#------------------------------------------------------------------------------
#$Date: 2020-03-05 02:12:41 +0200 (Thu, 05 Mar 2020) $
#$Revision: 248961 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/33/7703355.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7703355
loop_
_publ_author_name
'Peewasan, Krisana'
'Merkel, Marcel P.'
'Fuhr, Olaf'
'Powell, Annie K.'
_publ_section_title
;
 A designed and potentially decadentate ligand for use in lanthanide(iii)
 catalysed biomass transformations: targeting diastereoselective
 trans-4,5-diaminocyclopentenone derivatives.
;
_journal_issue                   7
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2331
_journal_page_last               2336
_journal_paper_doi               10.1039/d0dt00183j
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C34 H36 Br2 Er N11 O6, 2(N O3)'
_chemical_formula_sum            'C34 H36 Br2 Er N13 O12'
_chemical_formula_weight         1145.84
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2020-01-21
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-01-21 deposited with the CCDC.	2020-01-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.752(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.4509(3)
_cell_length_b                   18.1610(4)
_cell_length_c                   21.2663(6)
_cell_measurement_reflns_used    8534
_cell_measurement_temperature    180
_cell_measurement_theta_max      64.26
_cell_measurement_theta_min      20.55
_cell_volume                     4798.4(2)
_computing_cell_refinement
;
X-Area Recipe 1.33.0.0 (STOE, 2015)
;
_computing_data_collection
;
X-Area Pilatus3_SV 1.31.153.0 (STOE, 2018)
;
_computing_data_reduction
;
X-Area Integrate 1.74.2.0 (STOE, 2018)
X-Area LANA 1.75.3.0 (STOE, 2018)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      180
_diffrn_detector                 'Eiger R 4M'
_diffrn_detector_area_resol_mean 13.33
_diffrn_detector_type            DECTRIS
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'Stoe StadiVari'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_radiation_collimation    '1.2 0.6 mm diameter'
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34143
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_unetI/netI     0.0321
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            29620
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        53.597
_diffrn_reflns_theta_max         62.496
_diffrn_reflns_theta_min         2.786
_diffrn_source                   'Metaljet D2'
_diffrn_source_current           2.860
_diffrn_source_power             0.200
_diffrn_source_target            Ga
_diffrn_source_type              'Metaljet D2'
_diffrn_source_voltage           70
_exptl_absorpt_coefficient_mu    7.403
_exptl_absorpt_correction_T_max  0.4326
_exptl_absorpt_correction_T_min  0.0267
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
Afterwards a spherical absorption correction was performed within STOE LANA.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.586
_exptl_crystal_description       needle
_exptl_crystal_F_000             2260
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.815
_refine_diff_density_min         -1.063
_refine_diff_density_rms         0.128
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     555
_refine_ls_number_reflns         11293
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0636
_refine_ls_R_factor_gt           0.0534
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1090P)²+3.3376P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1596
_refine_ls_wR_factor_ref         0.1651
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9099
_reflns_number_total             11293
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt00183j2.cif
_cod_data_source_block           kp269
_cod_depositor_comments
'Adding full bibliography for 7703352--7703355.cif.'
_cod_database_code               7703355
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_max   0.808
_shelx_estimated_absorpt_t_min   0.319
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 O13-O15
 2.11 with sigma of 0.02
 O15-N14 = O14-N14 = O13-N14
 1.22 with sigma of 0.02
3. Restrained planarity
 N14, O13, O14, O15
 with sigma of 0.1
4. Others
 Fixed Sof: O10(0.5) O12(0.5) N13(0.5) N14(0.5) O14(0.5) O15(0.5) O13(0.5)
5.a Rotating group:
 O6(H6A,H6B)
5.b Ternary CH refined with riding coordinates:
 N5(H5), N6(H6)
5.c Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C17(H17A,H17B), C18(H18A,H18B), C20(H20A,H20B)
5.d Aromatic/amide H refined with riding coordinates:
 N2(H2), N3(H3), N8(H8), N10(H10), C3(H3A), C4(H4), C5(H5A), C6(H6C), C8(H8A),
 C12(H12), C14(H14), C24(H24), C26(H26), C27(H27), C31(H31), C32(H32), C33(H33),
  C34(H34)
5.e Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C19(H19A,H19B,H19C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Er1 Er 0.28061(2) 0.33280(2) 0.28195(2) 0.03052(9) Uani 1 1 d . . .
