#------------------------------------------------------------------------------
#$Date: 2020-01-22 03:42:37 +0200 (Wed, 22 Jan 2020) $
#$Revision: 247062 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/58/7125848.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_7125848
loop_
_publ_author_name
'Lavaud, Lucien'
'Azarias, Cloé'
'Canard, Gabriel'
'Pascal, Simon'
'Galiana, Joachim'
'Giorgi, Michel'
'Chen, Zhongrui'
'Jacquemin, Denis'
'Siri, Olivier'
_publ_section_title
;
 Fused bis-azacalixphyrin that reaches NIR-II absorptions.
;
_journal_issue                   6
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              896
_journal_page_last               899
_journal_paper_doi               10.1039/c9cc09021e
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C37 H47 N10 O8'
_chemical_formula_sum            'C37 H47 N10 O8'
_chemical_formula_weight         759.84
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2019-01-22
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3510 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-03-25 deposited with the CCDC.	2019-12-06 downloaded from the CCDC.
;
_cell_angle_alpha                94.206(3)
_cell_angle_beta                 106.083(3)
_cell_angle_gamma                103.833(3)
_cell_formula_units_Z            2
_cell_length_a                   10.9930(3)
_cell_length_b                   12.9694(4)
_cell_length_c                   14.3295(7)
_cell_measurement_reflns_used    9539
_cell_measurement_temperature    223.00(10)
_cell_measurement_theta_max      71.1470
_cell_measurement_theta_min      4.3180
_cell_volume                     1884.65(13)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      223.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3048
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.982
_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  17.00   1.00    2.00    --   34.00 101.00-139.09   25
  2  ω   -114.00 -20.00   1.00    2.00    --  -39.69 -38.00 150.00   94
  3  ω   -112.00 -13.00   1.00    2.00    --  -39.69 -57.00 -30.00   99
  4  ω    -60.00  35.00   1.00    2.00    --  -39.69  38.00 120.00   95
  5  ω    -79.00 -14.00   1.00    2.00    --  -39.69 -57.00  60.00   65
  6  ω   -128.00 -36.00   1.00    2.00    --  -39.69-178.00  60.00   92
  7  ω     60.00 128.00   1.00    2.00    --   39.69 178.00  90.00   68
  8  ω      6.00  31.00   1.00    2.00    --   42.00  88.00  36.92   25
  9  ω     12.00  38.00   1.00    2.00    --   46.00  82.00 102.26   26
 10  ω     11.00  36.00   1.00    2.00    --   46.00  84.00 -69.41   25
 11  ω     11.00  36.00   1.00    2.00    --   46.00  84.00 166.48   25
 12  ω     18.00  43.00   1.00    2.00    --   50.00  79.00  -9.20   25
 13  ω     17.00  43.00   1.00    2.00    --   50.00  80.00  43.40   26
 14  ω     16.00  41.00   1.00    2.00    --   50.00  81.00-116.70   25
 15  ω    100.00 128.00   1.00    2.00    --   62.00  77.00-176.72   28
 16  ω     29.00  57.00   1.00    2.00    --   62.00  77.00 129.40   28
 17  ω     30.00  68.00   1.00    2.00    --   62.00  75.00 -33.76   38
 18  ω     30.00  70.00   1.00    2.00    --   62.00  74.00  22.40   40
 19  ω     30.00  62.00   1.00    2.00    --   62.00  77.00-176.72   32
 20  ω     30.00  60.00   1.00    2.00    --   62.00  75.00  97.78   30
 21  ω     77.00 120.00   1.00    2.00    --   62.00  74.00  22.40   43
 22  ω     35.00  70.00   1.00    2.00    --   66.00  75.00 -68.32   35
 23  ω     33.00  60.00   1.00    2.00    --   66.00  77.00 -94.02   27
 24  ω     33.00  62.00   1.00    2.00    --   66.00  77.00-131.97   29
 25  ω     42.00 150.00   1.00   20.00    --   74.00  76.00  44.57  108
 26  ω     41.00  99.00   1.00   20.00    --   74.00  77.00 128.53   58
 27  ω     89.00 118.00   1.00   20.00    --  102.66-125.00-120.00   29
 28  ω     70.00 162.00   1.00   20.00    --  102.66  77.00 -30.00   92
 29  ω    145.00 173.00   1.00   20.00    --  102.66  77.00 -90.00   28
 30  ω    135.00 174.00   1.00   20.00    --  102.66 125.00   0.00   39
 31  ω     70.00  97.00   1.00   20.00    --  102.66  77.00 -90.00   27
 32  ω     76.00 111.00   1.00   20.00    --  102.66  61.00  90.00   35
 33  ω     70.00 178.00   1.00   20.00    --  102.66  77.00  90.00  108
 34  ω     76.00 162.00   1.00   20.00    --  102.66  61.00 -90.00   86
