# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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. 
# 
#######################################################################

data_(V)
_audit_block_doi                 10.5517/cc4wsb3
_database_code_depnum_ccdc_archive 'CCDC 145865'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1246/bcsj.73.2075 2000
_audit_update_record             
;
2000-06-13 deposited with the CCDC.
2018-07-13 downloaded from the CCDC.
;

#  CHEMICAL DATA

_chemical_formula_structural     ? #ActaC
_chemical_formula_sum            'C50 H49 N1 O5' #ActaC

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_chemical_formula_moiety         'C33 H32 O4, C17 H17 N1 O1'
_chemical_formula_weight         743.94
_cell_length_a                   19.385(2)
_cell_length_b                   21.884(2)
_cell_length_c                   9.657(2)
_cell_angle_alpha                90.00(0)
_cell_angle_beta                 90.00(0)
_cell_angle_gamma                90.00(0)
_cell_volume                     4096.7(10)
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      10.7
_cell_measurement_theta_max      12.0
_cell_formula_units_Z            4
_exptl_crystal_density_diffrn    1.206
_exptl_crystal_density_meas      ?
_exptl_crystal_F_000             1584
_exptl_absorpt_correction_T_min  ? #ActaC
_exptl_absorpt_correction_T_max  ? #ActaC
_exptl_absorpt_process_details   ? #ActaC
_exptl_crystal_density_method    'not measured' #ActaC

_diffrn_measurement_device_type  'Rigaku AFC-5' #ActaC
_diffrn_standards_number         3 #ActaC
_diffrn_standards_interval_count 100 #ActaC
_diffrn_standards_decay_%        0 #ActaC

_refine_ls_abs_structure_Flack   ? #ActaC
_refine_ls_abs_structure_details ? #ActaC
_refine_ls_weighting_scheme      calc #ActaC
_refine_ls_weighting_details     'w=1/[σ²(F) + 0.0009F²]' #ActaC
_reflns_threshold_expression     '|Fₒ| > 3σ(|Fₒ|)' #ActaC

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_exptl_absorpt_coefficient_mu    0.077
_cell_measurement_temperature    298
_diffrn_measurement_method       θ-2θ
_exptl_absorpt_correction_type   none
_diffrn_reflns_number            4049
_reflns_number_total             4049
_reflns_number_gt                2260
_diffrn_reflns_av_R_equivalents  0
_diffrn_reflns_theta_max         25.0
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       11
_refine_ls_structure_factor_coef F
_refine_ls_R_factor_gt           0.066
_refine_ls_wR_factor_ref         0.059
_refine_ls_hydrogen_treatment    'H atoms riding'
_refine_ls_number_reflns         2260
_refine_ls_number_parameters     505
_refine_ls_goodness_of_fit_ref   1.29
_refine_ls_shift/su_max          0.02
_refine_ls_shift/su_mean         0.0040
_refine_diff_density_min         -0.22
_refine_diff_density_max         0.22
_refine_ls_extinction_method     None

_atom_type_scat_source           'International Tables Vol.IV(1974)'
_computing_cell_refinement       
; AFC/MSC Diffractometer Control System
(Rigaku Corporation, 1993)
;
_computing_data_collection       
; AFC/MSC Diffractometer Control System
;
_computing_data_reduction        'local programs'
_computing_structure_solution    
; CRYSTAN-GM (Edwards, Gilmore, Mackay & Stewart, 1996)
;
_computing_structure_refinement  CRYSTAN-GM
_computing_molecular_graphics    
;ORTEP-II (Johnson, 1976)
;
_computing_publication_material  CRYSTAN-GM


_diffrn_orient_matrix_type       standard
_diffrn_orient_matrix_UB_11      0.01411
_diffrn_orient_matrix_UB_12      -0.04242
_diffrn_orient_matrix_UB_13      0.02612
_diffrn_orient_matrix_UB_21      -0.04555
_diffrn_orient_matrix_UB_22      -0.01582
_diffrn_orient_matrix_UB_23      -0.03280
_diffrn_orient_matrix_UB_31      0.01967
_diffrn_orient_matrix_UB_32      -0.00622
_diffrn_orient_matrix_UB_33      -0.09468

loop_
_symmetry_equiv_pos_as_xyz
+X,+Y,+Z
-X+1/2,-Y,+Z+1/2
+X+1/2,-Y+1/2,-Z
-X,+Y+1/2,-Z+1/2

_symmetry_space_group_name_H-M   'P 21 21 21    '
_symmetry_cell_setting           Orthorhombic