Br1 Br 0.46813(6) 0.63205(4) 0.04024(3) 0.0636(2) Uani 1 1 d . . .
Br2 Br -0.20478(5) 0.44390(4) 0.48141(3) 0.05407(17) Uani 1 1 d . . .
O1 O 0.3275(3) 0.44190(16) 0.25039(15) 0.0356(7) Uani 1 1 d . . .
O2 O 0.1430(2) 0.40867(17) 0.30102(15) 0.0346(6) Uani 1 1 d . . .
O3 O 0.1600(3) 0.25434(19) 0.3315(2) 0.0506(9) Uani 1 1 d . . .
O4 O 0.0167(4) 0.2428(3) 0.2687(3) 0.0758(14) Uani 1 1 d . . .
O5 O 0.0303(4) 0.1858(3) 0.3593(3) 0.0729(13) Uani 1 1 d . . .
O6 O 0.1523(3) 0.3162(2) 0.19582(19) 0.0528(9) Uani 1 1 d . . .
H6A H 0.135006 0.359817 0.174011 0.079 Uiso 1 1 d GR . .
H6B H 0.084636 0.302125 0.208137 0.079 Uiso 1 1 d GR . .
N1 N 0.3348(3) 0.2070(2) 0.2556(2) 0.0379(8) Uani 1 1 d . . .
N2 N 0.3944(4) 0.1252(2) 0.1866(2) 0.0447(10) Uani 1 1 d . . .
H2 H 0.421400 0.108271 0.152279 0.054 Uiso 1 1 calc R . .
N3 N 0.3924(4) 0.2503(2) 0.1589(2) 0.0482(11) Uani 1 1 d . . .
H3 H 0.413661 0.240708 0.121124 0.058 Uiso 1 1 calc R . .
N4 N 0.3756(3) 0.3217(2) 0.1792(2) 0.0384(9) Uani 1 1 d . . .
N5 N 0.2242(3) 0.5654(2) 0.28861(19) 0.0368(8) Uani 1 1 d . . .
H5 H 0.221748 0.510661 0.283354 0.044 Uiso 1 1 calc R . .
N6 N 0.0220(3) 0.4857(2) 0.2218(2) 0.0411(9) Uani 1 1 d . . .
H6 H 0.092113 0.460837 0.233748 0.049 Uiso 1 1 calc R . .
N7 N 0.2756(3) 0.3610(2) 0.40091(18) 0.0352(8) Uani 1 1 d . . .
N8 N 0.3687(3) 0.3442(2) 0.4366(2) 0.0405(9) Uani 1 1 d . . .
H8 H 0.371526 0.342370 0.477979 0.049 Uiso 1 1 calc R . .
N9 N 0.4523(3) 0.32768(18) 0.3414(2) 0.0344(8) Uani 1 1 d . . .
N10 N 0.5538(3) 0.3192(2) 0.4324(2) 0.0413(9) Uani 1 1 d . . .
H10 H 0.571237 0.320284 0.473161 0.050 Uiso 1 1 calc R . .
N11 N 0.0674(4) 0.2276(3) 0.3191(3) 0.0520(11) Uani 1 1 d . . .
C1 C 0.3274(4) 0.1353(2) 0.2810(2) 0.0377(10) Uani 1 1 d . . .
C2 C 0.3639(4) 0.0843(2) 0.2374(3) 0.0396(10) Uani 1 1 d . . .
C3 C 0.3697(4) 0.0096(3) 0.2497(3) 0.0502(14) Uani 1 1 d . . .
H3A H 0.395620 -0.024127 0.220084 0.060 Uiso 1 1 calc R . .
C4 C 0.3361(4) -0.0138(3) 0.3071(3) 0.0542(15) Uani 1 1 d . . .
