# Electronic Supplementary Material (ESI) for MedChemComm.
# 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_24maycm
_database_code_depnum_ccdc_archive 'CCDC 1044351'
_audit_update_record             
;
2015-01-20 deposited with the CCDC.
2015-06-18 downloaded from the CCDC.
;

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

# 5. CHEMICAL DATA

_chemical_name_systematic        
;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H29 Br N2 O3'
# 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            'C29 H29 Br N2 O3'
_chemical_formula_iupac          ?
_chemical_formula_weight         533.44
_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'
Br Br -0.2901 2.4595 '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           Monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_Int_Tables_number      14

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,1/2+y,1/2-z
3 -x,-y,-z
4 x,1/2-y,1/2+z

_cell_length_a                   13.077(4)
_cell_length_b                   12.197(4)
_cell_length_c                   16.687(4)
_cell_angle_alpha                90
_cell_angle_beta                 114.690(18)
_cell_angle_gamma                90
_cell_volume                     2418.3(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3450
_cell_measurement_theta_min      2.3928
_cell_measurement_theta_max      27.8112
_cell_special_details            
;
;

_exptl_crystal_description       ?
_exptl_crystal_colour            ?

_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_size_rad          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.465
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             1104
_exptl_absorpt_coefficient_mu    1.735
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

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

# 7. EXPERIMENTAL DATA

_exptl_special_details           
;
;
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD Area Detector'
_diffrn_measurement_device       'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?

_diffrn_reflns_number            15729
_diffrn_reflns_av_R_equivalents  0.1007
_diffrn_reflns_av_sigmaI/netI    0.0986
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.37
_diffrn_reflns_theta_max         28.40
_reflns_number_total             5932
_reflns_number_gt                3738
_reflns_threshold_expression     >2sigma(I)




_diffrn_reflns_theta_full        28.40
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 0.976

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 1990)'
_computing_publication_material  'SHELXTL/PC (Sheldrick, 1990)'


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

# 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)+(0.1439P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0090(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5932
_refine_ls_number_parameters     320
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1117
_refine_ls_R_factor_gt           0.0698
_refine_ls_wR_factor_ref         0.2595
_refine_ls_wR_factor_gt          0.1729
_refine_ls_goodness_of_fit_ref   1.128
_refine_ls_restrained_S_all      1.128
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         2.019
_refine_diff_density_min         -1.280
_refine_diff_density_rms         0.209