#==================================================

# Atomic Coordinates and Thermal Parameters

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_thermal_displace_type
O1 1.3615(3) 0.1583(3) 0.5571(6) 0.076(2) 1.000 Uij
O2 1.0641(3) -0.0555(2) 0.1015(5) 0.061(2) 1.000 Uij
O3 0.9633(3) -0.0228(2) -0.0776(5) 0.064(2) 1.000 Uij
O4 1.0201(3) 0.0717(2) 0.3157(5) 0.061(2) 1.000 Uij
O5 0.9253(3) 0.0912(2) 0.1844(5) 0.057(2) 1.000 Uij
N6 1.2781(4) 0.1875(3) 0.4094(7) 0.060(3) 1.000 Uij
C7 1.2569(4) 0.2087(4) 0.2748(9) 0.059(3) 1.000 Uij
C8 1.2896(5) 0.2577(4) 0.214(1) 0.070(4) 1.000 Uij
C9 1.2673(6) 0.2774(5) 0.085(1) 0.096(5) 1.000 Uij
C10 1.2130(7) 0.2490(6) 0.022(1) 0.099(5) 1.000 Uij
C11 1.1792(5) 0.2012(6) 0.086(1) 0.095(5) 1.000 Uij
C12 1.2014(5) 0.1818(4) 0.212(1) 0.079(4) 1.000 Uij
C13 1.2277(4) 0.1956(4) 0.5259(9) 0.068(4) 1.000 Uij
C14 1.2190(4) 0.2614(3) 0.5689(8) 0.051(3) 1.000 Uij
C15 1.2607(5) 0.2851(4) 0.6679(9) 0.069(4) 1.000 Uij
C16 1.2521(6) 0.3443(6) 0.713(1) 0.094(5) 1.000 Uij
C17 1.2014(7) 0.3804(5) 0.654(1) 0.099(6) 1.000 Uij
C18 1.1596(5) 0.3564(5) 0.553(1) 0.096(5) 1.000 Uij
C19 1.1687(4) 0.2971(4) 0.513(1) 0.078(4) 1.000 Uij
C20 1.3424(5) 0.1656(3) 0.435(1) 0.060(3) 1.000 Uij
C21 1.3873(5) 0.1479(4) 0.3168(9) 0.066(4) 1.000 Uij
C22 1.3654(5) 0.1095(5) 0.215(1) 0.108(5) 1.000 Uij
C23 1.4560(6) 0.1666(4) 0.327(1) 0.103(5) 1.000 Uij
C24 1.0573(4) -0.0273(3) 0.2350(7) 0.047(3) 1.000 Uij
C25 1.0075(4) -0.0639(4) 0.3251(8) 0.052(3) 1.000 Uij
C26 0.9748(5) -0.1157(4) 0.282(1) 0.080(4) 1.000 Uij
C27 0.9311(6) -0.1493(4) 0.368(1) 0.094(5) 1.000 Uij
C28 0.9189(5) -0.1292(5) 0.498(1) 0.079(4) 1.000 Uij
C29 0.9494(5) -0.0783(4) 0.5470(8) 0.067(3) 1.000 Uij
C30 0.9942(4) -0.0456(3) 0.4618(8) 0.056(3) 1.000 Uij
C31 1.1282(4) -0.0240(4) 0.3042(8) 0.053(3) 1.000 Uij
C32 1.1639(6) -0.0780(5) 0.324(1) 0.108(5) 1.000 Uij
C33 1.2276(6) -0.0799(7) 0.390(1) 0.120(6) 1.000 Uij
C34 1.2560(6) -0.0255(7) 0.440(2) 0.114(6) 1.000 Uij
C35 1.2203(7) 0.0223(6) 0.430(2) 0.170(9) 1.000 Uij
C36 1.1564(6) 0.0231(5) 0.363(2) 0.147(7) 1.000 Uij
C37 1.0277(4) 0.0357(3) 0.1952(8) 0.048(3) 1.000 Uij
C38 0.9541(4) 0.0363(3) 0.1341(7) 0.045(3) 1.000 Uij
C39 0.9464(4) 0.0363(3) -0.0285(7) 0.048(3) 1.000 Uij
C40 0.8713(4) 0.0467(3) -0.0738(7) 0.046(3) 1.000 Uij
C41 0.8586(4) 0.0599(4) -0.2121(8) 0.060(3) 1.000 Uij
C42 0.7921(5) 0.0656(4) -0.2593(9) 0.076(4) 1.000 Uij
C43 0.7371(5) 0.0591(4) -0.176(1) 0.076(4) 1.000 Uij
C44 0.7491(4) 0.0448(4) -0.037(1) 0.071(4) 1.000 Uij
C45 0.8152(4) 0.0374(3) 0.0111(9) 0.060(3) 1.000 Uij
C46 0.9925(4) 0.0844(4) -0.0962(8) 0.054(3) 1.000 Uij
C47 0.9778(5) 0.1463(4) -0.0803(8) 0.069(4) 1.000 Uij
C48 1.0198(7) 0.1898(5) -0.142(1) 0.105(5) 1.000 Uij
C49 1.0744(8) 0.1740(8) -0.222(1) 0.123(7) 1.000 Uij
C50 1.0884(6) 0.1150(8) -0.239(1) 0.123(6) 1.000 Uij
C51 1.0489(5) 0.0687(5) -0.177(1) 0.083(4) 1.000 Uij
C52 0.9639(4) 0.1128(3) 0.2993(8) 0.053(3) 1.000 Uij
C53 0.9225(5) 0.1150(4) 0.4339(9) 0.072(4) 1.000 Uij
C54 0.9332(6) 0.1762(6) 0.496(1) 0.111(5) 1.000 Uij
C55 0.9930(7) 0.2027(5) 0.418(1) 0.134(6) 1.000 Uij
C56 0.9886(5) 0.1780(4) 0.2774(9) 0.073(4) 1.000 Uij
H2 1.10100 -0.08170 0.13070 0.10 1.000 Uiso
H3 0.99810 -0.04570 -0.02950 0.10 1.000 Uiso
H8 1.32740 0.27750 0.26030 0.10 1.000 Uiso
H9 1.28960 0.31100 0.03950 0.10 1.000 Uiso
H10 1.19910 0.26230 -0.06900 0.10 1.000 Uiso
H11 1.13970 0.18270 0.04320 0.10 1.000 Uiso
H12 1.17910 0.14840 0.25800 0.10 1.000 Uiso
H13A 1.24300 0.17200 0.60380 0.10 1.000 Uiso
H13B 1.18340 0.18080 0.49650 0.10 1.000 Uiso
H15 1.29730 0.26030 0.70430 0.10 1.000 Uiso
H16 1.28000 0.36050 0.78640 0.10 1.000 Uiso
H17 1.19670 0.42230 0.68200 0.10 1.000 Uiso
H18 1.12420 0.38120 0.51260 0.10 1.000 Uiso
H19 1.13820 0.27920 0.44600 0.10 1.000 Uiso
H22A 1.32070 0.09090 0.20930 0.10 1.000 Uiso
H22B 1.39770 0.10120 0.14240 0.10 1.000 Uiso
H23A 1.48770 0.15640 0.25420 0.10 1.000 Uiso
H23B 1.47310 0.14840 0.41090 0.10 1.000 Uiso
H23C 1.45620 0.21020 0.33710 0.10 1.000 Uiso
H26 0.98270 -0.13050 0.18970 0.10 1.000 Uiso
H27 0.91010 -0.18640 0.33600 0.10 1.000 Uiso
H28 0.88840 -0.15170 0.55780 0.10 1.000 Uiso
H29 0.94030 -0.06360 0.63880 0.10 1.000 Uiso
H30 1.01710 -0.00940 0.49430 0.10 1.000 Uiso
H32 1.14240 -0.11490 0.29180 0.10 1.000 Uiso
H33 1.25090 -0.11800 0.40530 0.10 1.000 Uiso
H34 1.30220 -0.02480 0.47560 0.10 1.000 Uiso
H35 1.23850 0.05890 0.47030 0.10 1.000 Uiso
H36 1.13130 0.06080 0.35720 0.10 1.000 Uiso
H37 1.06050 0.05510 0.13520 0.10 1.000 Uiso
H38 0.92930 0.00200 0.17080 0.10 1.000 Uiso
H41 0.89680 0.06390 -0.27460 0.10 1.000 Uiso
H42 0.78360 0.07560 -0.35460 0.10 1.000 Uiso
H43 0.69120 0.06470 -0.21100 0.10 1.000 Uiso
H44 0.71070 0.03940 0.02430 0.10 1.000 Uiso
H45 0.82310 0.02560 0.10550 0.10 1.000 Uiso
H47 0.93850 0.15860 -0.02670 0.10 1.000 Uiso
H48 1.01120 0.23260 -0.12930 0.10 1.000 Uiso
H49 1.10230 0.20450 -0.26600 0.10 1.000 Uiso
H50 1.12690 0.10350 -0.29610 0.10 1.000 Uiso
H51 1.05970 0.02610 -0.18650 0.10 1.000 Uiso
H53A 0.93950 0.08420 0.49610 0.10 1.000 Uiso
H53B 0.87430 0.10800 0.41740 0.10 1.000 Uiso
H54A 0.94290 0.17380 0.59320 0.10 1.000 Uiso
H54B 0.89300 0.20110 0.48210 0.10 1.000 Uiso
H55A 1.03540 0.18950 0.45990 0.10 1.000 Uiso
H55B 0.99100 0.24650 0.42020 0.10 1.000 Uiso
H56A 0.95590 0.20120 0.22440 0.10 1.000 Uiso
H56B 1.03250 0.17920 0.23170 0.10 1.000 Uiso





loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C20 1.246(12) . . yes
O2 C24 1.435(9) . . no
O3 C39 1.416(9) . . no
O4 C37 1.413(9) . . no
O4 C52 1.422(10) . . no
O5 C38 1.411(9) . . no
O5 C52 1.419(10) . . no
N6 C7 1.440(11) . . yes
N6 C13 1.501(11) . . yes
N6 C20 1.358(13) . . yes
C7 C8 1.377(13) . . yes
C7 C12 1.368(13) . . yes
C8 C9 1.387(14) . . yes
C9 C10 1.365(17) . . yes
C10 C11 1.380(18) . . yes
C11 C12 1.359(14) . . yes
C13 C14 1.508(11) . . yes
C14 C15 1.355(12) . . yes
C14 C19 1.361(12) . . yes
C15 C16 1.377(16) . . yes
C16 C17 1.384(17) . . yes
C17 C18 1.372(16) . . yes
C18 C19 1.365(14) . . yes
C20 C21 1.487(14) . . yes
C21 C22 1.361(14) . . yes
C21 C23 1.397(15) . . yes
C24 C25 1.527(11) . . no
C24 C31 1.530(11) . . no
C24 C37 1.542(10) . . no
C25 C26 1.364(13) . . no
C25 C30 1.403(11) . . no
C26 C27 1.396(14) . . no
C27 C28 1.351(14) . . no
C28 C29 1.347(14) . . no
C29 C30 1.394(12) . . no
C31 C32 1.383(14) . . no
C31 C36 1.298(16) . . no
C32 C33 1.390(16) . . no
C33 C34 1.40(3) . . no
C34 C35 1.26(2) . . no
C35 C36 1.40(3) . . no
C37 C38 1.544(11) . . no
C38 C39 1.577(10) . . no
C39 C40 1.537(11) . . no
C39 C46 1.528(11) . . no
C40 C41 1.388(11) . . no
C40 C45 1.377(11) . . no
C41 C42 1.373(13) . . no
C42 C43 1.343(14) . . no
C43 C44 1.398(14) . . no
C44 C45 1.373(12) . . no
C46 C47 1.393(13) . . no
C46 C51 1.386(13) . . no
C47 C48 1.387(15) . . no
C48 C49 1.355(19) . . no
C49 C50 1.33(3) . . no
C50 C51 1.404(19) . . no
C52 C53 1.528(12) . . no
C52 C56 1.520(12) . . no
C53 C54 1.482(16) . . no
C54 C55 1.499(17) . . no
C55 C56 1.464(14) . . no
O2 H2 0.959 . . no
O3 H3 0.960 . . no
C8 H8 0.962 . . no
C9 H9 0.959 . . no
C10 H10 0.964 . . no
C11 H11 0.960 . . no
C12 H12 0.958 . . no
C13 H13A 0.959 . . no
C13 H13B 0.961 . . no
C15 H15 0.960 . . no
C16 H16 0.959 . . no
C17 H17 0.960 . . no
C18 H18 0.958 . . no
C19 H19 0.960 . . no
C22 H22A 0.959 . . no
C22 H22B 0.957 . . no
C23 H23A 0.960 . . no
C23 H23B 0.962 . . no
C23 H23C 0.959 . . no
C26 H26 0.961 . . no
C27 H27 0.959 . . no
C28 H28 0.962 . . no
C29 H29 0.959 . . no
C30 H30 0.961 . . no
C32 H32 0.960 . . no
C33 H33 0.960 . . no
C34 H34 0.959 . . no
C35 H35 0.958 . . no
C36 H36 0.959 . . no
C37 H37 0.959 . . no
C38 H38 0.959 . . no
C41 H41 0.959 . . no
C42 H42 0.960 . . no
C43 H43 0.960 . . no
C44 H44 0.958 . . no
C45 H45 0.960 . . no
C47 H47 0.960 . . no
C48 H48 0.959 . . no
C49 H49 0.958 . . no
C50 H50 0.961 . . no
C51 H51 0.960 . . no
C53 H53A 0.961 . . no
C53 H53B 0.960 . . no
C54 H54A 0.959 . . no
C54 H54B 0.960 . . no
C55 H55A 0.961 . . no
C55 H55B 0.960 . . no
C56 H56A 0.960 . . no
C56 H56B 0.959 . . no


