 
data_mo_h48301_0m
 
_audit_creation_method            'SHELXL-2014/7'
_shelx_SHELXL_version_number      '2014/7'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety           'C26 H21 Br N2 O6'
_chemical_formula_sum
 'C26 H21 Br N2 O6' 
_chemical_formula_weight          537.36

loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0033   0.0016
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H'  'H'   0.0000   0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N'  'N'   0.0061   0.0033
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O'  'O'   0.0106   0.0060
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Br'  'Br'  -0.2901   2.4595
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_space_group_crystal_system       orthorhombic
_space_group_IT_number            19
_space_group_name_H-M_alt         'P 21 21 21'
_space_group_name_Hall            'P 2ac 2ab'
 
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
 
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 'x+1/2, -y+1/2, -z'
 '-x, y+1/2, -z+1/2'
 '-x+1/2, -y, z+1/2'
 
_cell_length_a                    5.8283(9)
_cell_length_b                    17.667(3)
_cell_length_c                    22.751(3)
_cell_angle_alpha                 90
_cell_angle_beta                  90
_cell_angle_gamma                 90
_cell_volume                      2342.6(6)
_cell_formula_units_Z             4
_cell_measurement_temperature     100(2)
_cell_measurement_reflns_used      4323
_cell_measurement_theta_min        2.92
_cell_measurement_theta_max       22.17

_exptl_crystal_description       'needle'
_exptl_crystal_colour            'yellow'
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.524          
_exptl_crystal_F_000              1096
_exptl_transmission_factor_min    0.0588  
_exptl_transmission_factor_max    0.1010
_exptl_crystal_size_max           0.900
_exptl_crystal_size_mid           0.070
_exptl_crystal_size_min           0.040
_exptl_absorpt_coefficient_mu     1.801
_shelx_estimated_absorpt_T_min    0.294
_shelx_estimated_absorpt_T_max    0.931
_exptl_absorpt_correction_type    'multi-scan'
_exptl_absorpt_correction_T_min   ?
_exptl_absorpt_correction_T_max   ?
_exptl_absorpt_process_details    'sadabs' 
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       100(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_source                    'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans' 
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             26423
_diffrn_reflns_av_unetI/netI      0.0848
_diffrn_reflns_av_R_equivalents   0.0673
_diffrn_reflns_limit_h_min        -8
_diffrn_reflns_limit_h_max        8
_diffrn_reflns_limit_k_min        -24
_diffrn_reflns_limit_k_max        25
_diffrn_reflns_limit_l_min        -32
_diffrn_reflns_limit_l_max        28
_diffrn_reflns_theta_min          1.459
_diffrn_reflns_theta_max          31.223
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   0.945
_diffrn_measured_fraction_theta_full  1.000
_diffrn_reflns_Laue_measured_fraction_max    0.945
_diffrn_reflns_Laue_measured_fraction_full   1.000
_diffrn_reflns_point_group_measured_fraction_max   0.920
_diffrn_reflns_point_group_measured_fraction_full  0.999
_reflns_number_total              7012
_reflns_number_gt                 5171
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.715
_reflns_Friedel_fraction_max      0.887
_reflns_Friedel_fraction_full     0.997
 
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
 
_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details           ?
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0322P)²] 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_abs_structure_details
;
 Flack x determined using 1723 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack    0.013(6)
_chemical_absolute_configuration  ad
_refine_ls_number_reflns          7012
_refine_ls_number_parameters      456
_refine_ls_number_restraints      651
_refine_ls_R_factor_all           0.0751
_refine_ls_R_factor_gt            0.0436
_refine_ls_wR_factor_ref          0.0958
_refine_ls_wR_factor_gt           0.0855
_refine_ls_goodness_of_fit_ref    0.997
_refine_ls_restrained_S_all       0.972
_refine_ls_shift/su_max           0.000
_refine_ls_shift/su_mean          0.000
 
loop_
 _atom_site_label
 _atom_site_type_symbol
 _atom_site_fract_x
 _atom_site_fract_y
 _atom_site_fract_z
 _atom_site_U_iso_or_equiv
 _atom_site_adp_type
 _atom_site_occupancy
 _atom_site_site_symmetry_order  
 _atom_site_calc_flag
 _atom_site_refinement_flags_posn
 _atom_site_refinement_flags_adp
 _atom_site_refinement_flags_occupancy
 _atom_site_disorder_assembly
 _atom_site_disorder_group
N1 N 0.5698(6) 0.53079(17) 0.71389(14) 0.0241(7) Uani 1 1 d D U . . .