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

# 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
Br1 Br Uani 0.72034(5) -0.32340(4) -0.16709(3) 1.000 0.0327(2) . .
O1 O Uani 0.9165(3) 0.2820(3) 0.0458(2) 1.000 0.0239(11) . .
O2 O Uani 0.5960(3) 0.3975(3) 0.1248(2) 1.000 0.0278(11) . .
O3 O Uani 0.6890(3) 0.0640(3) 0.1708(2) 1.000 0.0254(11) . .
N1 N Uani 0.8974(3) 0.1327(4) -0.0430(2) 1.000 0.0217(11) . .
N2 N Uani 0.6085(3) 0.1111(3) 0.2899(3) 1.000 0.0218(12) . .
C1 C Uani 0.7543(4) -0.1340(4) -0.0594(3) 1.000 0.0248(14) . .
C2 C Uani 0.7771(4) -0.1802(4) -0.1246(4) 1.000 0.0278(17) . .
C3 C Uani 0.8414(4) -0.1262(4) -0.1616(3) 1.000 0.0275(17) . .
C4 C Uani 0.8804(4) -0.0247(4) -0.1342(3) 1.000 0.0261(16) . .
C5 C Uani 0.8572(4) 0.0289(4) -0.0679(3) 1.000 0.0216(14) . .
C6 C Uani 0.8759(4) 0.1786(4) 0.0192(3) 1.000 0.0221(16) . .
C7 C Uani 0.8196(4) 0.1293(4) 0.0660(3) 1.000 0.0204(12) . .
C8 C Uani 0.7805(4) 0.0248(4) 0.0413(3) 1.000 0.0195(12) . .
C9 C Uani 0.7961(4) -0.0280(4) -0.0282(3) 1.000 0.0198(12) . .
C10 C Uani 0.8103(4) 0.1932(4) 0.1423(3) 1.000 0.0210(12) . .
C11 C Uani 0.9159(4) 0.1708(4) 0.2269(3) 1.000 0.0209(14) . .
C12 C Uani 0.9875(4) 0.2592(4) 0.2682(3) 1.000 0.0237(16) . .
C13 C Uani 1.0862(4) 0.2421(4) 0.3424(3) 1.000 0.0264(16) . .
C14 C Uani 1.1165(4) 0.1382(5) 0.3771(3) 1.000 0.0273(16) . .
C15 C Uani 1.0455(4) 0.0511(4) 0.3370(3) 1.000 0.0249(14) . .
C16 C Uani 0.9462(4) 0.0682(4) 0.2624(3) 1.000 0.0245(17) . .
C17 C Uani 0.6988(4) 0.1761(4) 0.1536(3) 1.000 0.0213(14) . .
C18 C Uani 0.6965(4) 0.2488(4) 0.2288(3) 1.000 0.0252(14) . .
C19 C Uani 0.6931(4) 0.3692(4) 0.2042(3) 1.000 0.0248(16) . .
C20 C Uani 0.5534(4) 0.3176(4) 0.0612(3) 1.000 0.0208(16) . .
C21 C Uani 0.4580(4) 0.3494(4) -0.0117(3) 1.000 0.0246(16) . .
C22 C Uani 0.4047(4) 0.2757(5) -0.0812(3) 1.000 0.0270(16) . .
C23 C Uani 0.4469(4) 0.1708(4) -0.0741(4) 1.000 0.0266(17) . .
C24 C Uani 0.5420(4) 0.1387(5) 0.0006(3) 1.000 0.0247(14) . .
C25 C Uani 0.5964(4) 0.2129(4) 0.0686(3) 1.000 0.0208(14) . .
C26 C Uani 0.5973(4) 0.2208(4) 0.2507(3) 1.000 0.0252(16) . .
C27 C Uani 0.6715(4) 0.1148(5) 0.3856(3) 1.000 0.0310(17) . .
C28 C Uani 0.4989(4) 0.0600(5) 0.2670(4) 1.000 0.0282(17) . .
C29 C Uani 0.9778(4) 0.3305(4) 0.0026(3) 1.000 0.0269(17) . .
H1 H Uiso 0.71090 -0.17270 -0.03510 1.000 0.0300 calc R
H2 H Uiso 0.65180 0.05800 0.20080 1.000 0.0380 . R
H3 H Uiso 0.85750 -0.16120 -0.20590 1.000 0.0330 calc R
H4 H Uiso 0.92410 0.01180 -0.15940 1.000 0.0310 calc R
H8 H Uiso 0.74260 -0.01230 0.07100 1.000 0.0230 calc R
H10 H Uiso 0.81290 0.27270 0.12870 1.000 0.0250 calc R
H12 H Uiso 0.96790 0.33120 0.24500 1.000 0.0280 calc R
H13 H Uiso 1.13390 0.30250 0.36980 1.000 0.0310 calc R
H14 H Uiso 1.18490 0.12670 0.42770 1.000 0.0330 calc R
H15 H Uiso 1.06480 -0.02060 0.36070 1.000 0.0300 calc R
H16 H Uiso 0.89850 0.00770 0.23540 1.000 0.0300 calc R
H18 H Uiso 0.76750 0.23560 0.28270 1.000 0.0300 calc R
H19A H Uiso 0.69320 0.41450 0.25340 1.000 0.0290 calc R
H19B H Uiso 0.76200 0.38710 0.19610 1.000 0.0290 calc R
H21 H Uiso 0.42860 0.42130 -0.01450 1.000 0.0300 calc R
H22 H Uiso 0.34070 0.29760 -0.13220 1.000 0.0320 calc R
H23 H Uiso 0.41100 0.11970 -0.12050 1.000 0.0320 calc R
H24 H Uiso 0.56970 0.06600 0.00490 1.000 0.0300 calc R
H26A H Uiso 0.59220 0.27600 0.29250 1.000 0.0300 calc R
H26B H Uiso 0.52670 0.22430 0.19620 1.000 0.0300 calc R
H27A H Uiso 0.62880 0.15660 0.41150 1.000 0.0460 calc R
H27B H Uiso 0.74440 0.15020 0.40030 1.000 0.0460 calc R
H27C H Uiso 0.68360 0.04000 0.40920 1.000 0.0460 calc R
H28A H Uiso 0.45190 0.10840 0.28450 1.000 0.0430 calc R
H28B H Uiso 0.50900 -0.01030 0.29790 1.000 0.0430 calc R
H28C H Uiso 0.46220 0.04740 0.20320 1.000 0.0430 calc R
H29A H Uiso 0.92940 0.33700 -0.06060 1.000 0.0400 calc R
H29B H Uiso 1.04310 0.28470 0.01100 1.000 0.0400 calc R
H29C H Uiso 1.00350 0.40360 0.02730 1.000 0.0400 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
Br1 C2 1.914(5) . . yes
O1 C6 1.368(6) . . yes
O1 C29 1.412(7) . . yes
O2 C19 1.443(6) . . yes
O2 C20 1.376(6) . . yes
O3 C17 1.414(6) . . yes
O3 H2 0.8300 . . no
N1 C5 1.367(7) . . yes
N1 C6 1.309(6) . . yes
N2 C27 1.460(6) . . yes
N2 C28 1.460(7) . . yes
N2 C26 1.470(6) . . yes
C1 C9 1.416(7) . . no
C1 C2 1.364(8) . . no
C2 C3 1.399(8) . . no
C3 C4 1.344(7) . . no
C4 C5 1.423(7) . . no
C5 C9 1.415(7) . . no
C6 C7 1.412(7) . . no
C7 C10 1.540(7) . . no
C7 C8 1.371(7) . . no
C8 C9 1.414(7) . . no
C10 C17 1.560(8) . . no
C10 C11 1.532(7) . . no
C11 C12 1.405(7) . . no
C11 C16 1.370(7) . . no
C12 C13 1.381(7) . . no
C13 C14 1.381(8) . . no
C14 C15 1.385(8) . . no
C15 C16 1.389(7) . . no
C17 C25 1.556(7) . . no
C17 C18 1.547(7) . . no
C18 C19 1.521(7) . . no
C18 C26 1.526(8) . . no
C20 C25 1.380(7) . . no
C20 C21 1.385(7) . . no
C21 C22 1.401(7) . . no
C22 C23 1.379(8) . . no
C23 C24 1.400(8) . . no
C24 C25 1.392(7) . . no
C1 H1 0.9500 . . no
C3 H3 0.9500 . . no
C4 H4 0.9500 . . no
C8 H8 0.9500 . . no
C10 H10 1.0000 . . no
C12 H12 0.9500 . . no
C13 H13 0.9500 . . no
C14 H14 0.9500 . . no
C15 H15 0.9500 . . no
C16 H16 0.9500 . . no
C18 H18 1.0000 . . no
C19 H19A 0.9900 . . no
C19 H19B 0.9900 . . no
C21 H21 0.9500 . . no
C22 H22 0.9500 . . no
C23 H23 0.9500 . . no
C24 H24 0.9500 . . no
C26 H26A 0.9900 . . no
C26 H26B 0.9900 . . no
C27 H27A 0.9800 . . no
C27 H27B 0.9800 . . no
C27 H27C 0.9800 . . no
C28 H28A 0.9800 . . no
C28 H28B 0.9800 . . no
C28 H28C 0.9800 . . no
C29 H29A 0.9800 . . no
C29 H29B 0.9800 . . no
C29 H29C 0.9800 . . 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
C6 O1 C29 116.5(4) . . . yes
C19 O2 C20 117.2(4) . . . yes
C17 O3 H2 109.00 . . . no
C5 N1 C6 117.0(4) . . . yes
C26 N2 C27 111.4(4) . . . yes
C27 N2 C28 110.1(4) . . . yes
C26 N2 C28 111.6(4) . . . yes
C2 C1 C9 119.4(5) . . . no
Br1 C2 C1 119.5(4) . . . yes
C1 C2 C3 122.0(5) . . . no
Br1 C2 C3 118.5(4) . . . yes
C2 C3 C4 119.8(5) . . . no
C3 C4 C5 120.9(5) . . . no
N1 C5 C9 122.2(4) . . . yes
C4 C5 C9 119.0(4) . . . no
N1 C5 C4 118.8(5) . . . yes
O1 C6 N1 117.9(5) . . . yes
N1 C6 C7 126.2(5) . . . yes
O1 C6 C7 115.7(4) . . . yes
C6 C7 C8 116.4(4) . . . no
C8 C7 C10 124.8(5) . . . no
C6 C7 C10 118.8(4) . . . no
C7 C8 C9 120.4(5) . . . no
C1 C9 C5 118.9(4) . . . no
C5 C9 C8 117.6(4) . . . no
C1 C9 C8 123.5(5) . . . no
C7 C10 C11 108.6(4) . . . no
C11 C10 C17 113.1(4) . . . no
C7 C10 C17 115.6(4) . . . no
C10 C11 C16 123.2(4) . . . no
C12 C11 C16 118.4(5) . . . no
C10 C11 C12 118.3(4) . . . no
C11 C12 C13 120.4(4) . . . no
C12 C13 C14 120.8(5) . . . no
C13 C14 C15 119.0(5) . . . no
C14 C15 C16 120.3(5) . . . no
C11 C16 C15 121.2(5) . . . no
O3 C17 C18 110.8(4) . . . yes
O3 C17 C25 110.3(4) . . . yes
O3 C17 C10 108.8(4) . . . yes
C10 C17 C25 110.1(4) . . . no
C18 C17 C25 105.9(4) . . . no
C10 C17 C18 110.9(4) . . . no
C17 C18 C26 111.9(4) . . . no
C19 C18 C26 110.4(4) . . . no
C17 C18 C19 110.1(4) . . . no
O2 C19 C18 113.2(4) . . . yes
O2 C20 C21 113.9(4) . . . yes
C21 C20 C25 121.4(4) . . . no
O2 C20 C25 124.6(4) . . . yes
C20 C21 C22 120.1(5) . . . no
C21 C22 C23 118.8(5) . . . no
C22 C23 C24 120.7(5) . . . no
C23 C24 C25 120.4(5) . . . no
C17 C25 C20 120.8(4) . . . no
C20 C25 C24 118.6(5) . . . no
C17 C25 C24 120.5(4) . . . no
N2 C26 C18 111.9(4) . . . yes
C2 C1 H1 120.00 . . . no
C9 C1 H1 120.00 . . . no
C2 C3 H3 120.00 . . . no
C4 C3 H3 120.00 . . . no
C3 C4 H4 120.00 . . . no
C5 C4 H4 119.00 . . . no
C7 C8 H8 120.00 . . . no
C9 C8 H8 120.00 . . . no
C7 C10 H10 106.00 . . . no
C11 C10 H10 106.00 . . . no
C17 C10 H10 106.00 . . . no
C11 C12 H12 120.00 . . . no
C13 C12 H12 120.00 . . . no
C12 C13 H13 120.00 . . . no
C14 C13 H13 120.00 . . . no
C13 C14 H14 120.00 . . . no
C15 C14 H14 121.00 . . . no
C14 C15 H15 120.00 . . . no
C16 C15 H15 120.00 . . . no
C11 C16 H16 119.00 . . . no
C15 C16 H16 119.00 . . . no
C17 C18 H18 108.00 . . . no
C19 C18 H18 108.00 . . . no
C26 C18 H18 108.00 . . . no
O2 C19 H19A 109.00 . . . no
O2 C19 H19B 109.00 . . . no
C18 C19 H19A 109.00 . . . no
C18 C19 H19B 109.00 . . . no
H19A C19 H19B 108.00 . . . no
C20 C21 H21 120.00 . . . no
C22 C21 H21 120.00 . . . no
C21 C22 H22 121.00 . . . no
C23 C22 H22 121.00 . . . no
C22 C23 H23 120.00 . . . no
C24 C23 H23 120.00 . . . no
C23 C24 H24 120.00 . . . no
C25 C24 H24 120.00 . . . no
N2 C26 H26A 109.00 . . . no
N2 C26 H26B 109.00 . . . no
C18 C26 H26A 109.00 . . . no
C18 C26 H26B 109.00 . . . no
H26A C26 H26B 108.00 . . . no
N2 C27 H27A 109.00 . . . no
N2 C27 H27B 109.00 . . . no
N2 C27 H27C 109.00 . . . no
H27A C27 H27B 110.00 . . . no
H27A C27 H27C 109.00 . . . no
H27B C27 H27C 109.00 . . . no
N2 C28 H28A 110.00 . . . no
N2 C28 H28B 109.00 . . . no
N2 C28 H28C 109.00 . . . no
H28A C28 H28B 109.00 . . . no
H28A C28 H28C 110.00 . . . no
H28B C28 H28C 109.00 . . . no
O1 C29 H29A 110.00 . . . no
O1 C29 H29B 110.00 . . . no
O1 C29 H29C 110.00 . . . no
H29A C29 H29B 109.00 . . . no
H29A C29 H29C 109.00 . . . no
H29B C29 H29C 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
C29 O1 C6 N1 0.5(6) . . . . no
C29 O1 C6 C7 177.0(4) . . . . no
C20 O2 C19 C18 -31.2(6) . . . . no
C19 O2 C20 C21 177.9(5) . . . . no
C19 O2 C20 C25 0.6(8) . . . . no
C6 N1 C5 C4 -178.9(5) . . . . no
C6 N1 C5 C9 -0.7(7) . . . . no
C5 N1 C6 O1 179.3(4) . . . . no
C5 N1 C6 C7 3.2(7) . . . . no
C27 N2 C26 C18 88.1(5) . . . . no
C28 N2 C26 C18 -148.5(4) . . . . no
C9 C1 C2 Br1 -179.9(4) . . . . no
C9 C1 C2 C3 0.4(8) . . . . no
C2 C1 C9 C5 2.3(8) . . . . no
C2 C1 C9 C8 -177.5(5) . . . . no
Br1 C2 C3 C4 178.7(4) . . . . no
C1 C2 C3 C4 -1.5(8) . . . . no
C2 C3 C4 C5 0.0(8) . . . . no
C3 C4 C5 N1 -179.1(5) . . . . no
C3 C4 C5 C9 2.6(8) . . . . no
N1 C5 C9 C1 178.1(5) . . . . no
N1 C5 C9 C8 -2.1(7) . . . . no
C4 C5 C9 C1 -3.7(7) . . . . no
C4 C5 C9 C8 176.1(5) . . . . no
O1 C6 C7 C8 -178.7(4) . . . . no
O1 C6 C7 C10 -1.0(7) . . . . no
N1 C6 C7 C8 -2.5(8) . . . . no
N1 C6 C7 C10 175.2(5) . . . . no
C6 C7 C8 C9 -0.6(7) . . . . no
C10 C7 C8 C9 -178.2(5) . . . . no
C6 C7 C10 C11 -86.9(5) . . . . no
C6 C7 C10 C17 144.7(5) . . . . no
C8 C7 C10 C11 90.6(6) . . . . no
C8 C7 C10 C17 -37.8(7) . . . . no
C7 C8 C9 C1 -177.5(5) . . . . no
C7 C8 C9 C5 2.7(7) . . . . no
C7 C10 C11 C12 116.8(5) . . . . no
C7 C10 C11 C16 -60.7(7) . . . . no
C17 C10 C11 C12 -113.4(5) . . . . no
C17 C10 C11 C16 69.2(6) . . . . no
C7 C10 C17 O3 60.8(5) . . . . no
C7 C10 C17 C18 -177.0(4) . . . . no
C7 C10 C17 C25 -60.2(5) . . . . no
C11 C10 C17 O3 -65.4(5) . . . . no
C11 C10 C17 C18 56.8(5) . . . . no
C11 C10 C17 C25 173.6(4) . . . . no
C10 C11 C12 C13 -177.1(5) . . . . no
C16 C11 C12 C13 0.4(8) . . . . no
C10 C11 C16 C15 177.0(5) . . . . no
C12 C11 C16 C15 -0.5(8) . . . . no
C11 C12 C13 C14 0.2(8) . . . . no
C12 C13 C14 C15 -0.9(8) . . . . no
C13 C14 C15 C16 0.8(8) . . . . no
C14 C15 C16 C11 -0.2(8) . . . . no
O3 C17 C18 C19 -173.3(4) . . . . no
O3 C17 C18 C26 -50.2(5) . . . . no
C10 C17 C18 C19 65.7(5) . . . . no
C10 C17 C18 C26 -171.1(4) . . . . no
C25 C17 C18 C19 -53.7(5) . . . . no
C25 C17 C18 C26 69.5(5) . . . . no
O3 C17 C25 C20 145.9(5) . . . . no
O3 C17 C25 C24 -30.2(7) . . . . no
C10 C17 C25 C20 -94.0(6) . . . . no
C10 C17 C25 C24 90.0(6) . . . . no
C18 C17 C25 C20 26.0(7) . . . . no
C18 C17 C25 C24 -150.1(5) . . . . no
C17 C18 C19 O2 59.7(6) . . . . no
C26 C18 C19 O2 -64.3(5) . . . . no
C17 C18 C26 N2 67.3(5) . . . . no
C19 C18 C26 N2 -169.8(4) . . . . no
O2 C20 C21 C22 -179.2(5) . . . . no
C25 C20 C21 C22 -1.8(8) . . . . no
O2 C20 C25 C17 1.2(8) . . . . no
O2 C20 C25 C24 177.3(5) . . . . no
C21 C20 C25 C17 -175.9(5) . . . . no
C21 C20 C25 C24 0.3(8) . . . . no
C20 C21 C22 C23 2.0(8) . . . . no
C21 C22 C23 C24 -0.8(8) . . . . no
C22 C23 C24 C25 -0.8(9) . . . . no
C23 C24 C25 C17 177.2(5) . . . . no
C23 C24 C25 C20 1.1(8) . . . . 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
Br1 H29B 3.1400 . 3_755 no
Br1 H27C 3.0600 . 4_544 no
O1 C11 3.315(6) . . no
O2 C28 3.256(7) . 2_655 no
O3 N2 2.671(6) . . no
O3 C16 3.059(7) . . no
O3 C23 3.401(6) . 3_655 no
O3 C8 2.914(6) . . no
O1 H15 2.8200 . 2_755 no
O1 H27B 2.6600 . 4_554 no
O1 H10 2.3100 . . no
O2 H28B 2.5100 . 2_655 no
O2 H26B 2.7600 . . no
O2 H21 2.8100 . 3_665 no
O3 H16 2.5800 . . no
O3 H24 2.5500 . . no
O3 H8 2.2600 . . no
O3 H23 2.5500 . 3_655 no
N1 C4 3.427(6) . 3_755 no
N2 O3 2.671(6) . . no
N1 H29B 2.5400 . . no
N1 H29A 2.5600 . . no
N2 H2 1.9100 . . no
C2 C29 3.511(8) . 3_755 no
C3 C6 3.519(7) . 3_755 no
C4 C6 3.501(7) . 3_755 no
C4 N1 3.427(6) . 3_755 no
C4 C19 3.369(7) . 4_554 no
C5 C5 3.537(8) . 3_755 no
C6 C4 3.501(7) . 3_755 no
C6 C3 3.519(7) . 3_755 no
C7 C24 3.328(8) . . no
C8 O3 2.914(6) . . no
C8 C25 3.491(8) . . no
C8 C24 3.217(8) . . no
C8 C16 3.451(7) . . no
C11 O1 3.315(6) . . no
C12 C18 3.583(8) . . no
C14 C29 3.316(8) . 4_555 no
C15 C29 3.543(7) . 4_555 no
C16 C8 3.451(7) . . no
C16 O3 3.059(7) . . no
C18 C12 3.583(8) . . no
C19 C28 3.600(8) . 2_655 no
C19 C4 3.369(7) . 4_555 no
C20 C26 3.195(7) . . no
C23 O3 3.401(6) . 3_655 no
C24 C24 3.555(9) . 3_655 no
C24 C7 3.328(8) . . no
C24 C8 3.217(8) . . no
C25 C8 3.491(8) . . no
C26 C20 3.195(7) . . no
C28 C19 3.600(8) . 2_645 no
C28 O2 3.256(7) . 2_645 no
C29 C15 3.543(7) . 4_554 no
C29 C14 3.316(8) . 4_554 no
C29 C2 3.511(8) . 3_755 no
C1 H28C 3.0400 . 3_655 no
C1 H13 2.9800 . 2_745 no
C1 H29B 3.0400 . 3_755 no
C2 H29B 2.6500 . 3_755 no
C3 H29B 3.0300 . 3_755 no
C4 H19A 2.7400 . 4_554 no
C4 H19B 3.0900 . 4_554 no
C5 H19A 2.9400 . 4_554 no
C6 H27B 2.9000 . 4_554 no
C7 H16 2.9700 . . no
C7 H24 3.0900 . . no
C8 H16 2.9600 . . no
C8 H24 2.6100 . . no
C8 H13 3.0700 . 2_745 no
C10 H19B 2.7000 . . no
C11 H18 2.6000 . . no
C12 H18 3.0000 . . no
C12 H3 2.8900 . 3_755 no
C13 H3 2.8500 . 3_755 no
C14 H3 3.0300 . 3_755 no
C14 H29B 2.9300 . 4_555 no
C14 H29A 3.0500 . 4_555 no
C15 H29A 3.0400 . 4_555 no
C15 H12 2.9800 . 2_745 no
C16 H4 3.0400 . 3_755 no
C17 H8 2.8600 . . no
C18 H27B 2.9200 . . no
C19 H10 2.6600 . . no
C19 H28B 3.0100 . 2_655 no
C20 H27A 3.0600 . 4_554 no
C20 H26B 2.6700 . . no
C21 H27A 3.0000 . 4_554 no
C22 H28A 2.9300 . 4_554 no
C22 H27A 3.1000 . 4_554 no
C24 H24 2.8700 . 3_655 no
C24 H8 3.0100 . . no
C25 H26B 2.6500 . . no
C26 H2 2.3700 . . no
C27 H18 2.9100 . . no
C27 H2 3.0600 . . no
C28 H2 2.6600 . . no
C28 H19A 2.9800 . 2_645 no
C29 H27B 2.8200 . 4_554 no
H1 H8 2.5500 . . no
H2 N2 1.9100 . . no
H2 C26 2.3700 . . no
H2 C27 3.0600 . . no
H2 C28 2.6600 . . no
H2 H26B 2.5900 . . no
H2 H28C 2.5000 . . no
H2 H23 2.5000 . 3_655 no
H3 C12 2.8900 . 3_755 no
H3 C13 2.8500 . 3_755 no
H3 C14 3.0300 . 3_755 no
H4 C16 3.0400 . 3_755 no
H8 O3 2.2600 . . no
H8 C17 2.8600 . . no
H8 C24 3.0100 . . no
H8 H1 2.5500 . . no
H8 H24 2.2700 . . no
H10 O1 2.3100 . . no
H10 C19 2.6600 . . no
H10 H12 2.2600 . . no
H10 H19B 2.0700 . . no
H12 H10 2.2600 . . no
H12 H19B 2.5600 . . no
H12 C15 2.9800 . 2_755 no
H12 H15 2.4400 . 2_755 no
H13 C1 2.9800 . 2_755 no
H13 C8 3.0700 . 2_755 no
H15 O1 2.8200 . 2_745 no
H15 H12 2.4400 . 2_745 no
H15 H29C 2.5600 . 2_745 no
H16 O3 2.5800 . . no
H16 C7 2.9700 . . no
H16 C8 2.9600 . . no
H18 C11 2.6000 . . no
H18 C12 3.0000 . . no
H18 C27 2.9100 . . no
H18 H27B 2.3500 . . no
H19A H26A 2.4000 . . no
H19A C28 2.9800 . 2_655 no
H19A H28B 2.5800 . 2_655 no
H19A C4 2.7400 . 4_555 no
H19A C5 2.9400 . 4_555 no
H19B C10 2.7000 . . no
H19B H10 2.0700 . . no
H19B H12 2.5600 . . no
H19B C4 3.0900 . 4_555 no
H21 O2 2.8100 . 3_665 no
H21 H21 2.5800 . 3_665 no
H23 O3 2.5500 . 3_655 no
H23 H2 2.5000 . 3_655 no
H24 O3 2.5500 . . no
H24 C7 3.0900 . . no
H24 C8 2.6100 . . no
H24 H8 2.2700 . . no
H24 C24 2.8700 . 3_655 no
H24 H24 2.3900 . 3_655 no
H26A H19A 2.4000 . . no
H26A H27A 2.3500 . . no
H26A H27B 2.5600 . . no
H26B O2 2.7600 . . no
H26B C20 2.6700 . . no
H26B C25 2.6500 . . no
H26B H2 2.5900 . . no
H26B H28A 2.5200 . . no
H26B H28C 2.3400 . . no
H27A H26A 2.3500 . . no
H27A H28A 2.4700 . . no
H27A C20 3.0600 . 4_555 no
H27A C21 3.0000 . 4_555 no
H27A C22 3.1000 . 4_555 no
H27B C18 2.9200 . . no
H27B H18 2.3500 . . no
H27B H26A 2.5600 . . no
H27B O1 2.6600 . 4_555 no
H27B C6 2.9000 . 4_555 no
H27B C29 2.8200 . 4_555 no
H27B H29A 2.2300 . 4_555 no
H27C H28B 2.3400 . . no
H27C Br1 3.0600 . 4_545 no
H28A H26B 2.5200 . . no
H28A H27A 2.4700 . . no
H28A C22 2.9300 . 4_555 no
H28B H27C 2.3400 . . no
H28B O2 2.5100 . 2_645 no
H28B C19 3.0100 . 2_645 no
H28B H19A 2.5800 . 2_645 no
H28C H2 2.5000 . . no
H28C H26B 2.3400 . . no
H28C C1 3.0400 . 3_655 no
H29A N1 2.5600 . . no
H29A C14 3.0500 . 4_554 no
H29A C15 3.0400 . 4_554 no
H29A H27B 2.2300 . 4_554 no
H29B N1 2.5400 . . no
H29B Br1 3.1400 . 3_755 no
H29B C1 3.0400 . 3_755 no
H29B C2 2.6500 . 3_755 no
H29B C3 3.0300 . 3_755 no
H29B C14 2.9300 . 4_554 no
H29C H15 2.5600 . 2_755 no
H29C H29C 2.5100 . 3_765 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)
#
O3 H2 N2 0.8300 1.9100 2.671(6) 151.00 . yes
C8 H8 O3 0.9500 2.2600 2.914(6) 125.00 . yes
C10 H10 O1 1.0000 2.3100 2.750(7) 106.00 . yes
C16 H16 O3 0.9500 2.5800 3.059(7) 111.00 . yes
C23 H23 O3 0.9500 2.5500 3.401(6) 149.00 3_655 yes
C28 H28B O2 0.9800 2.5100 3.256(7) 133.00 2_645 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_24maydm
_database_code_depnum_ccdc_archive 'CCDC 1044352'
_audit_update_record             
;
2015-01-20 deposited with the CCDC.
2015-06-18 downloaded from the CCDC.
;

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

# 5. CHEMICAL DATA

_chemical_name_systematic        
;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H29 Br N2 O3'
# 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            'C29 H29 Br N2 O3'
_chemical_formula_iupac          ?
_chemical_formula_weight         533.44
_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'
Br Br -0.2901 2.4595 '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           Monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_Int_Tables_number      14

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,1/2+y,1/2-z
3 -x,-y,-z
4 x,1/2-y,1/2+z

_cell_length_a                   10.747(3)
_cell_length_b                   10.565(4)
_cell_length_c                   23.940(6)
_cell_angle_alpha                90
_cell_angle_beta                 111.837(11)
_cell_angle_gamma                90
_cell_volume                     2523.2(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3040
_cell_measurement_theta_min      2.1780
_cell_measurement_theta_max      26.3138
_cell_special_details            
;
;

_exptl_crystal_description       ?
_exptl_crystal_colour            ?