 35  ω     70.00 177.00   1.00   20.00    --  102.66  77.00-180.00  107
 36  ω     71.00 171.00   1.00   20.00    --  102.66  77.00   0.00  100
 37  ω    129.00 157.00   1.00   20.00    --  102.66  77.00 150.00   28
 38  ω     37.00 135.00   1.00   20.00    --  102.66 -77.00  90.00   98
 39  ω     70.00  97.00   1.00   20.00    --  102.66  77.00 150.00   27
 40  ω     70.00 178.00   1.00   20.00    --  102.66  77.00 120.00  108
 41  ω    113.00 144.00   1.00   20.00    --  102.66  77.00  60.00   31
 42  ω    106.00 174.00   1.00   20.00    --  102.66  77.00-150.00   68
 43  ω     74.00 102.00   1.00   20.00    --  102.66  61.00-150.00   28
 44  ω     24.00 109.00   1.00   20.00    --  102.66 -94.00 -60.00   85
 45  ω     74.00 102.00   1.00   20.00    --  102.66  61.00-120.00   28
 46  ω     74.00 129.00   1.00   20.00    --  102.66  61.00-180.00   55
 47  ω     70.00  97.00   1.00   20.00    --  102.66  77.00  60.00   27
 48  ω     70.00  98.00   1.00   20.00    --  102.66  77.00-150.00   28
 49  ω     75.00 101.00   1.00   20.00    --  102.66  61.00 -60.00   26
 50  ω    112.00 137.00   1.00   20.00    --  102.66  77.00-120.00   25
 51  ω     70.00  99.00   1.00   20.00    --  102.66  77.00-120.00   29
 52  ω     70.00 174.00   1.00   20.00    --  102.66  77.00  30.00  104
 53  ω     70.00 171.00   1.00   20.00    --  102.66  77.00 -60.00  101
 54  ω     35.00 108.00   1.00   20.00    --  102.66 -94.00  30.00   73
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0040283000
_diffrn_orient_matrix_UB_12      -0.0059171000
_diffrn_orient_matrix_UB_13      -0.1086249000
_diffrn_orient_matrix_UB_21      -0.1514019000
_diffrn_orient_matrix_UB_22      -0.0302506000
_diffrn_orient_matrix_UB_23      -0.0314477000
_diffrn_orient_matrix_UB_31      0.0039279000
_diffrn_orient_matrix_UB_32      0.1198242000
_diffrn_orient_matrix_UB_33      0.0041780000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0359
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            28530
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.479
_diffrn_reflns_theta_min         3.246
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.798
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80607
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_description       prism
_exptl_crystal_F_000             806
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: DCM, Acetone'
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.571
_refine_diff_density_min         -0.520
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     498
_refine_ls_number_reflns         7214
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0753
_refine_ls_R_factor_gt           0.0652
_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)+(0.0854P)²+1.6120P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1735
_refine_ls_wR_factor_ref         0.1824
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6065
_reflns_number_total             7214
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9cc09021e2.cif
_cod_data_source_block           oligoacac8
_cod_database_code               7125848
_shelx_shelxl_version_number     2016/4
_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.
;
_shelx_estimated_absorpt_t_max   0.910
_shelx_estimated_absorpt_t_min   0.819
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     64.99
_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
2.a Secondary CH2 refined with riding coordinates:
 C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B), C25(H25A,H25B), C26(H26A,
 H26B), C27(H27A,H27B), C28(H28A,H28B), C30(H30A,H30B), C31(H31A,H31B),
 C32(H32A,H32B), C33(H33A,H33B), C34(H34A,H34B), C35(H35A,H35B), C36(H36A,H36B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), N3(H3), N8(H8), N9(H9), N10(H10), C1(H1A), C5(H5), C8(H8A),
 C12(H12), C15(H15), C17(H17), C20(H20)
2.c Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C37(H37A,H37B,H37C)
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
O1 O -0.21751(18) 0.41952(18) 0.17097(15) 0.0563(5) Uani 1 1 d .
O2 O -0.28088(18) 0.5086(2) 0.27174(15) 0.0588(6) Uani 1 1 d .
O3 O 0.0087(2) 0.73669(16) 0.54859(15) 0.0549(5) Uani 1 1 d .
O4 O 0.19774(19) 0.71322(15) 0.62228(14) 0.0486(4) Uani 1 1 d .
O5 O 0.3655(2) 0.77795(16) 0.26212(14) 0.0520(5) Uani 1 1 d .