C18 C 0.3932(7) 0.4816(2) 0.71195(17) 0.0250(8) Uani 1 1 d D U . . .
C13 C 0.2600(6) 0.4756(2) 0.6592(2) 0.0281(8) Uani 1 1 d D U . . .
C14 C 0.069(3) 0.4285(9) 0.6675(6) 0.024(3) Uani 0.478(6) 1 d D U P A 1
H14 H -0.0381 0.4238 0.6362 0.029 Uiso 0.478(6) 1 calc R U P A 1
C15 C 0.026(3) 0.3873(8) 0.7204(5) 0.024(2) Uani 0.478(6) 1 d D U P A 1
H15 H -0.1037 0.3548 0.7221 0.029 Uiso 0.478(6) 1 calc R U P A 1
C16 C 0.166(2) 0.3928(8) 0.7688(6) 0.025(2) Uani 0.478(6) 1 d D U P A 1
H16 H 0.1308 0.3656 0.8037 0.030 Uiso 0.478(6) 1 calc R U P A 1
C17 C 0.362(2) 0.4399(9) 0.7658(6) 0.022(2) Uani 0.478(6) 1 d D U P A 1
N2 N 0.5000(18) 0.4416(7) 0.8144(5) 0.021(2) Uani 0.478(6) 1 d D U P A 1
C19 C 0.719(2) 0.5365(7) 0.7606(6) 0.020(2) Uani 0.478(6) 1 d D U P A 1
C20 C 0.901(2) 0.5894(8) 0.7595(5) 0.020(2) Uani 0.478(6) 1 d D U P A 1
H20 H 0.9223 0.6218 0.7266 0.024 Uiso 0.478(6) 1 calc R U P A 1
C21 C 1.0488(19) 0.5930(6) 0.8075(4) 0.024(2) Uani 0.478(6) 1 d D U P A 1
H21 H 1.1712 0.6285 0.8075 0.029 Uiso 0.478(6) 1 calc R U P A 1
C22 C 1.0191(17) 0.5447(6) 0.8559(4) 0.0229(18) Uani 0.478(6) 1 d D U P A 1
H22 H 1.1233 0.5483 0.8879 0.027 Uiso 0.478(6) 1 calc R U P A 1
C23 C 0.8431(19) 0.4920(6) 0.8588(4) 0.0239(19) Uani 0.478(6) 1 d D U P A 1
C24 C 0.6856(19) 0.4888(7) 0.8108(5) 0.022(2) Uani 0.478(6) 1 d D U P A 1
C26 C 0.8368(19) 0.4427(5) 0.9108(4) 0.0318(18) Uani 0.478(6) 1 d . U P A 1
C27 C 0.880(5) 0.3174(18) 0.9480(12) 0.058(5) Uani 0.478(6) 1 d . U P A 1
H27A H 0.8416 0.3449 0.9841 0.086 Uiso 0.478(6) 1 calc R U P A 1
H27B H 1.0403 0.3012 0.9494 0.086 Uiso 0.478(6) 1 calc R U P A 1
H27C H 0.7802 0.2729 0.9444 0.086 Uiso 0.478(6) 1 calc R U P A 1
O5 O 0.844(3) 0.3681(8) 0.8961(4) 0.044(2) Uani 0.478(6) 1 d . U P A 1
O6 O 0.8395(13) 0.4654(4) 0.9607(2) 0.0407(19) Uani 0.478(6) 1 d . U P A 1
C14A C 0.074(3) 0.4316(9) 0.6509(6) 0.026(2) Uani 0.522(6) 1 d . U P A 2
H14A H -0.0004 0.4296 0.6138 0.032 Uiso 0.522(6) 1 calc R U P A 2
C15A C -0.008(2) 0.3878(8) 0.6994(5) 0.028(2) Uani 0.522(6) 1 d . U P A 2
H15A H -0.1465 0.3599 0.6959 0.033 Uiso 0.522(6) 1 calc R U P A 2
