# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_mx6776e_tw
_database_code_depnum_ccdc_archive 'CCDC 2103643'
loop_
_audit_author_name
_audit_author_address
'Tongling Liang'
;Institute of Chemistry, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2021-08-17 deposited with the CCDC.	2021-09-15 downloaded from the CCDC.
;
_audit_creation_date             2018-01-31
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H50 Ca N8 O11, 2(I), C H Cl3, H2 O'
_chemical_formula_sum            'C31 H53 Ca Cl3 I2 N8 O12'
_chemical_formula_weight         1130.04
_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'
Ca Ca 0.2262 0.3064 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   15.2822(5)
_cell_length_b                   20.3116(5)
_cell_length_c                   16.7995(6)
_cell_angle_alpha                90
_cell_angle_beta                 117.084(5)
_cell_angle_gamma                90
_cell_volume                     4642.8(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    19460
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.5060
_cell_measurement_theta_min      1.6810
_shelx_estimated_absorpt_T_max   0.911
_shelx_estimated_absorpt_T_min   0.597
_exptl_absorpt_coefficient_mu    1.699
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85477
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.9d (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.617
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             2272
_exptl_crystal_size_max          0.338
_exptl_crystal_size_mid          0.217
_exptl_crystal_size_min          0.056
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0233
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            10593
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.538
_diffrn_reflns_theta_min         1.691
_diffrn_ambient_temperature      173.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'MM007-HF CCD(Saturn 724+)'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9445
_reflns_number_total             10593
_reflns_special_details          
;
 _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 1.171.39.9d (Rigaku OD, 2015)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrysAlisPro 1.171.39.9d (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'CIFTAB (Sheldrick, 2014)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_refine_diff_density_max         1.053
_refine_diff_density_min         -0.660
_refine_diff_density_rms         0.085
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     521
_refine_ls_number_reflns         10593
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0383
_refine_ls_R_factor_gt           0.0338
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0272P)²+7.5310P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0808
_refine_ls_wR_factor_ref         0.0828
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.8117(12)
 0.1883(12)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H10A,H10B} of O10, {H12C,H12D} of O12, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, {H11A,H11B} of O11, {H9A,H9B} of O9
3.a Riding coordinates:
 O10(H10A,H10B), O12(H12C,H12D)
3.b Rotating group:
 O9(H9A,H9B), O11(H11A,H11B)
3.c Ternary CH refined with riding coordinates:
 C31(H31)
3.d Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C6(H6A,H6B), C8(H8A,H8B), C9(H9C,H9D), C10(H10C,H10D), C11(H11C,
 H11D), C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B),
 C16(H16A,H16B), C17(H17A,H17B), C21(H21A,H21B), C23(H23A,H23B)
3.e Aromatic/amide H refined with riding coordinates:
 C26(H26), C27(H27), C28(H28), C30(H30)
3.f Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C7(H7A,H7B,H7C), C22(H22A,H22B,H22C), C24(H24A,H24B,H24C)
;
_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
N1 N 0.41701(17) 0.40567(12) 0.07845(16) 0.0251(5) Uani 1 1 d . . . . .
O1 O 0.28930(14) 0.44599(11) 0.09255(13) 0.0297(4) Uani 1 1 d . . . . .
Ca1 Ca 0.52794(4) 0.29822(3) 0.54900(4) 0.02653(12) Uani 1 1 d . . . . .
C1 C 0.3831(2) 0.42364(13) 0.13503(18) 0.0234(5) Uani 1 1 d . . . . .
O2 O 0.56494(15) 0.39144(12) 0.34475(13) 0.0333(5) Uani 1 1 d . . . . .
C2 C 0.5111(2) 0.38389(14) 0.1200(2) 0.0261(6) Uani 1 1 d . . . . .
N2 N 0.56528(17) 0.37941(12) 0.20980(16) 0.0261(5) Uani 1 1 d . . . . .
O3 O 0.64161(16) 0.29314(11) 0.48703(14) 0.0337(5) Uani 1 1 d . . . . .
C3 C 0.5189(2) 0.39703(14) 0.25574(19) 0.0263(6) Uani 1 1 d . . . . .
N3 N 0.42757(17) 0.42238(12) 0.22398(15) 0.0249(5) Uani 1 1 d . . . . .