O6 O 0.4313(2) 0.94984(16) 0.27392(16) 0.0605(6) Uani 1 1 d .
O7 O 0.7430(2) 1.16740(15) 0.54240(18) 0.0603(6) Uani 1 1 d .
O8 O 0.8508(2) 1.10933(15) 0.66752(16) 0.0560(5) Uani 1 1 d .
N1 N 0.46221(19) 0.67769(15) 0.40601(14) 0.0342(4) Uani 1 1 d .
H1 H 0.406068 0.668687 0.348697 0.041 Uiso 1 1 calc R
N2 N 0.30753(18) 0.59842(15) 0.52745(14) 0.0341(4) Uani 1 1 d .
H2 H 0.324364 0.644966 0.578446 0.041 Uiso 1 1 calc R
N3 N 0.01903(19) 0.38599(16) 0.22781(14) 0.0368(4) Uani 1 1 d .
H3 H -0.054076 0.369662 0.181014 0.044 Uiso 1 1 calc R
N4 N -0.19453(19) 0.47729(18) 0.24947(15) 0.0402(5) Uani 1 1 d .
N5 N 0.0978(2) 0.69404(16) 0.55061(15) 0.0381(5) Uani 1 1 d .
N6 N 0.4364(2) 0.86610(17) 0.30804(16) 0.0407(5) Uani 1 1 d .
N7 N 0.7665(2) 1.09371(16) 0.58740(17) 0.0411(5) Uani 1 1 d .
N8 N 0.77657(19) 0.90435(15) 0.68919(15) 0.0366(4) Uani 1 1 d .
H8 H 0.823175 0.967025 0.719781 0.044 Uiso 1 1 calc R
N9 N 0.5982(2) 0.82715(17) 0.79181(17) 0.0435(5) Uani 1 1 d .
H9 H 0.584791 0.872883 0.752244 0.052 Uiso 1 1 calc R
N10 N 0.7997(2) 0.5376(2) 0.86994(19) 0.0522(6) Uani 1 1 d .
H10 H 0.855947 0.505344 0.860042 0.063 Uiso 1 1 calc R
C1 C 0.5719(2) 0.53656(18) 0.43779(16) 0.0324(5) Uani 1 1 d .
H1A H 0.619990 0.561160 0.395874 0.039 Uiso 1 1 calc R
C2 C 0.4793(2) 0.58685(17) 0.45252(16) 0.0301(4) Uani 1 1 d .
C3 C 0.4063(2) 0.54991(17) 0.51516(16) 0.0299(4) Uani 1 1 d .
C4 C 0.1868(2) 0.57192(17) 0.45941(16) 0.0301(4) Uani 1 1 d .
C5 C 0.1588(2) 0.49639(18) 0.37682(17) 0.0322(5) Uani 1 1 d .
H5 H 0.225523 0.466881 0.369678 0.039 Uiso 1 1 calc R
C6 C 0.0373(2) 0.46209(18) 0.30409(16) 0.0316(5) Uani 1 1 d .
C7 C -0.0630(2) 0.50923(19) 0.31655(17) 0.0332(5) Uani 1 1 d .
C8 C -0.0376(2) 0.58514(18) 0.39750(17) 0.0340(5) Uani 1 1 d .
H8A H -0.103760 0.615529 0.404253 0.041 Uiso 1 1 calc R
C9 C 0.0829(2) 0.61663(17) 0.46803(16) 0.0319(5) Uani 1 1 d .
C10 C 0.5334(2) 0.77867(17) 0.45088(16) 0.0309(5) Uani 1 1 d .
C11 C 0.5247(2) 0.87144(18) 0.40379(17) 0.0337(5) Uani 1 1 d .
C12 C 0.6032(2) 0.97123(18) 0.45166(18) 0.0366(5) Uani 1 1 d .
H12 H 0.597936 1.030851 0.420025 0.044 Uiso 1 1 calc R
C13 C 0.6889(2) 0.98525(17) 0.54466(18) 0.0350(5) Uani 1 1 d .
C14 C 0.6989(2) 0.89565(17) 0.59611(17) 0.0319(5) Uani 1 1 d .
C15 C 0.6192(2) 0.79517(18) 0.54539(17) 0.0334(5) Uani 1 1 d .
H15 H 0.623975 0.735567 0.577120 0.040 Uiso 1 1 calc R
C16 C 0.7844(2) 0.81308(18) 0.73904(16) 0.0332(5) Uani 1 1 d .
C17 C 0.8775(2) 0.75912(19) 0.73409(17) 0.0347(5) Uani 1 1 d .
H17 H 0.936979 0.784420 0.700357 0.042 Uiso 1 1 calc R
C18 C 0.8839(2) 0.66838(19) 0.77824(16) 0.0336(5) Uani 1 1 d .