_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_size_rad          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             1104
_exptl_absorpt_coefficient_mu    1.663
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

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

# 7. EXPERIMENTAL DATA

_exptl_special_details           
;
;
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD Area Detector'
_diffrn_measurement_device       'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?

_diffrn_reflns_number            16158
_diffrn_reflns_av_R_equivalents  0.0647
_diffrn_reflns_av_sigmaI/netI    0.0798
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         2.04
_diffrn_reflns_theta_max         30.75
_reflns_number_total             6176
_reflns_number_gt                4218
_reflns_threshold_expression     >2sigma(I)

_diffrn_measured_fraction_theta_max 0.783
_diffrn_reflns_theta_full        30.75
_diffrn_measured_fraction_theta_full 0.783

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 1990)'
_computing_publication_material  'SHELXTL/PC (Sheldrick, 1990)'

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

# 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)+(0.1040P)²+3.0929P] 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         6176
_refine_ls_number_parameters     319
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0980
_refine_ls_R_factor_gt           0.0599
_refine_ls_wR_factor_ref         0.2093
_refine_ls_wR_factor_gt          0.1473
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_restrained_S_all      1.111
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.055
_refine_diff_density_min         -1.196
_refine_diff_density_rms         0.163

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

# 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
Br1 Br Uani 0.19668(5) 0.01789(4) -0.10999(2) 1.000 0.0330(2) . .
O1 O Uani 0.6236(3) 0.5686(3) 0.13520(13) 1.000 0.0264(9) . .
O2 O Uani 0.4899(3) 0.5157(3) 0.28701(13) 1.000 0.0265(9) . .
O3 O Uani 0.1389(3) 0.4667(3) 0.11263(12) 1.000 0.0234(9) . .
N1 N Uani 0.5865(4) 0.4041(3) 0.07097(15) 1.000 0.0250(11) . .
N2 N Uani 0.1482(4) 0.2595(3) 0.17605(15) 1.000 0.0237(11) . .
C1 C Uani 0.2663(4) 0.2050(4) -0.01943(19) 1.000 0.0249(12) . .
C2 C Uani 0.3178(5) 0.1347(4) -0.04927(19) 1.000 0.0249(14) . .
C3 C Uani 0.4589(5) 0.1471(4) -0.0385(2) 1.000 0.0305(14) . .
C4 C Uani 0.5464(5) 0.2350(4) 0.00195(19) 1.000 0.0264(12) . .
C5 C Uani 0.4969(4) 0.3136(4) 0.03254(18) 1.000 0.0244(12) . .
C6 C Uani 0.5375(4) 0.4774(4) 0.09769(18) 1.000 0.0226(11) . .
C7 C Uani 0.3978(4) 0.4689(4) 0.09177(18) 1.000 0.0215(11) . .
C8 C Uani 0.3101(4) 0.3784(4) 0.05353(18) 1.000 0.0240(12) . .
C9 C Uani 0.3552(4) 0.2972(4) 0.02194(18) 1.000 0.0223(11) . .
C10 C Uani 0.3556(4) 0.5623(4) 0.12555(17) 1.000 0.0204(11) . .
C11 C Uani 0.2730(4) 0.6740(4) 0.08512(18) 1.000 0.0231(12) . .
C12 C Uani 0.3248(5) 0.7956(4) 0.10240(18) 1.000 0.0256(14) . .
C13 C Uani 0.2552(5) 0.8998(4) 0.0667(2) 1.000 0.0313(14) . .
C14 C Uani 0.1313(5) 0.8819(4) 0.0124(2) 1.000 0.0294(14) . .
C15 C Uani 0.0788(5) 0.7606(4) -0.0056(2) 1.000 0.0305(14) . .
C16 C Uani 0.1477(4) 0.6573(4) 0.03031(19) 1.000 0.0267(14) . .
C17 C Uani 0.2786(5) 0.5015(4) 0.15800(18) 1.000 0.0230(11) . .
C18 C Uani 0.3633(4) 0.3853(4) 0.19635(18) 1.000 0.0243(11) . .
C19 C Uani 0.5057(4) 0.4316(4) 0.24689(18) 1.000 0.0234(12) . .
C20 C Uani 0.3747(4) 0.5976(4) 0.26206(18) 1.000 0.0238(12) . .
C21 C Uani 0.3642(5) 0.6799(4) 0.3023(2) 1.000 0.0287(14) . .
C22 C Uani 0.2529(5) 0.7644(4) 0.2819(2) 1.000 0.0314(14) . .
C23 C Uani 0.1498(5) 0.7660(4) 0.2216(2) 1.000 0.0280(12) . .
C24 C Uani 0.1587(4) 0.6836(4) 0.1815(2) 1.000 0.0258(12) . .
C25 C Uani 0.2722(4) 0.5969(4) 0.20088(18) 1.000 0.0246(12) . .
C26 C Uani 0.2827(5) 0.3151(4) 0.22320(19) 1.000 0.0270(14) . .
C27 C Uani 0.1744(5) 0.1355(4) 0.1571(2) 1.000 0.0307(14) . .
C28 C Uani 0.0428(5) 0.2458(5) 0.1964(2) 1.000 0.0405(17) . .
C29 C Uani 0.7589(4) 0.5865(4) 0.1376(2) 1.000 0.0293(12) . .
H1 H Uiso 0.17490 0.19720 -0.02410 1.000 0.0300 calc R
H3 H Uiso 0.49540 0.09250 -0.06000 1.000 0.0370 calc R
H3A H Uiso 0.10910 0.40420 0.12540 1.000 0.0350 . R
H4 H Uiso 0.63850 0.23820 0.00730 1.000 0.0320 calc R
H8 H Uiso 0.21920 0.37490 0.05010 1.000 0.0290 calc R
H10 H Uiso 0.43830 0.59950 0.15630 1.000 0.0250 calc R
H12 H Uiso 0.40400 0.80820 0.13690 1.000 0.0310 calc R
H13 H Uiso 0.28890 0.98300 0.07780 1.000 0.0380 calc R
H14 H Uiso 0.08710 0.95350 -0.01040 1.000 0.0350 calc R
H15 H Uiso 0.00020 0.74810 -0.04040 1.000 0.0370 calc R
H16 H Uiso 0.11330 0.57430 0.01930 1.000 0.0320 calc R
H18 H Uiso 0.38390 0.32710 0.16800 1.000 0.0290 calc R
H19A H Uiso 0.55510 0.35670 0.26900 1.000 0.0290 calc R
H19B H Uiso 0.56050 0.47130 0.22640 1.000 0.0290 calc R
H21 H Uiso 0.42760 0.68210 0.34240 1.000 0.0340 calc R
H22 H Uiso 0.24550 0.82470 0.30990 1.000 0.0370 calc R
H23 H Uiso 0.07770 0.82460 0.21130 1.000 0.0330 calc R
H24A H Uiso 0.09370 0.68130 0.14160 1.000 0.0310 calc R
H26A H Uiso 0.26050 0.37190 0.25110 1.000 0.0320 calc R
H26B H Uiso 0.33710 0.24450 0.24730 1.000 0.0320 calc R
H27A H Uiso 0.09170 0.10130 0.12720 1.000 0.0460 calc R
H27B H Uiso 0.20650 0.07890 0.19200 1.000 0.0460 calc R
H27C H Uiso 0.24280 0.14250 0.13930 1.000 0.0460 calc R
H28A H Uiso 0.06760 0.18360 0.22910 1.000 0.0600 calc R
H28B H Uiso -0.03750 0.21660 0.16320 1.000 0.0600 calc R
H28C H Uiso 0.02420 0.32740 0.21110 1.000 0.0600 calc R
H29A H Uiso 0.75780 0.59360 0.09660 1.000 0.0440 calc R
H29B H Uiso 0.81420 0.51400 0.15780 1.000 0.0440 calc R
H29C H Uiso 0.79630 0.66400 0.16000 1.000 0.0440 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
Br1 C2 1.981(5) . . yes
O1 C6 1.405(5) . . yes
O1 C29 1.446(6) . . yes
O2 C19 1.365(5) . . yes
O2 C20 1.445(5) . . yes
O3 C17 1.535(6) . . yes
O3 H3A 0.8400 . . no
N1 C5 1.424(6) . . yes
N1 C6 1.240(6) . . yes
N2 C27 1.448(6) . . yes
N2 C28 1.397(7) . . yes
N2 C26 1.580(6) . . yes
C1 C9 1.462(6) . . no
C1 C2 1.289(7) . . no
C2 C3 1.447(8) . . no
C3 C4 1.417(6) . . no
C4 C5 1.341(6) . . no
C5 C9 1.458(6) . . no
C6 C7 1.457(7) . . no
C7 C10 1.451(6) . . no
C7 C8 1.414(6) . . no
C8 C9 1.347(6) . . no
C10 C17 1.476(7) . . no
C10 C11 1.574(6) . . no
C11 C12 1.400(6) . . no
C11 C16 1.501(6) . . no
C12 C13 1.424(6) . . no
C13 C14 1.487(7) . . no
C14 C15 1.402(6) . . no
C15 C16 1.416(6) . . no
C17 C25 1.458(6) . . no
C17 C18 1.599(6) . . no
C18 C19 1.633(6) . . no
C18 C26 1.459(7) . . no
C20 C25 1.469(6) . . no
C20 C21 1.333(6) . . no
C21 C22 1.425(7) . . no
C22 C23 1.457(7) . . no
C23 C24 1.326(6) . . no
C24 C25 1.456(6) . . no
C1 H1 0.9500 . . no
C3 H3 0.9500 . . no
C4 H4 0.9500 . . no
C8 H8 0.9500 . . no
C10 H10 1.0000 . . no
C12 H12 0.9500 . . no
C13 H13 0.9500 . . no
C14 H14 0.9500 . . no
C15 H15 0.9500 . . no
C16 H16 0.9500 . . no
C18 H18 1.0000 . . no
C19 H19A 0.9900 . . no
C19 H19B 0.9900 . . no
C21 H21 0.9500 . . no
C22 H22 0.9500 . . no
C23 H23 0.9500 . . no
C24 H24A 0.9500 . . no
C26 H26A 0.9900 . . no
C26 H26B 0.9900 . . no
C27 H27A 0.9800 . . no
C27 H27B 0.9800 . . no
C27 H27C 0.9800 . . no
C28 H28A 0.9800 . . no
C28 H28B 0.9800 . . no
C28 H28C 0.9800 . . no
C29 H29A 0.9800 . . no
C29 H29B 0.9800 . . no
C29 H29C 0.9800 . . 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
C6 O1 C29 121.9(3) . . . yes
C19 O2 C20 114.3(3) . . . yes
C17 O3 H3A 110.00 . . . no
C5 N1 C6 116.0(4) . . . yes
C26 N2 C27 109.1(4) . . . yes
C27 N2 C28 107.0(4) . . . yes
C26 N2 C28 115.8(3) . . . yes
C2 C1 C9 116.9(4) . . . no
Br1 C2 C1 117.7(4) . . . yes
C1 C2 C3 119.1(4) . . . no
Br1 C2 C3 123.1(3) . . . yes
C2 C3 C4 124.5(4) . . . no
C3 C4 C5 118.8(5) . . . no
N1 C5 C9 127.1(4) . . . yes
C4 C5 C9 115.6(4) . . . no
N1 C5 C4 117.3(4) . . . yes
O1 C6 N1 117.0(4) . . . yes
N1 C6 C7 122.1(4) . . . yes
O1 C6 C7 121.0(4) . . . yes
C6 C7 C8 121.3(4) . . . no
C8 C7 C10 123.3(4) . . . no
C6 C7 C10 115.3(4) . . . no
C7 C8 C9 120.1(4) . . . no
C1 C9 C5 125.0(4) . . . no
C5 C9 C8 113.4(4) . . . no
C1 C9 C8 121.6(4) . . . no
C7 C10 C11 112.9(3) . . . no
C11 C10 C17 110.6(4) . . . no
C7 C10 C17 110.5(4) . . . no
C10 C11 C16 124.5(4) . . . no
C12 C11 C16 119.7(4) . . . no
C10 C11 C12 115.8(4) . . . no
C11 C12 C13 118.0(4) . . . no
C12 C13 C14 121.8(4) . . . no
C13 C14 C15 120.8(4) . . . no
C14 C15 C16 117.3(4) . . . no
C11 C16 C15 122.5(4) . . . no
O3 C17 C18 114.9(3) . . . yes
O3 C17 C25 112.0(4) . . . yes
O3 C17 C10 108.9(3) . . . yes
C10 C17 C25 104.6(4) . . . no
C18 C17 C25 107.0(3) . . . no
C10 C17 C18 109.0(4) . . . no
C17 C18 C26 109.8(4) . . . no
C19 C18 C26 111.9(3) . . . no
C17 C18 C19 111.8(3) . . . no
O2 C19 C18 112.9(4) . . . yes
O2 C20 C21 112.4(4) . . . yes
C21 C20 C25 119.3(4) . . . no
O2 C20 C25 128.2(4) . . . yes
C20 C21 C22 116.5(4) . . . no
C21 C22 C23 125.4(4) . . . no
C22 C23 C24 118.5(4) . . . no
C23 C24 C25 117.4(4) . . . no
C17 C25 C20 119.4(4) . . . no
C20 C25 C24 122.9(4) . . . no
C17 C25 C24 117.6(4) . . . no
N2 C26 C18 114.2(3) . . . yes
C2 C1 H1 122.00 . . . no
C9 C1 H1 122.00 . . . no
C2 C3 H3 118.00 . . . no
C4 C3 H3 118.00 . . . no
C3 C4 H4 121.00 . . . no
C5 C4 H4 121.00 . . . no
C7 C8 H8 120.00 . . . no
C9 C8 H8 120.00 . . . no
C7 C10 H10 108.00 . . . no
C11 C10 H10 108.00 . . . no
C17 C10 H10 108.00 . . . no
C11 C12 H12 121.00 . . . no
C13 C12 H12 121.00 . . . no
C12 C13 H13 119.00 . . . no
C14 C13 H13 119.00 . . . no
C13 C14 H14 120.00 . . . no
C15 C14 H14 120.00 . . . no
C14 C15 H15 121.00 . . . no
C16 C15 H15 121.00 . . . no
C11 C16 H16 119.00 . . . no
C15 C16 H16 119.00 . . . no
C17 C18 H18 108.00 . . . no
C19 C18 H18 108.00 . . . no
C26 C18 H18 108.00 . . . no
O2 C19 H19A 109.00 . . . no
O2 C19 H19B 109.00 . . . no
C18 C19 H19A 109.00 . . . no
C18 C19 H19B 109.00 . . . no
H19A C19 H19B 108.00 . . . no
C20 C21 H21 122.00 . . . no
C22 C21 H21 122.00 . . . no
C21 C22 H22 117.00 . . . no
C23 C22 H22 117.00 . . . no
C22 C23 H23 121.00 . . . no
C24 C23 H23 121.00 . . . no
C23 C24 H24A 121.00 . . . no
