# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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. 
# 
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data_p151204d2_sq
_database_code_depnum_ccdc_archive 'CCDC 1821375'
_audit_update_record             
;
2018-02-01 deposited with the CCDC.
2018-04-26 downloaded from the CCDC.
;
_audit_creation_date             2018-01-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C46 H35 Mn2 N6 O12)'
_chemical_formula_sum            'C23 H17.50 Mn N3 O6'
_chemical_formula_weight         486.84
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C Mn'
_chemical_oxdiff_usercomment     'KXM-DATP K18'
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'
Mn Mn 0.3368 0.7283 '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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.3671(5)
_cell_length_b                   11.6113(3)
_cell_length_c                   20.9861(7)
_cell_angle_alpha                80.625(3)
_cell_angle_beta                 74.837(3)
_cell_angle_gamma                73.183(3)
_cell_volume                     2547.68(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7537
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.7260
_cell_measurement_theta_min      3.6840
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.557
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             998
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0208
_diffrn_reflns_av_unetI/netI     0.0359
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            16905
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.010
_diffrn_reflns_theta_max         25.010
_diffrn_reflns_theta_min         2.986
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2116
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -44.00  49.00   1.00    7.50    --  -19.25  37.00  60.00   93
  2  ω     18.00  61.00   1.00    7.50    --   18.94 -99.00  90.00   43
  3  ω    -68.00  -6.00   1.00    7.50    --  -19.25 -57.00 -90.00   62
  4  ω    -56.00  51.00   1.00    7.50    --  -19.25   0.00-180.00  107
  5  ω    -72.00  11.00   1.00    7.50    --  -19.25 -77.00-180.00   83
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0389130000
_diffrn_orient_matrix_UB_12      0.0014554000
_diffrn_orient_matrix_UB_13      -0.0324676000
_diffrn_orient_matrix_UB_21      0.0525203000
_diffrn_orient_matrix_UB_22      -0.0047030000
_diffrn_orient_matrix_UB_23      0.0134372000
_diffrn_orient_matrix_UB_31      0.0144142000
_diffrn_orient_matrix_UB_32      -0.0639135000
_diffrn_orient_matrix_UB_33      0.0016019000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7182
_reflns_number_total             8927
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.900
_refine_diff_density_min         -0.425
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     603
_refine_ls_number_reflns         8927
_refine_ls_number_restraints     37
_refine_ls_R_factor_all          0.0528
_refine_ls_R_factor_gt           0.0419
_refine_ls_restrained_S_all      102.250
_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)+(0.0625P)²+0.8339P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1135
_refine_ls_wR_factor_ref         0.1213
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 O4AA-O6
 3 with sigma of 0.02
 O5AA_$1-O5AA_$53 = O5AA_$62-O5AA_$44 = O5AA_$21-O5AA_$13 = O5AA_$38-O5AA_$51 =
  O5AA_$9-O5AA_$57 = O5AA_$65-O5AA_$49 = O5AA-O5AA_$28 = O5AA_$20-O5AA_$43 =
 O5AA_$55-O5AA_$17 = O5AA_$60-O5AA_$7 = O5AA_$34-O5AA_$27 = O5AA_$48-O5AA_$59 =
 O5AA_$24-O5AA_$63 = O5AA_$15-O5AA_$4 = O5AA_$33-O5AA_$52 = O5AA_$30-O5AA_$66 =
 O5AA_$22-O5AA_$12 = O5AA_$39-O5AA_$56 = O5AA_$36-O5AA_$8 = O5AA_$29-O5AA_$2 =
 O5AA_$6-O5AA_$41 = O5AA_$16-O5AA_$35 = O5AA_$10-O5AA_$14 = O5AA_$46-O5AA_$23 =
 O5AA_$40-O5AA_$18 = O5AA_$50-O5AA_$3 = O5AA_$45-O5AA_$25 = O5AA_$54-O5AA_$11 =
 O5AA_$5-O5AA_$31 = O5AA_$58-O5AA_$19 = O5AA_$37-O5AA_$61 = O5AA_$26-O5AA_$42 =
 O5AA_$64-O5AA_$32 = O5AA_$47-O5AA_$67
 2.5 with sigma of 0.02
 H4AA-O4AA
 0.82 with sigma of 0.02
 H2B_$2-H47
 2.2 with sigma of 0.02
3.a Rotating group:
 O22(H22A,H22B), O24(H24A,H24B), O2(H2A,H2B), O1(H1A,H1B)
3.b Aromatic/amide H refined with riding coordinates:
 C44(H44), C46(H46), C47(H47), C50(H50), C59(H59), C81(H81), C89(H89),
 C98(H98), C103(H103), C105(H105), C107(H107), C115(H115), C117(H117),
 C119(H119), C124(H124), C126(H126), C127(H127), C130(H130), C132(H132),
 C133(H133), C136(H136), C137(H137), C139(H139), C141(H141), C143(H143),
 C145(H145)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Mn2 Mn 0.27411(3) 0.55602(3) 0.61010(2) 0.02900(11) Uani 1 1 d . . . . .
Mn1 Mn 0.73715(4) 1.03124(4) 0.08778(2) 0.03620(12) Uani 1 1 d . . . . .
O4AA O 0.6873(2) 0.89833(19) 0.61988(9) 0.0492(5) Uani 1 1 d D . . . .
O5AA O 0.36088(18) 0.66632(16) 0.50663(8) 0.0402(4) Uani 1 1 d D . . . .
O3 O 0.8630(2) 1.12169(19) -0.01469(9) 0.0529(5) Uani 1 1 d . . . . .
O6 O 0.7943(2) 0.9913(2) -0.32066(9) 0.0672(7) Uani 1 1 d D . . . .
O4 O 0.7179(2) 1.03253(19) -0.01412(8) 0.0513(5) Uani 1 1 d . . . . .
O5 O 0.7315(2) 0.88185(19) -0.22884(9) 0.0606(6) Uani 1 1 d . . . . .
O13 O 0.36132(18) 0.71474(17) 0.60331(8) 0.0434(5) Uani 1 1 d . . . . .
O15 O 0.8009(2) 0.9795(2) 0.53166(9) 0.0533(6) Uani 1 1 d . . . . .
N17 N 0.16395(19) 0.42107(17) 0.66748(9) 0.0274(4) Uani 1 1 d . . . . .
N2 N 0.69175(19) 0.97981(18) 0.19920(9) 0.0303(5) Uani 1 1 d . . . . .
O22 O 0.46228(18) 0.43475(17) 0.59972(10) 0.0471(5) Uani 1 1 d . . . . .
H22A H 0.5068 0.4547 0.6234 0.071 Uiso 1 1 d GR . . . .
H22B H 0.5086 0.4416 0.5587 0.071 Uiso 1 1 d GR . . . .
O24 O 0.09622(18) 0.69319(17) 0.62391(10) 0.0479(5) Uani 1 1 d . . . . .
H24A H 0.0092 0.6862 0.6513 0.072 Uiso 1 1 d GR . . . .
H24B H 0.0779 0.7815 0.6047 0.072 Uiso 1 1 d GR . . . .
N26 N 0.21307(19) 0.46325(18) 0.53677(9) 0.0305(5) Uani 1 1 d . . . . .
O2 O 0.89259(19) 0.86600(18) 0.06970(9) 0.0493(5) Uani 1 1 d . . . . .
H2A H 0.8704 0.7973 0.0600 0.074 Uiso 1 1 d GR . . . .
H2B H 0.9287 0.8284 0.1073 0.074 Uiso 1 1 d DGR . . . .