O4 O 0.56094(17) 0.18442(11) 0.51675(15) 0.0406(5) Uani 1 1 d . . . . .
N4 N 0.55606(19) 0.36594(12) 0.07088(17) 0.0293(5) Uani 1 1 d . . . . .
C4 C 0.6553(2) 0.33732(15) 0.1146(2) 0.0324(7) Uani 1 1 d . . . . .
H4A H 0.694970 0.360447 0.171736 0.039 Uiso 1 1 calc R . . . .
H4B H 0.687750 0.343454 0.075787 0.039 Uiso 1 1 calc R . . . .
O5 O 0.43535(17) 0.21445(11) 0.58011(16) 0.0407(6) Uani 1 1 d . . . . .
N5 N 0.05649(17) 0.40194(12) 0.36055(17) 0.0283(5) Uani 1 1 d . . . . .
C5 C 0.6510(3) 0.26430(16) 0.1325(3) 0.0411(8) Uani 1 1 d . . . . .
H5A H 0.620518 0.240436 0.075614 0.062 Uiso 1 1 calc GR . . . .
H5B H 0.611929 0.257794 0.164716 0.062 Uiso 1 1 calc GR . . . .
H5C H 0.717734 0.247632 0.168787 0.062 Uiso 1 1 calc GR . . . .
O6 O 0.45616(16) 0.33555(12) 0.64443(14) 0.0356(5) Uani 1 1 d . . . . .
N6 N 0.17520(17) 0.41333(12) 0.51484(16) 0.0270(5) Uani 1 1 d . . . . .
C6 C 0.5096(3) 0.37226(17) -0.0269(2) 0.0380(7) Uani 1 1 d . . . . .
H6A H 0.437705 0.377524 -0.050008 0.046 Uiso 1 1 calc R . . . .
H6B H 0.521409 0.331714 -0.053246 0.046 Uiso 1 1 calc R . . . .
O7 O 0.33187(15) 0.44286(12) 0.54245(14) 0.0355(5) Uani 1 1 d . . . . .
N7 N 0.22076(18) 0.43637(13) 0.39929(16) 0.0284(5) Uani 1 1 d . . . . .
C7 C 0.5508(4) 0.4314(2) -0.0546(3) 0.0542(10) Uani 1 1 d . . . . .
H7A H 0.517227 0.435778 -0.119805 0.081 Uiso 1 1 calc GR . . . .
H7B H 0.621371 0.425117 -0.034318 0.081 Uiso 1 1 calc GR . . . .
H7C H 0.540404 0.471416 -0.027347 0.081 Uiso 1 1 calc GR . . . .
C8 C 0.6629(2) 0.3639(2) 0.3810(2) 0.0462(9) Uani 1 1 d . . . . .
H8A H 0.708544 0.395935 0.375298 0.055 Uiso 1 1 calc R . . . .
H8B H 0.662530 0.323440 0.347919 0.055 Uiso 1 1 calc R . . . .
N8 N 0.01392(18) 0.38262(13) 0.47360(18) 0.0305(5) Uani 1 1 d . . . . .
O8 O 0.09979(15) 0.42559(12) 0.25364(14) 0.0343(5) Uani 1 1 d . . . . .
O9 O 0.66827(17) 0.28323(13) 0.68305(15) 0.0433(6) Uani 1 1 d . . . . .
H9A H 0.672213 0.278784 0.735421 0.065 Uiso 1 1 d GR . . . .
H9B H 0.728044 0.281053 0.691562 0.065 Uiso 1 1 d GR . . . .
C9 C 0.6959(2) 0.34790(18) 0.4784(2) 0.0355(7) Uani 1 1 d . . . . .
H9C H 0.766916 0.337232 0.507599 0.043 Uiso 1 1 calc R . . . .
H9D H 0.685931 0.386796 0.508807 0.043 Uiso 1 1 calc R . . . .
O10 O 0.53968(15) 0.41116(10) 0.53051(13) 0.0288(4) Uani 1 1 d . . . . .
H10A H 0.493732 0.427324 0.483308 0.035 Uiso 1 1 d R . . . .
H10B H 0.559242 0.449754 0.550108 0.035 Uiso 1 1 d R . . . .
C10 C 0.6841(3) 0.23004(18) 0.4841(2) 0.0432(9) Uani 1 1 d . . . . .
