# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2011


data_global
_journal_name_full               Chem.Commun.
_journal_coden_cambridge         0182
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?
loop_
_publ_author_name
'Kai Gao'
'Chang-Bin Yu'
'Wei Li'
'Yong-Gui Zhou'
'Xumu Zhang'
_publ_contact_author_email       ygzhou@dicp.ac.cn
_publ_contact_author_name        'Yong-Gui Zhou'

data_cd21162
_database_code_depnum_ccdc_archive 'CCDC 821949'
#TrackingRef 'web_deposit_cif_file_0_KaiGao_1302857335.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H16 Br N O2'
_chemical_formula_weight         394.26

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'

_symmetry_cell_setting           Tetragonal
_symmetry_space_group_name_H-M   P4(3)2(1)2

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

_cell_length_a                   8.0493(5)
_cell_length_b                   8.0493(5)
_cell_length_c                   54.900(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3557.1(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4277
_cell_measurement_theta_min      5.115
_cell_measurement_theta_max      39.203

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.386
_exptl_crystal_size_mid          0.257
_exptl_crystal_size_min          0.122
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1600
_exptl_absorpt_coefficient_mu    2.325
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.4536
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   sadabs

_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_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            19376
_diffrn_reflns_av_R_equivalents  0.0631
_diffrn_reflns_av_sigmaI/netI    0.0446
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -67
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_theta_min         2.56
_diffrn_reflns_theta_max         25.99
_reflns_number_total             3481
_reflns_number_gt                2514
_reflns_threshold_expression     >2sigma(I)

