5) . ?
C16 C18 1.479(5) . ?
C17 C15 1.378(5) 2_766 ?
C18 C19 1.315(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.460(5) . ?
C19 H19 0.9300 . ?
C20 C21 1.388(6) . ?
C20 C24 1.405(6) . ?
C21 C22 1.362(6) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 C24 1.368(6) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 C26 1.474(6) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 C27 1.514(6) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 C28 1.490(7) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
O1E C1E 1.559(13) . ?
O1E H1E 0.8200 . ?
C1E C2E 1.300(19) . ?
C1E H1A 0.9700 . ?
C1E H1B 0.9700 . ?
C2E H2A 0.9600 . ?
C2E H2B 0.9600 . ?
C2E H2C 0.9600 . ?

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
Cl2B Cl2A Cl2C 162.9(5) . . ?
C3 O1 C11 117.0(3) . . ?
C17 O2 C25 115.9(3) . . ?
C8 N1 C9 121.1(4) . . ?
C8 N1 H1N 119.4 . . ?
C9 N1 H1N 119.4 . . ?
C22 N2 C23 122.7(4) . . ?
C22 N2 H2N 118.7 . . ?
C23 N2 H2N 118.7 . . ?
C3 C1 C2 122.4(4) . . ?
C3 C1 H1 118.8 . . ?
C2 C1 H1 118.8 . . ?
C1 C2 C3 117.7(4) . 2_656 ?
C1 C2 C4 122.6(4) . . ?
C3 C2 C4 119.6(4) 2_656 . ?
O1 C3 C1 124.2(4) . . ?
O1 C3 C2 115.8(4) . 2_656 ?
C1 C3 C2 119.9(4) . 2_656 ?
C5 C4 C2 125.4(4) . . ?
C5 C4 H4 117.3 . . ?
C2 C4 H4 117.3 . . ?
C4 C5 C6 126.9(4) . . ?
C4 C5 H5 116.5 . . ?
C6 C5 H5 116.5 . . ?
C7 C6 C10 117.4(4) . . ?
C7 C6 C5 119.0(4) . . ?
C10 C6 C5 123.6(4) . . ?
C8 C7 C6 120.2(4) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
N1 C8 C7 121.2(4) . . ?
N1 C8 H8 119.4 . . ?
C7 C8 H8 119.4 . . ?
N1 C9 C10 120.0(4) . . ?
N1 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
C9 C10 C6 120.1(4) . . ?
C9 C10 H10 120.0 . . ?
C6 C10 H10 120.0 . . ?
O1 C11 C12 107.8(4) . . ?
O1 C11 H11A 110.1 . . ?
C12 C11 H11A 110.1 . . ?
O1 C11 H11B 110.1 . . ?
C12 C11 H11B 110.1 . . ?
H11A C11 H11B 108.5 . . ?
C11 C12 C13 110.8(4) . . ?
C11 C12 H12A 109.5 . . ?
C13 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C13 C12 H12B 109.5 . . ?
H12A C12 H12B 108.1 . . ?
C14 C13 C12 112.2(4) . . ?
C14 C13 H13A 109.2 . . ?
C12 C13 H13A 109.2 . . ?
C14 C13 H13B 109.2 . . ?
C12 C13 H13B 109.2 . . ?
H13A C13 H13B 107.9 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C17 C15 C16 122.0(4) 2_766 . ?
C17 C15 H15 119.0 2_766 . ?
C16 C15 H15 119.0 . . ?
C15 C16 C17 117.7(3) . . ?
C15 C16 C18 123.4(4) . . ?
C17 C16 C18 119.0(4) . . ?
O2 C17 C15 122.9(4) . 2_766 ?
O2 C17 C16 116.8(4) . . ?
C15 C17 C16 120.3(4) 2_766 . ?
C19 C18 C16 124.5(4) . . ?
C19 C18 H18 117.7 . . ?
C16 C18 H18 117.7 . . ?
C18 C19 C20 126.3(4) . . ?
C18 C19 H19 116.8 . . ?
C20 C19 H19 116.8 . . ?
C21 C20 C24 117.2(4) . . ?
C21 C20 C19 116.6(4) . . ?
C24 C20 C19 126.1(4) . . ?
C22 C21 C20 120.6(4) . . ?
C22 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
N2 C22 C21 119.8(4) . . ?
N2 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
N2 C23 C24 119.6(4) . . ?
N2 C23 H23 120.2 . . ?
C24 C23 H23 120.2 . . ?
C23 C24 C20 120.0(4) . . ?
C23 C24 H24 120.0 . . ?
C20 C24 H24 120.0 . . ?
O2 C25 C26 108.6(4) . . ?
O2 C25 H25A 110.0 . . ?
C26 C25 H25A 110.0 . . ?
O2 C25 H25B 110.0 . . ?
C26 C25 H25B 110.0 . . ?
H25A C25 H25B 108.3 . . ?
C25 C26 C27 111.1(4) . . ?
C25 C26 H26A 109.4 . . ?
C27 C26 H26A 109.4 . . ?
C25 C26 H26B 109.4 . . ?
C27 C26 H26B 109.4 . . ?
H26A C26 H26B 108.0 . . ?
C28 C27 C26 112.6(5) . . ?
C28 C27 H27A 109.1 . . ?
C26 C27 H27A 109.1 . . ?
C28 C27 H27B 109.1 . . ?
C26 C27 H27B 109.1 . . ?
H27A C27 H27B 107.8 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C1E O1E H1E 109.5 . . ?
C2E C1E O1E 102.7(12) . . ?
C2E C1E H1A 111.2 . . ?
O1E C1E H1A 111.2 . . ?
C2E C1E H1B 111.2 . . ?
O1E C1E H1B 111.2 . . ?
H1A C1E H1B 109.1 . . ?
C1E C2E H2A 109.5 . . ?
C1E C2E H2B 109.5 . . ?
H2A C2E H2B 109.5 . . ?
C1E C2E H2C 109.5 . . ?
H2A C2E H2C 109.5 . . ?
H2B C2E H2C 109.5 . . ?