C25 C24 H24A 121.00 . . . no
N2 C26 H26A 109.00 . . . no
N2 C26 H26B 109.00 . . . no
C18 C26 H26A 109.00 . . . no
C18 C26 H26B 109.00 . . . no
H26A C26 H26B 108.00 . . . no
N2 C27 H27A 109.00 . . . no
N2 C27 H27B 109.00 . . . no
N2 C27 H27C 109.00 . . . no
H27A C27 H27B 110.00 . . . no
H27A C27 H27C 109.00 . . . no
H27B C27 H27C 109.00 . . . no
N2 C28 H28A 109.00 . . . no
N2 C28 H28B 109.00 . . . no
N2 C28 H28C 110.00 . . . no
H28A C28 H28B 109.00 . . . no
H28A C28 H28C 110.00 . . . no
H28B C28 H28C 109.00 . . . no
O1 C29 H29A 109.00 . . . no
O1 C29 H29B 109.00 . . . no
O1 C29 H29C 109.00 . . . no
H29A C29 H29B 109.00 . . . no
H29A C29 H29C 110.00 . . . no
H29B C29 H29C 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
C29 O1 C6 N1 6.9(6) . . . . no
C29 O1 C6 C7 -174.2(4) . . . . no
C20 O2 C19 C18 -32.4(5) . . . . no
C19 O2 C20 C21 -178.8(4) . . . . no
C19 O2 C20 C25 2.9(6) . . . . no
C5 N1 C6 C7 2.0(6) . . . . no
C6 N1 C5 C4 178.5(4) . . . . no
C6 N1 C5 C9 -0.8(6) . . . . no
C5 N1 C6 O1 -179.2(3) . . . . no
C27 N2 C26 C18 88.1(4) . . . . no
C28 N2 C26 C18 -151.2(4) . . . . no
C9 C1 C2 C3 2.5(6) . . . . no
C2 C1 C9 C5 -1.1(6) . . . . no
C2 C1 C9 C8 177.5(4) . . . . no
C9 C1 C2 Br1 -175.6(3) . . . . no
Br1 C2 C3 C4 176.0(3) . . . . no
C1 C2 C3 C4 -2.0(7) . . . . no
C2 C3 C4 C5 -0.5(7) . . . . no
C3 C4 C5 C9 1.8(6) . . . . no
C3 C4 C5 N1 -177.5(4) . . . . no
N1 C5 C9 C1 178.1(4) . . . . no
C4 C5 C9 C8 -179.9(4) . . . . no
N1 C5 C9 C8 -0.6(6) . . . . no
C4 C5 C9 C1 -1.2(6) . . . . no
N1 C6 C7 C10 -179.5(4) . . . . no
O1 C6 C7 C10 1.7(6) . . . . no
N1 C6 C7 C8 -2.0(6) . . . . no
O1 C6 C7 C8 179.2(4) . . . . no
C10 C7 C8 C9 177.8(4) . . . . no
C6 C7 C10 C11 101.9(4) . . . . no
C6 C7 C10 C17 -133.7(4) . . . . no
C8 C7 C10 C11 -75.5(5) . . . . no
C6 C7 C8 C9 0.4(6) . . . . no
C8 C7 C10 C17 48.9(5) . . . . no
C7 C8 C9 C5 0.7(6) . . . . no
C7 C8 C9 C1 -178.1(4) . . . . no
C7 C10 C11 C12 -122.6(4) . . . . no
C7 C10 C11 C16 56.2(6) . . . . no
C7 C10 C17 C25 166.2(4) . . . . no
C11 C10 C17 O3 51.7(4) . . . . no
C11 C10 C17 C25 -68.1(4) . . . . no
C17 C10 C11 C12 113.1(4) . . . . no
C11 C10 C17 C18 177.7(3) . . . . no
C17 C10 C11 C16 -68.2(5) . . . . no
C7 C10 C17 O3 -74.0(4) . . . . no
C7 C10 C17 C18 52.0(4) . . . . no
C16 C11 C12 C13 0.1(7) . . . . no
C10 C11 C16 C15 -178.3(4) . . . . no
C10 C11 C12 C13 178.9(4) . . . . no
C12 C11 C16 C15 0.5(7) . . . . no
C11 C12 C13 C14 -0.2(7) . . . . no
C12 C13 C14 C15 -0.2(8) . . . . no
C13 C14 C15 C16 0.7(8) . . . . no
C14 C15 C16 C11 -0.8(7) . . . . no
C25 C17 C18 C19 -50.9(5) . . . . no
O3 C17 C25 C20 149.5(4) . . . . no
O3 C17 C25 C24 -27.2(5) . . . . no
C25 C17 C18 C26 73.9(5) . . . . no
C10 C17 C25 C24 90.6(5) . . . . no
C18 C17 C25 C20 22.9(6) . . . . no
C18 C17 C25 C24 -153.9(4) . . . . no
C10 C17 C25 C20 -92.7(5) . . . . no
O3 C17 C18 C26 -51.0(5) . . . . no
C10 C17 C18 C19 61.7(4) . . . . no
C10 C17 C18 C26 -173.5(3) . . . . no
O3 C17 C18 C19 -175.8(3) . . . . no
C26 C18 C19 O2 -64.1(5) . . . . no
C17 C18 C26 N2 59.3(5) . . . . no
C19 C18 C26 N2 -175.9(3) . . . . no
C17 C18 C19 O2 59.5(5) . . . . no
O2 C20 C21 C22 -179.6(4) . . . . no
O2 C20 C25 C24 178.8(4) . . . . no
C25 C20 C21 C22 -1.2(7) . . . . no
O2 C20 C25 C17 2.2(7) . . . . no
C21 C20 C25 C24 0.6(7) . . . . no
C21 C20 C25 C17 -176.0(4) . . . . no
C20 C21 C22 C23 1.2(8) . . . . no
C21 C22 C23 C24 -0.6(8) . . . . no
C22 C23 C24 C25 -0.1(7) . . . . no
C23 C24 C25 C20 0.1(7) . . . . no
C23 C24 C25 C17 176.7(4) . . . . 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
Br1 C14 3.560(5) . 1_545 no
Br1 H14 3.1000 . 1_545 no
Br1 H27A 3.2300 . 3_555 no
Br1 H28B 3.0100 . 3_555 no
O3 C16 2.844(5) . . no
O3 N2 2.645(5) . . no
O3 C8 2.863(6) . . no
O1 H10 2.2500 . . no
O1 H19B 2.7200 . . no
O2 H26A 2.7500 . . no
O2 H12 2.8100 . 2_645 no
O3 H8 2.2100 . . no
O3 H16 2.4300 . . no
O3 H24A 2.4700 . . no
O3 H15 2.9100 . 3_565 no
N2 O3 2.645(5) . . no
N1 H29B 2.8100 . . no
N1 H22 2.8800 . 2_645 no
N1 H29A 2.6300 . . no
N2 H3A 1.9000 . . no
C1 C29 3.516(6) . 3_665 no
C2 C29 3.540(6) . 3_665 no
C3 C3 3.554(6) . 3_655 no
C3 C13 3.418(8) . 3_665 no
C3 C12 3.280(8) . 3_665 no
C4 C12 3.292(7) . 3_665 no
C4 C13 3.447(7) . 3_665 no
C4 C11 3.471(7) . 3_665 no
C7 C19 3.477(6) . . no
C8 C16 3.364(6) . . no
C8 C18 3.251(6) . . no
C8 O3 2.863(6) . . no
C11 C4 3.471(7) . 3_665 no
C11 C24 2.992(6) . . no
C12 C24 3.269(7) . . no
C12 C3 3.280(8) . 3_665 no
C12 C25 3.358(6) . . no
C12 C4 3.292(7) . 3_665 no
C13 C4 3.447(7) . 3_665 no
C13 C3 3.418(8) . 3_665 no
C14 Br1 3.560(5) . 1_565 no
C16 C8 3.364(6) . . no
C16 O3 2.844(5) . . no
C16 C24 3.588(6) . . no
C18 C8 3.251(6) . . no
C19 C21 3.411(7) . 2_645 no
C19 C7 3.477(6) . . no
C19 C22 3.414(7) . 2_645 no
C20 C26 3.173(6) . . no
C21 C19 3.411(7) . 2_655 no
C22 C19 3.414(7) . 2_655 no
C22 C28 3.411(8) . 2_555 no
C23 C28 3.348(8) . 2_555 no
C24 C12 3.269(7) . . no
C24 C11 2.992(6) . . no
C24 C16 3.588(6) . . no
C25 C12 3.358(6) . . no
C26 C20 3.173(6) . . no
C28 C23 3.348(8) . 2_545 no
C28 C22 3.411(8) . 2_545 no
C29 C2 3.540(6) . 3_665 no
C29 C1 3.516(6) . 3_665 no
C1 H29A 2.7700 . 3_665 no
C2 H29A 3.0800 . 3_665 no
C6 H19B 3.0000 . . no
C6 H22 3.0200 . 2_645 no
C7 H19B 3.0400 . . no
C7 H18 2.4100 . . no
C8 H18 2.6100 . . no
C8 H16 2.8500 . . no
C9 H29A 2.8800 . 3_665 no
C10 H19B 2.7700 . . no
C11 H24A 2.7400 . . no
C11 H4 2.8700 . 3_665 no
C12 H3 2.7600 . 3_665 no
C12 H4 2.8200 . 3_665 no
C12 H19A 2.9300 . 2_655 no
C13 H3 2.7500 . 3_665 no
C13 H4 2.8400 . 3_665 no
C14 H4 2.9700 . 3_665 no
C14 H14 2.9100 . 3_575 no
C15 H4 3.0500 . 3_665 no
C15 H1 3.1000 . 3_565 no
C16 H8 3.0700 . . no
C16 H4 2.9700 . 3_665 no
C16 H24A 2.9400 . . no
C17 H8 2.7600 . . no
C18 H27C 2.9700 . . no
C19 H12 2.8900 . 2_645 no
C19 H10 2.6800 . . no
C20 H26A 2.6500 . . no
C20 H19A 3.0100 . 2_655 no
C20 H10 2.8600 . . no
C21 H19A 2.8700 . 2_655 no
C21 H18 2.9700 . 2_655 no
C22 H19B 3.0200 . 2_655 no
C22 H19A 2.9300 . 2_655 no
C22 H28B 3.1000 . 2_555 no
C23 H28C 2.9600 . 2_555 no
C25 H26A 2.6900 . . no
C26 H3A 2.5700 . . no
C27 H13 3.0700 . 1_545 no
C27 H15 2.9900 . 3_565 no
C27 H3A 2.9500 . . no
C27 H18 2.9700 . . no
C28 H3A 2.6600 . . no
C28 H23 3.0600 . 2_545 no
C29 H22 3.0500 . 2_645 no
H1 H8 2.5100 . . no
H1 C15 3.1000 . 3_565 no
H3 C12 2.7600 . 3_665 no
H3 C13 2.7500 . 3_665 no
H3A N2 1.9000 . . no
H3A C26 2.5700 . . no
H3A C27 2.9500 . . no
H3A C28 2.6600 . . no
H3A H8 2.5200 . . no
H3A H15 2.5200 . 3_565 no
H4 C11 2.8700 . 3_665 no
H4 C12 2.8200 . 3_665 no
H4 C13 2.8400 . 3_665 no
H4 C14 2.9700 . 3_665 no
H4 C15 3.0500 . 3_665 no
H4 C16 2.9700 . 3_665 no
H8 O3 2.2100 . . no
H8 C16 3.0700 . . no
H8 C17 2.7600 . . no
H8 H1 2.5100 . . no
H8 H3A 2.5200 . . no
H8 H16 2.3800 . . no
H10 O1 2.2500 . . no
H10 C19 2.6800 . . no
H10 C20 2.8600 . . no
H10 H12 2.2600 . . no
H10 H19B 2.1800 . . no
H12 H10 2.2600 . . no
H12 O2 2.8100 . 2_655 no
H12 C19 2.8900 . 2_655 no
H12 H19A 2.1900 . 2_655 no
H13 C27 3.0700 . 1_565 no
H13 H27C 2.4100 . 1_565 no
H14 Br1 3.1000 . 1_565 no
H14 C14 2.9100 . 3_575 no
H14 H14 2.3300 . 3_575 no
H15 O3 2.9100 . 3_565 no
H15 C27 2.9900 . 3_565 no
H15 H3A 2.5200 . 3_565 no
H15 H27A 2.5100 . 3_565 no
H16 O3 2.4300 . . no
H16 C8 2.8500 . . no
H16 H8 2.3800 . . no
H18 C7 2.4100 . . no
H18 C8 2.6100 . . no
H18 C27 2.9700 . . no
H18 H27C 2.4100 . . no
H18 C21 2.9700 . 2_645 no
H19A H26B 2.5000 . . no
H19A C12 2.9300 . 2_645 no
H19A C20 3.0100 . 2_645 no
H19A C21 2.8700 . 2_645 no
H19A C22 2.9300 . 2_645 no
H19A H12 2.1900 . 2_645 no
H19B O1 2.7200 . . no
H19B C6 3.0000 . . no
H19B C7 3.0400 . . no
H19B C10 2.7700 . . no
H19B H10 2.1800 . . no
H19B C22 3.0200 . 2_645 no
H22 N1 2.8800 . 2_655 no
H22 C6 3.0200 . 2_655 no
H22 C29 3.0500 . 2_655 no
H22 H29B 2.3200 . 2_655 no
H23 C28 3.0600 . 2_555 no
H23 H28C 2.4800 . 2_555 no
H24A O3 2.4700 . . no
H24A C11 2.7400 . . no
H24A C16 2.9400 . . no
H26A O2 2.7500 . . no
H26A C20 2.6500 . . no
H26A C25 2.6900 . . no
H26A H28C 2.4000 . . no
H26B H19A 2.5000 . . no
H26B H27B 2.3200 . . no
H27A H28B 2.2500 . . no
H27A Br1 3.2300 . 3_555 no
H27A H15 2.5100 . 3_565 no
H27B H26B 2.3200 . . no
H27B H28A 2.2900 . . no
H27C C18 2.9700 . . no
H27C H13 2.4100 . 1_545 no
H27C H18 2.4100 . . no
H28A H27B 2.2900 . . no
H28A H29C 2.5200 . 2_645 no
H28B H27A 2.2500 . . no
H28B C22 3.1000 . 2_545 no
H28B Br1 3.0100 . 3_555 no
H28C H26A 2.4000 . . no
H28C C23 2.9600 . 2_545 no
H28C H23 2.4800 . 2_545 no
H29A N1 2.6300 . . no
H29A C1 2.7700 . 3_665 no
H29A C2 3.0800 . 3_665 no
H29A C9 2.8800 . 3_665 no
H29B N1 2.8100 . . no
H29B H22 2.3200 . 2_645 no
H29C H28A 2.5200 . 2_655 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)
#
O3 H3A N2 0.8400 1.9000 2.645(5) 147.00 . yes
C8 H8 O3 0.9500 2.2100 2.863(6) 125.00 . yes
C10 H10 O1 1.0000 2.2500 2.803(6) 113.00 . yes
C16 H16 O3 0.9500 2.4300 2.844(5) 106.00 . 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_22juldm
_database_code_depnum_ccdc_archive 'CCDC 1044353'
_audit_update_record             
;
2015-01-20 deposited with the CCDC.
2015-06-18 downloaded from the CCDC.
;

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

# 5. CHEMICAL DATA

_chemical_name_systematic        
;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H30 Br Cl N2 O3'
# 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 H30 Br Cl N2 O3'
_chemical_formula_iupac          ?
_chemical_formula_weight         581.91
_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'
Br Br -0.2901 2.4595 '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                   7.799(3)
_cell_length_b                   13.077(5)
_cell_length_c                   14.674(6)
_cell_angle_alpha                102.019(6)
_cell_angle_beta                 102.584(7)
_cell_angle_gamma                105.196(6)
_cell_volume                     1352.5(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1920
_cell_measurement_theta_min      2.5359
_cell_measurement_theta_max      26.7153
_cell_special_details            
;
;

_exptl_crystal_description       ?
_exptl_crystal_colour            ?