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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C37 O4 C52 109.9(6) . . . no
C38 O5 C52 110.1(6) . . . no
C7 N6 C13 116.9(7) . . . yes
C7 N6 C20 122.7(8) . . . yes
C13 N6 C20 120.2(8) . . . yes
N6 C7 C8 120.3(8) . . . yes
N6 C7 C12 119.1(8) . . . yes
C8 C7 C12 120.5(9) . . . yes
C7 C8 C9 118.8(9) . . . yes
C8 C9 C10 119.9(10) . . . yes
C9 C10 C11 120.8(10) . . . yes
C10 C11 C12 119.2(10) . . . yes
C7 C12 C11 120.8(10) . . . yes
N6 C13 C14 113.1(7) . . . yes
C13 C14 C15 119.5(8) . . . yes
C13 C14 C19 121.3(8) . . . yes
C15 C14 C19 119.2(8) . . . yes
C14 C15 C16 120.7(9) . . . yes
C15 C16 C17 119.5(10) . . . yes
C16 C17 C18 119.6(11) . . . yes
C17 C18 C19 119.2(10) . . . yes
C14 C19 C18 121.7(9) . . . yes
O1 C20 N6 119.4(9) . . . yes
O1 C20 C21 121.3(9) . . . yes
N6 C20 C21 119.3(9) . . . yes
C20 C21 C22 122.2(9) . . . yes
C20 C21 C23 115.3(8) . . . yes
C22 C21 C23 122.0(9) . . . yes
O2 C24 C25 110.1(6) . . . no
O2 C24 C31 109.3(7) . . . no
O2 C24 C37 101.2(6) . . . no
C25 C24 C31 110.1(6) . . . no
C25 C24 C37 112.1(7) . . . no
C31 C24 C37 113.6(7) . . . no
C24 C25 C26 123.8(8) . . . no
C24 C25 C30 120.2(7) . . . no
C26 C25 C30 116.0(8) . . . no
C25 C26 C27 122.6(9) . . . no
C26 C27 C28 119.2(9) . . . no
C27 C28 C29 121.3(10) . . . no
C28 C29 C30 119.4(8) . . . no
C25 C30 C29 121.5(7) . . . no
C24 C31 C32 118.0(8) . . . no
C24 C31 C36 127.4(9) . . . no
C32 C31 C36 114.0(10) . . . no
C31 C32 C33 122.2(11) . . . no
C32 C33 C34 118.9(13) . . . no
C33 C34 C35 117.7(13) . . . no
C34 C35 C36 122.2(14) . . . no
C31 C36 C35 124.5(11) . . . no
O4 C37 C24 109.4(6) . . . no
O4 C37 C38 102.3(6) . . . no
C24 C37 C38 116.5(6) . . . no
O5 C38 C37 104.0(6) . . . no
O5 C38 C39 107.8(6) . . . no
C37 C38 C39 117.9(7) . . . no
O3 C39 C38 108.1(6) . . . no
O3 C39 C40 105.0(6) . . . no
O3 C39 C46 110.5(7) . . . no
C38 C39 C40 111.9(6) . . . no
C38 C39 C46 111.8(6) . . . no
C40 C39 C46 109.3(6) . . . no
C39 C40 C41 118.2(7) . . . no
C39 C40 C45 123.8(7) . . . no
C41 C40 C45 117.6(8) . . . no
C40 C41 C42 120.3(8) . . . no
C41 C42 C43 122.5(9) . . . no
C42 C43 C44 117.8(9) . . . no
C43 C44 C45 120.4(9) . . . no
C40 C45 C44 121.2(8) . . . no
C39 C46 C47 120.2(8) . . . no
C39 C46 C51 122.1(8) . . . no
C47 C46 C51 117.7(9) . . . no
C46 C47 C48 120.0(9) . . . no
C47 C48 C49 121.9(12) . . . no
C48 C49 C50 118.5(14) . . . no
C49 C50 C51 122.5(12) . . . no
C46 C51 C50 119.4(11) . . . no
O4 C52 O5 106.3(6) . . . no
O4 C52 C53 109.1(7) . . . no
O4 C52 C56 111.6(7) . . . no
O5 C52 C53 113.5(7) . . . no
O5 C52 C56 111.7(7) . . . no
C53 C52 C56 104.7(7) . . . no
C52 C53 C54 107.4(8) . . . no
C53 C54 C55 104.7(9) . . . no
C54 C55 C56 106.1(10) . . . no
C52 C56 C55 103.6(8) . . . no
C24 O2 H2 93.5 . . . no
C39 O3 H3 118.5 . . . no
C7 C8 H8 120.2 . . . no
C9 C8 H8 121.0 . . . no
C8 C9 H9 120.6 . . . no
C10 C9 H9 119.5 . . . no
C9 C10 H10 119.0 . . . no
C11 C10 H10 120.3 . . . no
C10 C11 H11 120.4 . . . no
C12 C11 H11 120.4 . . . no
C7 C12 H12 118.5 . . . no
C11 C12 H12 120.7 . . . no
N6 C13 H13A 108.8 . . . no
N6 C13 H13B 108.7 . . . no
C14 C13 H13A 109.4 . . . no
C14 C13 H13B 107.7 . . . no
H13A C13 H13B 109.1 . . . no
C14 C15 H15 118.9 . . . no
C16 C15 H15 120.4 . . . no
C15 C16 H16 120.9 . . . no
C17 C16 H16 119.6 . . . no
C16 C17 H17 119.8 . . . no
C18 C17 H17 120.6 . . . no
C17 C18 H18 119.7 . . . no
C19 C18 H18 121.0 . . . no
C14 C19 H19 118.3 . . . no
C18 C19 H19 119.9 . . . no
C21 C22 H22A 125.8 . . . no
C21 C22 H22B 116.2 . . . no
H22A C22 H22B 117.9 . . . no
C21 C23 H23A 119.4 . . . no
C21 C23 H23B 105.5 . . . no
C21 C23 H23C 107.6 . . . no
H23A C23 H23B 107.5 . . . no
H23A C23 H23C 107.6 . . . no
H23B C23 H23C 109.0 . . . no
C25 C26 H26 119.3 . . . no
C27 C26 H26 118.1 . . . no
C26 C27 H27 120.8 . . . no
C28 C27 H27 120.0 . . . no
C27 C28 H28 119.9 . . . no
C29 C28 H28 118.8 . . . no
C28 C29 H29 121.4 . . . no
C30 C29 H29 119.2 . . . no
C25 C30 H30 117.2 . . . no
C29 C30 H30 121.2 . . . no
C31 C32 H32 117.2 . . . no
C33 C32 H32 120.6 . . . no
C32 C33 H33 121.0 . . . no
C34 C33 H33 120.1 . . . no
C33 C34 H34 120.3 . . . no
C35 C34 H34 121.9 . . . no
C34 C35 H35 117.5 . . . no
C36 C35 H35 120.3 . . . no
C31 C36 H36 116.4 . . . no
C35 C36 H36 119.2 . . . no
O4 C37 H37 108.6 . . . no
C24 C37 H37 107.4 . . . no
C38 C37 H37 112.2 . . . no
O5 C38 H38 109.9 . . . no
C37 C38 H38 108.4 . . . no
C39 C38 H38 108.7 . . . no
C40 C41 H41 119.2 . . . no
C42 C41 H41 120.5 . . . no
C41 C42 H42 120.0 . . . no
C43 C42 H42 117.5 . . . no
C42 C43 H43 120.8 . . . no
C44 C43 H43 121.4 . . . no
C43 C44 H44 119.4 . . . no
C45 C44 H44 120.1 . . . no
C40 C45 H45 118.6 . . . no
C44 C45 H45 120.1 . . . no
C46 C47 H47 119.7 . . . no
C48 C47 H47 120.3 . . . no
C47 C48 H48 120.9 . . . no
C49 C48 H48 117.2 . . . no
C48 C49 H49 121.0 . . . no
C50 C49 H49 120.4 . . . no
C49 C50 H50 118.9 . . . no
C51 C50 H50 118.6 . . . no
C46 C51 H51 117.8 . . . no
C50 C51 H51 122.8 . . . no
C52 C53 H53A 109.2 . . . no
C52 C53 H53B 111.4 . . . no
C54 C53 H53A 109.4 . . . no
C54 C53 H53B 110.3 . . . no
H53A C53 H53B 109.0 . . . no
C53 C54 H54A 112.0 . . . no
C53 C54 H54B 110.0 . . . no
C55 C54 H54A 111.2 . . . no
C55 C54 H54B 109.7 . . . no
H54A C54 H54B 109.1 . . . no
C54 C55 H55A 109.5 . . . no
C54 C55 H55B 110.1 . . . no
C56 C55 H55A 109.2 . . . no
C56 C55 H55B 112.8 . . . no
H55A C55 H55B 109.0 . . . no
C52 C56 H56A 111.3 . . . no
C52 C56 H56B 111.7 . . . no
C55 C56 H56A 109.7 . . . no
C55 C56 H56B 111.4 . . . no
H56A C56 H56B 109.0 . . . no