C19 C 0.7940(2) 0.62875(19) 0.82891(17) 0.0360(5) Uani 1 1 d .
C20 C 0.7013(2) 0.6847(2) 0.83493(18) 0.0385(5) Uani 1 1 d .
H20 H 0.643107 0.660354 0.869934 0.046 Uiso 1 1 calc R
C21 C 0.6936(2) 0.77583(19) 0.79007(17) 0.0351(5) Uani 1 1 d .
C22 C 0.5194(3) 0.8070(2) 0.8577(2) 0.0510(7) Uani 1 1 d .
H22A H 0.577344 0.820700 0.924744 0.061 Uiso 1 1 calc R
H22B H 0.470275 0.731896 0.843836 0.061 Uiso 1 1 calc R
C23 C 0.4252(3) 0.8748(2) 0.8494(2) 0.0474(6) Uani 1 1 d .
H23A H 0.360943 0.855504 0.784647 0.057 Uiso 1 1 calc R
H23B H 0.472927 0.949680 0.856344 0.057 Uiso 1 1 calc R
C24 C 0.3540(3) 0.8614(3) 0.9266(2) 0.0546(7) Uani 1 1 d .
H24A H 0.317731 0.785264 0.925656 0.065 Uiso 1 1 calc R
H24B H 0.417909 0.889601 0.990723 0.065 Uiso 1 1 calc R
C25 C 0.2458(4) 0.9148(3) 0.9148(3) 0.0715(10) Uani 1 1 d .
H25A H 0.179452 0.883189 0.852475 0.086 Uiso 1 1 calc R
H25B H 0.281095 0.989937 0.911274 0.086 Uiso 1 1 calc R
C26 C 0.1791(4) 0.9085(3) 0.9942(3) 0.0710(10) Uani 1 1 d .
H26A H 0.239129 0.955804 1.052855 0.085 Uiso 1 1 calc R
H26B H 0.102731 0.935905 0.973056 0.085 Uiso 1 1 calc R
C27 C 0.1355(3) 0.7986(3) 1.0213(2) 0.0604(8) Uani 1 1 d .
H27A H 0.087664 0.748569 0.961321 0.072 Uiso 1 1 calc R
H27B H 0.213125 0.776287 1.052963 0.072 Uiso 1 1 calc R
C28 C 0.0501(4) 0.7899(4) 1.0880(3) 0.0789(11) Uani 1 1 d .
H28A H -0.032784 0.802904 1.053265 0.095 Uiso 1 1 calc R
H28B H 0.092835 0.845687 1.144557 0.095 Uiso 1 1 calc R
C29 C 0.0222(4) 0.6820(4) 1.1237(3) 0.0809(11) Uani 1 1 d .
H29A H -0.015332 0.625805 1.068278 0.121 Uiso 1 1 calc GR
H29B H -0.038562 0.679941 1.160927 0.121 Uiso 1 1 calc GR
H29C H 0.102652 0.671911 1.164477 0.121 Uiso 1 1 calc GR
C30 C 0.7186(3) 0.4903(2) 0.9290(2) 0.0454(6) Uani 1 1 d .
H30A H 0.714703 0.547403 0.974910 0.054 Uiso 1 1 calc R
H30B H 0.761057 0.442886 0.967211 0.054 Uiso 1 1 calc R
C31 C 0.5793(3) 0.4275(2) 0.8710(2) 0.0492(6) Uani 1 1 d .
H31A H 0.530200 0.477326 0.844644 0.059 Uiso 1 1 calc R
H31B H 0.581871 0.380662 0.816046 0.059 Uiso 1 1 calc R
C32 C 0.5083(3) 0.3605(3) 0.9320(2) 0.0555(7) Uani 1 1 d .
H32A H 0.551717 0.305030 0.950966 0.067 Uiso 1 1 calc R
H32B H 0.517638 0.406151 0.991708 0.067 Uiso 1 1 calc R
C33 C 0.3634(3) 0.3073(3) 0.8828(3) 0.0652(8) Uani 1 1 d .
H33A H 0.328859 0.267484 0.928788 0.078 Uiso 1 1 calc R
H33B H 0.318693 0.363192 0.869479 0.078 Uiso 1 1 calc R
C34 C 0.3293(3) 0.2325(3) 0.7887(3) 0.0666(9) Uani 1 1 d .
H34A H 0.367511 0.173090 0.802662 0.080 Uiso 1 1 calc R
H34B H 0.369276 0.270436 0.744163 0.080 Uiso 1 1 calc R
C35 C 0.1843(4) 0.1878(4) 0.7377(4) 0.1017(16) Uani 1 1 d .