N29 N 0.28406(19) 0.52930(18) 0.72186(10) 0.0318(5) Uani 1 1 d . . . . .
N3 N 0.6044(2) 0.9029(2) 0.11400(10) 0.0404(5) Uani 1 1 d . . . . .
N1 N 0.8410(2) 1.12183(19) 0.13883(9) 0.0364(5) Uani 1 1 d . . . . .
C39 C 1.1489(2) 1.3984(2) -0.26626(11) 0.0287(5) Uani 1 1 d . . . . .
C42 C 0.6487(2) 0.8877(2) 0.51675(11) 0.0272(5) Uani 1 1 d . . . . .
C44 C 0.5574(2) 0.8267(2) 0.54689(11) 0.0275(5) Uani 1 1 d . . . . .
H44 H 0.5399 0.8082 0.5926 0.033 Uiso 1 1 calc R . . . .
C46 C 0.5171(2) 0.8235(2) 0.44056(11) 0.0278(5) Uani 1 1 d . . . . .
H46 H 0.4717 0.8026 0.4153 0.033 Uiso 1 1 calc R . . . .
C47 C 1.0755(2) 1.3229(2) -0.22994(12) 0.0332(6) Uani 1 1 d . . . . .
H47 H 1.0692 1.3063 -0.1845 0.040 Uiso 1 1 calc DR . . . .
C50 C 0.6744(2) 0.9148(2) 0.44888(11) 0.0297(5) Uani 1 1 d . . . . .
H50 H 0.7373 0.9542 0.4291 0.036 Uiso 1 1 calc R . . . .
C52 C 0.6185(2) 0.9044(2) 0.22573(11) 0.0292(5) Uani 1 1 d . . . . .
C53 C 1.1329(2) 1.3925(2) -0.43674(11) 0.0261(5) Uani 1 1 d . . . . .
C59 C 0.8913(2) 1.1189(2) -0.25625(11) 0.0319(6) Uani 1 1 d . . . . .
H59 H 0.9119 1.1248 -0.3024 0.038 Uiso 1 1 calc R . . . .
C61 C 0.4921(2) 0.7931(2) 0.50869(11) 0.0267(5) Uani 1 1 d . . . . .
C63 C 0.7198(2) 0.9254(2) 0.55709(11) 0.0321(6) Uani 1 1 d . . . . .
C65 C 0.3982(2) 0.7217(2) 0.54180(11) 0.0300(5) Uani 1 1 d . . . . .
C67 C 0.8206(2) 1.0398(2) -0.22155(11) 0.0309(5) Uani 1 1 d . . . . .
C70 C 0.7380(2) 1.0256(2) 0.23926(11) 0.0297(5) Uani 1 1 d . . . . .
C72 C 0.6365(2) 0.9182(2) 0.33595(11) 0.0291(5) Uani 1 1 d . . . . .
C75 C 0.9319(2) 1.1897(2) -0.22335(11) 0.0293(5) Uani 1 1 d . . . . .
C78 C 0.6092(2) 0.88493(19) 0.40924(11) 0.0254(5) Uani 1 1 d . . . . .
C79 C 1.0111(2) 1.2714(2) -0.26074(11) 0.0299(5) Uani 1 1 d . . . . .
C81 C 0.8989(2) 1.1789(2) -0.15412(11) 0.0330(6) Uani 1 1 d . . . . .
H81 H 0.9228 1.2271 -0.1311 0.040 Uiso 1 1 calc R . . . .
C84 C 1.1055(2) 1.3698(2) -0.36341(11) 0.0271(5) Uani 1 1 d . . . . .
C6AA C 1.2168(2) 1.4582(2) -0.23602(11) 0.0298(5) Uani 1 1 d . . . . .
C87 C 0.8022(3) 1.0836(2) -0.04482(12) 0.0370(6) Uani 1 1 d . . . . .
C89 C 1.0821(2) 1.3439(2) -0.47570(11) 0.0316(6) Uani 1 1 d . . . . .
H89 H 1.0263 1.2967 -0.4561 0.038 Uiso 1 1 calc R . . . .
O1 O 0.5823(2) 1.2014(2) 0.09766(12) 0.0706(7) Uani 1 1 d . . . . .
H1A H 0.5060 1.2138 0.1269 0.106 Uiso 1 1 d GR . . . .
H1B H 0.5808 1.2741 0.0734 0.106 Uiso 1 1 d GR . . . .
C96 C 0.8210(2) 1.1064(2) 0.20554(11) 0.0305(5) Uani 1 1 d . . . . .
C98 C 0.5912(2) 0.8705(2) 0.29338(11) 0.0318(6) Uani 1 1 d . . . . .
H98 H 0.5424 0.8158 0.3103 0.038 Uiso 1 1 calc R . . . .
C100 C 0.7779(3) 0.9651(2) -0.25871(12) 0.0401(7) Uani 1 1 d . . . . .
C102 C 0.5712(2) 0.8590(2) 0.17738(12) 0.0316(6) Uani 1 1 d . . . . .
C103 C 1.0273(2) 1.2979(2) -0.32927(12) 0.0326(6) Uani 1 1 d . . . . .
H103 H 0.9851 1.2669 -0.3521 0.039 Uiso 1 1 calc R . . . .
C105 C 0.7910(2) 1.0295(2) -0.15279(12) 0.0330(6) Uani 1 1 d . . . . .
H105 H 0.7439 0.9763 -0.1293 0.040 Uiso 1 1 calc R . . . .
C107 C 1.1976(3) 1.4357(2) -0.57120(12) 0.0396(6) Uani 1 1 d . . . . .
H107 H 1.2222 1.4509 -0.6170 0.048 Uiso 1 1 calc R . . . .
C111 C 0.8311(2) 1.0977(2) -0.11918(11) 0.0306(5) Uani 1 1 d . . . . .
C115 C 1.1145(3) 1.3658(2) -0.54362(12) 0.0361(6) Uani 1 1 d . . . . .
H115 H 1.0808 1.3337 -0.5704 0.043 Uiso 1 1 calc R . . . .
C117 C 0.7108(3) 0.9977(2) 0.30725(12) 0.0342(6) Uani 1 1 d . . . . .
H117 H 0.7425 1.0323 0.3339 0.041 Uiso 1 1 calc R . . . .
C119 C 1.3495(3) 1.5831(2) -0.25367(13) 0.0382(6) Uani 1 1 d . . . . .
H119 H 1.3957 1.6322 -0.2827 0.046 Uiso 1 1 calc R . . . .
C124 C 1.2433(3) 1.4827(2) -0.52962(12) 0.0370(6) Uani 1 1 d . . . . .
H124 H 1.2985 1.5308 -0.5486 0.044 Uiso 1 1 calc R . . . .
C126 C 0.8737(3) 1.1624(2) 0.23983(12) 0.0392(6) Uani 1 1 d . . . . .
H126 H 0.8577 1.1505 0.2859 0.047 Uiso 1 1 calc R . . . .
C127 C 0.9708(3) 1.2516(3) 0.13776(14) 0.0466(7) Uani 1 1 d . . . . .
H127 H 1.0220 1.3006 0.1134 0.056 Uiso 1 1 calc R . . . .
C130 C 1.2141(3) 1.4419(3) -0.16873(13) 0.0418(7) Uani 1 1 d . . . . .
H130 H 1.1671 1.3929 -0.1403 0.050 Uiso 1 1 calc R . . . .
C132 C 0.9151(3) 1.1940(3) 0.10679(13) 0.0445(7) Uani 1 1 d . . . . .