loop_
_geom_hbond_atom_site_label_D #ActaC
_geom_hbond_atom_site_label_H #ActaC
_geom_hbond_atom_site_label_A #ActaC
_geom_hbond_distance_DH #ActaC
_geom_hbond_distance_HA #ActaC
_geom_hbond_distance_DA #ActaC
_geom_hbond_angle_DHA #ActaC
_geom_hbond_site_symmetry_A #ActaC
O3 H3 O2 0.960 1.812 2.706(8) 153.6 .
O2 H2 O1 0.959 1.961 2.706(8) 132.9 2_754
####################################################################### 
# 
# 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_(VIII)
_audit_block_doi                 10.5517/cc4wsf6
_database_code_depnum_ccdc_archive 'CCDC 145868'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1246/bcsj.73.2075 2000
_audit_update_record             
;
2000-06-13 deposited with the CCDC.
2018-07-13 downloaded from the CCDC.
;

#------------------------------------------------------------------------------
_chemical_formula_weight         697.87
_chemical_formula_analytical     ?
_chemical_formula_sum            'C45 H47 N1 O6 '
_chemical_formula_moiety         'C34 H34 O4, C11 H13 N1 O2'
_chemical_formula_structural     ?
_chemical_melting_point          ?
#------------------------------------------------------------------------------
_computing_data_collection       
;MSC/AFC Diffractometer Control Software
(Molecular Structure Corporation, 1993)
;
_computing_cell_refinement       
;MSC/AFC Diffractometer Control Software
;
_computing_data_reduction        
;TEXSAN
(Molecular Structure Corporation, 1998)
;
_computing_structure_solution    
;SHELXS97 (Sheldrick, 1997a)
;
_computing_structure_refinement  
;SHELXL97 (Sheldrick, 1997b)
;
_computing_publication_material  TEXSAN
_computing_molecular_graphics    
;ORTEP-II (Johnson, 1976)
;
#------------------------------------------------------------------------------
_cell_length_a                   9.453(3)
_cell_length_b                   40.907(5)
_cell_length_c                   9.917(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.57(2)
_cell_angle_gamma                90
_cell_volume                     3833.5(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    248
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      29.4
_cell_measurement_theta_max      30.0
#------------------------------------------------------------------------------
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21         '
_symmetry_Int_Tables_number      4
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,1/2+y,-z
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.7
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_crystal_density_diffrn    1.209
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1488
_exptl_absorpt_coefficient_mu    0.635
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   
;(Coppens, Leiserowitz & Rabinovich, 1965)
;
_exptl_absorpt_correction_T_min  0.758
_exptl_absorpt_correction_T_max  0.891
_exptl_special_details           
;
?
;
#------------------------------------------------------------------------------
_diffrn_special_details          
;
?
;
_diffrn_ambient_temperature      248
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_source         'Rigaku rotating anode'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_detector       'scintillation counter'
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       θ-2θ