C16A C 0.113(2) 0.3860(7) 0.7507(5) 0.024(2) Uani 0.522(6) 1 d . U P A 2
H16A H 0.0626 0.3547 0.7821 0.028 Uiso 0.522(6) 1 calc R U P A 2
C17A C 0.312(2) 0.4299(9) 0.7575(6) 0.024(2) Uani 0.522(6) 1 d . U P A 2
N2A N 0.4337(18) 0.4284(6) 0.8060(5) 0.0253(19) Uani 0.522(6) 1 d . U P A 2
C19A C 0.675(2) 0.5278(7) 0.7664(7) 0.021(2) Uani 0.522(6) 1 d . U P A 2
C20A C 0.871(2) 0.5750(8) 0.7732(5) 0.026(2) Uani 0.522(6) 1 d . U P A 2
H20A H 0.9088 0.6111 0.7437 0.031 Uiso 0.522(6) 1 calc R U P A 2
C21A C 1.0037(19) 0.5686(6) 0.8214(5) 0.029(2) Uani 0.522(6) 1 d . U P A 2
H21A H 1.1336 0.6004 0.8263 0.035 Uiso 0.522(6) 1 calc R U P A 2
C22A C 0.948(2) 0.5139(6) 0.8649(4) 0.0285(19) Uani 0.522(6) 1 d . U P A 2
H22A H 1.0483 0.5079 0.8975 0.034 Uiso 0.522(6) 1 calc R U P A 2
C23A C 0.7578(18) 0.4698(5) 0.8618(4) 0.0278(18) Uani 0.522(6) 1 d . U P A 2
C24A C 0.613(2) 0.4746(6) 0.8114(5) 0.0207(19) Uani 0.522(6) 1 d . U P A 2
C26A C 0.7030(19) 0.4126(6) 0.9090(4) 0.0372(18) Uani 0.522(6) 1 d . U P A 2
C27A C 0.823(5) 0.3108(15) 0.9604(11) 0.059(5) Uani 0.522(6) 1 d . U P A 2
H27D H 0.8930 0.3252 0.9979 0.088 Uiso 0.522(6) 1 calc R U P A 2
H27E H 0.8798 0.2610 0.9484 0.088 Uiso 0.522(6) 1 calc R U P A 2
H27F H 0.6556 0.3087 0.9649 0.088 Uiso 0.522(6) 1 calc R U P A 2
O5A O 0.880(2) 0.3655(7) 0.9165(4) 0.045(2) Uani 0.522(6) 1 d . U P A 2
O6A O 0.5320(14) 0.4119(4) 0.9381(3) 0.055(2) Uani 0.522(6) 1 d . U P A 2
Br1 Br -0.03338(7) 0.23348(2) 0.33655(2) 0.03257(12) Uani 1 1 d . . . . .
O2 O 0.2729(5) 0.47285(18) 0.55349(13) 0.0353(8) Uani 1 1 d . . . . .
O4 O 0.5125(5) 0.68044(14) 0.62291(12) 0.0303(6) Uani 1 1 d . . . . .
O3 O 0.1939(6) 0.6763(2) 0.67753(15) 0.0490(9) Uani 1 1 d . . . . .
O1 O 0.5956(5) 0.40349(17) 0.55777(13) 0.0308(7) Uani 1 1 d . . . . .
C1 C 0.1065(6) 0.2887(2) 0.39868(15) 0.0212(8) Uani 1 1 d . . . . .
C2 C -0.0111(7) 0.3504(2) 0.42045(16) 0.0240(8) Uani 1 1 d . . . . .
H2 H -0.1556 0.3645 0.4045 0.029 Uiso 1 1 calc R U . . .
C3 C 0.0865(6) 0.3916(2) 0.46623(17) 0.0253(8) Uani 1 1 d . . . . .
H3 H 0.0067 0.4337 0.4823 0.030 Uiso 1 1 calc R U . . .
C4 C 0.2999(6) 0.3716(2) 0.48863(16) 0.0219(8) Uani 1 1 d . . . . .