H10C H 0.730974 0.220895 0.535099 0.052 Uiso 1 1 calc R . . . .
H10D H 0.706680 0.231074 0.446284 0.052 Uiso 1 1 calc R . . . .
O11 O 0.39702(16) 0.29882(11) 0.40381(14) 0.0352(5) Uani 1 1 d . . . . .
H11A H 0.334676 0.295255 0.388406 0.053 Uiso 1 1 d GR . . . .
H11B H 0.399787 0.302923 0.353526 0.053 Uiso 1 1 d GR . . . .
C11 C 0.6050(3) 0.17928(19) 0.4578(2) 0.0471(9) Uani 1 1 d . . . . .
H11C H 0.554864 0.186585 0.395224 0.057 Uiso 1 1 calc R . . . .
H11D H 0.633218 0.134766 0.462055 0.057 Uiso 1 1 calc R . . . .
C12 C 0.4753(3) 0.14358(17) 0.4884(3) 0.0518(10) Uani 1 1 d . . . . .
H12A H 0.491112 0.097668 0.479819 0.062 Uiso 1 1 calc R . . . .
H12B H 0.422455 0.159842 0.431083 0.062 Uiso 1 1 calc R . . . .
C13 C 0.4432(3) 0.14656(18) 0.5597(3) 0.0540(11) Uani 1 1 d . . . . .
H13A H 0.378776 0.124458 0.539133 0.065 Uiso 1 1 calc R . . . .
H13B H 0.491503 0.123598 0.613934 0.065 Uiso 1 1 calc R . . . .
C14 C 0.4226(3) 0.2232(2) 0.6585(3) 0.0497(10) Uani 1 1 d . . . . .
H14A H 0.485421 0.215337 0.712668 0.060 Uiso 1 1 calc R . . . .
H14B H 0.373042 0.191799 0.658480 0.060 Uiso 1 1 calc R . . . .
C15 C 0.3891(3) 0.2921(2) 0.6574(3) 0.0479(9) Uani 1 1 d . . . . .
H15A H 0.321748 0.297869 0.608335 0.058 Uiso 1 1 calc R . . . .
H15B H 0.388257 0.302349 0.714663 0.058 Uiso 1 1 calc R . . . .
C16 C 0.4607(2) 0.40020(18) 0.6794(2) 0.0369(7) Uani 1 1 d . . . . .
H16A H 0.509993 0.426166 0.669868 0.044 Uiso 1 1 calc R . . . .
H16B H 0.483587 0.396998 0.744676 0.044 Uiso 1 1 calc R . . . .
C17 C 0.3635(2) 0.43664(19) 0.6376(2) 0.0381(8) Uani 1 1 d . . . . .
H17A H 0.313739 0.412068 0.648054 0.046 Uiso 1 1 calc R . . . .
H17B H 0.371333 0.480816 0.664944 0.046 Uiso 1 1 calc R . . . .
C18 C 0.2379(2) 0.42970(14) 0.48469(19) 0.0262(6) Uani 1 1 d . . . . .
C19 C 0.0837(2) 0.39899(14) 0.4492(2) 0.0257(6) Uani 1 1 d . . . . .
C20 C 0.1283(2) 0.42142(14) 0.34283(19) 0.0264(6) Uani 1 1 d . . . . .
C21 C 0.0330(2) 0.38215(16) 0.5675(2) 0.0335(7) Uani 1 1 d . . . . .
H21A H 0.103858 0.374138 0.605959 0.040 Uiso 1 1 calc R . . . .
H21B H -0.003952 0.345417 0.576762 0.040 Uiso 1 1 calc R . . . .
C22 C 0.0037(3) 0.44628(19) 0.5958(3) 0.0478(9) Uani 1 1 d . . . . .
H22A H -0.065558 0.455676 0.555952 0.072 Uiso 1 1 calc GR . . . .
H22B H 0.044565 0.482244 0.592198 0.072 Uiso 1 1 calc GR . . . .
H22C H 0.013399 0.442210 0.657357 0.072 Uiso 1 1 calc GR . . . .
C23 C -0.0861(2) 0.36848(17) 0.4062(2) 0.0370(7) Uani 1 1 d . . . . .