_diffrn_standards_number         3
_diffrn_standards_interval_count 150
_diffrn_standards_decay_%        1.4
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
-2 0 0
-2 -2 0
-1 7 1
_diffrn_reflns_number            7752
_reflns_number_total             7275
_reflns_number_gt                6473
_reflns_threshold_expression     'I > 2σ(I)'
_diffrn_reflns_av_R_equivalents  0.010
_diffrn_reflns_av_sigmaI/netI    0.016
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       51
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.5
_diffrn_reflns_theta_max         75.0
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_orient_matrix_UB_11      -0.04750
_diffrn_orient_matrix_UB_12      -0.00150
_diffrn_orient_matrix_UB_13      0.08870
_diffrn_orient_matrix_UB_21      -0.03670
_diffrn_orient_matrix_UB_22      -0.02220
_diffrn_orient_matrix_UB_23      -0.02480
_diffrn_orient_matrix_UB_31      0.08720
_diffrn_orient_matrix_UB_32      -0.01010
_diffrn_orient_matrix_UB_33      0.04120
#------------------------------------------------------------------------------
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.018 0.009
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.031 0.018
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.049 0.032
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
#------------------------------------------------------------------------------
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
O1 O 0.4210(6) 0.0000 0.8645(6) 0.133(2) Uani 1.00
O2 O 0.2910(5) 0.0664(1) 0.7892(5) 0.110(1) Uani 1.00
O3 O 0.0822(6) 0.5305(1) 1.6157(6) 0.138(2) Uani 1.00
O4 O 0.2131(4) 0.4644(1) 1.5328(5) 0.103(1) Uani 1.00
O5 O 0.3850(3) 0.12398(9) 0.6928(2) 0.0555(6) Uani 1.00
O6 O 0.5472(3) 0.14976(9) 0.8855(2) 0.0540(6) Uani 1.00
O7 O 0.4616(2) 0.19254(9) 0.4839(2) 0.0398(4) Uani 1.00
O8 O 0.6651(2) 0.20195(9) 0.6074(2) 0.0380(4) Uani 1.00
O9 O -0.0188(2) 0.37813(9) 1.6298(2) 0.0483(5) Uani 1.00
O10 O 0.1312(3) 0.40521(9) 1.4385(2) 0.0550(6) Uani 1.00
O11 O -0.1581(2) 0.32950(9) 1.3416(2) 0.0382(4) Uani 1.00
O12 O 0.0455(2) 0.33696(9) 1.2270(2) 0.0409(4) Uani 1.00
N13 N 0.3059(6) 0.0602(2) 1.0191(6) 0.105(1) Uani 1.00
N14 N 0.2056(6) 0.4678(2) 1.7656(7) 0.109(2) Uani 1.00
C15 C 0.4572(7) 0.0279(1) 0.8648(6) 0.093(2) Uani 1.00
C16 C 0.5985(6) 0.0388(1) 0.8334(5) 0.083(1) Uani 1.00
C17 C 0.6445(5) 0.0708(1) 0.8654(5) 0.075(1) Uani 1.00
C18 C 0.7801(7) 0.0803(2) 0.8359(6) 0.092(1) Uani 1.00
C19 C 0.8695(8) 0.0589(2) 0.7722(7) 0.115(2) Uani 1.00
C20 C 0.826(1) 0.0271(2) 0.7412(8) 0.133(3) Uani 1.00
C21 C 0.6933(9) 0.0176(2) 0.7721(7) 0.114(2) Uani 1.00
C22 C 0.3429(6) 0.0536(1) 0.8905(7) 0.091(2) Uani 1.00
C23 C 0.3646(8) 0.0417(2) 1.1337(7) 0.122(2) Uani 1.00
C24 C 0.1979(8) 0.0859(2) 1.050(1) 0.137(3) Uani 1.00
C25 C 0.066(1) 0.0703(4) 1.101(1) 0.194(5) Uani 1.00
C26 C 0.0488(6) 0.5017(1) 1.6134(6) 0.086(1) Uani 1.00
C27 C -0.0951(6) 0.4906(1) 1.5787(5) 0.078(1) Uani 1.00
C28 C -0.1919(9) 0.5123(2) 1.5216(7) 0.116(2) Uani 1.00
C29 C -0.328(1) 0.5023(2) 1.4913(8) 0.134(3) Uani 1.00
C30 C -0.3717(7) 0.4711(2) 1.5168(7) 0.115(2) Uani 1.00
C31 C -0.2758(6) 0.4491(2) 1.5748(6) 0.094(2) Uani 1.00
C32 C -0.1363(5) 0.4586(1) 1.6075(5) 0.073(1) Uani 1.00
C33 C 0.1632(6) 0.4763(2) 1.6364(7) 0.091(2) Uani 1.00
C34 C 0.1484(9) 0.4866(2) 1.8811(8) 0.135(3) Uani 1.00
C35 C 0.3107(8) 0.4403(2) 1.797(1) 0.137(3) Uani 1.00
C36 C 0.447(1) 0.4535(3) 1.845(1) 0.187(4) Uani 1.00
C37 C 0.3824(3) 0.1405(1) 0.5651(3) 0.0390(6) Uani 1.00
C38 C 0.4728(3) 0.1228(1) 0.4621(3) 0.0455(7) Uani 1.00
C39 C 0.5600(4) 0.0966(1) 0.4991(5) 0.0636(10) Uani 1.00
C40 C 0.6427(5) 0.0812(1) 0.4049(7) 0.088(2) Uani 1.00
C41 C 0.6435(5) 0.0918(2) 0.2737(7) 0.092(2) Uani 1.00
C42 C 0.5574(5) 0.1178(1) 0.2348(5) 0.076(1) Uani 1.00