_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?

_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.429
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             600
_exptl_absorpt_coefficient_mu    1.653
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

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


# 7. EXPERIMENTAL DATA

_exptl_special_details           
;
;
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD Area Detector'
_diffrn_measurement_device       'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?

_diffrn_reflns_number            8938
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_av_sigmaI/netI    0.0778
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.54
_diffrn_reflns_theta_max         28.34
_reflns_number_total             6414
_reflns_number_gt                4796
_reflns_threshold_expression     >2sigma(I)



_diffrn_measured_fraction_theta_max 0.948
_diffrn_reflns_theta_full        28.34
_diffrn_measured_fraction_theta_full 0.948

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 1990)'
_computing_publication_material  'SHELXTL/PC (Sheldrick, 1990)'




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

# 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. 
;

_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)+(0.1195P)²+7.3279P] 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     SHELXL
_refine_ls_extinction_coef       0.007(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6414
_refine_ls_number_parameters     339
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1044
_refine_ls_R_factor_gt           0.0695
_refine_ls_wR_factor_ref         0.2572
_refine_ls_wR_factor_gt          0.1708
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_restrained_S_all      1.103
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.360
_refine_diff_density_min         -1.304
_refine_diff_density_rms         0.218

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

# 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
Br1 Br Uani 0.73637(8) 0.57871(5) 0.15398(4) 1.000 0.0262(2) . .
Cl2 Cl Uani 1.3340(2) 0.64440(14) 1.03410(11) 1.000 0.0299(4) . .
O1 O Uani 0.8178(6) 0.9831(3) 0.6736(3) 1.000 0.0245(12) . .
O2 O Uani 0.7178(6) 0.7950(3) 0.8753(3) 1.000 0.0245(12) . .
O3 O Uani 1.0113(6) 0.6456(3) 0.6918(3) 1.000 0.0217(12) . .
N1 N Uani 0.7795(7) 0.9273(4) 0.5094(4) 1.000 0.0221(12) . .
N2 N Uani 0.7592(7) 0.4450(4) 0.6620(4) 1.000 0.0249(16) . .
C1 C Uani 0.8287(8) 0.6770(5) 0.3576(4) 1.000 0.0214(16) . .
C2 C Uani 0.7688(9) 0.6913(5) 0.2671(5) 1.000 0.0257(17) . .
C3 C Uani 0.7239(8) 0.7878(5) 0.2568(4) 1.000 0.0224(17) . .
C4 C Uani 0.7327(8) 0.8653(5) 0.3365(5) 1.000 0.0234(17) . .
C5 C Uani 0.7843(8) 0.8506(5) 0.4313(4) 1.000 0.0231(17) . .
C6 C Uani 0.8244(8) 0.9101(5) 0.5947(4) 1.000 0.0212(17) . .
C7 C Uani 0.8834(7) 0.8203(5) 0.6159(4) 1.000 0.0192(17) . .
C8 C Uani 0.8914(8) 0.7448(5) 0.5369(4) 1.000 0.0179(17) . .
C9 C Uani 0.8360(8) 0.7578(5) 0.4412(4) 1.000 0.0205(17) . .
C10 C Uani 0.9374(8) 0.8164(5) 0.7208(4) 1.000 0.0211(17) . .
C11 C Uani 1.1358(8) 0.8900(5) 0.7730(4) 1.000 0.0205(17) . .
C12 C Uani 1.1754(9) 0.9698(5) 0.8611(4) 1.000 0.0218(17) . .
C13 C Uani 1.3559(9) 1.0367(5) 0.9107(5) 1.000 0.0263(17) . .
C14 C Uani 1.5006(8) 1.0256(5) 0.8725(5) 1.000 0.0276(19) . .
C15 C Uani 1.4640(8) 0.9461(5) 0.7857(5) 1.000 0.0241(17) . .
C16 C Uani 1.2833(8) 0.8803(5) 0.7348(5) 1.000 0.0225(17) . .
C17 C Uani 0.8976(8) 0.6978(5) 0.7351(4) 1.000 0.0201(17) . .
C18 C Uani 0.6907(8) 0.6264(5) 0.6831(4) 1.000 0.0224(17) . .
C19 C Uani 0.5470(8) 0.6789(5) 0.7084(5) 1.000 0.0258(17) . .
C20 C Uani 0.5504(9) 0.7086(5) 0.8136(5) 1.000 0.0287(19) . .
C21 C Uani 0.8615(8) 0.7560(5) 0.9086(4) 1.000 0.0216(17) . .
C22 C Uani 0.9172(9) 0.7682(5) 1.0077(5) 1.000 0.0279(17) . .
C23 C Uani 1.0608(8) 0.7356(5) 1.0475(4) 1.000 0.0232(17) . .
C24 C Uani 1.1493(9) 0.6872(5) 0.9855(5) 1.000 0.0258(17) . .
C25 C Uani 1.0943(8) 0.6743(5) 0.8861(4) 1.000 0.0222(17) . .
C26 C Uani 0.9506(8) 0.7095(5) 0.8452(4) 1.000 0.0226(17) . .
C27 C Uani 0.6504(8) 0.5119(5) 0.7012(5) 1.000 0.0228(17) . .
C28 C Uani 0.6861(10) 0.3989(6) 0.5567(5) 1.000 0.0332(19) . .
C29 C Uani 0.7584(9) 0.3565(6) 0.7079(5) 1.000 0.0314(19) . .
C30 C Uani 0.7620(10) 1.0742(5) 0.6549(5) 1.000 0.0285(19) . .
H1 H Uiso 0.86460 0.61430 0.36400 1.000 0.0260 calc R
H3 H Uiso 0.68770 0.79780 0.19400 1.000 0.0270 calc R
H3A H Uiso 0.96440 0.57670 0.67830 1.000 0.0330 calc R
H4 H Uiso 0.70440 0.93000 0.32930 1.000 0.0280 calc R
H8 H Uiso 0.93330 0.68460 0.54590 1.000 0.0220 calc R
H10 H Uiso 0.85780 0.85080 0.75320 1.000 0.0250 calc R
H12 H Uiso 1.07720 0.97820 0.88740 1.000 0.0270 calc R
H13 H Uiso 1.38090 1.09020 0.97080 1.000 0.0320 calc R
H14 H Uiso 1.62410 1.07240 0.90580 1.000 0.0330 calc R
H15 H Uiso 1.56330 0.93670 0.76090 1.000 0.0290 calc R
H16 H Uiso 1.25890 0.82830 0.67380 1.000 0.0270 calc R
H18 H Uiso 0.67260 0.61420 0.61160 1.000 0.0270 calc R
H19A H Uiso 0.56400 0.74680 0.68680 1.000 0.0310 calc R
H19B H Uiso 0.42210 0.62730 0.66990 1.000 0.0310 calc R
H20A H Uiso 0.44210 0.73280 0.81900 1.000 0.0340 calc R
H20B H Uiso 0.53850 0.64200 0.83690 1.000 0.0340 calc R
H22 H Uiso 0.85410 0.79990 1.04840 1.000 0.0330 calc R
H23 H Uiso 1.10030 0.74530 1.11560 1.000 0.0280 calc R
H25 H Uiso 1.15610 0.64090 0.84560 1.000 0.0270 calc R
H27A H Uiso 0.67760 0.52160 0.77220 1.000 0.0270 calc R
H27B H Uiso 0.51660 0.47050 0.67130 1.000 0.0270 calc R
H28A H Uiso 0.76130 0.35590 0.53320 1.000 0.0500 calc R
H28B H Uiso 0.69030 0.45900 0.52610 1.000 0.0500 calc R
H28C H Uiso 0.55740 0.35080 0.54000 1.000 0.0500 calc R
H29A H Uiso 0.63170 0.30520 0.68960 1.000 0.0470 calc R
H29B H Uiso 0.80330 0.38780 0.77880 1.000 0.0470 calc R
H29C H Uiso 0.83950 0.31690 0.68630 1.000 0.0470 calc R
H30A H Uiso 0.84230 1.11270 0.62130 1.000 0.0430 calc R
H30B H Uiso 0.77240 1.12530 0.71660 1.000 0.0430 calc R
H30C H Uiso 0.63300 1.04710 0.61380 1.000 0.0430 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
Br1 C2 1.895(7) . . yes
Cl2 C24 1.743(7) . . yes
O1 C6 1.359(7) . . yes
O1 C30 1.428(8) . . yes
O2 C20 1.444(8) . . yes
O2 C21 1.386(8) . . yes
O3 C17 1.428(8) . . yes
O3 H3A 0.8400 . . no
N1 C6 1.307(8) . . yes
N1 C5 1.371(8) . . yes
N2 C27 1.486(9) . . yes
N2 C29 1.455(9) . . yes
N2 C28 1.457(9) . . yes
C1 C9 1.422(8) . . no
C1 C2 1.377(9) . . no
C2 C3 1.423(9) . . no
C3 C4 1.354(9) . . no
C4 C5 1.429(9) . . no
C5 C9 1.400(9) . . no
C6 C7 1.436(9) . . no
C7 C10 1.520(8) . . no
C7 C8 1.382(8) . . no
C8 C9 1.436(8) . . no
C10 C11 1.518(9) . . no
C10 C17 1.568(9) . . no
C11 C12 1.397(8) . . no
C11 C16 1.408(9) . . no
C12 C13 1.386(10) . . no
C13 C14 1.392(10) . . no
C14 C15 1.385(10) . . no
C15 C16 1.387(10) . . no
C17 C18 1.560(9) . . no
C17 C26 1.542(8) . . no
C18 C19 1.531(9) . . no
C18 C27 1.538(9) . . no
C19 C20 1.504(10) . . no
C21 C26 1.409(9) . . no
C21 C22 1.386(9) . . no
C22 C23 1.359(10) . . no
C23 C24 1.403(9) . . no
C24 C25 1.388(9) . . no
C25 C26 1.386(9) . . no
C1 H1 0.9500 . . no
C3 H3 0.9500 . . no
C4 H4 0.9500 . . no
C8 H8 0.9500 . . no
C10 H10 1.0000 . . no
C12 H12 0.9500 . . no
C13 H13 0.9500 . . no
C14 H14 0.9500 . . no
C15 H15 0.9500 . . no
C16 H16 0.9500 . . no
C18 H18 1.0000 . . no
C19 H19A 0.9900 . . no
C19 H19B 0.9900 . . no
C20 H20A 0.9900 . . no
C20 H20B 0.9900 . . no
C22 H22 0.9500 . . no
C23 H23 0.9500 . . no
C25 H25 0.9500 . . no
C27 H27A 0.9900 . . no
C27 H27B 0.9900 . . no
C28 H28A 0.9800 . . no
C28 H28B 0.9800 . . no
C28 H28C 0.9800 . . no
C29 H29A 0.9800 . . no
C29 H29B 0.9800 . . no
C29 H29C 0.9800 . . no
C30 H30A 0.9800 . . no
C30 H30B 0.9800 . . no
C30 H30C 0.9800 . . 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
C6 O1 C30 115.7(5) . . . yes
C20 O2 C21 113.4(5) . . . yes
C17 O3 H3A 110.00 . . . no
C5 N1 C6 117.1(5) . . . yes
C27 N2 C28 111.6(6) . . . yes
C28 N2 C29 109.9(5) . . . yes
C27 N2 C29 109.9(5) . . . yes
C2 C1 C9 118.9(6) . . . no
Br1 C2 C3 119.2(5) . . . yes
C1 C2 C3 121.0(6) . . . no
Br1 C2 C1 119.8(5) . . . yes
C2 C3 C4 120.0(6) . . . no
C3 C4 C5 120.6(6) . . . no
N1 C5 C4 118.8(6) . . . yes
N1 C5 C9 122.2(5) . . . yes
C4 C5 C9 118.9(5) . . . no
O1 C6 C7 114.4(5) . . . yes
N1 C6 C7 126.7(6) . . . yes
O1 C6 N1 118.9(6) . . . yes
C6 C7 C8 115.6(5) . . . no
C8 C7 C10 125.1(6) . . . no
C6 C7 C10 119.2(5) . . . no
C7 C8 C9 119.6(6) . . . no
C1 C9 C8 121.0(6) . . . no
C5 C9 C8 118.6(5) . . . no
C1 C9 C5 120.4(5) . . . no
C7 C10 C11 110.5(5) . . . no
C11 C10 C17 112.7(5) . . . no
C7 C10 C17 115.4(5) . . . no
C10 C11 C12 120.0(6) . . . no
C12 C11 C16 118.4(6) . . . no
C10 C11 C16 121.6(5) . . . no
C11 C12 C13 120.9(6) . . . no
C12 C13 C14 120.1(6) . . . no
C13 C14 C15 119.8(6) . . . no
C14 C15 C16 120.4(6) . . . no
C11 C16 C15 120.3(6) . . . no
O3 C17 C10 108.1(5) . . . yes
O3 C17 C18 108.0(5) . . . yes
C10 C17 C18 110.9(5) . . . no
C10 C17 C26 108.3(5) . . . no
C18 C17 C26 112.0(5) . . . no
O3 C17 C26 109.4(5) . . . yes
C17 C18 C27 110.7(5) . . . no
C19 C18 C27 109.7(5) . . . no
C17 C18 C19 115.4(5) . . . no
C18 C19 C20 117.0(6) . . . no
O2 C20 C19 113.0(6) . . . yes
O2 C21 C26 121.6(5) . . . yes
C22 C21 C26 121.7(6) . . . no
O2 C21 C22 116.8(6) . . . yes
C21 C22 C23 121.0(6) . . . no
C22 C23 C24 118.3(6) . . . no
Cl2 C24 C23 119.6(5) . . . yes
C23 C24 C25 121.2(6) . . . no
Cl2 C24 C25 119.3(5) . . . yes
C24 C25 C26 120.9(6) . . . no
C17 C26 C21 123.4(6) . . . no
C21 C26 C25 117.0(5) . . . no
C17 C26 C25 119.6(5) . . . no
N2 C27 C18 114.1(5) . . . yes
C2 C1 H1 120.00 . . . no
C9 C1 H1 121.00 . . . no
C2 C3 H3 120.00 . . . no
C4 C3 H3 120.00 . . . no
C3 C4 H4 120.00 . . . no
C5 C4 H4 120.00 . . . no
C7 C8 H8 120.00 . . . no
C9 C8 H8 120.00 . . . no
C7 C10 H10 106.00 . . . no
C11 C10 H10 106.00 . . . no
C17 C10 H10 106.00 . . . no
C11 C12 H12 120.00 . . . no
C13 C12 H12 120.00 . . . no
C12 C13 H13 120.00 . . . no
C14 C13 H13 120.00 . . . no
C13 C14 H14 120.00 . . . no
C15 C14 H14 120.00 . . . no
C14 C15 H15 120.00 . . . no
C16 C15 H15 120.00 . . . no
C11 C16 H16 120.00 . . . no
C15 C16 H16 120.00 . . . no
C17 C18 H18 107.00 . . . no
C19 C18 H18 107.00 . . . no
C27 C18 H18 107.00 . . . no