H23A H -0.099093 0.392085 0.350368 0.044 Uiso 1 1 calc R . . . .
H23B H -0.132855 0.385141 0.427252 0.044 Uiso 1 1 calc R . . . .
C24 C -0.1036(3) 0.2957(2) 0.3866(3) 0.0525(10) Uani 1 1 d . . . . .
H24A H -0.171636 0.288613 0.341396 0.079 Uiso 1 1 calc GR . . . .
H24B H -0.091716 0.272190 0.441507 0.079 Uiso 1 1 calc GR . . . .
H24C H -0.058685 0.279232 0.364158 0.079 Uiso 1 1 calc GR . . . .
C25 C 0.1556(2) 0.46481(15) 0.22467(18) 0.0269(6) Uani 1 1 d . . . . .
C26 C 0.1592(2) 0.53210(16) 0.23755(19) 0.0307(6) Uani 1 1 d . . . . .
H26 H 0.127722 0.551826 0.268968 0.037 Uiso 1 1 calc R . . . .
C27 C 0.2097(2) 0.57020(16) 0.2037(2) 0.0328(7) Uani 1 1 d . . . . .
H27 H 0.213556 0.616503 0.212683 0.039 Uiso 1 1 calc R . . . .
C28 C 0.2546(2) 0.54147(15) 0.1569(2) 0.0304(6) Uani 1 1 d . . . . .
H28 H 0.289139 0.567639 0.133510 0.036 Uiso 1 1 calc R . . . .
C29 C 0.24826(19) 0.47425(15) 0.14491(18) 0.0255(6) Uani 1 1 d . . . . .
C30 C 0.19947(19) 0.43414(15) 0.17826(18) 0.0257(6) Uani 1 1 d . . . . .
H30 H 0.196168 0.387795 0.169752 0.031 Uiso 1 1 calc R . . . .
I1 I 0.82145(2) 0.76993(2) 0.60750(2) 0.03231(6) Uani 1 1 d . . . . .
I2 I 0.58948(2) 0.77247(2) 0.78836(2) 0.03488(6) Uani 1 1 d . . . . .
Cl1 Cl 0.86205(10) 0.50729(7) 0.14228(9) 0.0740(3) Uani 1 1 d . . . . .
Cl2 Cl 0.70113(10) 0.50401(5) 0.18718(8) 0.0637(3) Uani 1 1 d . . . . .
Cl3 Cl 0.79324(9) 0.62743(5) 0.18776(7) 0.0601(3) Uani 1 1 d . . . . .
C31 C 0.7600(3) 0.54974(17) 0.1361(2) 0.0433(8) Uani 1 1 d . . . . .
H31 H 0.712599 0.556313 0.071711 0.052 Uiso 1 1 calc R . . . .
O12 O 0.39624(14) 0.46933(10) 0.37932(13) 0.0275(4) Uani 1 1 d . . . . .
H12C H 0.342272 0.457958 0.378425 0.033 Uiso 1 1 d R . . . .
H12D H 0.396242 0.459418 0.330155 0.033 Uiso 1 1 d 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
N1 C1 1.324(3) . ?
N1 C2 1.356(4) . ?
O1 C1 1.356(3) . ?
O1 C29 1.414(3) . ?
Ca1 O3 2.400(2) . ?
Ca1 O4 2.478(2) . ?
Ca1 O5 2.417(2) . ?
Ca1 O6 2.439(2) . ?
Ca1 O9 2.316(2) . ?
Ca1 O10 2.333(2) . ?
Ca1 O11 2.347(2) . ?
C1 N3 1.331(4) . ?
O2 C3 1.336(3) . ?
O2 C8 1.448(4) . ?
C2 N2 1.353(4) . ?
C2 N4 1.343(3) . ?
N2 C3 1.314(3) . ?
O3 C9 1.434(4) . ?
O3 C10 1.448(4) . ?
C3 N3 1.348(4) . ?
O4 C11 1.433(4) . ?
O4 C12 1.435(4) . ?
N4 C4 1.471(4) . ?
N4 C6 1.468(4) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.521(4) . ?
O5 C13 1.439(5) . ?
O5 C14 1.426(5) . ?
N5 C19 1.353(4) . ?
N5 C20 1.322(4) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
O6 C15 1.442(4) . ?
O6 C16 1.427(4) . ?