C43 C 0.4714(4) 0.1328(1) 0.3276(4) 0.0558(8) Uani 1.00
C44 C 0.2282(3) 0.1433(1) 0.5146(3) 0.0430(6) Uani 1.00
C45 C 0.1577(3) 0.1727(1) 0.4911(3) 0.0462(6) Uani 1.00
C46 C 0.0154(4) 0.1730(1) 0.4514(3) 0.0538(8) Uani 1.00
C47 C -0.0589(4) 0.1442(1) 0.4347(4) 0.0593(9) Uani 1.00
C48 C 0.0100(4) 0.1146(1) 0.4564(5) 0.069(1) Uani 1.00
C49 C 0.1532(4) 0.1143(1) 0.4945(4) 0.0615(9) Uani 1.00
C50 C 0.4476(3) 0.1742(1) 0.6050(3) 0.0344(5) Uani 1.00
C51 C 0.5991(3) 0.1741(1) 0.6681(2) 0.0350(5) Uani 1.00
C52 C 0.6152(3) 0.1771(1) 0.8251(3) 0.0366(5) Uani 1.00
C53 C 0.7705(3) 0.1749(1) 0.8754(3) 0.0377(5) Uani 1.00
C54 C 0.7952(4) 0.1743(1) 1.0156(3) 0.0504(7) Uani 1.00
C55 C 0.9314(4) 0.1709(1) 1.0693(3) 0.0612(9) Uani 1.00
C56 C 1.0443(4) 0.1680(1) 0.9860(4) 0.0627(9) Uani 1.00
C57 C 1.0225(4) 0.1687(1) 0.8476(4) 0.0596(9) Uani 1.00
C58 C 0.8850(3) 0.1724(1) 0.7935(3) 0.0483(7) Uani 1.00
C59 C 0.5493(3) 0.2092(1) 0.8739(3) 0.0412(6) Uani 1.00
C60 C 0.4126(4) 0.2093(1) 0.9210(4) 0.0617(9) Uani 1.00
C61 C 0.3497(4) 0.2383(2) 0.9589(4) 0.085(2) Uani 1.00
C62 C 0.4213(6) 0.2676(2) 0.9514(4) 0.085(2) Uani 1.00
C63 C 0.5586(5) 0.2680(1) 0.9064(4) 0.066(1) Uani 1.00
C64 C 0.6230(4) 0.2386(1) 0.8682(3) 0.0447(6) Uani 1.00
C65 C 0.5716(3) 0.2158(1) 0.5045(3) 0.0348(5) Uani 1.00
C66 C 0.6531(3) 0.2188(1) 0.3744(3) 0.0441(6) Uani 1.00
C67 C 0.5662(4) 0.2357(1) 0.2632(3) 0.0506(7) Uani 1.00
C68 C 0.5116(4) 0.2687(1) 0.3102(3) 0.0528(7) Uani 1.00
C69 C 0.4250(4) 0.2649(1) 0.4360(3) 0.0486(7) Uani 1.00
C70 C 0.5103(3) 0.2484(1) 0.5498(3) 0.0397(6) Uani 1.00
C71 C -0.0937(3) 0.3516(1) 1.5654(3) 0.0348(5) Uani 1.00
C72 C -0.2464(3) 0.3541(1) 1.6144(3) 0.0380(5) Uani 1.00
C73 C -0.3658(3) 0.3557(1) 1.5317(3) 0.0525(7) Uani 1.00
C74 C -0.4998(4) 0.3589(1) 1.5868(4) 0.0636(9) Uani 1.00
C75 C -0.5159(4) 0.3605(1) 1.7232(4) 0.0618(9) Uani 1.00
C76 C -0.3964(4) 0.3588(1) 1.8080(3) 0.0601(9) Uani 1.00
C77 C -0.2633(4) 0.3556(1) 1.7543(3) 0.0495(7) Uani 1.00
C78 C -0.0284(3) 0.3188(1) 1.6103(3) 0.0371(6) Uani 1.00
C79 C -0.1076(3) 0.2903(1) 1.6077(3) 0.0407(6) Uani 1.00
C80 C -0.0474(4) 0.2605(1) 1.6443(3) 0.0506(7) Uani 1.00
C81 C 0.0936(4) 0.2589(1) 1.6833(4) 0.0608(9) Uani 1.00
C82 C 0.1737(4) 0.2871(1) 1.6886(4) 0.0596(9) Uani 1.00
C83 C 0.1131(3) 0.3170(1) 1.6529(3) 0.0467(7) Uani 1.00
C84 C -0.0856(3) 0.3559(1) 1.4089(3) 0.0357(5) Uani 1.00
C85 C 0.0639(3) 0.3554(1) 1.3475(3) 0.0358(5) Uani 1.00
C86 C 0.1264(3) 0.3893(1) 1.3099(3) 0.0397(6) Uani 1.00
C87 C 0.0307(3) 0.4075(1) 1.2075(4) 0.0481(7) Uani 1.00
C88 C -0.0536(4) 0.4337(1) 1.2466(5) 0.069(1) Uani 1.00
C89 C -0.1409(5) 0.4496(2) 1.1505(8) 0.099(2) Uani 1.00
C90 C -0.1445(6) 0.4399(2) 1.0184(8) 0.103(2) Uani 1.00
C91 C -0.0607(6) 0.4143(2) 0.9781(5) 0.089(2) Uani 1.00
C92 C 0.0276(4) 0.3980(1) 1.0715(4) 0.0612(9) Uani 1.00
C93 C 0.2773(3) 0.3873(1) 1.2584(3) 0.0422(6) Uani 1.00
C94 C 0.3527(4) 0.4163(1) 1.2437(5) 0.0626(9) Uani 1.00
C95 C 0.4911(4) 0.4166(1) 1.2040(5) 0.069(1) Uani 1.00
C96 C 0.5598(4) 0.3874(1) 1.1746(4) 0.0573(8) Uani 1.00
C97 C 0.4870(4) 0.3586(1) 1.1876(4) 0.0540(7) Uani 1.00
C98 C 0.3473(3) 0.3582(1) 1.2292(3) 0.0465(6) Uani 1.00
C99 C -0.0705(3) 0.3149(1) 1.2411(3) 0.0348(5) Uani 1.00
C100 C -0.1537(3) 0.3135(1) 1.1080(3) 0.0432(6) Uani 1.00
C101 C -0.0694(4) 0.2962(1) 0.9990(3) 0.0484(7) Uani 1.00
C102 C -0.0280(4) 0.2620(1) 1.0457(3) 0.0500(7) Uani 1.00
C103 C 0.0612(4) 0.2637(1) 1.1767(3) 0.0489(7) Uani 1.00
C104 C -0.0184(3) 0.2816(1) 1.2874(3) 0.0404(6) Uani 1.00
H5 H 0.3375 0.1075 0.6948 0.0649 Uiso 1.00
H6 H 0.4852 0.1411 0.8204 0.0645 Uiso 1.00
H9 H 0.0433 0.3871 1.5733 0.0583 Uiso 1.00
H10 H 0.1772 0.4247 1.4273 0.0660 Uiso 1.00
H17 H 0.5818 0.0842 0.9108 0.0950 Uiso 1.00
H18 H 0.8144 0.1002 0.8627 0.1157 Uiso 1.00
H19 H 0.9631 0.0633 0.7484 0.1366 Uiso 1.00