H4 H 0.337236 -0.064859 0.316911 0.065 Uiso 1 1 calc R . .
C5 C 0.3004(5) 0.0367(3) 0.3508(3) 0.0554(14) Uani 1 1 d . . .
H5A H 0.279658 0.019155 0.390292 0.066 Uiso 1 1 calc R . .
C6 C 0.2943(4) 0.1120(3) 0.3381(3) 0.0481(12) Uani 1 1 d . . .
H6C H 0.268437 0.145748 0.367717 0.058 Uiso 1 1 calc R . .
C7 C 0.3743(4) 0.1967(3) 0.2003(2) 0.0403(10) Uani 1 1 d . . .
C8 C 0.3998(4) 0.3715(3) 0.1385(2) 0.0401(10) Uani 1 1 d . . .
H8A H 0.424220 0.354808 0.099537 0.048 Uiso 1 1 calc R . .
C9 C 0.3925(4) 0.4497(2) 0.1476(2) 0.0346(9) Uani 1 1 d . . .
C10 C 0.3593(3) 0.4812(2) 0.2037(2) 0.0314(8) Uani 1 1 d . . .
C11 C 0.3612(4) 0.5592(2) 0.2093(2) 0.0337(9) Uani 1 1 d . . .
C12 C 0.3924(4) 0.6035(3) 0.1606(3) 0.0407(10) Uani 1 1 d . . .
H12 H 0.391973 0.655591 0.164556 0.049 Uiso 1 1 calc R . .
C13 C 0.4239(5) 0.5708(3) 0.1063(2) 0.0456(11) Uani 1 1 d . . .
C14 C 0.4236(4) 0.4958(3) 0.0983(3) 0.0437(11) Uani 1 1 d . . .
H14 H 0.444086 0.474956 0.059923 0.052 Uiso 1 1 calc R . .
C15 C 0.3341(4) 0.5912(2) 0.2709(2) 0.0379(10) Uani 1 1 d . . .
H15A H 0.334676 0.645583 0.268116 0.045 Uiso 1 1 calc R . .
H15B H 0.389269 0.576219 0.304132 0.045 Uiso 1 1 calc R . .
C16 C 0.2107(5) 0.5817(3) 0.3566(3) 0.0532(13) Uani 1 1 d . . .
H16A H 0.262313 0.552573 0.382935 0.080 Uiso 1 1 calc GR . .
H16B H 0.137284 0.569100 0.366823 0.080 Uiso 1 1 calc GR . .
H16C H 0.223501 0.634247 0.364597 0.080 Uiso 1 1 calc GR . .
C17 C 0.1365(4) 0.5978(3) 0.2441(3) 0.0483(12) Uani 1 1 d . . .
H17A H 0.129222 0.650924 0.253491 0.058 Uiso 1 1 calc R . .
H17B H 0.158132 0.593243 0.200335 0.058 Uiso 1 1 calc R . .
C18 C 0.0285(4) 0.5609(3) 0.2489(3) 0.0466(12) Uani 1 1 d . . .
H18A H 0.012605 0.558305 0.293898 0.056 Uiso 1 1 calc R . .
H18B H -0.027740 0.591882 0.227007 0.056 Uiso 1 1 calc R . .
C19 C 0.0086(6) 0.4856(5) 0.1523(3) 0.0712(19) Uani 1 1 d . . .
H19A H 0.003209 0.434698 0.137085 0.107 Uiso 1 1 calc GR . .
H19B H 0.070835 0.509506 0.135123 0.107 Uiso 1 1 calc GR . .
H19C H -0.057081 0.512433 0.138701 0.107 Uiso 1 1 calc GR . .
C20 C -0.0641(4) 0.4417(3) 0.2504(2) 0.0438(11) Uani 1 1 d . . .
H20A H -0.134136 0.467051 0.243126 0.053 Uiso 1 1 calc R . .
H20B H -0.069924 0.392720 0.229945 0.053 Uiso 1 1 calc R . .
C21 C -0.0387(4) 0.4323(3) 0.3194(2) 0.0381(10) Uani 1 1 d . . .