C7 C 0.4113(6) 0.4160(2) 0.53672(17) 0.0241(8) Uani 1 1 d . . . . .
C8 C 0.3385(7) 0.5174(2) 0.60474(17) 0.0266(9) Uani 1 1 d . . . . .
H8 H 0.5092 0.5231 0.6057 0.032 Uiso 1 1 calc R U . . .
C6 C 0.3192(6) 0.2673(2) 0.42049(15) 0.0231(7) Uani 1 1 d . . . . .
H6 H 0.3972 0.2247 0.4047 0.028 Uiso 1 1 calc R U . . .
C5 C 0.4161(6) 0.3091(2) 0.46577(15) 0.0214(8) Uani 1 1 d . . . . .
H5 H 0.5616 0.2952 0.4812 0.026 Uiso 1 1 calc R U . . .
C9 C 0.2268(7) 0.5951(2) 0.59259(18) 0.0270(9) Uani 1 1 d . . . . .
H9 H 0.2813 0.6123 0.5531 0.032 Uiso 1 1 calc R U . . .
C11 C 0.3032(7) 0.6538(2) 0.63679(19) 0.0284(9) Uani 1 1 d . . . . .
C12 C 0.6063(7) 0.7355(2) 0.6636(2) 0.0396(10) Uani 1 1 d . . . . .
H12A H 0.5290 0.7842 0.6581 0.059 Uiso 1 1 calc R U . . .
H12B H 0.7710 0.7415 0.6563 0.059 Uiso 1 1 calc R U . . .
H12C H 0.5822 0.7179 0.7040 0.059 Uiso 1 1 calc R U . . .
C10 C -0.0357(8) 0.5907(3) 0.58987(19) 0.0347(9) Uani 1 1 d . . . . .
H10A H -0.0961 0.5779 0.6288 0.052 Uiso 1 1 calc R U . . .
H10B H -0.0814 0.5517 0.5616 0.052 Uiso 1 1 calc R U . . .
H10C H -0.0976 0.6398 0.5775 0.052 Uiso 1 1 calc R U . . .
 
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
N1 C19A 1.344(16) . ?
N1 C18 1.348(5) . ?
N1 C19 1.378(15) . ?
C18 C13 1.434(6) . ?
C18 C17 1.442(14) . ?
C18 C17A 1.460(14) . ?
C13 C14A 1.346(17) . ?
C13 C14 1.403(15) . ?
C13 C8 1.513(6) . ?
C14 C15 1.429(13) . ?
C14 H14 0.9500 . ?
C15 C16 1.372(12) . ?
C15 H15 0.9500 . ?
C16 C17 1.418(12) . ?
C16 H16 0.9500 . ?
C17 N2 1.365(13) . ?
N2 C24 1.367(11) . ?
C19 C20 1.414(13) . ?
C19 C24 1.433(14) . ?
C20 C21 1.392(13) . ?
C20 H20 0.9500 . ?
C21 C22 1.405(11) . ?
C21 H21 0.9500 . ?
C22 C23 1.387(12) . ?
C22 H22 0.9500 . ?
C23 C24 1.427(13) . ?
C23 C26 1.471(14) . ?
C26 O6 1.206(10) . ?
C26 O5 1.359(17) . ?
C27 O5 1.50(2) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C14A C15A 1.430(15) . ?
C14A H14A 0.9500 . ?
C15A C16A 1.363(13) . ?
C15A H15A 0.9500 . ?
C16A C17A 1.402(14) . ?
C16A H16A 0.9500 . ?
C17A N2A 1.313(14) . ?
N2A C24A 1.333(12) . ?
C19A C20A 1.426(15) . ?
C19A C24A 1.435(16) . ?
C20A C21A 1.344(16) . ?
C20A H20A 0.9500 . ?
C21A C22A 1.422(14) . ?
C21A H21A 0.9500 . ?
C22A C23A 1.356(14) . ?
C22A H22A 0.9500 . ?
C23A C24A 1.425(14) . ?
C23A C26A 1.509(14) . ?
C26A O6A 1.196(12) . ?
C26A O5A 1.339(16) . ?
C27A O5A 1.43(2) . ?
C27A H27D 0.9800 . ?
C27A H27E 0.9800 . ?