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

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0521P)^2^+0.8033P] where P=(Fo^2^+2Fc^2^)/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       ?
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.028(14)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         3481
_refine_ls_number_parameters     228
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0667
_refine_ls_R_factor_gt           0.0433
_refine_ls_wR_factor_ref         0.1149
_refine_ls_wR_factor_gt          0.1064
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.44635(7) 0.27140(7) 0.107738(9) 0.0916(2) Uani 1 1 d . . .
N1 N 0.2417(4) 0.6564(4) 0.18683(5) 0.0550(8) Uani 1 1 d . . .
O1 O 0.3429(3) 0.4147(3) 0.15458(5) 0.0610(7) Uani 1 1 d . . .
O2 O 0.0274(4) 0.7922(4) 0.20445(5) 0.0892(10) Uani 1 1 d . . .
C1 C 0.3277(4) 0.5351(5) 0.13725(7) 0.0556(9) Uani 1 1 d . . .
C2 C 0.3560(5) 0.4851(6) 0.11341(7) 0.0692(12) Uani 1 1 d . . .
C3 C 0.3323(5) 0.5884(8) 0.09396(8) 0.0807(14) Uani 1 1 d . . .
H3 H 0.3504 0.5513 0.0781 0.097 Uiso 1 1 calc R . .
C4 C 0.2814(6) 0.7474(8) 0.09835(8) 0.0869(15) Uani 1 1 d . . .
H4 H 0.2631 0.8193 0.0854 0.104 Uiso 1 1 calc R . .
C5 C 0.2567(5) 0.8027(6) 0.12189(8) 0.0762(13) Uani 1 1 d . . .
H5 H 0.2239 0.9121 0.1244 0.091 Uiso 1 1 calc R . .
C6 C 0.2794(4) 0.6999(5) 0.14204(7) 0.0571(10) Uani 1 1 d . . .
C7 C 0.2467(5) 0.7759(5) 0.16689(7) 0.0601(10) Uani 1 1 d . . .
H7 H 0.1359 0.8259 0.1661 0.072 Uiso 1 1 calc R . .
C8 C 0.3678(6) 0.9184(6) 0.17262(9) 0.0850(14) Uani 1 1 d . . .
H8A H 0.3423 0.9638 0.1883 0.127 Uiso 1 1 calc R . .
H8B H 0.3570 1.0035 0.1605 0.127 Uiso 1 1 calc R . .
H8C H 0.4795 0.8767 0.1726 0.127 Uiso 1 1 calc R . .
C9 C 0.1194(5) 0.6721(6) 0.20398(7) 0.0619(11) Uani 1 1 d . . .
C10 C 0.0964(4) 0.5300(6) 0.22121(7) 0.0591(10) Uani 1 1 d . . .
C11 C 0.0420(5) 0.5651(7) 0.24452(8) 0.0737(12) Uani 1 1 d . . .
H11 H 0.0252 0.6744 0.2494 0.088 Uiso 1 1 calc R . .
C12 C 0.0130(6) 0.4353(9) 0.26051(9) 0.0949(17) Uani 1 1 d . . .
H12 H -0.0246 0.4581 0.2762 0.114 Uiso 1 1 calc R . .
C13 C 0.0385(7) 0.2754(8) 0.25368(11) 0.1020(19) Uani 1 1 d . . .
H13 H 0.0233 0.1900 0.2649 0.122 Uiso 1 1 calc R . .
C14 C 0.0864(6) 0.2396(7) 0.23035(11) 0.0910(15) Uani 1 1 d . . .
H14 H 0.0990 0.1297 0.2255 0.109 Uiso 1 1 calc R . .
C15 C 0.1160(5) 0.3669(6) 0.21407(8) 0.0681(12) Uani 1 1 d . . .
H15 H 0.1493 0.3426 0.1982 0.082 Uiso 1 1 calc R . .
C16 C 0.3887(4) 0.5634(5) 0.19157(7) 0.0518(9) Uani 1 1 d . . .
C17 C 0.4393(4) 0.4467(5) 0.17485(7) 0.0521(9) Uani 1 1 d . . .
C18 C 0.5769(5) 0.3488(5) 0.17861(9) 0.0654(11) Uani 1 1 d . . .
H18 H 0.6086 0.2691 0.1673 0.078 Uiso 1 1 calc R . .
C19 C 0.6664(5) 0.3723(6) 0.19971(10) 0.0783(13) Uani 1 1 d . . .
H19 H 0.7595 0.3070 0.2027 0.094 Uiso 1 1 calc R . .
C20 C 0.6206(5) 0.4900(6) 0.21629(9) 0.0761(14) Uani 1 1 d . . .
H20 H 0.6833 0.5054 0.2303 0.091 Uiso 1 1 calc R . .
C21 C 0.4806(5) 0.5867(5) 0.21222(7) 0.0635(11) Uani 1 1 d . . .
H21 H 0.4494 0.6670 0.2235 0.076 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br1 0.0837(4) 0.1156(4) 0.0754(3) -0.0330(3) -0.0063(3) 0.0028(3)
N1 0.0472(18) 0.072(2) 0.0457(16) 0.0068(15) 0.0018(15) 0.0131(16)
O1 0.0606(16) 0.0654(17) 0.0569(15) -0.0003(13) -0.0049(13) -0.0042(13)
O2 0.095(2) 0.107(2) 0.0652(18) 0.0140(16) 0.0186(17) 0.054(2)
C1 0.0377(18) 0.075(3) 0.054(2) 0.003(2) -0.0058(16) -0.0053(18)
C2 0.037(2) 0.113(4) 0.057(2) -0.004(2) -0.0094(18) -0.011(2)
C3 0.049(2) 0.138(5) 0.055(3) 0.005(3) -0.005(2) -0.007(3)
C4 0.073(3) 0.136(5) 0.052(3) 0.034(3) 0.002(2) 0.006(3)
C5 0.056(2) 0.103(4) 0.070(3) 0.025(3) 0.008(2) 0.008(3)
C6 0.0400(18) 0.083(3) 0.049(2) 0.015(2) 0.0002(17) 0.0021(18)
C7 0.054(2) 0.071(3) 0.055(2) 0.011(2) 0.0043(19) 0.016(2)
C8 0.096(4) 0.069(3) 0.090(3) 0.004(3) 0.011(3) -0.002(3)
C9 0.058(2) 0.083(3) 0.044(2) -0.001(2) -0.0042(19) 0.010(2)
C10 0.042(2) 0.082(3) 0.053(2) 0.011(2) -0.0018(17) 0.003(2)
C11 0.065(3) 0.106(3) 0.050(2) 0.000(3) 0.005(2) -0.008(3)
C12 0.078(3) 0.153(5) 0.053(3) 0.018(3) -0.005(2) -0.038(4)
C13 0.090(4) 0.125(5) 0.091(4) 0.042(4) -0.022(3) -0.043(4)
C14 0.065(3) 0.093(4) 0.116(5) 0.016(3) -0.008(3) -0.016(3)
C15 0.052(2) 0.084(3) 0.069(3) 0.010(2) -0.001(2) -0.008(2)
C16 0.0404(19) 0.059(2) 0.056(2) 0.005(2) -0.0021(16) 0.0008(17)
C17 0.0391(18) 0.059(2) 0.058(2) 0.0063(19) -0.0025(17) -0.0034(19)
C18 0.049(2) 0.068(2) 0.079(3) 0.009(2) 0.005(2) 0.012(2)
C19 0.046(2) 0.091(3) 0.098(4) 0.023(3) 0.001(3) 0.015(2)
C20 0.050(2) 0.105(4) 0.074(3) 0.026(3) -0.020(2) -0.013(2)
C21 0.053(2) 0.076(3) 0.061(2) -0.001(2) -0.010(2) -0.008(2)