C18 C19 H19A 108.00 . . . no
C18 C19 H19B 108.00 . . . no
C20 C19 H19A 108.00 . . . no
C20 C19 H19B 108.00 . . . no
H19A C19 H19B 107.00 . . . no
O2 C20 H20A 109.00 . . . no
O2 C20 H20B 109.00 . . . no
C19 C20 H20A 109.00 . . . no
C19 C20 H20B 109.00 . . . no
H20A C20 H20B 108.00 . . . no
C21 C22 H22 119.00 . . . no
C23 C22 H22 120.00 . . . no
C22 C23 H23 121.00 . . . no
C24 C23 H23 121.00 . . . no
C24 C25 H25 120.00 . . . no
C26 C25 H25 120.00 . . . no
N2 C27 H27A 109.00 . . . no
N2 C27 H27B 109.00 . . . no
C18 C27 H27A 109.00 . . . no
C18 C27 H27B 109.00 . . . no
H27A C27 H27B 108.00 . . . no
N2 C28 H28A 110.00 . . . no
N2 C28 H28B 109.00 . . . no
N2 C28 H28C 109.00 . . . no
H28A C28 H28B 109.00 . . . no
H28A C28 H28C 109.00 . . . no
H28B C28 H28C 109.00 . . . no
N2 C29 H29A 109.00 . . . no
N2 C29 H29B 109.00 . . . no
N2 C29 H29C 110.00 . . . no
H29A C29 H29B 109.00 . . . no
H29A C29 H29C 109.00 . . . no
H29B C29 H29C 109.00 . . . no
O1 C30 H30A 109.00 . . . no
O1 C30 H30B 110.00 . . . no
O1 C30 H30C 109.00 . . . no
H30A C30 H30B 109.00 . . . no
H30A C30 H30C 109.00 . . . no
H30B C30 H30C 110.00 . . . 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
C30 O1 C6 N1 -0.4(9) . . . . no
C30 O1 C6 C7 179.2(6) . . . . no
C20 O2 C21 C26 68.6(8) . . . . no
C21 O2 C20 C19 -86.7(6) . . . . no
C20 O2 C21 C22 -113.4(6) . . . . no
C5 N1 C6 O1 -178.7(6) . . . . no
C6 N1 C5 C4 178.8(6) . . . . no
C6 N1 C5 C9 -0.5(9) . . . . no
C5 N1 C6 C7 1.8(10) . . . . no
C29 N2 C27 C18 161.9(5) . . . . no
C28 N2 C27 C18 -76.0(7) . . . . no
C2 C1 C9 C8 177.9(6) . . . . no
C9 C1 C2 Br1 -174.3(5) . . . . no
C9 C1 C2 C3 3.3(10) . . . . no
C2 C1 C9 C5 -0.5(10) . . . . no
C1 C2 C3 C4 -2.6(10) . . . . no
Br1 C2 C3 C4 175.0(5) . . . . no
C2 C3 C4 C5 -0.9(10) . . . . no
C3 C4 C5 C9 3.6(10) . . . . no
C3 C4 C5 N1 -175.7(6) . . . . no
C4 C5 C9 C1 -2.9(10) . . . . no
N1 C5 C9 C1 176.3(6) . . . . no
N1 C5 C9 C8 -2.0(10) . . . . no
C4 C5 C9 C8 178.7(6) . . . . no
N1 C6 C7 C10 177.6(6) . . . . no
O1 C6 C7 C10 -1.9(8) . . . . no
N1 C6 C7 C8 -0.5(10) . . . . no
O1 C6 C7 C8 -180.0(6) . . . . no
C6 C7 C10 C11 -82.0(7) . . . . no
C6 C7 C10 C17 148.7(6) . . . . no
C8 C7 C10 C11 95.9(7) . . . . no
C10 C7 C8 C9 179.9(6) . . . . no
C8 C7 C10 C17 -33.4(9) . . . . no
C6 C7 C8 C9 -2.1(9) . . . . no
C7 C8 C9 C1 -175.0(6) . . . . no
C7 C8 C9 C5 3.3(9) . . . . no
C17 C10 C11 C12 -102.1(7) . . . . no
C17 C10 C11 C16 78.0(7) . . . . no
C7 C10 C11 C16 -52.7(8) . . . . no
C11 C10 C17 C18 178.2(5) . . . . no
C11 C10 C17 C26 54.8(7) . . . . no
C7 C10 C11 C12 127.2(6) . . . . no
C11 C10 C17 O3 -63.6(6) . . . . no
C7 C10 C17 C26 -177.0(5) . . . . no
C7 C10 C17 C18 -53.7(7) . . . . no
C7 C10 C17 O3 64.6(7) . . . . no
C16 C11 C12 C13 -1.1(10) . . . . no
C10 C11 C12 C13 179.0(6) . . . . no
C12 C11 C16 C15 2.3(10) . . . . no
C10 C11 C16 C15 -177.8(6) . . . . no
C11 C12 C13 C14 0.6(10) . . . . no
C12 C13 C14 C15 -1.2(10) . . . . no
C13 C14 C15 C16 2.4(10) . . . . no
C14 C15 C16 C11 -3.0(10) . . . . no
O3 C17 C18 C19 -170.5(5) . . . . no
O3 C17 C26 C21 -178.8(6) . . . . no
O3 C17 C18 C27 64.2(6) . . . . no
C26 C17 C18 C27 -56.3(7) . . . . no
C10 C17 C26 C25 -115.7(7) . . . . no
O3 C17 C26 C25 2.0(8) . . . . no
C10 C17 C26 C21 63.6(8) . . . . no
C26 C17 C18 C19 68.9(7) . . . . no
C10 C17 C18 C27 -177.5(5) . . . . no
C18 C17 C26 C21 -59.1(8) . . . . no
C18 C17 C26 C25 121.7(6) . . . . no
C10 C17 C18 C19 -52.2(7) . . . . no
C17 C18 C27 N2 -62.3(7) . . . . no
C19 C18 C27 N2 169.3(5) . . . . no
C27 C18 C19 C20 66.3(7) . . . . no
C17 C18 C19 C20 -59.5(7) . . . . no
C18 C19 C20 O2 65.7(7) . . . . no
C26 C21 C22 C23 0.1(10) . . . . no
O2 C21 C26 C17 -0.1(10) . . . . no
C22 C21 C26 C17 -177.9(6) . . . . no
C22 C21 C26 C25 1.3(10) . . . . no
O2 C21 C26 C25 179.2(6) . . . . no
O2 C21 C22 C23 -177.9(6) . . . . no
C21 C22 C23 C24 -1.2(10) . . . . no
C22 C23 C24 C25 1.0(10) . . . . no
C22 C23 C24 Cl2 -180.0(5) . . . . no
Cl2 C24 C25 C26 -178.6(5) . . . . no
C23 C24 C25 C26 0.4(10) . . . . no
C24 C25 C26 C21 -1.5(10) . . . . no
C24 C25 C26 C17 177.8(6) . . . . 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
Br1 Cl2 3.649(2) . 1_454 no
Br1 C23 3.659(7) . 1_554 no
Br1 Cl2 3.403(2) . 2_766 no
Br1 H20B 3.1600 . 2_666 no
Br1 H25 3.2000 . 2_766 no
Cl2 Br1 3.649(2) . 1_656 no
Cl2 Br1 3.403(2) . 2_766 no
Cl2 H3 3.0800 . 1_656 no
O1 C11 3.241(8) . . no
O2 C15 3.398(8) . 1_455 no
O2 C10 3.140(8) . . no
O3 C16 3.085(8) . . no
O3 C8 2.943(7) . . no
O3 N2 2.717(7) . . no
O3 C28 3.410(9) . . no
O1 H10 2.3300 . . no
O1 H15 2.6000 . 1_455 no
O2 H10 2.4300 . . no
O2 H13 2.8100 . 2_777 no
O3 H8 2.2900 . . no
O3 H16 2.7500 . . no
O3 H25 2.3100 . . no
N2 O3 2.717(7) . . no
N1 H30A 2.4900 . . no
N1 H30C 2.6100 . . no
N2 H3A 1.9500 . . no
C7 C19 3.493(9) . . no
C8 C16 3.474(9) . . no
C8 C18 3.321(9) . . no
C8 O3 2.943(7) . . no
C10 O2 3.140(8) . . no
C11 C21 3.598(9) . . no
C11 C25 3.538(9) . . no
C11 O1 3.241(8) . . no
C12 C26 3.328(9) . . no
C12 C21 3.502(9) . . no
C13 C14 3.470(10) . 2_877 no
C13 C13 3.529(10) . 2_877 no
C14 C13 3.470(10) . 2_877 no
C15 C20 3.431(10) . 1_655 no
C15 O2 3.398(8) . 1_655 no
C16 O3 3.085(8) . . no
C16 C8 3.474(9) . . no
C18 C8 3.321(9) . . no
C19 C7 3.493(9) . . no
C20 C15 3.431(10) . 1_455 no
C21 C11 3.598(9) . . no
C21 C12 3.502(9) . . no
C23 Br1 3.659(7) . 1_556 no
C25 C11 3.538(9) . . no
C26 C12 3.328(9) . . no
C28 O3 3.410(9) . . no
C1 H29C 2.7900 . 2_766 no
C1 H27B 2.7600 . 2_666 no
C2 H29C 3.0200 . 2_766 no
C2 H27B 3.0700 . 2_666 no
C3 H29A 3.0600 . 2_666 no
C4 H29A 3.0100 . 2_666 no
C7 H18 2.7400 . . no
C7 H19A 2.9200 . . no
C7 H16 2.8300 . . no
C8 H18 2.6600 . . no
C8 H16 2.8900 . . no
C9 H30A 3.0700 . 2_776 no
C10 H19A 2.7100 . . no
C13 H22 3.0600 . 2_777 no
C13 H3 2.9500 . 2_776 no
C15 H20A 2.9000 . 1_655 no
C15 H4 2.9100 . 2_776 no
C15 H19A 3.0800 . 1_655 no
C16 H20A 2.8900 . 1_655 no
C16 H4 2.8200 . 2_776 no
C17 H8 2.8200 . . no
C18 H28B 2.8300 . . no
C19 H10 2.6800 . . no
C20 H27A 2.8700 . . no
C20 H10 3.0400 . . no
C21 H12 3.0700 . . no
C21 H10 2.8100 . . no
C21 H27A 3.0600 . . no
C23 H14 2.8500 . 2_877 no
C24 H14 3.0500 . 2_877 no
C25 H20A 3.0500 . 1_655 no
C25 H3A 2.8800 . . no
C26 H20B 3.0700 . . no
C26 H27A 2.6200 . . no
C27 H3A 2.4900 . . no
C27 H20B 2.7800 . . no
C28 H3A 2.6900 . . no
C28 H18 2.8000 . . no
C29 H3A 3.0800 . . no
C29 H30B 3.0800 . 1_545 no
C30 H15 2.9700 . 1_455 no
C30 H29C 2.9900 . 1_565 no
H1 H8 2.5200 . . no
H1 H29C 2.5700 . 2_766 no
H3 Cl2 3.0800 . 1_454 no
H3 C13 2.9500 . 2_776 no
H3A N2 1.9500 . . no
H3A C25 2.8800 . . no
H3A C27 2.4900 . . no
H3A C28 2.6900 . . no
H3A C29 3.0800 . . no
H3A H18 2.4900 . . no
H3A H25 2.4200 . . no
H3A H28B 2.5900 . . no
H4 C15 2.9100 . 2_776 no
H4 C16 2.8200 . 2_776 no
H8 O3 2.2900 . . no
H8 C17 2.8200 . . no
H8 H1 2.5200 . . no
H8 H18 2.4800 . . no
H10 O1 2.3300 . . no
H10 O2 2.4300 . . no
H10 C19 2.6800 . . no
H10 C20 3.0400 . . no
H10 C21 2.8100 . . no
H10 H12 2.2900 . . no
H10 H19A 2.2100 . . no
H12 C21 3.0700 . . no
H12 H10 2.2900 . . no
H13 O2 2.8100 . 2_777 no
H14 C23 2.8500 . 2_877 no
H14 C24 3.0500 . 2_877 no
H15 O1 2.6000 . 1_655 no
H15 C30 2.9700 . 1_655 no
H15 H19A 2.5000 . 1_655 no
H16 O3 2.7500 . . no
H16 C7 2.8300 . . no
H16 C8 2.8900 . . no
H18 C7 2.7400 . . no
H18 C8 2.6600 . . no
H18 C28 2.8000 . . no
H18 H3A 2.4900 . . no
H18 H8 2.4800 . . no
H18 H28B 2.2100 . . no
H19A C7 2.9200 . . no
H19A C10 2.7100 . . no
H19A C15 3.0800 . 1_455 no
H19A H10 2.2100 . . no
H19A H15 2.5000 . 1_455 no
H19B H27B 2.3600 . . no
H20A C15 2.9000 . 1_455 no
H20A C16 2.8900 . 1_455 no
H20A C25 3.0500 . 1_455 no
H20A H25 2.4000 . 1_455 no
H20B C26 3.0700 . . no
H20B C27 2.7800 . . no
H20B H27A 2.3000 . . no
H20B Br1 3.1600 . 2_666 no
H22 C13 3.0600 . 2_777 no
H23 H30B 2.5000 . 2_777 no
H25 O3 2.3100 . . no
H25 H3A 2.4200 . . no
H25 H20A 2.4000 . 1_655 no
H25 Br1 3.2000 . 2_766 no
H27A C20 2.8700 . . no
H27A C21 3.0600 . . no
H27A C26 2.6200 . . no
H27A H20B 2.3000 . . no
H27A H29B 2.2300 . . no
H27B H19B 2.3600 . . no
H27B H28C 2.3500 . . no
H27B H29A 2.5900 . . no
H27B C1 2.7600 . 2_666 no
H27B C2 3.0700 . 2_666 no
H28A H29C 2.3900 . . no
H28B C18 2.8300 . . no
H28B H3A 2.5900 . . no
H28B H18 2.2100 . . no
H28C H27B 2.3500 . . no
H28C H29A 2.3800 . . no
H29A H27B 2.5900 . . no
H29A H28C 2.3800 . . no
H29A C3 3.0600 . 2_666 no
H29A C4 3.0100 . 2_666 no
H29B H27A 2.2300 . . no
H29C C30 2.9900 . 1_545 no
H29C H28A 2.3900 . . no
H29C H30B 2.5700 . 1_545 no
H29C C1 2.7900 . 2_766 no
H29C C2 3.0200 . 2_766 no
H29C H1 2.5700 . 2_766 no
H30A N1 2.4900 . . no
H30A C9 3.0700 . 2_776 no
H30B C29 3.0800 . 1_565 no
H30B H29C 2.5700 . 1_565 no
H30B H23 2.5000 . 2_777 no
H30C N1 2.6100 . . 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)
#
O3 H3A N2 0.8400 1.9500 2.717(7) 151.00 . yes
C8 H8 O3 0.9500 2.2900 2.943(7) 125.00 . yes
C10 H10 O1 1.0000 2.3300 2.741(8) 104.00 . yes
C10 H10 O2 1.0000 2.4300 3.140(8) 127.00 . yes
C15 H15 O1 0.9500 2.6000 3.488(8) 156.00 1_655 yes
C25 H25 O3 0.9500 2.3100 2.704(7) 104.00 . 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_s006-149
_database_code_depnum_ccdc_archive 'CCDC 1044354'
_audit_update_record             
;
2015-01-20 deposited with the CCDC.
2015-06-18 downloaded from the CCDC.
;

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

# 5. CHEMICAL DATA

_chemical_name_systematic        
;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H33 Cl N2 O4'
# 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            'C31 H33 Cl N2 O4'
_chemical_formula_iupac          ?
_chemical_formula_weight         533.04
_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                   10.198(2)
_cell_length_b                   12.405(2)
_cell_length_c                   12.423(2)
_cell_angle_alpha                79.72(2)
_cell_angle_beta                 70.82(2)
_cell_angle_gamma                72.77(2)
_cell_volume                     1412.0(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    293
_cell_measurement_reflns_used    52
_cell_measurement_theta_min      6.937
_cell_measurement_theta_max      24.903
_cell_special_details            
;
;

_exptl_crystal_description       ' '
_exptl_crystal_colour            ?