N6 C18 1.314(4) . ?
N6 C19 1.361(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.525(5) . ?
O7 C17 1.450(4) . ?
O7 C18 1.344(3) . ?
N7 C18 1.343(4) . ?
N7 C20 1.329(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.511(4) . ?
N8 C19 1.346(3) . ?
N8 C21 1.467(4) . ?
N8 C23 1.457(4) . ?
O8 C20 1.359(3) . ?
O8 C25 1.406(3) . ?
O9 H9A 0.8588 . ?
O9 H9B 0.8590 . ?
C9 H9C 0.9900 . ?
C9 H9D 0.9900 . ?
O10 H10A 0.8500 . ?
O10 H10B 0.8500 . ?
C10 H10C 0.8500 . ?
C10 H10D 0.8500 . ?
C10 C11 1.494(5) . ?
O11 H11A 0.8691 . ?
O11 H11B 0.8688 . ?
C11 H11C 0.9900 . ?
C11 H11D 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.489(6) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.488(6) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.516(5) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.522(5) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.511(5) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.381(4) . ?
C25 C30 1.386(4) . ?
C26 H26 0.9500 . ?
C26 C27 1.384(4) . ?
C27 H27 0.9500 . ?
C27 C28 1.388(4) . ?
C28 H28 0.9500 . ?
C28 C29 1.377(4) . ?
C29 C30 1.383(4) . ?
C30 H30 0.9500 . ?
Cl1 C31 1.743(4) . ?
Cl2 C31 1.764(4) . ?
Cl3 C31 1.760(4) . ?
C31 H31 1.0000 . ?
O12 H12C 0.8500 . ?
O12 H12D 0.8502 . ?

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
C1 N1 C2 113.0(2) . . ?
C1 O1 C29 118.1(2) . . ?
O3 Ca1 O4 66.76(8) . . ?
O3 Ca1 O5 132.39(9) . . ?
O3 Ca1 O6 158.35(8) . . ?
O5 Ca1 O4 65.68(9) . . ?
O5 Ca1 O6 66.05(8) . . ?
O6 Ca1 O4 129.12(9) . . ?
O9 Ca1 O3 83.31(8) . . ?
O9 Ca1 O4 84.23(9) . . ?
O9 Ca1 O5 94.09(8) . . ?
O9 Ca1 O6 84.04(8) . . ?
O9 Ca1 O10 99.52(9) . . ?
O9 Ca1 O11 170.02(9) . . ?
O10 Ca1 O3 82.52(8) . . ?
O10 Ca1 O4 148.49(8) . . ?
O10 Ca1 O5 144.00(8) . . ?
O10 Ca1 O6 82.34(8) . . ?
O10 Ca1 O11 86.41(8) . . ?
O11 Ca1 O3 89.56(8) . . ?
O11 Ca1 O4 86.55(8) . . ?
O11 Ca1 O5 85.55(8) . . ?
O11 Ca1 O6 104.82(8) . . ?
N1 C1 O1 112.3(2) . . ?
N1 C1 N3 129.4(3) . . ?
N3 C1 O1 118.3(2) . . ?
C3 O2 C8 114.9(2) . . ?
N2 C2 N1 124.3(2) . . ?
N4 C2 N1 119.4(3) . . ?
N4 C2 N2 116.3(3) . . ?
C3 N2 C2 114.6(2) . . ?
C9 O3 Ca1 125.26(18) . . ?
C9 O3 C10 113.2(3) . . ?
C10 O3 Ca1 118.5(2) . . ?
O2 C3 N3 113.5(2) . . ?
N2 C3 O2 118.9(3) . . ?
N2 C3 N3 127.6(3) . . ?
C1 N3 C3 111.0(2) . . ?
C11 O4 Ca1 115.2(2) . . ?
C11 O4 C12 111.9(3) . . ?
C12 O4 Ca1 111.5(2) . . ?
C2 N4 C4 120.0(3) . . ?
C2 N4 C6 122.8(3) . . ?
C6 N4 C4 117.2(2) . . ?
N4 C4 H4A 109.5 . . ?
N4 C4 H4B 109.5 . . ?
N4 C4 C5 110.9(3) . . ?
H4A C4 H4B 108.1 . . ?
C5 C4 H4A 109.5 . . ?