H132 H 0.9295 1.2057 0.0608 0.053 Uiso 1 1 calc R . . . .
C133 C 1.3518(3) 1.5694(3) -0.18762(13) 0.0427(7) Uani 1 1 d . . . . .
H133 H 1.3999 1.6072 -0.1726 0.051 Uiso 1 1 calc R . . . .
C136 C 0.4995(3) 0.7763(2) 0.19571(13) 0.0410(7) Uani 1 1 d . . . . .
H136 H 0.4760 0.7483 0.2401 0.049 Uiso 1 1 calc R . . . .
C137 C 0.5669(3) 0.8627(3) 0.06831(13) 0.0496(8) Uani 1 1 d . . . . .
H137 H 0.5886 0.8935 0.0243 0.059 Uiso 1 1 calc R . . . .
C139 C 1.2820(3) 1.4991(3) -0.14442(13) 0.0456(7) Uani 1 1 d . . . . .
H139 H 1.2802 1.4900 -0.0993 0.055 Uiso 1 1 calc R . . . .
C141 C 0.4629(3) 0.7355(3) 0.14759(14) 0.0457(7) Uani 1 1 d . . . . .
H141 H 0.4148 0.6795 0.1591 0.055 Uiso 1 1 calc R . . . .
C143 C 0.4981(3) 0.7784(3) 0.08308(14) 0.0476(7) Uani 1 1 d . . . . .
H143 H 0.4759 0.7511 0.0497 0.057 Uiso 1 1 calc R . . . .
C145 C 0.9494(3) 1.2352(3) 0.20606(13) 0.0437(7) Uani 1 1 d . . . . .
H145 H 0.9857 1.2731 0.2287 0.052 Uiso 1 1 calc R . . . .
H4AA H 0.733(3) 0.918(4) 0.6387(19) 0.105(15) Uiso 1 1 d D . . . .


_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
Mn2 O5AA 2.4562(17) . ?
Mn2 O13 2.3016(17) . ?
Mn2 N17 2.2814(19) . ?
Mn2 O22 2.1722(19) . ?
Mn2 O24 2.1656(19) . ?
Mn2 N26 2.3538(19) . ?
Mn2 N29 2.343(2) . ?
Mn1 O3 2.5096(19) . ?
Mn1 O4 2.2032(18) . ?
Mn1 N2 2.2765(19) . ?
Mn1 O2 2.207(2) . ?
Mn1 N3 2.324(2) . ?
Mn1 N1 2.323(2) . ?
Mn1 O1 2.230(2) . ?
O4AA C63 1.284(3) . ?
O5AA C65 1.271(3) . ?
O3 C87 1.253(3) . ?
O6 C100 1.263(3) . ?
O4 C87 1.251(3) . ?
O5 C100 1.237(3) . ?
O13 C65 1.245(3) . ?
O15 C63 1.224(3) . ?
N17 C39 1.347(3) 1_446 ?
N17 C84 1.340(3) 1_446 ?
N2 C52 1.339(3) . ?
N2 C70 1.343(3) . ?
N26 C53 1.354(3) 1_446 ?
N26 C124 1.342(3) 1_446 ?
N29 C6AA 1.350(3) 1_446 ?
N29 C119 1.334(3) 1_446 ?
N3 C102 1.341(3) . ?
N3 C137 1.340(3) . ?
N1 C96 1.349(3) . ?
N1 C132 1.338(3) . ?
C39 N17 1.347(3) 1_664 ?
C39 C47 1.385(3) . ?
C39 C6AA 1.481(3) . ?
C42 C44 1.384(3) . ?
C42 C50 1.379(3) . ?
C42 C63 1.499(3) . ?
C44 C61 1.388(3) . ?
C46 C61 1.390(3) . ?
C46 C78 1.398(3) . ?
C47 C79 1.392(3) . ?
C50 C78 1.388(3) . ?
C52 C98 1.387(3) . ?
C52 C102 1.489(3) . ?
C53 N26 1.354(3) 1_664 ?
C53 C84 1.483(3) . ?
C53 C89 1.381(3) . ?
C59 C67 1.386(3) . ?
C59 C75 1.392(3) . ?
C61 C65 1.498(3) . ?
C67 C100 1.503(3) . ?
C67 C105 1.387(3) . ?
C70 C96 1.489(3) . ?
C70 C117 1.383(3) . ?
C72 C78 1.496(3) . ?
C72 C98 1.391(3) . ?
C72 C117 1.391(3) . ?
C75 C79 1.486(3) . ?
C75 C81 1.396(3) . ?
C79 C103 1.395(3) . ?
C81 C111 1.386(3) . ?
C84 N17 1.340(3) 1_664 ?
C84 C103 1.379(3) . ?
C6AA N29 1.349(3) 1_664 ?
C6AA C130 1.387(3) . ?
C87 C111 1.500(3) . ?
C89 C115 1.376(3) . ?
C96 C126 1.379(3) . ?
C102 C136 1.380(3) . ?
C105 C111 1.374(3) . ?
C107 C115 1.374(4) . ?
C107 C124 1.373(4) . ?
C119 N29 1.334(3) 1_664 ?
C119 C133 1.376(4) . ?
C124 N26 1.343(3) 1_664 ?
C126 C145 1.365(4) . ?
C127 C132 1.369(4) . ?
C127 C145 1.380(4) . ?
C130 C139 1.382(4) . ?
C133 C139 1.370(4) . ?
C136 C141 1.382(4) . ?
C137 C143 1.372(4) . ?
C141 C143 1.361(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_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O13 Mn2 O5AA 54.79(6) . . ?
O13 Mn2 N26 136.70(6) . . ?
O13 Mn2 N29 84.76(6) . . ?
N17 Mn2 O5AA 151.84(6) . . ?
N17 Mn2 O13 152.58(6) . . ?
N17 Mn2 N26 69.56(6) . . ?
N17 Mn2 N29 69.90(7) . . ?
O22 Mn2 O5AA 86.22(7) . . ?
O22 Mn2 O13 88.58(7) . . ?
O22 Mn2 N17 97.76(7) . . ?
O22 Mn2 N26 95.01(7) . . ?
O22 Mn2 N29 82.00(7) . . ?
O24 Mn2 O5AA 91.70(7) . . ?
O24 Mn2 O13 84.60(7) . . ?
O24 Mn2 N17 87.31(7) . . ?
O24 Mn2 O22 172.80(7) . . ?
O24 Mn2 N26 91.54(7) . . ?
O24 Mn2 N29 95.06(7) . . ?
N26 Mn2 O5AA 82.34(6) . . ?
N29 Mn2 O5AA 138.12(6) . . ?
N29 Mn2 N26 138.51(7) . . ?
O4 Mn1 O3 54.73(6) . . ?
O4 Mn1 N2 153.59(7) . . ?
O4 Mn1 O2 87.34(8) . . ?
O4 Mn1 N3 83.81(7) . . ?
O4 Mn1 N1 135.99(7) . . ?
O4 Mn1 O1 88.56(9) . . ?
N2 Mn1 O3 151.55(7) . . ?
N2 Mn1 N3 69.87(7) . . ?
N2 Mn1 N1 70.33(7) . . ?
O2 Mn1 O3 84.38(7) . . ?
O2 Mn1 N2 92.67(7) . . ?
O2 Mn1 N3 85.71(8) . . ?
O2 Mn1 N1 95.35(8) . . ?
O2 Mn1 O1 175.62(8) . . ?
N3 Mn1 O3 137.67(7) . . ?