C27A H27F 0.9800 . ?
Br1 C1 1.901(4) . ?
O2 C7 1.343(5) . ?
O2 C8 1.458(4) . ?
O4 C11 1.345(5) . ?
O4 C12 1.450(5) . ?
O3 C11 1.193(5) . ?
O1 C7 1.197(5) . ?
C1 C2 1.380(5) . ?
C1 C6 1.388(5) . ?
C2 C3 1.392(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.390(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.396(5) . ?
C4 C7 1.495(5) . ?
C8 C9 1.545(6) . ?
C8 H8 1.0000 . ?
C6 C5 1.388(5) . ?
C6 H6 0.9500 . ?
C5 H5 0.9500 . ?
C9 C11 1.511(6) . ?
C9 C10 1.533(6) . ?
C9 H9 1.0000 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
 
loop_
 _geom_angle_atom_site_label_1
 _geom_angle_atom_site_label_2
 _geom_angle_atom_site_label_3
 _geom_angle
 _geom_angle_site_symmetry_1
 _geom_angle_site_symmetry_3
 _geom_angle_publ_flag
C19A N1 C18 110.6(6) . . ?
C18 N1 C19 123.7(6) . . ?
N1 C18 C13 119.3(3) . . ?
N1 C18 C17 113.4(5) . . ?
C13 C18 C17 127.3(6) . . ?
N1 C18 C17A 128.9(6) . . ?
C13 C18 C17A 111.8(6) . . ?
C14A C13 C18 126.6(7) . . ?
C14 C13 C18 111.2(7) . . ?
C14A C13 C8 114.2(7) . . ?
C14 C13 C8 129.8(7) . . ?
C18 C13 C8 119.0(3) . . ?
C13 C14 C15 123.7(13) . . ?
C13 C14 H14 118.2 . . ?
C15 C14 H14 118.2 . . ?
C16 C15 C14 122.4(12) . . ?
C16 C15 H15 118.8 . . ?
C14 C15 H15 118.8 . . ?
C15 C16 C17 118.9(12) . . ?
C15 C16 H16 120.6 . . ?
C17 C16 H16 120.6 . . ?
N2 C17 C16 116.8(11) . . ?
N2 C17 C18 127.1(9) . . ?
C16 C17 C18 116.2(10) . . ?
C17 N2 C24 115.5(10) . . ?
N1 C19 C20 120.6(11) . . ?
N1 C19 C24 119.0(10) . . ?
C20 C19 C24 120.4(11) . . ?
C21 C20 C19 118.7(10) . . ?
C21 C20 H20 120.7 . . ?
C19 C20 H20 120.7 . . ?
C20 C21 C22 120.8(9) . . ?
C20 C21 H21 119.6 . . ?
C22 C21 H21 119.6 . . ?
C23 C22 C21 122.3(9) . . ?
C23 C22 H22 118.8 . . ?
C21 C22 H22 118.8 . . ?
C22 C23 C24 117.9(9) . . ?
C22 C23 C26 117.0(10) . . ?
C24 C23 C26 125.1(10) . . ?
N2 C24 C23 119.2(10) . . ?
N2 C24 C19 120.9(10) . . ?
C23 C24 C19 119.8(10) . . ?
O6 C26 O5 123.7(9) . . ?
O6 C26 C23 124.0(9) . . ?
O5 C26 C23 112.2(8) . . ?
O5 C27 H27A 109.5 . . ?
O5 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
O5 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 O5 C27 113.0(15) . . ?
C13 C14A C15A 118.2(12) . . ?
C13 C14A H14A 120.9 . . ?
C15A C14A H14A 120.9 . . ?
C16A C15A C14A 120.0(12) . . ?
C16A C15A H15A 120.0 . . ?
C14A C15A H15A 120.0 . . ?
C15A C16A C17A 120.6(11) . . ?
C15A C16A H16A 119.7 . . ?
C17A C16A H16A 119.7 . . ?
N2A C17A C16A 121.9(11) . . ?
N2A C17A C18 115.7(9) . . ?
C16A C17A C18 122.4(10) . . ?
C17A N2A C24A 119.4(11) . . ?
N1 C19A C20A 116.1(11) . . ?
N1 C19A C24A 123.1(11) . . ?