H35A H 0.145537 0.247524 0.728166 0.122 Uiso 1 1 calc R
H35B H 0.145736 0.146340 0.781048 0.122 Uiso 1 1 calc R
C36 C 0.1444(4) 0.1155(3) 0.6365(3) 0.0826(12) Uani 1 1 d .
H36A H 0.056955 0.115869 0.597620 0.099 Uiso 1 1 calc R
H36B H 0.205496 0.142438 0.600724 0.099 Uiso 1 1 calc R
C37 C 0.1468(7) 0.0065(5) 0.6542(5) 0.133(2) Uani 1 1 d .
H37A H 0.233977 0.006732 0.691905 0.200 Uiso 1 1 calc GR
H37B H 0.121661 -0.039455 0.592547 0.200 Uiso 1 1 calc GR
H37C H 0.086382 -0.019386 0.689867 0.200 Uiso 1 1 calc GR
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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_1
_geom_angle_site_symmetry_3
C2 N1 H1 119.6 . .
C10 N1 H1 119.6 . .
C10 N1 C2 120.90(19) . .
C3 N2 H2 119.7 . .
C4 N2 H2 119.7 . .
C4 N2 C3 120.63(18) . .
C6 N3 H3 118.6 . .
C6 N3 C18 122.82(19) . 2_666
C18 N3 H3 118.6 2_666 .
O1 N4 C7 119.29(19) . .
O2 N4 O1 121.6(2) . .
O2 N4 C7 119.1(2) . .
O3 N5 O4 122.1(2) . .
O3 N5 C9 118.7(2) . .
O4 N5 C9 119.12(19) . .
O5 N6 C11 119.4(2) . .
O6 N6 O5 121.5(2) . .
O6 N6 C11 119.1(2) . .
O7 N7 C13 118.2(2) . .
O8 N7 O7 122.4(2) . .
O8 N7 C13 119.3(2) . .
C14 N8 H8 118.7 . .
C14 N8 C16 122.53(19) . .
C16 N8 H8 118.7 . .
C21 N9 H9 118.8 . .
C21 N9 C22 122.4(2) . .
C22 N9 H9 118.8 . .
C19 N10 H10 117.3 . .
C19 N10 C30 125.4(2) . .
C30 N10 H10 117.3 . .
C2 C1 H1A 119.6 . .
C3 C1 H1A 119.6 2_666 .
C3 C1 C2 120.7(2) 2_666 .
C1 C2 N1 119.5(2) . .
C1 C2 C3 119.9(2) . .
C3 C2 N1 120.6(2) . .
C1 C3 N2 120.5(2) 2_666 .
C1 C3 C2 119.4(2) 2_666 .
C2 C3 N2 120.1(2) . .
N2 C4 C5 119.98(19) . .
N2 C4 C9 123.4(2) . .
C5 C4 C9 116.6(2) . .
C4 C5 H5 117.8 . .
C4 C5 C6 124.3(2) . .
C6 C5 H5 117.8 . .
N3 C6 C5 119.71(19) . .
N3 C6 C7 123.6(2) . .
C5 C6 C7 116.7(2) . .
C6 C7 N4 122.3(2) . .
C8 C7 N4 117.3(2) . .
C8 C7 C6 120.3(2) . .
C7 C8 H8A 119.2 . .
C9 C8 C7 121.6(2) . .
C9 C8 H8A 119.2 . .
C4 C9 N5 122.4(2) . .
C8 C9 N5 117.1(2) . .
C8 C9 C4 120.5(2) . .
N1 C10 C11 122.4(2) . .
N1 C10 C15 120.3(2) . .
C15 C10 C11 117.3(2) . .
N6 C11 C10 122.9(2) . .
C12 C11 N6 117.4(2) . .
C12 C11 C10 119.7(2) . .
C11 C12 H12 119.0 . .
C13 C12 C11 121.9(2) . .
C13 C12 H12 119.0 . .
C12 C13 N7 117.0(2) . .
C12 C13 C14 120.7(2) . .
C14 C13 N7 122.3(2) . .
N8 C14 C13 123.7(2) . .
N8 C14 C15 120.1(2) . .
C15 C14 C13 116.2(2) . .
C10 C15 C14 124.2(2) . .
C10 C15 H15 117.9 . .
C14 C15 H15 117.9 . .
C17 C16 N8 120.2(2) . .
C17 C16 C21 120.0(2) . .
C21 C16 N8 119.8(2) . .
C16 C17 H17 119.3 . .
C18 C17 C16 121.4(2) . .
C18 C17 H17 119.3 . .
C17 C18 N3 120.4(2) . 2_666
C17 C18 C19 119.9(2) . .