C5 C4 H4B 109.5 . . ?
C13 O5 Ca1 120.2(2) . . ?
C14 O5 Ca1 116.8(2) . . ?
C14 O5 C13 113.6(3) . . ?
C20 N5 C19 113.0(2) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C15 O6 Ca1 118.2(2) . . ?
C16 O6 Ca1 127.17(17) . . ?
C16 O6 C15 113.9(3) . . ?
C18 N6 C19 113.7(2) . . ?
N4 C6 H6A 109.5 . . ?
N4 C6 H6B 109.5 . . ?
N4 C6 C7 110.7(3) . . ?
H6A C6 H6B 108.1 . . ?
C7 C6 H6A 109.5 . . ?
C7 C6 H6B 109.5 . . ?
C18 O7 C17 119.3(2) . . ?
C20 N7 C18 111.5(2) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O2 C8 H8A 110.1 . . ?
O2 C8 H8B 110.1 . . ?
O2 C8 C9 108.0(2) . . ?
H8A C8 H8B 108.4 . . ?
C9 C8 H8A 110.1 . . ?
C9 C8 H8B 110.1 . . ?
C19 N8 C21 122.1(3) . . ?
C19 N8 C23 120.5(3) . . ?
C23 N8 C21 117.3(2) . . ?
C20 O8 C25 118.4(2) . . ?
Ca1 O9 H9A 127.7 . . ?
Ca1 O9 H9B 127.8 . . ?
H9A O9 H9B 104.5 . . ?
O3 C9 C8 110.7(3) . . ?
O3 C9 H9C 109.5 . . ?
O3 C9 H9D 109.5 . . ?
C8 C9 H9C 109.5 . . ?
C8 C9 H9D 109.5 . . ?
H9C C9 H9D 108.1 . . ?
Ca1 O10 H10A 115.0 . . ?
Ca1 O10 H10B 152.9 . . ?
H10A O10 H10B 90.0 . . ?
O3 C10 H10C 110.1 . . ?
O3 C10 H10D 110.1 . . ?
O3 C10 C11 107.8(3) . . ?
H10C C10 H10D 108.5 . . ?
C11 C10 H10C 110.1 . . ?
C11 C10 H10D 110.1 . . ?
Ca1 O11 H11A 127.5 . . ?
Ca1 O11 H11B 128.0 . . ?
H11A O11 H11B 104.5 . . ?
O4 C11 C10 108.4(3) . . ?
O4 C11 H11C 110.0 . . ?
O4 C11 H11D 110.0 . . ?
C10 C11 H11C 110.0 . . ?
C10 C11 H11D 110.0 . . ?
H11C C11 H11D 108.4 . . ?
O4 C12 H12A 110.3 . . ?
O4 C12 H12B 110.3 . . ?
O4 C12 C13 107.1(3) . . ?
H12A C12 H12B 108.5 . . ?
C13 C12 H12A 110.3 . . ?
C13 C12 H12B 110.3 . . ?
O5 C13 C12 108.9(3) . . ?
O5 C13 H13A 109.9 . . ?
O5 C13 H13B 109.9 . . ?
C12 C13 H13A 109.9 . . ?
C12 C13 H13B 109.9 . . ?
H13A C13 H13B 108.3 . . ?
O5 C14 H14A 110.3 . . ?
O5 C14 H14B 110.3 . . ?
O5 C14 C15 107.3(3) . . ?
H14A C14 H14B 108.5 . . ?
C15 C14 H14A 110.3 . . ?
C15 C14 H14B 110.3 . . ?
O6 C15 C14 108.2(3) . . ?
O6 C15 H15A 110.0 . . ?
O6 C15 H15B 110.0 . . ?
C14 C15 H15A 110.0 . . ?
C14 C15 H15B 110.0 . . ?
H15A C15 H15B 108.4 . . ?
O6 C16 H16A 108.8 . . ?
O6 C16 H16B 108.8 . . ?
O6 C16 C17 113.9(3) . . ?
H16A C16 H16B 107.7 . . ?
C17 C16 H16A 108.8 . . ?
C17 C16 H16B 108.8 . . ?
O7 C17 C16 108.5(2) . . ?
O7 C17 H17A 110.0 . . ?
O7 C17 H17B 110.0 . . ?