_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
Br1 C2 1.893(5) . ?
N1 C9 1.369(5) . ?
N1 C16 1.424(4) . ?
N1 C7 1.458(5) . ?
O1 C1 1.363(5) . ?
O1 C17 1.381(4) . ?
O2 C9 1.217(5) . ?
C1 C2 1.388(5) . ?
C1 C6 1.407(6) . ?
C2 C3 1.367(7) . ?
C3 C4 1.366(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.381(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.393(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.518(5) . ?
C7 C8 1.537(6) . ?
C7 H7 0.9800 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 C10 1.496(6) . ?
C10 C15 1.379(6) . ?
C10 C11 1.381(6) . ?
C11 C12 1.385(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.356(8) . ?
C12 H12 0.9300 . ?
C13 C14 1.369(8) . ?
C13 H13 0.9300 . ?
C14 C15 1.380(7) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C21 1.367(5) . ?
C16 C17 1.375(5) . ?
C17 C18 1.375(5) . ?
C18 C19 1.377(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.364(7) . ?
C19 H19 0.9300 . ?
C20 C21 1.388(6) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?

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
C9 N1 C16 121.4(3) . . ?
C9 N1 C7 118.4(3) . . ?
C16 N1 C7 117.5(3) . . ?
C1 O1 C17 118.7(3) . . ?
O1 C1 C2 115.9(4) . . ?
O1 C1 C6 124.4(3) . . ?
C2 C1 C6 119.6(4) . . ?
C3 C2 C1 122.5(5) . . ?
C3 C2 Br1 118.5(4) . . ?
C1 C2 Br1 118.8(3) . . ?
C4 C3 C2 118.3(5) . . ?
C4 C3 H3 120.9 . . ?
C2 C3 H3 120.9 . . ?
C3 C4 C5 120.7(5) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C4 C5 C6 122.2(5) . . ?
C4 C5 H5 118.9 . . ?
C6 C5 H5 118.9 . . ?
C5 C6 C1 116.6(4) . . ?
C5 C6 C7 116.8(4) . . ?
C1 C6 C7 126.6(3) . . ?
N1 C7 C6 114.4(3) . . ?
N1 C7 C8 110.9(3) . . ?
C6 C7 C8 112.0(3) . . ?
N1 C7 H7 106.3 . . ?
C6 C7 H7 106.3 . . ?
C8 C7 H7 106.3 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O2 C9 N1 121.7(4) . . ?
O2 C9 C10 121.2(4) . . ?
N1 C9 C10 117.0(4) . . ?
C15 C10 C11 119.6(4) . . ?
C15 C10 C9 122.3(4) . . ?
C11 C10 C9 118.0(4) . . ?
C10 C11 C12 119.1(5) . . ?
C10 C11 H11 120.4 . . ?
C12 C11 H11 120.4 . . ?
C13 C12 C11 121.0(5) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C12 C13 C14 120.1(5) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 C15 119.9(6) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C10 C15 C14 120.2(5) . . ?
C10 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C21 C16 C17 119.2(3) . . ?
C21 C16 N1 121.9(4) . . ?
C17 C16 N1 118.9(3) . . ?
C16 C17 C18 122.0(4) . . ?
C16 C17 O1 119.9(3) . . ?
C18 C17 O1 117.8(4) . . ?
C17 C18 C19 118.0(4) . . ?
C17 C18 H18 121.0 . . ?
C19 C18 H18 121.0 . . ?
C20 C19 C18 121.0(4) . . ?
C20 C19 H19 119.5 . . ?
C18 C19 H19 119.5 . . ?
C19 C20 C21 120.1(4) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 H20 119.9 . . ?
C16 C21 C20 119.7(4) . . ?
C16 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?