_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_size_rad          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             564
_exptl_absorpt_coefficient_mu    0.173
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
#===============================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           
;
;
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker P4 diffractometer'
_diffrn_measurement_method       θ-2θ
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         3
_diffrn_standards_interval_count 97
_diffrn_standards_interval_time  60
_diffrn_standards_decay_%        0


_diffrn_reflns_number            3023
_diffrn_reflns_av_R_equivalents  0.0173
_diffrn_reflns_av_sigmaI/netI    0.0280
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.19
_diffrn_reflns_theta_max         24.99
_reflns_number_total             2114
_reflns_number_gt                1623
_reflns_threshold_expression     >2sigma(I)
_diffrn_measured_fraction_theta_max 0.426
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.426

_computing_data_collection       'XSCANS (Siemens, 1996)'
_computing_cell_refinement       'XSCANS (Siemens, 1996)'
_computing_data_reduction        'XSCANS (Siemens, 1996)'
_computing_structure_solution    'SHELXTL (Bruker, 1997)'
_computing_structure_refinement  'SHELXTL (Bruker, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  'SHELXTL (Bruker, 1997)'

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

# 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)+(0.0417P)²+0.8793P] 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         2114
_refine_ls_number_parameters     348
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0562
_refine_ls_R_factor_gt           0.0383
_refine_ls_wR_factor_ref         0.1131
_refine_ls_wR_factor_gt          0.0889
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

_refine_diff_density_max         0.115
_refine_diff_density_min         -0.178
_refine_diff_density_rms         0.030