C19 C18 N3 119.7(2) . 2_666
N10 C19 C18 119.1(2) . .
N10 C19 C20 122.6(2) . .
C20 C19 C18 118.3(2) . .
C19 C20 H20 119.0 . .
C21 C20 C19 122.1(2) . .
C21 C20 H20 119.0 . .
N9 C21 C16 119.9(2) . .
N9 C21 C20 121.8(2) . .
C20 C21 C16 118.3(2) . .
N9 C22 H22A 109.0 . .
N9 C22 H22B 109.0 . .
N9 C22 C23 113.1(2) . .
H22A C22 H22B 107.8 . .
C23 C22 H22A 109.0 . .
C23 C22 H22B 109.0 . .
C22 C23 H23A 109.1 . .
C22 C23 H23B 109.1 . .
C22 C23 C24 112.3(2) . .
H23A C23 H23B 107.9 . .
C24 C23 H23A 109.1 . .
C24 C23 H23B 109.1 . .
C23 C24 H24A 108.4 . .
C23 C24 H24B 108.4 . .
H24A C24 H24B 107.5 . .
C25 C24 C23 115.4(3) . .
C25 C24 H24A 108.4 . .
C25 C24 H24B 108.4 . .
C24 C25 H25A 108.2 . .
C24 C25 H25B 108.2 . .
C24 C25 C26 116.4(3) . .
H25A C25 H25B 107.3 . .
C26 C25 H25A 108.2 . .
C26 C25 H25B 108.2 . .
C25 C26 H26A 108.3 . .
C25 C26 H26B 108.3 . .
H26A C26 H26B 107.4 . .
C27 C26 C25 116.1(3) . .
C27 C26 H26A 108.3 . .
C27 C26 H26B 108.3 . .
C26 C27 H27A 108.4 . .
C26 C27 H27B 108.4 . .
H27A C27 H27B 107.4 . .
C28 C27 C26 115.6(3) . .
C28 C27 H27A 108.4 . .
C28 C27 H27B 108.4 . .
C27 C28 H28A 108.8 . .
C27 C28 H28B 108.8 . .
C27 C28 C29 114.0(3) . .
H28A C28 H28B 107.7 . .
C29 C28 H28A 108.8 . .
C29 C28 H28B 108.8 . .
C28 C29 H29A 109.5 . .
C28 C29 H29B 109.5 . .
C28 C29 H29C 109.5 . .
H29A C29 H29B 109.5 . .
H29A C29 H29C 109.5 . .
H29B C29 H29C 109.5 . .
N10 C30 H30A 108.5 . .
N10 C30 H30B 108.5 . .
N10 C30 C31 114.9(2) . .
H30A C30 H30B 107.5 . .
C31 C30 H30A 108.5 . .
C31 C30 H30B 108.5 . .
C30 C31 H31A 109.0 . .
C30 C31 H31B 109.0 . .
H31A C31 H31B 107.8 . .
C32 C31 C30 113.0(2) . .
C32 C31 H31A 109.0 . .
C32 C31 H31B 109.0 . .
C31 C32 H32A 108.3 . .
C31 C32 H32B 108.3 . .
H32A C32 H32B 107.4 . .
C33 C32 C31 115.9(3) . .
C33 C32 H32A 108.3 . .
C33 C32 H32B 108.3 . .
C32 C33 H33A 108.3 . .
C32 C33 H33B 108.3 . .
H33A C33 H33B 107.4 . .
C34 C33 C32 116.1(3) . .
C34 C33 H33A 108.3 . .
C34 C33 H33B 108.3 . .
C33 C34 H34A 108.6 . .
C33 C34 H34B 108.6 . .
C33 C34 C35 114.7(3) . .
H34A C34 H34B 107.6 . .
C35 C34 H34A 108.6 . .
C35 C34 H34B 108.6 . .
C34 C35 H35A 108.2 . .
C34 C35 H35B 108.2 . .
C34 C35 C36 116.4(3) . .
H35A C35 H35B 107.3 . .
C36 C35 H35A 108.2 . .
C36 C35 H35B 108.2 . .
C35 C36 H36A 110.0 . .
C35 C36 H36B 110.0 . .
H36A C36 H36B 108.4 . .
C37 C36 C35 108.3(5) . .
C37 C36 H36A 110.0 . .
C37 C36 H36B 110.0 . .
C36 C37 H37A 109.5 . .
C36 C37 H37B 109.5 . .
C36 C37 H37C 109.5 . .
H37A C37 H37B 109.5 . .
H37A C37 H37C 109.5 . .
H37B C37 H37C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 N4 1.232(3) .
O2 N4 1.225(3) .