N1 Mn1 O3 81.76(6) . . ?
N1 Mn1 N3 140.19(7) . . ?
O1 Mn1 O3 91.99(9) . . ?
O1 Mn1 N2 91.69(8) . . ?
O1 Mn1 N3 95.38(9) . . ?
O1 Mn1 N1 86.54(8) . . ?
C65 O5AA Mn2 87.36(13) . . ?
C87 O3 Mn1 84.74(15) . . ?
C87 O4 Mn1 99.10(15) . . ?
C65 O13 Mn2 95.11(14) . . ?
C39 N17 Mn2 120.48(15) 1_446 . ?
C84 N17 Mn2 120.52(14) 1_446 . ?
C84 N17 C39 118.82(19) 1_446 1_446 ?
C52 N2 Mn1 120.73(15) . . ?
C52 N2 C70 119.13(19) . . ?
C70 N2 Mn1 120.14(15) . . ?
C53 N26 Mn2 117.75(14) 1_446 . ?
C124 N26 Mn2 125.00(16) 1_446 . ?
C124 N26 C53 117.0(2) 1_446 1_446 ?
C6AA N29 Mn2 117.93(15) 1_446 . ?
C119 N29 Mn2 123.66(16) 1_446 . ?
C119 N29 C6AA 118.4(2) 1_446 1_446 ?
C102 N3 Mn1 118.70(16) . . ?
C137 N3 Mn1 123.27(17) . . ?
C137 N3 C102 117.8(2) . . ?
C96 N1 Mn1 118.40(16) . . ?
C132 N1 Mn1 124.40(16) . . ?
C132 N1 C96 117.1(2) . . ?
N17 C39 C47 121.4(2) 1_664 . ?
N17 C39 C6AA 115.4(2) 1_664 . ?
C47 C39 C6AA 123.2(2) . . ?
C44 C42 C63 120.7(2) . . ?
C50 C42 C44 119.8(2) . . ?
C50 C42 C63 119.4(2) . . ?
C42 C44 C61 119.9(2) . . ?
C61 C46 C78 121.4(2) . . ?
C39 C47 C79 120.7(2) . . ?
C42 C50 C78 121.9(2) . . ?
N2 C52 C98 121.6(2) . . ?
N2 C52 C102 115.12(19) . . ?
C98 C52 C102 123.3(2) . . ?
N26 C53 C84 115.30(19) 1_664 . ?
N26 C53 C89 122.0(2) 1_664 . ?
C89 C53 C84 122.7(2) . . ?
C67 C59 C75 121.2(2) . . ?
C44 C61 C46 119.5(2) . . ?
C44 C61 C65 119.0(2) . . ?
C46 C61 C65 121.4(2) . . ?
O4AA C63 C42 114.7(2) . . ?
O15 C63 O4AA 123.2(2) . . ?
O15 C63 C42 122.0(2) . . ?
O5AA C65 C61 119.2(2) . . ?
O13 C65 O5AA 121.3(2) . . ?
O13 C65 C61 119.4(2) . . ?
C59 C67 C100 119.8(2) . . ?
C59 C67 C105 119.6(2) . . ?
C105 C67 C100 120.6(2) . . ?
N2 C70 C96 115.64(19) . . ?
N2 C70 C117 121.7(2) . . ?
C117 C70 C96 122.7(2) . . ?
C98 C72 C78 122.3(2) . . ?
C98 C72 C117 117.0(2) . . ?
C117 C72 C78 120.8(2) . . ?
C59 C75 C79 121.0(2) . . ?
C59 C75 C81 117.9(2) . . ?
C81 C75 C79 121.1(2) . . ?
C46 C78 C72 121.6(2) . . ?
C50 C78 C46 117.4(2) . . ?
C50 C78 C72 120.9(2) . . ?
C47 C79 C75 122.2(2) . . ?
C47 C79 C103 116.5(2) . . ?
C103 C79 C75 121.3(2) . . ?
C111 C81 C75 121.1(2) . . ?
N17 C84 C53 115.80(19) 1_664 . ?
N17 C84 C103 122.1(2) 1_664 . ?
C103 C84 C53 122.1(2) . . ?
N29 C6AA C39 116.0(2) 1_664 . ?
N29 C6AA C130 121.2(2) 1_664 . ?
C130 C6AA C39 122.8(2) . . ?
O3 C87 C111 119.9(2) . . ?
O4 C87 O3 121.3(2) . . ?
O4 C87 C111 118.8(2) . . ?
C115 C89 C53 119.7(2) . . ?
N1 C96 C70 115.4(2) . . ?
N1 C96 C126 122.0(2) . . ?
C126 C96 C70 122.6(2) . . ?
C52 C98 C72 120.3(2) . . ?
O6 C100 C67 116.3(2) . . ?
O5 C100 O6 123.4(2) . . ?
O5 C100 C67 120.2(2) . . ?
N3 C102 C52 115.5(2) . . ?
N3 C102 C136 121.7(2) . . ?
C136 C102 C52 122.8(2) . . ?
C84 C103 C79 120.4(2) . . ?
C111 C105 C67 120.3(2) . . ?
C124 C107 C115 118.5(2) . . ?
C81 C111 C87 120.0(2) . . ?
C105 C111 C81 119.9(2) . . ?
C105 C111 C87 120.1(2) . . ?
C107 C115 C89 118.9(2) . . ?
C70 C117 C72 120.3(2) . . ?
N29 C119 C133 123.2(2) 1_664 . ?
N26 C124 C107 123.9(2) 1_664 . ?
C145 C126 C96 119.9(2) . . ?
C132 C127 C145 118.4(2) . . ?
C139 C130 C6AA 119.4(2) . . ?
N1 C132 C127 123.8(2) . . ?
C139 C133 C119 118.7(2) . . ?
C102 C136 C141 119.4(2) . . ?
N3 C137 C143 123.4(2) . . ?
C133 C139 C130 119.1(2) . . ?
C143 C141 C136 119.1(2) . . ?
C141 C143 C137 118.7(2) . . ?
C126 C145 C127 118.7(2) . . ?