C20A C19A C24A 120.5(12) . . ?
C21A C20A C19A 119.9(11) . . ?
C21A C20A H20A 120.0 . . ?
C19A C20A H20A 120.0 . . ?
C20A C21A C22A 119.6(10) . . ?
C20A C21A H21A 120.2 . . ?
C22A C21A H21A 120.2 . . ?
C23A C22A C21A 122.7(9) . . ?
C23A C22A H22A 118.6 . . ?
C21A C22A H22A 118.6 . . ?
C22A C23A C24A 119.4(9) . . ?
C22A C23A C26A 121.4(9) . . ?
C24A C23A C26A 119.1(9) . . ?
N2A C24A C23A 120.2(10) . . ?
N2A C24A C19A 122.1(10) . . ?
C23A C24A C19A 117.7(10) . . ?
O6A C26A O5A 124.5(10) . . ?
O6A C26A C23A 125.2(9) . . ?
O5A C26A C23A 110.1(10) . . ?
O5A C27A H27D 109.5 . . ?
O5A C27A H27E 109.5 . . ?
H27D C27A H27E 109.5 . . ?
O5A C27A H27F 109.5 . . ?
H27D C27A H27F 109.5 . . ?
H27E C27A H27F 109.5 . . ?
C26A O5A C27A 109.1(16) . . ?
C7 O2 C8 118.2(3) . . ?
C11 O4 C12 115.3(3) . . ?
C2 C1 C6 122.0(3) . . ?
C2 C1 Br1 117.4(3) . . ?
C6 C1 Br1 120.6(3) . . ?
C1 C2 C3 118.6(3) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 H2 120.7 . . ?
C4 C3 C2 120.5(4) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C3 C4 C5 119.9(3) . . ?
C3 C4 C7 121.6(3) . . ?
C5 C4 C7 118.5(3) . . ?
O1 C7 O2 124.3(4) . . ?
O1 C7 C4 125.9(4) . . ?
O2 C7 C4 109.8(3) . . ?
O2 C8 C13 108.2(3) . . ?
O2 C8 C9 103.1(3) . . ?
C13 C8 C9 116.9(3) . . ?
O2 C8 H8 109.4 . . ?
C13 C8 H8 109.4 . . ?
C9 C8 H8 109.4 . . ?
C1 C6 C5 118.9(4) . . ?
C1 C6 H6 120.5 . . ?
C5 C6 H6 120.5 . . ?
C6 C5 C4 120.0(3) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C11 C9 C10 110.9(3) . . ?
C11 C9 C8 111.5(3) . . ?
C10 C9 C8 112.5(4) . . ?
C11 C9 H9 107.2 . . ?
C10 C9 H9 107.2 . . ?
C8 C9 H9 107.2 . . ?
O3 C11 O4 123.3(4) . . ?
O3 C11 C9 126.0(4) . . ?
O4 C11 C9 110.6(4) . . ?
O4 C12 H12A 109.5 . . ?
O4 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O4 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
 
loop_
 _geom_torsion_atom_site_label_1
 _geom_torsion_atom_site_label_2
 _geom_torsion_atom_site_label_3
 _geom_torsion_atom_site_label_4
 _geom_torsion
 _geom_torsion_site_symmetry_1
 _geom_torsion_site_symmetry_2
 _geom_torsion_site_symmetry_3
 _geom_torsion_site_symmetry_4
 _geom_torsion_publ_flag
C19A N1 C18 C13 -179.3(6) . . . . ?
C19 N1 C18 C13 -174.6(5) . . . . ?
C19 N1 C18 C17 5.3(10) . . . . ?
C19A N1 C18 C17A 0.2(11) . . . . ?
N1 C18 C13 C14A -177.3(10) . . . . ?
C17A C18 C13 C14A 3.1(13) . . . . ?
N1 C18 C13 C14 -173.1(8) . . . . ?
C17 C18 C13 C14 7.0(12) . . . . ?
N1 C18 C13 C8 7.4(5) . . . . ?
C17 C18 C13 C8 -172.4(9) . . . . ?
C17A C18 C13 C8 -172.1(7) . . . . ?
C18 C13 C14 C15 -5.0(15) . . . . ?