O3 N5 1.229(3) .
O4 N5 1.237(3) .
O5 N6 1.236(3) .
O6 N6 1.230(3) .
O7 N7 1.230(3) .
O8 N7 1.227(3) .
N1 H1 0.8600 .
N1 C2 1.421(3) .
N1 C10 1.360(3) .
N2 H2 0.8600 .
N2 C3 1.422(3) .
N2 C4 1.358(3) .
N3 H3 0.8600 .
N3 C6 1.354(3) .
N3 C18 1.431(3) 2_666
N4 C7 1.440(3) .
N5 C9 1.440(3) .
N6 C11 1.430(3) .
N7 C13 1.446(3) .
N8 H8 0.8600 .
N8 C14 1.350(3) .
N8 C16 1.434(3) .
N9 H9 0.8600 .
N9 C21 1.375(3) .
N9 C22 1.446(3) .
N10 H10 0.8600 .
N10 C19 1.366(3) .
N10 C30 1.456(3) .
C1 H1A 0.9300 .
C1 C2 1.387(3) .
C1 C3 1.385(3) 2_666
C2 C3 1.399(3) .
C3 C1 1.385(3) 2_666
C4 C5 1.392(3) .
C4 C9 1.429(3) .
C5 H5 0.9300 .
C5 C6 1.395(3) .
C6 C7 1.427(3) .
C7 C8 1.384(3) .
C8 H8A 0.9300 .
C8 C9 1.371(3) .
C10 C11 1.432(3) .
C10 C15 1.386(3) .
C11 C12 1.378(3) .
C12 H12 0.9300 .
C12 C13 1.373(4) .
C13 C14 1.431(3) .
C14 C15 1.399(3) .
C15 H15 0.9300 .
C16 C17 1.385(3) .
C16 C21 1.410(3) .
C17 H17 0.9300 .
C17 C18 1.384(3) .
C18 N3 1.431(3) 2_666
C18 C19 1.406(3) .
C19 C20 1.402(3) .
C20 H20 0.9300 .
C20 C21 1.395(3) .
C22 H22A 0.9700 .
C22 H22B 0.9700 .
C22 C23 1.498(4) .
C23 H23A 0.9700 .
C23 H23B 0.9700 .
C23 C24 1.520(4) .
C24 H24A 0.9700 .
C24 H24B 0.9700 .
C24 C25 1.490(4) .
C25 H25A 0.9700 .
C25 H25B 0.9700 .
C25 C26 1.511(4) .
C26 H26A 0.9700 .
C26 H26B 0.9700 .
C26 C27 1.507(5) .
C27 H27A 0.9700 .
C27 H27B 0.9700 .
C27 C28 1.506(4) .
C28 H28A 0.9700 .
C28 H28B 0.9700 .
C28 C29 1.517(6) .
C29 H29A 0.9600 .
C29 H29B 0.9600 .
C29 H29C 0.9600 .
C30 H30A 0.9700 .
C30 H30B 0.9700 .
C30 C31 1.516(4) .
C31 H31A 0.9700 .
C31 H31B 0.9700 .
C31 C32 1.514(4) .
C32 H32A 0.9700 .
C32 H32B 0.9700 .
C32 C33 1.514(5) .
C33 H33A 0.9700 .
C33 H33B 0.9700 .
C33 C34 1.502(5) .
C34 H34A 0.9700 .
C34 H34B 0.9700 .
C34 C35 1.504(5) .
C35 H35A 0.9700 .
C35 H35B 0.9700 .
C35 C36 1.557(6) .
C36 H36A 0.9700 .
C36 H36B 0.9700 .
C36 C37 1.459(7) .
C37 H37A 0.9600 .
C37 H37B 0.9600 .
C37 H37C 0.9600 .
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_4
O1 N4 C7 C6 -11.2(3) . .
O1 N4 C7 C8 171.7(2) . .
O2 N4 C7 C6 169.1(2) . .
O2 N4 C7 C8 -8.1(3) . .
O3 N5 C9 C4 173.1(2) . .
O3 N5 C9 C8 -8.2(3) . .
O4 N5 C9 C4 -8.9(3) . .
O4 N5 C9 C8 169.8(2) . .
O5 N6 C11 C10 -1.4(3) . .
O5 N6 C11 C12 179.1(2) . .
O6 N6 C11 C10 177.5(2) . .
O6 N6 C11 C12 -2.0(3) . .
O7 N7 C13 C12 6.5(3) . .
O7 N7 C13 C14 -173.0(2) . .
O8 N7 C13 C12 -175.1(2) . .
O8 N7 C13 C14 5.5(3) . .
N1 C2 C3 N2 4.5(3) . .