loop_
_platon_missing_refln_index_h
_platon_missing_refln_index_k
_platon_missing_refln_index_l
_platon_missing_refln_theta
1 0 0 1.922
-3 1 0 6.503
0 1 0 1.840
1 1 0 2.291
2 1 0 3.809
0 2 0 3.683
0 3 0 5.529
0 -2 1 3.910
-4 -1 1 7.771
-2 -1 1 4.202
-1 -1 1 2.739
0 -1 1 2.181
-1 0 1 2.366
0 0 1 1.010
1 0 1 1.958
3 0 1 5.631
0 1 1 2.014
1 1 1 2.244
0 3 1 5.526
1 3 1 5.276
1 4 1 7.037
0 -2 2 4.366
-2 -1 2 4.780
0 -1 2 2.859
0 0 2 2.020
1 0 2 2.452
0 1 2 2.601
1 1 2 2.620
-1 2 2 5.040
1 4 2 7.093
0 -2 3 4.989
0 -1 3 3.692
-1 0 3 3.941
0 0 3 3.031
-2 1 3 5.946
-1 1 3 4.440
1 1 3 3.277
2 1 3 4.166
1 2 3 4.247
2 2 3 4.777
1 4 3 7.290
-2 -2 4 6.883
-2 -1 4 6.278
2 -1 4 5.709
-2 0 4 6.187
-1 0 4 4.856
0 0 4 4.042
2 0 4 4.908
1 1 4 4.082
2 2 4 5.246
2 3 4 6.282
3 3 4 6.999
-1 -3 5 8.015
-2 -2 5 7.691
2 -1 5 6.357
-2 0 5 7.022
1 -3 6 8.832
1 -2 6 7.540

_platon_squeeze_details          
;
TITL P151204D2 in P-1
CELL   11.3671   11.6113   20.9861     80.63     74.84     73.18
SPGR P-1
# Solvent Accessible Volume =     590.0
# Electrons Found in S.A.V. =     201.1
# Note: Atoms in Void as Cxxx and Qxxx all others
C101 0.360 0.614 0.327 !       8.26 eA-3
C102 0.937 0.063 0.405 !       8.04 eA-3
C103 0.123 0.320 0.301 !       7.99 eA-3
C104 0.191 0.790 0.410 !       7.89 eA-3
C105 0.298 0.492 0.238 !       6.85 eA-3
C106 0.453 0.232 0.254 !       6.53 eA-3
C107 0.329 0.246 0.096 !       6.31 eA-3
C108 0.844 0.678 0.016 !       5.30 eA-3
C109 0.970 0.581 0.018 !       2.77 eA-3
C110 1.000 0.500 0.000 !       2.74 eA-3
C111 0.591 0.421 0.015 !       2.58 eA-3
C112 0.250 0.500 0.111 !       2.27 eA-3
Q113 0.657 0.086 0.090 !       0.71 eA-3
C114 0.381 0.517 0.054 !       0.65 eA-3
C115 0.302 0.570 0.046 !       0.58 eA-3
;
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.431 -0.500 0.000 570 202 ' '

_platon_squeeze_void_probe_radius 1.20

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.212
_oxdiff_exptl_absorpt_empirical_full_min 0.678
####################################################################### 
# 
# 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_p160122d2_sq
_database_code_depnum_ccdc_archive 'CCDC 1822246'
_audit_update_record             
;
2018-02-06 deposited with the CCDC.
2018-04-26 downloaded from the CCDC.
;
_audit_creation_date             2018-01-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H13 Mn N3 O4'
_chemical_formula_sum            'C23 H13 Mn N3 O4'
_chemical_formula_weight         450.30
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C Mn'
_chemical_oxdiff_usercomment     KXM-2
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'
Mn Mn 0.3368 0.7283 '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'

_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.
;
_space_group_crystal_system      tetragonal
_space_group_IT_number           92
_space_group_name_H-M_alt        'P 41 21 2'
_space_group_name_Hall           'P 4abw 2nw'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y+1/2, x+1/2, z+1/4'
'-x, -y, z+1/2'
'y+1/2, -x+1/2, z+3/4'
'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                   17.3875(12)
_cell_length_b                   17.3875(12)
_cell_length_c                   18.3017(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5533.0(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    1771
_cell_measurement_temperature    177(30)
_cell_measurement_theta_max      21.4910
_cell_measurement_theta_min      3.7060
_shelx_estimated_absorpt_T_max   0.961
_shelx_estimated_absorpt_T_min   0.956
_exptl_absorpt_coefficient_mu    0.503
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66796
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.081
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             1832
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0861
_diffrn_reflns_av_unetI/netI     0.1369
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            11812
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.006
_diffrn_reflns_theta_max         25.006
_diffrn_reflns_theta_min         3.232
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      177(30)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2116
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -8.00  22.00   1.00  100.00    --   18.94  77.00 -90.00   30
  2  ω    -47.00  50.00   1.00  100.00    --  -19.25  77.00 150.00   97
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0369376000
_diffrn_orient_matrix_UB_12      -0.0164447000
_diffrn_orient_matrix_UB_13      0.0046873000
_diffrn_orient_matrix_UB_21      -0.0127165000
_diffrn_orient_matrix_UB_22      0.0339252000
_diffrn_orient_matrix_UB_23      0.0179262000
_diffrn_orient_matrix_UB_31      -0.0116884000
_diffrn_orient_matrix_UB_32      0.0156102000
_diffrn_orient_matrix_UB_33      -0.0340471000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.738
_reflns_Friedel_fraction_full    0.992
_reflns_Friedel_fraction_max     0.992
_reflns_number_gt                3218
_reflns_number_total             4836
_reflns_odcompleteness_completeness 99.63
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.441
_refine_diff_density_min         -0.253
_refine_diff_density_rms         0.058
_refine_ls_abs_structure_details 
;
 Flack x determined using 789 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.08(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.980
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         4836
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1021
_refine_ls_R_factor_gt           0.0676
_refine_ls_restrained_S_all      0.980
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0343P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1181
_refine_ls_wR_factor_ref         0.1324
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C7(H7), C19(H19), C3(H3), C16(H16), C22(H22), C12(H12), C5(H5),
 C13(H13), C17(H17), C15(H15), C18(H18), C14(H14)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
Mn1 Mn 0.59983(7) 0.31881(7) 0.09180(5) 0.0357(3) Uani 1 1 d . . . . .
O1 O 0.5318(3) 0.3848(3) 0.1742(2) 0.0360(12) Uani 1 1 d . . . . .
O2 O 0.5152(3) 0.2608(3) 0.1683(2) 0.0417(14) Uani 1 1 d . . . . .
C2 C 0.4447(4) 0.3281(4) 0.2580(3) 0.0340(19) Uani 1 1 d . . . . .
C10 C 0.4494(4) 0.5797(4) 0.4570(3) 0.0297(18) Uani 1 1 d . . . . .
C8 C 0.3926(4) 0.4619(4) 0.4120(3) 0.0303(16) Uani 1 1 d . . . . .
N2 N 0.6086(4) 0.4109(3) 0.0059(3) 0.0343(15) Uani 1 1 d . . . . .
C4 C 0.3475(4) 0.2672(4) 0.3332(3) 0.0347(18) Uani 1 1 d . . . . .
C21 C 0.3341(4) 0.5378(4) 0.5086(3) 0.0286(17) Uani 1 1 d . . . . .
C9 C 0.4508(4) 0.5175(4) 0.4120(3) 0.0330(18) Uani 1 1 d . . . . .
H9 H 0.4919 0.5117 0.3800 0.040 Uiso 1 1 calc R . . . .
C7 C 0.4411(4) 0.3924(4) 0.3034(3) 0.0289(17) Uani 1 1 d . . . . .
H7 H 0.4718 0.4347 0.2926 0.035 Uiso 1 1 calc R . . . .
C1 C 0.5002(4) 0.3242(5) 0.1959(3) 0.0319(17) Uani 1 1 d . . . . .
C19 C 0.2085(5) 0.5087(5) 0.5712(4) 0.048(2) Uani 1 1 d . . . . .
H19 H 0.1982 0.4709 0.5365 0.058 Uiso 1 1 calc R . . . .
C3 C 0.3957(5) 0.2661(4) 0.2710(3) 0.038(2) Uani 1 1 d . . . . .
H3 H 0.3948 0.2244 0.2392 0.045 Uiso 1 1 calc R . . . .
C16 C 0.2424(5) 0.6184(5) 0.6706(3) 0.046(2) Uani 1 1 d . . . . .
H16 H 0.2538 0.6559 0.7052 0.055 Uiso 1 1 calc R . . . .
O3 O 0.6881(3) 0.2259(3) 0.1619(3) 0.0657(17) Uani 1 1 d . . . . .
C20 C 0.2753(4) 0.5510(4) 0.5666(3) 0.0318(18) Uani 1 1 d . . . . .
C22 C 0.3330(4) 0.4753(4) 0.4622(3) 0.0356(19) Uani 1 1 d . . . . .