C16 C17 H17A 110.0 . . ?
C16 C17 H17B 110.0 . . ?
H17A C17 H17B 108.4 . . ?
N6 C18 O7 119.9(3) . . ?
N6 C18 N7 128.0(3) . . ?
N7 C18 O7 112.1(2) . . ?
N5 C19 N6 124.7(2) . . ?
N8 C19 N5 117.2(3) . . ?
N8 C19 N6 118.1(3) . . ?
N5 C20 N7 129.0(3) . . ?
N5 C20 O8 112.6(2) . . ?
N7 C20 O8 118.4(2) . . ?
N8 C21 H21A 109.0 . . ?
N8 C21 H21B 109.0 . . ?
N8 C21 C22 112.8(3) . . ?
H21A C21 H21B 107.8 . . ?
C22 C21 H21A 109.0 . . ?
C22 C21 H21B 109.0 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N8 C23 H23A 109.1 . . ?
N8 C23 H23B 109.1 . . ?
N8 C23 C24 112.4(3) . . ?
H23A C23 H23B 107.9 . . ?
C24 C23 H23A 109.1 . . ?
C24 C23 H23B 109.1 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 O8 119.6(3) . . ?
C26 C25 C30 122.6(3) . . ?
C30 C25 O8 117.7(3) . . ?
C25 C26 H26 120.7 . . ?
C25 C26 C27 118.6(3) . . ?
C27 C26 H26 120.7 . . ?
C26 C27 H27 119.7 . . ?
C26 C27 C28 120.7(3) . . ?
C28 C27 H27 119.7 . . ?
C27 C28 H28 120.7 . . ?
C29 C28 C27 118.6(3) . . ?
C29 C28 H28 120.7 . . ?
C28 C29 O1 118.1(3) . . ?
C28 C29 C30 122.7(3) . . ?
C30 C29 O1 119.1(3) . . ?
C25 C30 H30 121.6 . . ?
C29 C30 C25 116.8(3) . . ?
C29 C30 H30 121.6 . . ?
Cl1 C31 Cl2 110.6(2) . . ?
Cl1 C31 Cl3 111.4(2) . . ?
Cl1 C31 H31 108.5 . . ?
Cl2 C31 H31 108.5 . . ?
Cl3 C31 Cl2 109.22(19) . . ?
Cl3 C31 H31 108.5 . . ?
H12C O12 H12D 110.3 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O9 H9A I1 0.86 2.60 3.461(2) 177.3 2_646
O9 H9B I2 0.86 2.66 3.516(2) 177.8 2_646
O10 H10A O12 0.85 1.91 2.754(3) 175.8 .
O10 H10B O12 0.85 1.96 2.792(3) 166.5 3_666
O11 H11A I1 0.87 2.76 3.543(2) 151.2 3_666
O11 H11B I2 0.87 2.90 3.629(2) 142.6 3_666
O12 H12C N7 0.85 2.09 2.928(3) 169.9 .
O12 H12D N3 0.85 2.18 3.015(3) 166.8 .

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
N1 C1 N3 C3 -1.8(4) . . . . ?
N1 C2 N2 C3 1.1(4) . . . . ?
N1 C2 N4 C4 -175.2(3) . . . . ?
N1 C2 N4 C6 3.5(4) . . . . ?
O1 C1 N3 C3 178.0(2) . . . . ?
O1 C29 C30 C25 -176.3(2) . . . . ?
Ca1 O3 C9 C8 -113.6(2) . . . . ?
Ca1 O3 C10 C11 40.6(3) . . . . ?
Ca1 O4 C11 C10 43.2(3) . . . . ?
Ca1 O4 C12 C13 -56.1(3) . . . . ?
Ca1 O5 C13 C12 -23.8(4) . . . . ?
Ca1 O5 C14 C15 48.3(3) . . . . ?
Ca1 O6 C15 C14 34.8(4) . . . . ?
Ca1 O6 C16 C17 109.4(3) . . . . ?
C1 N1 C2 N2 1.2(4) . . . . ?
C1 N1 C2 N4 -177.9(3) . . . . ?
C1 O1 C29 C28 93.4(3) . . . . ?
C1 O1 C29 C30 -89.7(3) . . . . ?
O2 C3 N3 C1 -176.7(2) . . . . ?