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 C1 C2 C3 -0.1(6) . . . 2_656 ?
C3 C1 C2 C4 -177.5(3) . . . . ?
C11 O1 C3 C1 2.4(5) . . . . ?
C11 O1 C3 C2 -176.2(3) . . . 2_656 ?
C2 C1 C3 O1 -178.5(3) . . . . ?
C2 C1 C3 C2 0.1(6) . . . 2_656 ?
C1 C2 C4 C5 3.8(6) . . . . ?
C3 C2 C4 C5 -173.6(4) 2_656 . . . ?
C2 C4 C5 C6 175.8(4) . . . . ?
C4 C5 C6 C7 176.1(4) . . . . ?
C4 C5 C6 C10 -6.2(6) . . . . ?
C10 C6 C7 C8 -2.5(6) . . . . ?
C5 C6 C7 C8 175.4(4) . . . . ?
C9 N1 C8 C7 1.4(6) . . . . ?
C6 C7 C8 N1 0.6(6) . . . . ?
C8 N1 C9 C10 -1.2(6) . . . . ?
N1 C9 C10 C6 -0.8(6) . . . . ?
C7 C6 C10 C9 2.6(6) . . . . ?
C5 C6 C10 C9 -175.2(4) . . . . ?
C3 O1 C11 C12 179.8(3) . . . . ?
O1 C11 C12 C13 179.1(3) . . . . ?
C11 C12 C13 C14 -174.1(4) . . . . ?
C17 C15 C16 C17 0.4(6) 2_766 . . . ?
C17 C15 C16 C18 -179.5(3) 2_766 . . . ?
C25 O2 C17 C15 6.8(5) . . . 2_766 ?
C25 O2 C17 C16 -173.5(3) . . . . ?
C15 C16 C17 O2 179.9(3) . . . . ?
C18 C16 C17 O2 -0.2(5) . . . . ?
C15 C16 C17 C15 -0.4(6) . . . 2_766 ?
C18 C16 C17 C15 179.5(3) . . . 2_766 ?
C15 C16 C18 C19 0.7(6) . . . . ?
C17 C16 C18 C19 -179.2(4) . . . . ?
C16 C18 C19 C20 179.7(3) . . . . ?
C18 C19 C20 C21 -177.9(4) . . . . ?
C18 C19 C20 C24 2.1(7) . . . . ?
C24 C20 C21 C22 1.0(6) . . . . ?
C19 C20 C21 C22 -179.1(4) . . . . ?
C23 N2 C22 C21 0.1(6) . . . . ?
C20 C21 C22 N2 -0.7(6) . . . . ?
C22 N2 C23 C24 0.2(6) . . . . ?
N2 C23 C24 C20 0.1(6) . . . . ?
C21 C20 C24 C23 -0.6(5) . . . . ?
C19 C20 C24 C23 179.4(4) . . . . ?
C17 O2 C25 C26 177.0(3) . . . . ?
O2 C25 C26 C27 -179.8(4) . . . . ?
C25 C26 C27 C28 -179.0(4) . . . . ?



#===END