H22 H 0.2918 0.4412 0.4643 0.043 Uiso 1 1 calc R . . . .
C11 C 0.5076(4) 0.6406(4) 0.4578(3) 0.0333(19) Uani 1 1 d . . . . .
C6 C 0.3936(4) 0.3957(5) 0.3639(3) 0.0313(17) Uani 1 1 d . . . . .
O4 O 0.6604(3) 0.2250(3) 0.0440(3) 0.0627(18) Uani 1 1 d . . . . .
N3 N 0.4983(4) 0.3050(4) 0.0092(3) 0.0426(18) Uani 1 1 d . . . . .
C12 C 0.5681(5) 0.6433(5) 0.4080(4) 0.053(2) Uani 1 1 d . . . . .
H12 H 0.5716 0.6059 0.3719 0.063 Uiso 1 1 calc R . . . .
C23 C 0.7014(5) 0.2037(5) 0.0993(4) 0.050(2) Uani 1 1 d . . . . .
C5 C 0.3480(4) 0.3316(5) 0.3770(3) 0.039(2) Uani 1 1 d . . . . .
H5 H 0.3161 0.3322 0.4178 0.047 Uiso 1 1 calc R . . . .
N1 N 0.7075(3) 0.3935(4) 0.1153(3) 0.0392(17) Uani 1 1 d . . . . .
C13 C 0.6233(6) 0.7010(6) 0.4115(4) 0.081(3) Uani 1 1 d . . . . .
H13 H 0.6653 0.7011 0.3800 0.097 Uiso 1 1 calc R . . . .
C17 C 0.1757(6) 0.5774(5) 0.6778(4) 0.060(3) Uani 1 1 d . . . . .
H17 H 0.1432 0.5869 0.7172 0.072 Uiso 1 1 calc R . . . .
C15 C 0.5535(6) 0.7513(6) 0.5134(4) 0.068(3) Uani 1 1 d . . . . .
H15 H 0.5491 0.7871 0.5509 0.082 Uiso 1 1 calc R . . . .
C18 C 0.1565(5) 0.5222(5) 0.6273(4) 0.053(2) Uani 1 1 d . . . . .
H18 H 0.1106 0.4950 0.6306 0.064 Uiso 1 1 calc R . . . .
C14 C 0.6138(7) 0.7589(6) 0.4638(5) 0.090(4) Uani 1 1 d . . . . .
H14 H 0.6467 0.8011 0.4655 0.108 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 O1 2.234(4) . ?
Mn1 O2 2.268(5) . ?
Mn1 N2 2.249(5) . ?
Mn1 C1 2.576(7) . ?
Mn1 O4 2.129(5) . ?
Mn1 N3 2.336(6) . ?
Mn1 N1 2.319(7) . ?
O1 C1 1.253(8) . ?
O2 C1 1.240(8) . ?
C2 C7 1.394(9) . ?
C2 C1 1.493(9) . ?
C2 C3 1.395(9) . ?
C10 N2 1.358(8) 3_665 ?
C10 C9 1.360(9) . ?
C10 C11 1.464(9) . ?
C8 C9 1.399(9) . ?
C8 C22 1.404(9) . ?
C8 C6 1.451(9) . ?
N2 C10 1.358(8) 3_664 ?
N2 C21 1.339(8) 3_664 ?
C4 C3 1.413(9) . ?
C4 C23 1.479(10) 2_545 ?
C4 C5 1.378(9) . ?
C21 N2 1.339(8) 3_665 ?
C21 C20 1.492(9) . ?
C21 C22 1.379(9) . ?
C7 C6 1.382(8) . ?
C19 C20 1.378(10) . ?
C19 C18 1.389(10) . ?
C16 N1 1.352(8) 3_665 ?
C16 C17 1.367(11) . ?
O3 C23 1.231(8) . ?
C20 N1 1.346(9) 3_665 ?
C11 N3 1.338(9) 3_665 ?
C11 C12 1.393(9) . ?
C6 C5 1.388(9) . ?
O4 C23 1.293(9) . ?
N3 C11 1.338(9) 3_664 ?
N3 C15 1.332(10) 3_664 ?
C12 C13 1.391(10) . ?
C23 C4 1.479(10) 4_554 ?
N1 C16 1.352(8) 3_664 ?
N1 C20 1.346(9) 3_664 ?
C13 C14 1.400(12) . ?
C17 C18 1.374(11) . ?
C15 N3 1.332(10) 3_665 ?
C15 C14 1.393(12) . ?

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
O1 Mn1 O2 57.88(17) . . ?
O1 Mn1 N2 98.17(19) . . ?
O1 Mn1 C1 29.1(2) . . ?
O1 Mn1 N3 95.10(19) . . ?
O1 Mn1 N1 90.87(19) . . ?
O2 Mn1 C1 28.8(2) . . ?
O2 Mn1 N3 82.1(2) . . ?
O2 Mn1 N1 131.22(17) . . ?
N2 Mn1 O2 142.4(2) . . ?
N2 Mn1 C1 122.5(2) . . ?
N2 Mn1 N3 70.9(2) . . ?
N2 Mn1 N1 71.1(2) . . ?
O4 Mn1 O1 158.9(2) . . ?
O4 Mn1 O2 103.5(2) . . ?
O4 Mn1 N2 103.0(2) . . ?
O4 Mn1 C1 131.6(2) . . ?
O4 Mn1 N3 91.7(2) . . ?
O4 Mn1 N1 96.1(2) . . ?
N3 Mn1 C1 88.5(2) . . ?
N1 Mn1 C1 112.7(2) . . ?
N1 Mn1 N3 142.0(2) . . ?
C1 O1 Mn1 90.8(4) . . ?
C1 O2 Mn1 89.6(4) . . ?
C7 C2 C1 121.3(7) . . ?
C7 C2 C3 119.4(6) . . ?
C3 C2 C1 119.3(7) . . ?
N2 C10 C9 120.5(7) 3_665 . ?
N2 C10 C11 114.8(6) 3_665 . ?
C9 C10 C11 124.7(7) . . ?
C9 C8 C22 114.8(6) . . ?
C9 C8 C6 122.6(6) . . ?
C22 C8 C6 122.5(6) . . ?
C10 N2 Mn1 119.7(5) 3_664 . ?
C21 N2 Mn1 119.9(4) 3_664 . ?
C21 N2 C10 119.8(6) 3_664 3_664 ?
C3 C4 C23 120.4(6) . 2_545 ?
C5 C4 C3 118.5(6) . . ?
C5 C4 C23 121.1(6) . 2_545 ?
N2 C21 C20 115.7(6) 3_665 . ?
N2 C21 C22 120.8(6) 3_665 . ?
C22 C21 C20 123.4(7) . . ?
C10 C9 C8 122.4(7) . . ?
C6 C7 C2 122.5(7) . . ?
O1 C1 Mn1 60.1(3) . . ?
O1 C1 C2 119.1(7) . . ?
O2 C1 Mn1 61.7(4) . . ?
O2 C1 O1 121.8(6) . . ?
O2 C1 C2 119.1(7) . . ?
C2 C1 Mn1 177.9(5) . . ?
C20 C19 C18 120.2(7) . . ?
C2 C3 C4 119.3(6) . . ?
N1 C16 C17 122.6(7) 3_665 . ?
C19 C20 C21 122.6(6) . . ?
N1 C20 C21 115.4(6) 3_665 . ?
N1 C20 C19 122.0(6) 3_665 . ?
C21 C22 C8 121.5(7) . . ?