O2 C8 C9 O3 70.1(4) . . . . ?
C2 N1 C1 O1 179.3(2) . . . . ?
C2 N1 C1 N3 -0.8(4) . . . . ?
C2 N2 C3 O2 177.0(3) . . . . ?
C2 N2 C3 N3 -4.5(4) . . . . ?
C2 N4 C4 C5 81.8(3) . . . . ?
C2 N4 C6 C7 103.3(3) . . . . ?
N2 C2 N4 C4 5.6(4) . . . . ?
N2 C2 N4 C6 -175.7(3) . . . . ?
N2 C3 N3 C1 4.7(4) . . . . ?
O3 C10 C11 O4 -53.0(3) . . . . ?
C3 O2 C8 C9 -168.5(3) . . . . ?
O4 C12 C13 O5 51.2(4) . . . . ?
N4 C2 N2 C3 -179.7(3) . . . . ?
C4 N4 C6 C7 -78.0(4) . . . . ?
O5 C14 C15 O6 -51.8(4) . . . . ?
O6 C16 C17 O7 -60.1(4) . . . . ?
C6 N4 C4 C5 -97.0(3) . . . . ?
C8 O2 C3 N2 -1.8(4) . . . . ?
C8 O2 C3 N3 179.5(3) . . . . ?
O8 C25 C26 C27 -176.1(3) . . . . ?
O8 C25 C30 C29 175.6(2) . . . . ?
C9 O3 C10 C11 -158.1(3) . . . . ?
C10 O3 C9 C8 86.5(3) . . . . ?
C11 O4 C12 C13 173.3(3) . . . . ?
C12 O4 C11 C10 171.9(3) . . . . ?
C13 O5 C14 C15 -165.0(3) . . . . ?
C14 O5 C13 C12 -169.2(3) . . . . ?
C15 O6 C16 C17 -60.7(4) . . . . ?
C16 O6 C15 C14 -154.2(3) . . . . ?
C17 O7 C18 N6 2.0(4) . . . . ?
C17 O7 C18 N7 -178.7(3) . . . . ?
C18 N6 C19 N5 -1.2(4) . . . . ?
C18 N6 C19 N8 -179.0(3) . . . . ?
C18 O7 C17 C16 134.7(3) . . . . ?
C18 N7 C20 N5 -0.1(4) . . . . ?
C18 N7 C20 O8 -179.8(3) . . . . ?
C19 N5 C20 N7 1.7(4) . . . . ?
C19 N5 C20 O8 -178.7(2) . . . . ?
C19 N6 C18 O7 -177.7(3) . . . . ?
C19 N6 C18 N7 3.1(4) . . . . ?
C19 N8 C21 C22 94.7(4) . . . . ?
C19 N8 C23 C24 94.9(4) . . . . ?
C20 N5 C19 N6 -0.9(4) . . . . ?
C20 N5 C19 N8 176.9(3) . . . . ?
C20 N7 C18 N6 -2.6(4) . . . . ?
C20 N7 C18 O7 178.2(3) . . . . ?
C20 O8 C25 C26 -65.6(4) . . . . ?
C20 O8 C25 C30 118.9(3) . . . . ?
C21 N8 C19 N5 -175.8(3) . . . . ?
C21 N8 C19 N6 2.2(4) . . . . ?
C21 N8 C23 C24 -88.8(3) . . . . ?
C23 N8 C19 N5 0.3(4) . . . . ?
C23 N8 C19 N6 178.4(3) . . . . ?
C23 N8 C21 C22 -81.6(4) . . . . ?
C25 O8 C20 N5 159.7(3) . . . . ?
C25 O8 C20 N7 -20.6(4) . . . . ?
C25 C26 C27 C28 0.8(4) . . . . ?
C26 C25 C30 C29 0.2(4) . . . . ?
C26 C27 C28 C29 -0.2(4) . . . . ?
C27 C28 C29 O1 176.3(2) . . . . ?
C27 C28 C29 C30 -0.5(4) . . . . ?
C28 C29 C30 C25 0.5(4) . . . . ?
C29 O1 C1 N1 -172.4(2) . . . . ?
C29 O1 C1 N3 7.7(4) . . . . ?
C30 C25 C26 C27 -0.9(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.8117(12)
2 0.1883(12)