N1 C2 C3 C1 -177.80(19) . 2_666
N1 C10 C11 N6 3.0(3) . .
N1 C10 C11 C12 -177.5(2) . .
N1 C10 C15 C14 178.1(2) . .
N2 C4 C5 C6 178.5(2) . .
N2 C4 C9 N5 -0.2(3) . .
N2 C4 C9 C8 -178.9(2) . .
N3 C6 C7 N4 1.7(3) . .
N3 C6 C7 C8 178.7(2) . .
N3 C18 C19 N10 -1.2(3) 2_666 .
N3 C18 C19 C20 179.0(2) 2_666 .
N4 C7 C8 C9 176.7(2) . .
N6 C11 C12 C13 178.4(2) . .
N7 C13 C14 N8 2.6(3) . .
N7 C13 C14 C15 -179.3(2) . .
N8 C14 C15 C10 178.0(2) . .
N8 C16 C17 C18 -177.4(2) . .
N8 C16 C21 N9 0.0(3) . .
N8 C16 C21 C20 177.9(2) . .
N9 C22 C23 C24 -173.8(3) . .
N10 C19 C20 C21 -177.9(2) . .
N10 C30 C31 C32 167.6(2) . .
C1 C2 C3 N2 -177.48(19) . .
C1 C2 C3 C1 0.3(3) . 2_666
C2 N1 C10 C11 176.1(2) . .
C2 N1 C10 C15 -3.5(3) . .
C3 N2 C4 C5 0.2(3) . .
C3 N2 C4 C9 179.2(2) . .
C3 C1 C2 N1 177.82(19) 2_666 .
C3 C1 C2 C3 -0.3(4) 2_666 .
C4 N2 C3 C1 -97.8(3) . 2_666
C4 N2 C3 C2 79.9(3) . .
C4 C5 C6 N3 -178.3(2) . .
C4 C5 C6 C7 0.4(3) . .
C5 C4 C9 N5 178.8(2) . .
C5 C4 C9 C8 0.1(3) . .
C5 C6 C7 N4 -176.9(2) . .
C5 C6 C7 C8 0.1(3) . .
C6 C7 C8 C9 -0.5(3) . .
C7 C8 C9 N5 -178.4(2) . .
C7 C8 C9 C4 0.4(3) . .
C9 C4 C5 C6 -0.6(3) . .
C10 N1 C2 C1 -89.8(3) . .
C10 N1 C2 C3 88.2(3) . .
C10 C11 C12 C13 -1.1(3) . .
C11 C10 C15 C14 -1.5(3) . .
C11 C12 C13 N7 179.88(19) . .
C11 C12 C13 C14 -0.6(3) . .
C12 C13 C14 N8 -176.9(2) . .
C12 C13 C14 C15 1.3(3) . .
C13 C14 C15 C10 -0.2(3) . .
C14 N8 C16 C17 90.7(3) . .
C14 N8 C16 C21 -86.8(3) . .
C15 C10 C11 N6 -177.4(2) . .
C15 C10 C11 C12 2.1(3) . .
C16 N8 C14 C13 179.9(2) . .
C16 N8 C14 C15 1.8(3) . .
C16 C17 C18 N3 -180.0(2) . 2_666
C16 C17 C18 C19 0.4(3) . .
C17 C16 C21 N9 -177.6(2) . .
C17 C16 C21 C20 0.3(3) . .
C17 C18 C19 N10 178.4(2) . .
C17 C18 C19 C20 -1.4(3) . .
C18 N3 C6 C5 5.3(3) 2_666 .
C18 N3 C6 C7 -173.3(2) 2_666 .
C18 C19 C20 C21 1.9(4) . .
C19 N10 C30 C31 77.9(4) . .
C19 C20 C21 N9 176.5(2) . .
C19 C20 C21 C16 -1.3(4) . .
C21 N9 C22 C23 177.9(2) . .
C21 C16 C17 C18 0.1(3) . .
C22 N9 C21 C16 -167.5(2) . .
C22 N9 C21 C20 14.7(4) . .
C22 C23 C24 C25 -172.1(3) . .
C23 C24 C25 C26 -176.3(3) . .
C24 C25 C26 C27 -49.3(5) . .
C25 C26 C27 C28 -170.4(3) . .
C26 C27 C28 C29 -172.8(3) . .
C30 N10 C19 C18 176.4(2) . .
C30 N10 C19 C20 -3.9(4) . .
C30 C31 C32 C33 172.2(3) . .
C31 C32 C33 C34 58.5(4) . .
C32 C33 C34 C35 -175.4(4) . .
C33 C34 C35 C36 176.3(4) . .
C34 C35 C36 C37 83.9(5) . .