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
C17 O1 C1 C2 130.4(4) . . . . ?
C17 O1 C1 C6 -52.4(5) . . . . ?
O1 C1 C2 C3 174.6(4) . . . . ?
C6 C1 C2 C3 -2.7(6) . . . . ?
O1 C1 C2 Br1 -10.2(5) . . . . ?
C6 C1 C2 Br1 172.5(3) . . . . ?
C1 C2 C3 C4 1.1(7) . . . . ?
Br1 C2 C3 C4 -174.2(3) . . . . ?
C2 C3 C4 C5 0.9(7) . . . . ?
C3 C4 C5 C6 -1.1(7) . . . . ?
C4 C5 C6 C1 -0.5(6) . . . . ?
C4 C5 C6 C7 -179.5(4) . . . . ?
O1 C1 C6 C5 -174.7(3) . . . . ?
C2 C1 C6 C5 2.4(5) . . . . ?
O1 C1 C6 C7 4.2(6) . . . . ?
C2 C1 C6 C7 -178.7(4) . . . . ?
C9 N1 C7 C6 -136.8(4) . . . . ?
C16 N1 C7 C6 61.8(5) . . . . ?
C9 N1 C7 C8 95.4(4) . . . . ?
C16 N1 C7 C8 -66.1(4) . . . . ?
C5 C6 C7 N1 169.1(4) . . . . ?
C1 C6 C7 N1 -9.9(6) . . . . ?
C5 C6 C7 C8 -63.7(5) . . . . ?
C1 C6 C7 C8 117.4(4) . . . . ?
C16 N1 C9 O2 152.6(4) . . . . ?
C7 N1 C9 O2 -8.1(6) . . . . ?
C16 N1 C9 C10 -31.2(5) . . . . ?
C7 N1 C9 C10 168.1(3) . . . . ?
O2 C9 C10 C15 140.0(5) . . . . ?
N1 C9 C10 C15 -36.1(5) . . . . ?
O2 C9 C10 C11 -35.2(6) . . . . ?
N1 C9 C10 C11 148.6(4) . . . . ?
C15 C10 C11 C12 1.9(6) . . . . ?
C9 C10 C11 C12 177.3(4) . . . . ?
C10 C11 C12 C13 0.6(7) . . . . ?
C11 C12 C13 C14 -3.0(8) . . . . ?
C12 C13 C14 C15 2.9(8) . . . . ?
C11 C10 C15 C14 -2.0(6) . . . . ?
C9 C10 C15 C14 -177.2(4) . . . . ?
C13 C14 C15 C10 -0.4(7) . . . . ?
C9 N1 C16 C21 -49.5(5) . . . . ?
C7 N1 C16 C21 111.3(4) . . . . ?
C9 N1 C16 C17 130.4(4) . . . . ?
C7 N1 C16 C17 -68.8(4) . . . . ?
C21 C16 C17 C18 2.0(6) . . . . ?
N1 C16 C17 C18 -177.9(3) . . . . ?
C21 C16 C17 O1 176.2(3) . . . . ?
N1 C16 C17 O1 -3.7(5) . . . . ?
C1 O1 C17 C16 67.9(5) . . . . ?
C1 O1 C17 C18 -117.7(4) . . . . ?
C16 C17 C18 C19 -1.0(6) . . . . ?
O1 C17 C18 C19 -175.4(4) . . . . ?
C17 C18 C19 C20 -0.5(6) . . . . ?
C18 C19 C20 C21 0.9(7) . . . . ?
C17 C16 C21 C20 -1.5(6) . . . . ?
N1 C16 C21 C20 178.4(3) . . . . ?
C19 C20 C21 C16 0.1(6) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.99
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.420
_refine_diff_density_min         -0.390
_refine_diff_density_rms         0.046