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

# 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
Cl1 Cl Uani 0.3353(2) 0.78376(8) 0.83600(10) 1.000 0.0859(10) . .
O1 O Uani 0.9780(5) 0.2932(2) 0.9772(2) 1.000 0.060(2) . .
O2 O Uani 1.2656(5) 0.16804(18) 0.7675(2) 1.000 0.054(2) . .
O3 O Uani 0.9153(5) 0.30270(19) 0.61073(19) 1.000 0.049(2) . .
O4 O Uani 1.3936(8) 0.5120(3) 0.6440(3) 1.000 0.074(3) . .
N1 N Uani 0.8077(6) 0.4622(3) 0.9881(2) 1.000 0.052(3) . .
N2 N Uani 1.0955(6) 0.2157(3) 0.4180(2) 1.000 0.052(2) . .
C1 C Uani 0.5380(7) 0.5863(3) 0.8318(3) 1.000 0.049(3) . .
C2 C Uani 0.4734(7) 0.6868(3) 0.8814(3) 1.000 0.053(3) . .
C3 C Uani 0.5177(8) 0.7133(3) 0.9655(4) 1.000 0.065(4) . .
C4 C Uani 0.6268(8) 0.6390(3) 0.9996(3) 1.000 0.062(3) . .
C5 C Uani 0.6997(7) 0.5346(3) 0.9509(3) 1.000 0.046(3) . .
C6 C Uani 0.8720(7) 0.3673(3) 0.9398(3) 1.000 0.050(3) . .
C7 C Uani 0.8383(7) 0.3339(3) 0.8500(3) 1.000 0.037(3) . .
C8 C Uani 0.7281(7) 0.4053(3) 0.8163(3) 1.000 0.045(3) . .
C9 C Uani 0.6525(7) 0.5098(3) 0.8656(3) 1.000 0.039(3) . .
C10 C Uani 0.9262(6) 0.2210(3) 0.7991(3) 1.000 0.040(3) . .
C11 C Uani 0.8304(9) 0.1409(3) 0.8218(4) 1.000 0.035(4) . .
C12 C Uani 0.7330(10) 0.1509(4) 0.7625(5) 1.000 0.048(5) . .
C13 C Uani 0.6430(8) 0.0786(4) 0.7901(4) 1.000 0.074(4) . .
C14 C Uani 0.6500(12) -0.0063(4) 0.8781(6) 1.000 0.084(5) . .
C15 C Uani 0.7459(11) -0.0176(4) 0.9372(5) 1.000 0.072(5) . .
C16 C Uani 0.8354(7) 0.0550(3) 0.9098(3) 1.000 0.060(3) . .
C17 C Uani 1.0141(7) 0.2418(3) 0.6724(3) 1.000 0.040(3) . .
C18 C Uani 1.0959(6) 0.1277(3) 0.6174(3) 1.000 0.042(3) . .
C19 C Uani 1.1906(10) 0.0412(4) 0.6828(4) 1.000 0.050(5) . .
C20 C Uani 1.3154(11) 0.0756(4) 0.6969(4) 1.000 0.061(6) . .
C21 C Uani 1.2331(11) 0.2758(4) 0.7096(4) 1.000 0.041(4) . .
C22 C Uani 1.3240(8) 0.3426(3) 0.7021(3) 1.000 0.050(4) . .
C23 C Uani 1.2975(14) 0.4534(5) 0.6505(4) 1.000 0.054(6) . .
C24 C Uani 1.1807(12) 0.4928(4) 0.6084(4) 1.000 0.059(5) . .
C25 C Uani 1.0928(9) 0.4243(3) 0.6171(3) 1.000 0.058(4) . .
C26 C Uani 1.1167(10) 0.3128(3) 0.6665(3) 1.000 0.035(5) . .
C27 C Uani 1.1851(7) 0.1495(3) 0.4917(3) 1.000 0.054(3) . .
C28 C Uani 1.0261(8) 0.1461(4) 0.3831(4) 1.000 0.081(4) . .
C29 C Uani 1.1806(7) 0.2734(4) 0.3178(3) 1.000 0.091(4) . .
C30 C Uani 1.3773(8) 0.6235(3) 0.5836(4) 1.000 0.099(4) . .
C31 C Uani 1.0088(8) 0.3219(4) 1.0726(4) 1.000 0.086(5) . .
H1 H Uiso 0.50600 0.56920 0.77650 1.000 0.0590 calc R
H3 H Uiso 0.47280 0.78170 0.99830 1.000 0.0780 calc R
H3A H Uiso 0.95130 0.29180 0.54280 1.000 0.0740 calc R
H4 H Uiso 0.65490 0.65700 1.05680 1.000 0.0740 calc R
H8 H Uiso 0.70070 0.38600 0.75950 1.000 0.0540 calc R
H10 H Uiso 0.99630 0.18610 0.84160 1.000 0.0480 calc R
H12 H Uiso 0.72760 0.20750 0.70280 1.000 0.0570 calc R
H13 H Uiso 0.57820 0.08740 0.74920 1.000 0.0900 calc R
H14 H Uiso 0.59030 -0.05500 0.89690 1.000 0.1010 calc R
H15 H Uiso 0.75130 -0.07460 0.99660 1.000 0.0860 calc R
H16 H Uiso 0.89980 0.04580 0.95130 1.000 0.0720 calc R
H18 H Uiso 1.02270 0.09250 0.61510 1.000 0.0500 calc R
H19A H Uiso 1.13000 0.02310 0.75850 1.000 0.0610 calc R
H19B H Uiso 1.22950 -0.02780 0.64400 1.000 0.0610 calc R
H20A H Uiso 1.37420 0.01110 0.73100 1.000 0.0740 calc R
H20B H Uiso 1.37480 0.09760 0.62220 1.000 0.0740 calc R
H22 H Uiso 1.40200 0.31390 0.73130 1.000 0.0600 calc R
H24 H Uiso 1.16120 0.56630 0.57380 1.000 0.0710 calc R
H25 H Uiso 1.01420 0.45360 0.58880 1.000 0.0690 calc R
H27A H Uiso 1.25390 0.19000 0.49020 1.000 0.0650 calc R
H27B H Uiso 1.23850 0.07740 0.46100 1.000 0.0650 calc R
H28A H Uiso 0.96890 0.19240 0.33570 1.000 0.1220 calc R
H28B H Uiso 0.96560 0.11350 0.44970 1.000 0.1220 calc R
H28C H Uiso 1.09800 0.08670 0.34080 1.000 0.1220 calc R
H29A H Uiso 1.25530 0.21800 0.27190 1.000 0.1360 calc R
H29B H Uiso 1.22260 0.32060 0.34270 1.000 0.1360 calc R
H29C H Uiso 1.11950 0.31930 0.27330 1.000 0.1360 calc R
H30A H Uiso 1.37740 0.61900 0.50730 1.000 0.1480 calc R
H30B H Uiso 1.45560 0.65320 0.58050 1.000 0.1480 calc R
H30C H Uiso 1.28830 0.67260 0.62290 1.000 0.1480 calc R
H31A H Uiso 1.04290 0.38920 1.05050 1.000 0.1290 calc R
H31B H Uiso 1.08100 0.26060 1.09460 1.000 0.1290 calc R
H31C H Uiso 0.92300 0.33500 1.13600 1.000 0.1290 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
Cl1 C2 1.739(6) . . yes
O1 C6 1.348(7) . . yes
O1 C31 1.446(7) . . yes
O2 C20 1.437(5) . . yes
O2 C21 1.402(5) . . yes
O3 C17 1.422(7) . . yes
O4 C23 1.358(15) . . yes
O4 C30 1.442(5) . . yes
O3 H3A 0.8200 . . no
N1 C6 1.309(5) . . yes
N1 C5 1.354(8) . . yes
N2 C27 1.478(7) . . yes
N2 C29 1.468(6) . . yes
N2 C28 1.460(9) . . yes
C1 C9 1.401(8) . . no
C1 C2 1.374(5) . . no
C2 C3 1.387(8) . . no
C3 C4 1.353(9) . . no
C4 C5 1.418(5) . . no
C5 C9 1.410(8) . . no
C6 C7 1.427(7) . . no
C7 C10 1.538(5) . . no
C7 C8 1.345(8) . . no
C8 C9 1.425(5) . . no
C10 C11 1.522(9) . . no
C10 C17 1.553(6) . . no
C11 C12 1.386(13) . . no
C11 C16 1.386(6) . . no
C12 C13 1.391(11) . . no
C13 C14 1.380(8) . . no
C14 C15 1.367(15) . . no
C15 C16 1.391(11) . . no
C17 C18 1.561(5) . . no
C17 C26 1.532(11) . . no
C18 C19 1.528(9) . . no
C18 C27 1.549(6) . . no
C19 C20 1.526(15) . . no
C21 C26 1.383(14) . . no
C21 C22 1.388(12) . . no
C22 C23 1.397(7) . . no
C23 C24 1.380(17) . . no
C24 C25 1.376(13) . . no
C25 C26 1.395(5) . . no
C1 H1 0.9300 . . no
C3 H3 0.9300 . . no
C4 H4 0.9300 . . no
C8 H8 0.9300 . . no
C10 H10 0.9800 . . no
C12 H12 0.9300 . . no
C13 H13 0.9300 . . no
C14 H14 0.9300 . . no
C15 H15 0.9300 . . no
C16 H16 0.9300 . . no
C18 H18 0.9800 . . no
C19 H19A 0.9700 . . no
C19 H19B 0.9700 . . no
C20 H20A 0.9700 . . no
C20 H20B 0.9700 . . no
C22 H22 0.9300 . . no
C24 H24 0.9300 . . no
C25 H25 0.9300 . . no
C27 H27A 0.9700 . . no
C27 H27B 0.9700 . . no
C28 H28A 0.9600 . . no
C28 H28B 0.9600 . . no
C28 H28C 0.9600 . . no
C29 H29A 0.9600 . . no
C29 H29B 0.9600 . . no
C29 H29C 0.9600 . . no
C30 H30A 0.9600 . . no
C30 H30B 0.9600 . . no
C30 H30C 0.9600 . . no
C31 H31A 0.9600 . . no
C31 H31B 0.9600 . . no
C31 H31C 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
C6 O1 C31 117.3(3) . . . yes
C20 O2 C21 114.8(3) . . . yes
C23 O4 C30 117.8(7) . . . yes
C17 O3 H3A 109.00 . . . no
C5 N1 C6 117.8(5) . . . yes
C27 N2 C28 112.2(4) . . . yes
C28 N2 C29 110.8(3) . . . yes
C27 N2 C29 110.7(5) . . . yes
C2 C1 C9 119.3(5) . . . no
Cl1 C2 C3 119.3(3) . . . yes
C1 C2 C3 121.4(5) . . . no
Cl1 C2 C1 119.3(4) . . . yes
C2 C3 C4 119.5(4) . . . no
C3 C4 C5 122.1(5) . . . no
N1 C5 C4 120.2(5) . . . yes
N1 C5 C9 122.6(4) . . . yes
C4 C5 C9 117.2(5) . . . no
O1 C6 C7 116.2(3) . . . yes
N1 C6 C7 125.2(5) . . . yes
O1 C6 N1 118.6(5) . . . yes
C6 C7 C8 116.2(4) . . . no
C8 C7 C10 124.3(5) . . . no
C6 C7 C10 119.5(5) . . . no
C7 C8 C9 121.6(5) . . . no
C1 C9 C8 123.0(5) . . . no
C5 C9 C8 116.6(5) . . . no
C1 C9 C5 120.5(4) . . . no
C7 C10 C11 110.2(5) . . . no
C11 C10 C17 116.0(4) . . . no
C7 C10 C17 110.8(3) . . . no
C10 C11 C12 123.9(4) . . . no
C12 C11 C16 117.2(7) . . . no
C10 C11 C16 118.8(7) . . . no
C11 C12 C13 121.7(5) . . . no
C12 C13 C14 120.0(8) . . . no
C13 C14 C15 119.0(8) . . . no
C14 C15 C16 120.9(5) . . . no
C11 C16 C15 121.2(7) . . . no
O3 C17 C10 107.6(5) . . . yes
O3 C17 C18 107.3(4) . . . yes
C10 C17 C18 111.3(3) . . . no
C10 C17 C26 109.2(4) . . . no
C18 C17 C26 111.8(5) . . . no
O3 C17 C26 109.6(4) . . . yes
C17 C18 C27 110.8(3) . . . no
C19 C18 C27 109.9(5) . . . no
C17 C18 C19 115.6(4) . . . no
C18 C19 C20 116.9(5) . . . no
O2 C20 C19 111.6(7) . . . yes
O2 C21 C26 122.1(7) . . . yes
C22 C21 C26 123.1(5) . . . no
O2 C21 C22 114.8(8) . . . yes
C21 C22 C23 119.5(8) . . . no
O4 C23 C22 115.8(10) . . . yes
O4 C23 C24 125.8(6) . . . yes
C22 C23 C24 118.4(10) . . . no
C23 C24 C25 120.6(5) . . . no
C24 C25 C26 122.7(8) . . . no
C17 C26 C21 124.9(4) . . . no
C21 C26 C25 115.6(8) . . . no
C17 C26 C25 119.5(7) . . . no
N2 C27 C18 112.9(5) . . . yes
C2 C1 H1 120.00 . . . no
C9 C1 H1 120.00 . . . no
C2 C3 H3 120.00 . . . no
C4 C3 H3 120.00 . . . no
C3 C4 H4 119.00 . . . no
C5 C4 H4 119.00 . . . no
C7 C8 H8 119.00 . . . no
C9 C8 H8 119.00 . . . no
C7 C10 H10 106.00 . . . no
C11 C10 H10 106.00 . . . no
C17 C10 H10 106.00 . . . no
C11 C12 H12 119.00 . . . no
C13 C12 H12 119.00 . . . no
C12 C13 H13 120.00 . . . no
C14 C13 H13 120.00 . . . no
C13 C14 H14 120.00 . . . no
C15 C14 H14 121.00 . . . no
C14 C15 H15 120.00 . . . no
C16 C15 H15 120.00 . . . no
C11 C16 H16 119.00 . . . no
C15 C16 H16 119.00 . . . no
C17 C18 H18 107.00 . . . no
C19 C18 H18 107.00 . . . no
C27 C18 H18 107.00 . . . no
C18 C19 H19A 108.00 . . . no
C18 C19 H19B 108.00 . . . no
C20 C19 H19A 108.00 . . . no
C20 C19 H19B 108.00 . . . no
H19A C19 H19B 107.00 . . . no
O2 C20 H20A 109.00 . . . no
O2 C20 H20B 109.00 . . . no
C19 C20 H20A 109.00 . . . no
C19 C20 H20B 109.00 . . . no
H20A C20 H20B 108.00 . . . no
C21 C22 H22 120.00 . . . no
C23 C22 H22 120.00 . . . no
C23 C24 H24 120.00 . . . no
C25 C24 H24 120.00 . . . no
C24 C25 H25 119.00 . . . no
C26 C25 H25 119.00 . . . no
N2 C27 H27A 109.00 . . . no
N2 C27 H27B 109.00 . . . no
C18 C27 H27A 109.00 . . . no
C18 C27 H27B 109.00 . . . no
H27A C27 H27B 108.00 . . . no
N2 C28 H28A 109.00 . . . no
N2 C28 H28B 110.00 . . . no
N2 C28 H28C 109.00 . . . no
H28A C28 H28B 109.00 . . . no
H28A C28 H28C 109.00 . . . no
H28B C28 H28C 109.00 . . . no
N2 C29 H29A 109.00 . . . no
N2 C29 H29B 109.00 . . . no
N2 C29 H29C 109.00 . . . no
H29A C29 H29B 110.00 . . . no
H29A C29 H29C 109.00 . . . no
H29B C29 H29C 109.00 . . . no
O4 C30 H30A 110.00 . . . no
O4 C30 H30B 109.00 . . . no
O4 C30 H30C 109.00 . . . no
H30A C30 H30B 109.00 . . . no
H30A C30 H30C 110.00 . . . no
H30B C30 H30C 109.00 . . . no
O1 C31 H31A 109.00 . . . no
O1 C31 H31B 109.00 . . . no
O1 C31 H31C 110.00 . . . no
H31A C31 H31B 109.00 . . . no
H31A C31 H31C 109.00 . . . no
H31B C31 H31C 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
C31 O1 C6 N1 2.8(7) . . . . no
C31 O1 C6 C7 -176.5(5) . . . . no
C20 O2 C21 C26 69.1(8) . . . . no
C21 O2 C20 C19 -84.4(7) . . . . no
C20 O2 C21 C22 -112.6(7) . . . . no
C30 O4 C23 C24 -2.9(8) . . . . no
C30 O4 C23 C22 175.3(4) . . . . no
C6 N1 C5 C4 -179.6(5) . . . . no
C5 N1 C6 C7 0.5(8) . . . . no
C6 N1 C5 C9 1.9(8) . . . . no
C5 N1 C6 O1 -178.8(5) . . . . no
C28 N2 C27 C18 -79.0(4) . . . . no
C29 N2 C27 C18 156.7(4) . . . . no
C2 C1 C9 C5 1.0(8) . . . . no
C2 C1 C9 C8 -178.2(5) . . . . no
C9 C1 C2 C3 -1.0(8) . . . . no
C9 C1 C2 Cl1 177.9(4) . . . . no
Cl1 C2 C3 C4 -178.8(5) . . . . no
C1 C2 C3 C4 0.1(9) . . . . no
C2 C3 C4 C5 0.9(9) . . . . no
C3 C4 C5 N1 -179.5(5) . . . . no
C3 C4 C5 C9 -0.9(8) . . . . no
N1 C5 C9 C8 -2.3(8) . . . . no
N1 C5 C9 C1 178.5(5) . . . . no
C4 C5 C9 C8 179.1(5) . . . . no
C4 C5 C9 C1 -0.1(8) . . . . no
O1 C6 C7 C8 177.0(5) . . . . no
N1 C6 C7 C10 178.3(5) . . . . no
O1 C6 C7 C10 -2.4(7) . . . . no
N1 C6 C7 C8 -2.3(8) . . . . no
C6 C7 C10 C17 -113.9(5) . . . . no
C8 C7 C10 C11 -63.0(6) . . . . no
C6 C7 C10 C11 116.4(6) . . . . no
C6 C7 C8 C9 1.8(8) . . . . no
C8 C7 C10 C17 66.7(8) . . . . no
C10 C7 C8 C9 -178.9(5) . . . . no
C7 C8 C9 C5 0.3(8) . . . . no
C7 C8 C9 C1 179.5(5) . . . . no
C17 C10 C11 C16 131.8(5) . . . . no
C17 C10 C11 C12 -50.9(7) . . . . no
C11 C10 C17 C26 -173.6(5) . . . . no
C7 C10 C17 O3 -59.0(6) . . . . no
C7 C10 C17 C18 -176.3(5) . . . . no
C7 C10 C11 C12 75.9(6) . . . . no
C7 C10 C11 C16 -101.4(5) . . . . no
C11 C10 C17 C18 -49.7(7) . . . . no
C7 C10 C17 C26 59.9(6) . . . . no
C11 C10 C17 O3 67.5(5) . . . . no
C16 C11 C12 C13 0.4(8) . . . . no
C10 C11 C16 C15 177.3(5) . . . . no
C10 C11 C12 C13 -176.9(5) . . . . no
C12 C11 C16 C15 -0.2(7) . . . . no
C11 C12 C13 C14 -0.4(9) . . . . no
C12 C13 C14 C15 0.2(9) . . . . no
C13 C14 C15 C16 0.1(10) . . . . no
C14 C15 C16 C11 -0.1(9) . . . . no
O3 C17 C18 C27 63.4(6) . . . . no
O3 C17 C18 C19 -170.7(5) . . . . no
C10 C17 C26 C21 67.6(6) . . . . no
C18 C17 C26 C21 -55.9(5) . . . . no
C18 C17 C26 C25 125.7(4) . . . . no
C10 C17 C26 C25 -110.8(4) . . . . no
O3 C17 C26 C21 -174.7(4) . . . . no
O3 C17 C26 C25 6.9(5) . . . . no
C10 C17 C18 C27 -179.1(5) . . . . no
C10 C17 C18 C19 -53.2(8) . . . . no
C26 C17 C18 C27 -56.7(6) . . . . no
C26 C17 C18 C19 69.1(6) . . . . no
C17 C18 C19 C20 -62.3(7) . . . . no
C17 C18 C27 N2 -61.6(6) . . . . no
C19 C18 C27 N2 169.5(4) . . . . no
C27 C18 C19 C20 64.0(5) . . . . no
C18 C19 C20 O2 65.9(5) . . . . no
O2 C21 C26 C25 176.3(4) . . . . no
C22 C21 C26 C17 179.7(4) . . . . no
O2 C21 C26 C17 -2.2(7) . . . . no
C26 C21 C22 C23 1.0(7) . . . . no
C22 C21 C26 C25 -1.8(7) . . . . no
O2 C21 C22 C23 -177.2(4) . . . . no
C21 C22 C23 C24 0.0(7) . . . . no
C21 C22 C23 O4 -178.4(4) . . . . no
C22 C23 C24 C25 -0.1(8) . . . . no
O4 C23 C24 C25 178.1(5) . . . . no
C23 C24 C25 C26 -0.9(7) . . . . no
C24 C25 C26 C21 1.8(6) . . . . no
C24 C25 C26 C17 -179.7(4) . . . . 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
Cl1 C19 3.589(6) . 1_465 no
Cl1 C6 3.515(5) . 2_667 no
Cl1 H20A 2.9700 . 1_465 no
O2 C10 3.228(8) . . no
O3 N2 2.670(4) . . no
O3 C12 3.010(8) . . no
O3 C28 3.407(5) . . no
O3 C8 2.882(5) . . no
O4 C30 3.363(6) . 2_866 no
O1 H10 2.2500 . . no
O2 H10 2.5500 . . no
O3 H8 2.4400 . . no
O3 H12 2.4100 . . no
O3 H24 2.7600 . 2_766 no
O3 H25 2.3100 . . no
O4 H1 2.5800 . 1_655 no
O4 H30A 2.7500 . 2_866 no
N2 O3 2.670(4) . . no
N1 H31C 2.5600 . . no
N1 H31A 2.6100 . 2_767 no
N1 H31A 2.6200 . . no
N2 H3A 1.9100 . . no
C1 C5 3.438(7) . 2_667 no
C3 C8 3.477(8) . 2_667 no
C5 C1 3.438(7) . 2_667 no
C6 Cl1 3.515(5) . 2_667 no
C6 C26 3.531(6) . . no
C7 C25 3.464(8) . . no
C8 O3 2.882(5) . . no
C8 C3 3.477(8) . 2_667 no
C8 C12 3.324(7) . . no
C10 O2 3.228(8) . . no
C11 C19 3.451(12) . . no
C12 C8 3.324(7) . . no
C12 C18 3.493(11) . . no
C12 O3 3.010(8) . . no
C14 C14 3.515(13) . 2_657 no
C18 C12 3.493(11) . . no
C19 Cl1 3.589(6) . 1_645 no
C19 C11 3.451(12) . . no
C21 C27 3.586(9) . . no
C25 C7 3.464(8) . . no
C26 C6 3.531(6) . . no
C27 C21 3.586(9) . . no
C28 O3 3.407(5) . . no
C30 O4 3.363(6) . 2_866 no
C1 H29B 3.0500 . 2_766 no
C3 H14 3.0800 . 1_565 no
C5 H31A 3.0400 . 2_767 no
C8 H12 3.0400 . . no
C10 H19A 2.7100 . . no
C11 H8 3.0100 . . no
C11 H18 2.7100 . . no
C11 H19A 2.8800 . . no
C12 H8 2.8300 . . no
C12 H18 2.8700 . . no
C13 H28C 3.0000 . 2_756 no
C14 H14 3.0900 . 2_657 no
C15 H31B 3.0300 . 2_757 no
C16 H19A 2.9300 . . no
C17 H12 2.9700 . . no
C18 H28B 2.8700 . . no
C19 H10 2.7600 . . no
C20 H27A 2.8700 . . no
C20 H13 3.0100 . 1_655 no
C21 H27A 3.0200 . . no
C21 H10 2.8500 . . no
C22 H4 3.0700 . 2_767 no
C24 H30A 2.7500 . . no
C24 H30C 2.8200 . . no
C25 H25 3.0800 . 2_766 no
C25 H3A 2.9100 . . no
C26 H27A 2.6400 . . no
C27 H3A 2.4700 . . no
C27 H20B 2.7800 . . no
C28 H3A 2.6900 . . no
C28 H18 2.8300 . . no
C29 H3A 2.9900 . . no
C30 H1 2.9800 . 1_655 no
C30 H24 2.5500 . . no
C31 H29C 3.0500 . 1_556 no
H1 O4 2.5800 . 1_455 no
H1 C30 2.9800 . 1_455 no
H1 H8 2.5200 . . no
H3 H14 2.5800 . 1_565 no
H3A N2 1.9100 . . no
H3A C25 2.9100 . . no
H3A C27 2.4700 . . no
H3A C28 2.6900 . . no
H3A C29 2.9900 . . no
H3A H18 2.4500 . . no
H3A H25 2.4900 . . no
H3A H24 2.3400 . 2_766 no
H4 C22 3.0700 . 2_767 no
H4 H22 2.5700 . 2_767 no
H8 O3 2.4400 . . no
H8 C11 3.0100 . . no
H8 C12 2.8300 . . no
H8 H1 2.5200 . . no
H8 H12 2.3500 . . no
H10 O1 2.2500 . . no
H10 O2 2.5500 . . no
H10 C19 2.7600 . . no
H10 C21 2.8500 . . no
H10 H16 2.2700 . . no
H10 H19A 2.2800 . . no
H12 O3 2.4100 . . no
H12 C8 3.0400 . . no
H12 C17 2.9700 . . no
H12 H8 2.3500 . . no
H13 C20 3.0100 . 1_455 no
H14 C3 3.0800 . 1_545 no
H14 H3 2.5800 . 1_545 no
H14 C14 3.0900 . 2_657 no
H16 H10 2.2700 . . no
H16 H16 2.5900 . 2_757 no
H18 C11 2.7100 . . no
H18 C12 2.8700 . . no
H18 C28 2.8300 . . no
H18 H3A 2.4500 . . no
H18 H28B 2.2700 . . no
H19A C10 2.7100 . . no
H19A C11 2.8800 . . no
H19A C16 2.9300 . . no
H19A H10 2.2800 . . no
H19B H27B 2.4000 . . no
H20A Cl1 2.9700 . 1_645 no
H20B C27 2.7800 . . no
H20B H27A 2.3100 . . no
H22 H4 2.5700 . 2_767 no
H24 C30 2.5500 . . no
H24 H30A 2.3300 . . no
H24 H30C 2.3700 . . no
H24 O3 2.7600 . 2_766 no
H24 H3A 2.3400 . 2_766 no
H25 O3 2.3100 . . no
H25 H3A 2.4900 . . no
H25 C25 3.0800 . 2_766 no
H25 H25 2.3600 . 2_766 no
H27A C20 2.8700 . . no
H27A C21 3.0200 . . no
H27A C26 2.6400 . . no
H27A H20B 2.3100 . . no
H27A H29B 2.2600 . . no
H27B H19B 2.4000 . . no
H27B H28C 2.3500 . . no
H28A H29C 2.3800 . . no
H28B C18 2.8700 . . no
H28B H18 2.2700 . . no
H28C H27B 2.3500 . . no
H28C H29A 2.4700 . . no
H28C C13 3.0000 . 2_756 no
H29A H28C 2.4700 . . no
H29B H27A 2.2600 . . no
H29B C1 3.0500 . 2_766 no
H29C C31 3.0500 . 1_554 no
H29C H28A 2.3800 . . no
H30A C24 2.7500 . . no
H30A H24 2.3300 . . no
H30A O4 2.7500 . 2_866 no
H30C C24 2.8200 . . no
H30C H24 2.3700 . . no
H31A N1 2.6200 . . no
H31A N1 2.6100 . 2_767 no
H31A C5 3.0400 . 2_767 no
H31B C15 3.0300 . 2_757 no
H31C N1 2.5600 . . 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)
#
O3 H3A N2 0.8200 1.9100 2.670(4) 153.00 . yes
C1 H1 O4 0.9300 2.5800 3.506(9) 173.00 1_455 yes
C8 H8 O3 0.9300 2.4400 2.882(5) 109.00 . yes
C10 H10 O1 0.9800 2.2500 2.781(6) 112.00 . yes
C10 H10 O2 0.9800 2.5500 3.228(8) 127.00 . yes
C12 H12 O3 0.9300 2.4100 3.010(8) 123.00 . yes
C25 H25 O3 0.9300 2.3100 2.704(9) 105.00 . yes
C31 H31A N1 0.9600 2.6100 3.545(8) 164.00 2_767 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