C8 C13 C14 C15 174.4(9) . . . . ?
C13 C14 C15 C16 3(2) . . . . ?
C14 C15 C16 C17 -1.5(19) . . . . ?
C15 C16 C17 N2 -177.8(13) . . . . ?
C15 C16 C17 C18 3.0(18) . . . . ?
N1 C18 C17 N2 -5.3(18) . . . . ?
C13 C18 C17 N2 174.6(10) . . . . ?
N1 C18 C17 C16 173.8(10) . . . . ?
C13 C18 C17 C16 -6.3(17) . . . . ?
C16 C17 N2 C24 -178.6(12) . . . . ?
C18 C17 N2 C24 0(2) . . . . ?
C18 N1 C19 C20 179.8(7) . . . . ?
C18 N1 C19 C24 -1.0(10) . . . . ?
N1 C19 C20 C21 -179.6(11) . . . . ?
C24 C19 C20 C21 1.2(14) . . . . ?
C19 C20 C21 C22 0.5(16) . . . . ?
C20 C21 C22 C23 -0.4(16) . . . . ?
C21 C22 C23 C24 -1.3(15) . . . . ?
C21 C22 C23 C26 177.4(9) . . . . ?
C17 N2 C24 C23 -177.8(11) . . . . ?
C17 N2 C24 C19 4.4(17) . . . . ?
C22 C23 C24 N2 -174.9(10) . . . . ?
C26 C23 C24 N2 6.5(16) . . . . ?
C22 C23 C24 C19 2.9(15) . . . . ?
C26 C23 C24 C19 -175.7(10) . . . . ?
N1 C19 C24 N2 -4.4(15) . . . . ?
C20 C19 C24 N2 174.9(10) . . . . ?
N1 C19 C24 C23 177.9(9) . . . . ?
C20 C19 C24 C23 -2.9(14) . . . . ?
C22 C23 C26 O6 53.0(15) . . . . ?
C24 C23 C26 O6 -128.4(12) . . . . ?
C22 C23 C26 O5 -122.7(12) . . . . ?
C24 C23 C26 O5 55.9(15) . . . . ?
O6 C26 O5 C27 -6(2) . . . . ?
C23 C26 O5 C27 169.8(15) . . . . ?
C18 C13 C14A C15A 2.4(18) . . . . ?
C8 C13 C14A C15A 177.9(9) . . . . ?
C13 C14A C15A C16A -5.9(19) . . . . ?
C14A C15A C16A C17A 3.3(18) . . . . ?
C15A C16A C17A N2A -178.9(12) . . . . ?
C15A C16A C17A C18 2.7(19) . . . . ?
N1 C18 C17A N2A -3.7(16) . . . . ?
C13 C18 C17A N2A 175.8(9) . . . . ?
N1 C18 C17A C16A 174.8(8) . . . . ?
C13 C18 C17A C16A -5.7(15) . . . . ?
C16A C17A N2A C24A -176.2(12) . . . . ?
C18 C17A N2A C24A 2.4(17) . . . . ?
C18 N1 C19A C20A 177.5(8) . . . . ?
C18 N1 C19A C24A 4.4(12) . . . . ?
N1 C19A C20A C21A -171.6(12) . . . . ?
C24A C19A C20A C21A 1.7(16) . . . . ?
C19A C20A C21A C22A 0.8(16) . . . . ?
C20A C21A C22A C23A -3.8(15) . . . . ?
C21A C22A C23A C24A 4.0(14) . . . . ?
C21A C22A C23A C26A -179.6(8) . . . . ?
C17A N2A C24A C23A -175.4(11) . . . . ?
C17A N2A C24A C19A 1.8(16) . . . . ?
C22A C23A C24A N2A 175.9(10) . . . . ?
C26A C23A C24A N2A -0.6(14) . . . . ?
C22A C23A C24A C19A -1.4(14) . . . . ?
C26A C23A C24A C19A -177.9(9) . . . . ?
N1 C19A C24A N2A -5.8(16) . . . . ?
C20A C19A C24A N2A -178.6(11) . . . . ?
N1 C19A C24A C23A 171.4(9) . . . . ?
C20A C19A C24A C23A -1.4(14) . . . . ?