C22 C 0.0669(3) 0.4125(2) 0.3417(2) 0.0320(9) Uani 1 1 d . . .
C23 C 0.0895(4) 0.3999(2) 0.4066(2) 0.0347(9) Uani 1 1 d . . .
C24 C 0.0081(4) 0.4108(3) 0.4482(2) 0.0393(10) Uani 1 1 d . . .
H24 H 0.023240 0.404420 0.492195 0.047 Uiso 1 1 calc R . .
C25 C -0.0934(4) 0.4305(3) 0.4254(2) 0.0406(10) Uani 1 1 d . . .
C26 C -0.1184(4) 0.4410(3) 0.3617(3) 0.0398(10) Uani 1 1 d . . .
H26 H -0.189558 0.454030 0.346907 0.048 Uiso 1 1 calc R . .
C27 C 0.1949(4) 0.3803(3) 0.4330(2) 0.0380(10) Uani 1 1 d . . .
H27 H 0.206527 0.381596 0.477621 0.046 Uiso 1 1 calc R . .
C28 C 0.4551(4) 0.3309(2) 0.4034(2) 0.0361(10) Uani 1 1 d . . .
C29 C 0.5590(4) 0.3112(2) 0.3281(2) 0.0354(9) Uani 1 1 d . . .
C30 C 0.6211(4) 0.3053(2) 0.3853(3) 0.0398(10) Uani 1 1 d . . .
C31 C 0.7297(4) 0.2873(3) 0.3869(3) 0.0478(13) Uani 1 1 d . . .
H31 H 0.770980 0.281799 0.425836 0.057 Uiso 1 1 calc R . .
C32 C 0.7750(4) 0.2777(3) 0.3310(3) 0.0549(15) Uani 1 1 d . . .
H32 H 0.848789 0.264458 0.331024 0.066 Uiso 1 1 calc R . .
C33 C 0.7157(4) 0.2867(3) 0.2739(3) 0.0463(12) Uani 1 1 d . . .
H33 H 0.750766 0.281585 0.235750 0.056 Uiso 1 1 calc R . .
C34 C 0.6057(4) 0.3031(2) 0.2711(3) 0.0398(10) Uani 1 1 d . . .
H34 H 0.564910 0.308478 0.232044 0.048 Uiso 1 1 calc R . .
O10 O 0.5959(5) 0.5837(3) 0.4421(3) 0.0308(12) Uiso 0.5 1 d . . .
O11 O 0.500000 0.500000 0.500000 0.171(6) Uiso 1 2 d S T P
O12 O 0.4685(10) 0.5098(7) 0.4065(6) 0.091(3) Uiso 0.5 1 d . . .
N13 N 0.5225(10) 0.5366(7) 0.4493(6) 0.067(3) Uiso 0.5 1 d . . .
O7 O 0.5322(5) 0.2290(3) 0.0615(2) 0.0797(16) Uani 1 1 d . . .
O8 O 0.6999(5) 0.2255(4) 0.0477(3) 0.102(2) Uani 1 1 d . . .
O9 O 0.6410(6) 0.2849(6) 0.1262(4) 0.146(4) Uani 1 1 d . . .
N12 N 0.6265(6) 0.2457(4) 0.0796(3) 0.0684(16) Uani 1 1 d . . .
N14 N -0.1290(8) 0.6474(5) 0.3815(5) 0.050(2) Uiso 0.5 1 d D . .
O14 O -0.1749(10) 0.7065(6) 0.3935(6) 0.091(3) Uiso 0.5 1 d D . .
O15 O -0.1701(16) 0.5914(11) 0.3972(11) 0.178(8) Uiso 0.5 1 d D . .
O13 O -0.0333(10) 0.6444(8) 0.3843(7) 0.099(4) Uiso 0.5 1 d D . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0148 0.0070 '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'
Br Br -0.9338 1.0006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Er Er -10.7818 8.7525 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0253 0.0136 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0412 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_3
O1 Er1 O2 73.90(12) .
O1 Er1 O3 150.84(12) .
O1 Er1 O6 93.35(14) .