N3 C11 C10 117.8(6) 3_665 . ?
N3 C11 C12 119.6(7) 3_665 . ?
C12 C11 C10 122.7(7) . . ?
C7 C6 C8 121.8(7) . . ?
C7 C6 C5 116.6(7) . . ?
C5 C6 C8 121.6(6) . . ?
C23 O4 Mn1 99.8(4) . . ?
C11 N3 Mn1 116.1(5) 3_664 . ?
C15 N3 Mn1 123.3(5) 3_664 . ?
C15 N3 C11 120.5(7) 3_664 3_664 ?
C13 C12 C11 121.1(7) . . ?
O3 C23 C4 121.3(7) . 4_554 ?
O3 C23 O4 122.3(8) . . ?
O4 C23 C4 116.3(6) . 4_554 ?
C4 C5 C6 123.7(6) . . ?
C16 N1 Mn1 125.0(5) 3_664 . ?
C20 N1 Mn1 117.3(4) 3_664 . ?
C20 N1 C16 117.5(7) 3_664 3_664 ?
C12 C13 C14 117.9(8) . . ?
C16 C17 C18 120.4(7) . . ?
N3 C15 C14 122.8(8) 3_665 . ?
C17 C18 C19 117.2(8) . . ?
C15 C14 C13 117.8(9) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.299
_oxdiff_exptl_absorpt_empirical_full_min 0.703
####################################################################### 
# 
# 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_2_sq
_database_code_depnum_ccdc_archive 'CCDC 1822245'
_audit_update_record             
;
2018-02-06 deposited with the CCDC.
2018-04-26 downloaded from the CCDC.
;
_audit_creation_date             2018-01-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H15 Mn N3 O5'
_chemical_formula_sum            'C23 H15 Mn N3 O5'
_chemical_formula_weight         468.32
_chemical_melting_point          ?
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'
Mn Mn 0.3368 0.7283 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   27.489(5)
_cell_length_b                   12.3570(16)
_cell_length_c                   13.6835(17)
_cell_angle_alpha                90
_cell_angle_beta                 118.528(3)
_cell_angle_gamma                90
_cell_volume                     4083.7(10)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7537
_cell_measurement_temperature    386(2)
_cell_measurement_theta_max      28.7260
_cell_measurement_theta_min      3.6840
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.689
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.523
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    "'not measured'"
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1912
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0287
_diffrn_reflns_av_unetI/netI     0.0153
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            21880
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.009
_diffrn_reflns_theta_max         25.009
_diffrn_reflns_theta_min         3.020
_diffrn_ambient_temperature      386.3
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3351
_reflns_number_total             3594
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.677
_refine_diff_density_min         -0.429
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         3594
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0364
_refine_ls_R_factor_gt           0.0339
_refine_ls_restrained_S_all      1.079
_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)+(0.0480P)²+9.0965P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0925
_refine_ls_wR_factor_ref         0.0940
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Rotating group:
 O5(H5a,H5b)
2.b Aromatic/amide H refined with riding coordinates:
 C20(H20), C21(H21), C6(H6), C3(H3), C8(H8), C10(H10), C15(H15), C23(H23),
 C22(H22), C17(H17), C13(H13), C16(H16), C14(H14)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
Mn1 Mn 0.33257(2) 0.78742(2) 0.22664(2) 0.01446(11) Uani 1 1 d . . . . .
O2 O 0.33530(6) 0.78167(11) 0.38708(12) 0.0193(3) Uani 1 1 d . . . . .
O4 O 0.27625(5) 0.93441(12) 0.19241(12) 0.0204(3) Uani 1 1 d . . . . .
O5 O 0.33481(6) 0.81898(12) 0.07256(12) 0.0222(3) Uani 1 1 d . . . . .
H5A H 0.3386 0.8879 0.0651 0.033 Uiso 1 1 d GR . . . .
H5B H 0.3043 0.7974 0.0159 0.033 Uiso 1 1 d GR . . . .
O3 O 0.23379(6) 0.78096(11) 0.12039(13) 0.0209(3) Uani 1 1 d . . . . .
O1 O 0.40179(6) 0.78144(12) 0.56497(13) 0.0268(4) Uani 1 1 d . . . . .
N2 N 0.41887(7) 0.70990(13) 0.29655(14) 0.0149(4) Uani 1 1 d . . . . .
N1 N 0.32450(7) 0.59933(14) 0.19471(14) 0.0163(4) Uani 1 1 d . . . . .
N3 N 0.40216(7) 0.92049(14) 0.29475(14) 0.0199(4) Uani 1 1 d . . . . .
C4 C 0.32146(8) 0.44239(16) 0.42282(16) 0.0147(4) Uani 1 1 d . . . . .
C20 C 0.62939(8) 0.57069(17) 0.78195(17) 0.0184(4) Uani 1 1 d . . . . .
H20 H 0.5964 0.6090 0.7560 0.022 Uiso 1 1 calc R . . . .
C19 C 0.62854(8) 0.45954(16) 0.76732(16) 0.0148(4) Uani 1 1 d . . . . .
C5 C 0.26709(8) 0.38236(16) 0.36612(16) 0.0155(4) Uani 1 1 d . . . . .
C18 C 0.57587(8) 0.39790(16) 0.70663(16) 0.0143(4) Uani 1 1 d . . . . .
C7 C 0.42194(8) 0.44465(16) 0.53308(16) 0.0152(4) Uani 1 1 d . . . . .
C12 C 0.54437(8) 0.11101(16) 0.65806(16) 0.0172(4) Uani 1 1 d . . . . .
C9 C 0.47646(8) 0.38878(16) 0.59350(16) 0.0150(4) Uani 1 1 d . . . . .
C21 C 0.67965(9) 0.62416(17) 0.83545(18) 0.0209(4) Uani 1 1 d . . . . .
H21 H 0.6809 0.6987 0.8460 0.025 Uiso 1 1 calc R . . . .
C11 C 0.53491(8) 0.23010(16) 0.65019(16) 0.0160(4) Uani 1 1 d . . . . .
C6 C 0.37181(8) 0.38790(16) 0.47858(16) 0.0161(4) Uani 1 1 d . . . . .
H6 H 0.3722 0.3126 0.4796 0.019 Uiso 1 1 calc R . . . .
C3 C 0.32068(8) 0.55498(16) 0.41923(16) 0.0159(4) Uani 1 1 d . . . . .
H3 H 0.2873 0.5916 0.3798 0.019 Uiso 1 1 calc R . . . .
C2 C 0.36981(8) 0.61265(17) 0.47450(16) 0.0155(4) Uani 1 1 d . . . . .
C8 C 0.41971(8) 0.55792(16) 0.53040(16) 0.0158(4) Uani 1 1 d . . . . .
H8 H 0.4524 0.5973 0.5669 0.019 Uiso 1 1 calc R . . . .
C10 C 0.48250(8) 0.27660(16) 0.59341(17) 0.0174(4) Uani 1 1 d . . . . .
H10 H 0.4515 0.2329 0.5554 0.021 Uiso 1 1 calc R . . . .
C15 C 0.56799(9) -0.10538(18) 0.68133(19) 0.0268(5) Uani 1 1 d . . . . .
H15 H 0.5772 -0.1785 0.6903 0.032 Uiso 1 1 calc R . . . .
C23 C 0.72363(8) 0.45432(17) 0.85597(18) 0.0199(4) Uani 1 1 d . . . . .
H23 H 0.7562 0.4147 0.8813 0.024 Uiso 1 1 calc R . . . .