C22A C23A C26A O6A 120.9(12) . . . . ?
C24A C23A C26A O6A -62.8(13) . . . . ?
C22A C23A C26A O5A -54.9(13) . . . . ?
C24A C23A C26A O5A 121.5(10) . . . . ?
O6A C26A O5A C27A 6(2) . . . . ?
C23A C26A O5A C27A -178.7(15) . . . . ?
C6 C1 C2 C3 -0.8(5) . . . . ?
Br1 C1 C2 C3 179.6(3) . . . . ?
C1 C2 C3 C4 1.2(6) . . . . ?
C2 C3 C4 C5 -0.9(6) . . . . ?
C2 C3 C4 C7 178.4(4) . . . . ?
C8 O2 C7 O1 -6.9(6) . . . . ?
C8 O2 C7 C4 172.8(3) . . . . ?
C3 C4 C7 O1 -178.7(4) . . . . ?
C5 C4 C7 O1 0.7(6) . . . . ?
C3 C4 C7 O2 1.6(5) . . . . ?
C5 C4 C7 O2 -179.1(3) . . . . ?
C7 O2 C8 C13 -83.3(4) . . . . ?
C7 O2 C8 C9 152.3(4) . . . . ?
C14A C13 C8 O2 -28.3(9) . . . . ?
C14 C13 C8 O2 -31.9(9) . . . . ?
C18 C13 C8 O2 147.5(3) . . . . ?
C14A C13 C8 C9 87.4(9) . . . . ?
C14 C13 C8 C9 83.8(9) . . . . ?
C18 C13 C8 C9 -96.8(4) . . . . ?
C2 C1 C6 C5 0.3(5) . . . . ?
Br1 C1 C6 C5 179.8(3) . . . . ?
C1 C6 C5 C4 0.0(5) . . . . ?
C3 C4 C5 C6 0.3(6) . . . . ?
C7 C4 C5 C6 -179.0(3) . . . . ?
O2 C8 C9 C11 -171.7(3) . . . . ?
C13 C8 C9 C11 69.8(5) . . . . ?
O2 C8 C9 C10 63.0(4) . . . . ?
C13 C8 C9 C10 -55.5(5) . . . . ?
C12 O4 C11 O3 4.3(6) . . . . ?
C12 O4 C11 C9 -178.1(3) . . . . ?
C10 C9 C11 O3 23.3(7) . . . . ?
C8 C9 C11 O3 -102.8(5) . . . . ?
C10 C9 C11 O4 -154.3(4) . . . . ?
C8 C9 C11 O4 79.6(4) . . . . ?
 
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 
C12 H12A N2A  0.98 2.68 3.486(12) 139.2 3_656
C20A H20A O3  0.95 2.52 3.387(12) 151.5 1_655
C20 H20 O3  0.95 2.16 2.957(12) 140.3 1_655
C12 H12A N2A  0.98 2.68 3.486(12) 139.2 3_656
C20A H20A O3  0.95 2.52 3.387(12) 151.5 1_655
C20 H20 O3  0.95 2.16 2.957(12) 140.3 1_655
C12 H12A N2A  0.98 2.68 3.486(12) 139.2 3_656
C20A H20A O3  0.95 2.52 3.387(12) 151.5 1_655
C20 H20 O3  0.95 2.16 2.957(12) 140.3 1_655
C20 H20 O3  0.95 2.16 2.957(12) 140.3 1_655
C20A H20A O3  0.95 2.52 3.387(12) 151.5 1_655
C12 H12A N2A  0.98 2.68 3.486(12) 139.2 3_656
C20 H20 O3  0.95 2.16 2.957(12) 140.3 1_655
C20A H20A O3  0.95 2.52 3.387(12) 151.5 1_655
C12 H12A N2A  0.98 2.68 3.486(12) 139.2 3_656
C20 H20 O3  0.95 2.16 2.957(12) 140.3 1_655
C20A H20A O3  0.95 2.52 3.387(12) 151.5 1_655
C12 H12A N2A  0.98 2.68 3.486(12) 139.2 3_656
 
_refine_diff_density_max    0.494
_refine_diff_density_min   -0.501
_refine_diff_density_rms    0.080