O1 Er1 N1 133.65(13) .
O1 Er1 N4 70.19(12) .
O1 Er1 N7 98.35(12) .
O1 Er1 N9 87.16(12) .
O2 Er1 O3 77.07(12) .
O2 Er1 O6 74.66(13) .
O2 Er1 N1 146.31(12) .
O2 Er1 N4 126.89(12) .
O2 Er1 N7 68.67(11) .
O2 Er1 N9 125.90(12) .
O3 Er1 O6 81.48(15) .
O3 Er1 N1 74.56(13) .
O3 Er1 N4 132.42(13) .
O3 Er1 N7 68.12(13) .
O3 Er1 N9 108.04(14) .
O6 Er1 N1 83.47(14) .
O6 Er1 N4 69.87(14) .
O6 Er1 N7 136.35(13) .
O6 Er1 N9 158.34(15) .
N1 Er1 N4 65.34(13) .
N1 Er1 N7 115.59(13) .
N4 Er1 N7 153.21(13) .
N9 Er1 N1 80.61(13) .
N9 Er1 N4 90.09(14) .
N9 Er1 N7 64.65(13) .
C10 O1 Er1 146.1(3) .
C22 O2 Er1 137.1(3) .
N11 O3 Er1 137.4(4) .
C1 N1 Er1 137.9(3) .
C7 N1 Er1 117.4(3) .
C7 N1 C1 104.3(4) .
C7 N2 C2 106.4(4) .
C7 N3 N4 116.1(4) .
N3 N4 Er1 115.2(3) .
C8 N4 Er1 130.8(3) .
C8 N4 N3 113.4(4) .
C15 N5 C17 110.5(4) .
C16 N5 C15 109.8(4) .
C16 N5 C17 113.8(4) .
C18 N6 C20 110.9(4) .
C19 N6 C18 112.9(5) .
C19 N6 C20 111.6(5) .
N8 N7 Er1 115.0(3) .
C27 N7 Er1 129.5(3) .
C27 N7 N8 115.0(4) .
C28 N8 N7 115.1(4) .
C28 N9 Er1 119.2(3) .
C28 N9 C29 104.3(4) .
C29 N9 Er1 135.8(3) .
C28 N10 C30 106.0(4) .
O4 N11 O3 120.0(5) .
O4 N11 O5 122.4(5) .
O5 N11 O3 117.6(5) .
C2 C1 N1 108.7(4) .
C6 C1 N1 130.7(5) .
C6 C1 C2 120.5(4) .
N2 C2 C1 106.1(4) .
N2 C2 C3 131.4(5) .
C3 C2 C1 122.4(5) .
C4 C3 C2 117.0(5) .
C3 C4 C5 120.8(5) .
C6 C5 C4 122.0(6) .
C1 C6 C5 117.2(6) .
N1 C7 N2 114.4(5) .
N1 C7 N3 124.8(4) .
N3 C7 N2 120.8(5) .
N4 C8 C9 125.3(5) .
C10 C9 C8 122.7(4) .
C10 C9 C14 119.7(4) .
C14 C9 C8 117.6(4) .
O1 C10 C9 122.8(4) .
O1 C10 C11 119.0(4) .
C9 C10 C11 118.2(4) .
C10 C11 C15 117.3(4) .
C12 C11 C10 121.2(4) .
C12 C11 C15 121.3(4) .
C13 C12 C11 119.0(4) .
C12 C13 Br1 118.6(4) .
C14 C13 Br1 119.2(4) .
C14 C13 C12 122.2(5) .
C13 C14 C9 119.6(5) .
C11 C15 N5 110.9(4) .
C18 C17 N5 113.2(4) .
N6 C18 C17 114.1(4) .
C21 C20 N6 110.5(4) .
C22 C21 C20 119.4(4) .
C26 C21 C20 120.6(4) .
C26 C21 C22 120.0(5) .
O2 C22 C21 118.9(4) .
O2 C22 C23 121.7(4) .
C23 C22 C21 119.4(4) .
C22 C23 C27 122.8(4) .
C24 C23 C22 119.2(4) .