C22 C 0.72779(8) 0.56513(17) 0.87285(17) 0.0213(4) Uani 1 1 d . . . . .
H22 H 0.7622 0.5989 0.9085 0.026 Uiso 1 1 calc R . . . .
C1 C 0.36925(8) 0.73455(17) 0.47562(17) 0.0179(4) Uani 1 1 d . . . . .
C17 C 0.52480(8) 0.44864(17) 0.65478(16) 0.0165(4) Uani 1 1 d . . . . .
H17 H 0.5227 0.5232 0.6608 0.020 Uiso 1 1 calc R . . . .
C13 C 0.50140(9) 0.03686(17) 0.62157(18) 0.0219(4) Uani 1 1 d . . . . .
H13 H 0.4649 0.0605 0.5900 0.026 Uiso 1 1 calc R . . . .
C16 C 0.60876(9) -0.02688(18) 0.71648(19) 0.0256(5) Uani 1 1 d . . . . .
H16 H 0.6456 -0.0490 0.7495 0.031 Uiso 1 1 calc R . . . .
C14 C 0.51325(9) -0.07265(18) 0.63254(19) 0.0253(5) Uani 1 1 d . . . . .
H14 H 0.4849 -0.1235 0.6075 0.030 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 O2 2.1618(15) . ?
Mn1 O4 2.2853(14) . ?
Mn1 O5 2.1737(15) . ?
Mn1 O3 2.3921(15) . ?
Mn1 N2 2.3008(17) . ?
Mn1 N1 2.3556(18) . ?
Mn1 N3 2.3514(18) . ?
O2 C1 1.264(3) . ?
O4 C5 1.250(2) 4 ?
O3 C5 1.269(2) 4 ?
O1 C1 1.259(3) . ?
N2 C18 1.343(3) 5_666 ?
N2 C11 1.346(3) 5_666 ?
N1 C19 1.351(3) 5_666 ?
N1 C23 1.340(3) 5_666 ?
N3 C12 1.350(3) 5_666 ?
N3 C16 1.341(3) 5_666 ?
C4 C5 1.509(3) . ?
C4 C6 1.394(3) . ?
C4 C3 1.392(3) . ?
C20 C19 1.387(3) . ?
C20 C21 1.384(3) . ?
C19 N1 1.351(3) 5_666 ?
C19 C18 1.489(3) . ?
C5 O4 1.250(2) 4_545 ?
C5 O3 1.268(2) 4_545 ?
C18 N2 1.343(3) 5_666 ?
C18 C17 1.384(3) . ?
C7 C9 1.491(3) . ?
C7 C6 1.402(3) . ?
C7 C8 1.401(3) . ?
C12 N3 1.350(3) 5_666 ?
C12 C11 1.489(3) . ?
C12 C13 1.386(3) . ?
C9 C10 1.396(3) . ?
C9 C17 1.397(3) . ?
C21 C22 1.378(3) . ?
C11 N2 1.346(3) 5_666 ?
C11 C10 1.393(3) . ?
C3 C2 1.389(3) . ?
C2 C8 1.386(3) . ?
C2 C1 1.507(3) . ?
C15 C16 1.383(3) . ?
C15 C14 1.383(3) . ?
C23 N1 1.340(3) 5_666 ?
C23 C22 1.384(3) . ?
C13 C14 1.383(3) . ?
C16 N3 1.341(3) 5_666 ?

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
O2 Mn1 O4 85.74(5) . . ?
O2 Mn1 O5 170.97(6) . . ?
O2 Mn1 O3 95.45(5) . . ?
O2 Mn1 N2 92.02(6) . . ?
O2 Mn1 N1 96.34(6) . . ?
O2 Mn1 N3 89.62(6) . . ?
O4 Mn1 O3 56.00(5) . . ?
O4 Mn1 N2 151.55(6) . . ?
O4 Mn1 N1 138.73(5) . . ?
O4 Mn1 N3 82.45(6) . . ?
O5 Mn1 O4 89.36(6) . . ?
O5 Mn1 O3 88.07(6) . . ?
O5 Mn1 N2 88.66(6) . . ?
O5 Mn1 N1 92.34(6) . . ?
O5 Mn1 N3 82.21(6) . . ?
N2 Mn1 O3 152.20(5) . . ?
N2 Mn1 N1 69.72(6) . . ?
N2 Mn1 N3 69.16(6) . . ?
N1 Mn1 O3 82.84(5) . . ?
N3 Mn1 O3 137.45(5) . . ?
N3 Mn1 N1 138.61(6) . . ?
C1 O2 Mn1 129.80(13) . . ?
C5 O4 Mn1 93.87(12) 4 . ?
C5 O3 Mn1 88.49(11) 4 . ?
C18 N2 Mn1 120.33(13) 5_666 . ?
C18 N2 C11 118.42(17) 5_666 5_666 ?
C11 N2 Mn1 121.01(13) 5_666 . ?
C19 N1 Mn1 118.16(13) 5_666 . ?
C23 N1 Mn1 124.51(13) 5_666 . ?
C23 N1 C19 117.30(18) 5_666 5_666 ?
C12 N3 Mn1 118.80(13) 5_666 . ?
C16 N3 Mn1 123.03(14) 5_666 . ?
C16 N3 C12 118.07(18) 5_666 5_666 ?
C6 C4 C5 121.64(18) . . ?
C3 C4 C5 118.57(17) . . ?
C3 C4 C6 119.79(18) . . ?
C21 C20 C19 119.54(19) . . ?
N1 C19 C20 122.06(18) 5_666 . ?
N1 C19 C18 115.78(17) 5_666 . ?
C20 C19 C18 122.15(18) . . ?
O4 C5 O3 121.52(18) 4_545 4_545 ?
O4 C5 C4 118.89(18) 4_545 . ?
O3 C5 C4 119.58(17) 4_545 . ?
N2 C18 C19 115.76(17) 5_666 . ?
N2 C18 C17 122.09(18) 5_666 . ?
C17 C18 C19 122.14(18) . . ?
C6 C7 C9 122.39(19) . . ?
C8 C7 C9 119.80(18) . . ?
C8 C7 C6 117.81(18) . . ?
N3 C12 C11 115.60(17) 5_666 . ?
N3 C12 C13 121.86(19) 5_666 . ?
C13 C12 C11 122.53(18) . . ?
C10 C9 C7 123.21(18) . . ?
C10 C9 C17 116.53(18) . . ?
C17 C9 C7 120.25(18) . . ?
C22 C21 C20 118.9(2) . . ?
N2 C11 C12 114.72(17) 5_666 . ?
N2 C11 C10 122.17(18) 5_666 . ?
C10 C11 C12 123.12(18) . . ?
C4 C6 C7 121.09(19) . . ?
C2 C3 C4 119.94(18) . . ?
C3 C2 C1 120.44(18) . . ?
C8 C2 C3 119.93(19) . . ?
C8 C2 C1 119.62(18) . . ?
C2 C8 C7 121.41(18) . . ?
C11 C10 C9 120.05(18) . . ?
C16 C15 C14 118.5(2) . . ?
N1 C23 C22 123.94(19) 5_666 . ?
C21 C22 C23 118.27(19) . . ?
O2 C1 C2 117.21(18) . . ?
O1 C1 O2 125.1(2) . . ?
O1 C1 C2 117.64(18) . . ?
C18 C17 C9 120.60(19) . . ?
C14 C13 C12 119.4(2) . . ?
N3 C16 C15 123.2(2) 5_666 . ?
C13 C14 C15 118.9(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