C24 C23 C27 117.9(4) .
C25 C24 C23 120.1(5) .
C24 C25 Br2 120.3(4) .
C24 C25 C26 121.7(4) .
C26 C25 Br2 118.0(4) .
C25 C26 C21 119.5(4) .
N7 C27 C23 125.4(4) .
N8 C28 N10 121.5(5) .
N9 C28 N8 124.2(4) .
N9 C28 N10 114.3(5) .
C30 C29 N9 108.3(4) .
C34 C29 N9 130.8(4) .
C34 C29 C30 120.8(4) .
N10 C30 C29 107.0(4) .
N10 C30 C31 131.6(5) .
C31 C30 C29 121.3(5) .
C32 C31 C30 117.8(5) .
C31 C32 C33 121.5(5) .
C32 C33 C34 121.6(5) .
C29 C34 C33 116.8(5) .
N13 O11 N13 180.0 3_666
O10 N13 O11 129.3(10) .
O12 N13 O10 123.8(13) .
O12 N13 O11 106.1(11) .
O8 N12 O7 118.5(7) .
O9 N12 O7 118.4(6) .
O9 N12 O8 122.9(8) .
O15 N14 O14 117.6(15) .
O13 N14 O14 119.8(12) .
O13 N14 O15 113.1(13) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Er1 O1 2.184(3) .
Er1 O2 2.256(3) .
Er1 O3 2.367(4) .
Er1 O6 2.369(4) .
Er1 N1 2.457(4) .
Er1 N4 2.561(4) .
Er1 N7 2.586(4) .
Er1 N9 2.413(4) .
Br1 C13 1.902(5) .
Br2 C25 1.902(5) .
O1 C10 1.306(5) .
O2 C22 1.327(5) .
O3 N11 1.263(6) .
O4 N11 1.239(7) .
O5 N11 1.254(7) .
N1 C1 1.416(6) .
N1 C7 1.316(6) .
N2 C2 1.383(7) .
N2 C7 1.357(6) .
N3 N4 1.387(5) .
N3 C7 1.341(7) .
N4 C8 1.300(7) .
N5 C15 1.517(6) .
N5 C16 1.497(6) .
N5 C17 1.517(6) .
N6 C18 1.484(7) .
N6 C19 1.476(7) .
N6 C20 1.497(7) .
N7 N8 1.377(5) .
N7 C27 1.300(6) .
N8 C28 1.345(7) .
N9 C28 1.318(6) .
N9 C29 1.409(6) .
N10 C28 1.355(6) .
N10 C30 1.371(7) .
C1 C2 1.408(7) .
C1 C6 1.374(8) .
C2 C3 1.383(7) .
C3 C4 1.382(9) .
C4 C5 1.399(9) .
C5 C6 1.395(8) .
C8 C9 1.436(6) .
C9 C10 1.410(6) .
C9 C14 1.415(7) .
C10 C11 1.421(6) .
C11 C12 1.388(7) .
C11 C15 1.492(7) .
C12 C13 1.378(7) .
C13 C14 1.372(7) .
C17 C18 1.512(7) .
C20 C21 1.491(7) .
C21 C22 1.414(6) .
C21 C26 1.391(7) .
C22 C23 1.409(7) .
C23 C24 1.401(7) .
C23 C27 1.439(7) .
C24 C25 1.371(7) .
C25 C26 1.383(7) .
C29 C30 1.402(7) .
C29 C34 1.384(7) .
C30 C31 1.390(7) .
C31 C32 1.360(9) .
C32 C33 1.389(9) .
C33 C34 1.400(7) .
O10 N13 1.267(13) .
O11 N13 1.313(12) .
O11 N13 1.313(12) 3_666
O12 N13 1.199(16) .
O7 N12 1.248(8) .
O8 N12 1.228(7) .
O9 N12 1.226(9) .
N14 O14 1.251(12) .
N14 O15 1.195(15) .
N14 O13 1.190(12) .
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.500 400.6 85.5 '4(C2 H3N)'
2 0.000 0.500 0.000 400.6 85.5 '4(C2 H3N)'