H20 H 0.8878 0.0115 0.6933 0.1672 Uiso 1.00
H21 H 0.6622 -0.0062 0.7474 0.1380 Uiso 1.00
H23A H 0.3293 0.0483 1.2163 0.1437 Uiso 1.00
H23B H 0.3456 0.0176 1.1238 0.1437 Uiso 1.00
H23C H 0.4681 0.0433 1.1359 0.1437 Uiso 1.00
H24A H 0.2416 0.1018 1.1008 0.1705 Uiso 1.00
H24B H 0.1691 0.0948 0.9597 0.1705 Uiso 1.00
H25A H -0.0033 0.0856 1.1356 0.2405 Uiso 1.00
H25B H 0.0234 0.0526 1.0604 0.2405 Uiso 1.00
H25C H 0.0968 0.0592 1.2014 0.2405 Uiso 1.00
H28 H -0.1657 0.5330 1.5027 0.1370 Uiso 1.00
H29 H -0.3955 0.5170 1.4586 0.1743 Uiso 1.00
H30 H -0.4744 0.4626 1.4941 0.1407 Uiso 1.00
H31 H -0.3027 0.4252 1.5900 0.1168 Uiso 1.00
H32 H -0.0714 0.4413 1.6475 0.0875 Uiso 1.00
H34A H 0.0448 0.4835 1.8791 0.1698 Uiso 1.00
H34B H 0.1836 0.4769 1.9651 0.1698 Uiso 1.00
H34C H 0.1725 0.5078 1.8717 0.1698 Uiso 1.00
H35A H 0.2749 0.4232 1.8604 0.1598 Uiso 1.00
H35B H 0.3244 0.4257 1.7111 0.1598 Uiso 1.00
H36A H 0.4887 0.4672 1.7758 0.2024 Uiso 1.00
H36B H 0.4390 0.4649 1.9250 0.2024 Uiso 1.00
H36C H 0.5210 0.4357 1.8610 0.2024 Uiso 1.00
H39 H 0.5633 0.0879 0.5904 0.0774 Uiso 1.00
H40 H 0.6981 0.0609 0.4337 0.1022 Uiso 1.00
H41 H 0.7017 0.0796 0.2082 0.1161 Uiso 1.00
H42 H 0.5579 0.1238 0.1427 0.0904 Uiso 1.00
H43 H 0.4084 0.1487 0.2980 0.0682 Uiso 1.00
H45 H 0.2088 0.1915 0.5029 0.0552 Uiso 1.00
H46 H -0.0328 0.1922 0.4365 0.0639 Uiso 1.00
H47 H -0.1581 0.1426 0.4084 0.0679 Uiso 1.00
H48 H -0.0416 0.0928 0.4453 0.0808 Uiso 1.00
H49 H 0.2025 0.0922 0.5056 0.0766 Uiso 1.00
H50 H 0.3854 0.1839 0.6642 0.0418 Uiso 1.00
H51 H 0.6472 0.1530 0.6401 0.0414 Uiso 1.00
H54 H 0.7170 0.1743 1.0739 0.0597 Uiso 1.00
H55 H 0.9473 0.1693 1.1664 0.0727 Uiso 1.00
H56 H 1.1387 0.1639 1.0229 0.0731 Uiso 1.00
H57 H 1.1028 0.1654 0.7905 0.0685 Uiso 1.00
H58 H 0.8713 0.1712 0.6956 0.0571 Uiso 1.00
H60 H 0.3605 0.1873 0.9287 0.0782 Uiso 1.00
H61 H 0.2543 0.2377 0.9877 0.1033 Uiso 1.00
H62 H 0.3745 0.2855 0.9787 0.0999 Uiso 1.00
H63 H 0.6111 0.2869 0.9010 0.0830 Uiso 1.00
H64 H 0.7194 0.2366 0.8392 0.0540 Uiso 1.00
H66A H 0.7383 0.2291 0.3923 0.0532 Uiso 1.00
H66B H 0.6770 0.1953 0.3447 0.0532 Uiso 1.00
H67A H 0.6242 0.2374 0.1863 0.0608 Uiso 1.00
H67B H 0.4866 0.2206 0.2373 0.0608 Uiso 1.00
H68A H 0.5906 0.2811 0.3292 0.0629 Uiso 1.00
H68B H 0.4532 0.2765 0.2390 0.0629 Uiso 1.00
H69A H 0.3954 0.2844 0.4651 0.0565 Uiso 1.00
H69B H 0.3427 0.2501 0.4143 0.0565 Uiso 1.00
H70A H 0.4484 0.2430 0.6235 0.0487 Uiso 1.00
H70B H 0.5853 0.2611 0.5778 0.0487 Uiso 1.00
H73 H -0.3566 0.3538 1.4349 0.0632 Uiso 1.00
H74 H -0.5838 0.3569 1.5278 0.0757 Uiso 1.00
H75 H -0.6073 0.3617 1.7621 0.0742 Uiso 1.00
H76 H -0.4078 0.3579 1.9045 0.0717 Uiso 1.00
H77 H -0.1810 0.3527 1.8137 0.0585 Uiso 1.00
H79 H -0.2065 0.2892 1.5804 0.0483 Uiso 1.00
H80 H -0.1050 0.2394 1.6423 0.0613 Uiso 1.00
H81 H 0.1373 0.2365 1.7060 0.0710 Uiso 1.00
H82 H 0.2718 0.2848 1.7189 0.0709 Uiso 1.00
H83 H 0.1700 0.3347 1.6577 0.0544 Uiso 1.00
H84 H -0.1303 0.3746 1.3844 0.0439 Uiso 1.00
H85 H 0.1294 0.3426 1.4076 0.0430 Uiso 1.00
H88 H -0.0542 0.4392 1.3397 0.0875 Uiso 1.00
H89 H -0.1999 0.4656 1.1752 0.1219 Uiso 1.00
H90 H -0.2051 0.4489 0.9492 0.1188 Uiso 1.00
H91 H -0.0664 0.4059 0.8858 0.1063 Uiso 1.00
H92 H 0.0880 0.3788 1.0423 0.0726 Uiso 1.00
H94 H 0.3036 0.4351 1.2599 0.0772 Uiso 1.00
H95 H 0.5400 0.4355 1.1948 0.0794 Uiso 1.00
H96 H 0.6565 0.3858 1.1457 0.0676 Uiso 1.00
H97 H 0.5336 0.3366 1.1691 0.0658 Uiso 1.00
H98 H 0.2990 0.3361 1.2396 0.0547 Uiso 1.00
H100A H -0.2403 0.3001 1.1209 0.0520 Uiso 1.00
H100B H -0.1759 0.3338 1.0791 0.0520 Uiso 1.00
H101A H -0.1259 0.2934 0.9170 0.0567 Uiso 1.00
H101B H 0.0149 0.3072 0.9819 0.0567 Uiso 1.00
H102A H -0.1121 0.2478 1.0616 0.0609 Uiso 1.00
H102B H 0.0256 0.2497 0.9774 0.0609 Uiso 1.00
H103A H 0.0840 0.2404 1.2060 0.0576 Uiso 1.00
H103B H 0.1471 0.2738 1.1589 0.0576 Uiso 1.00
H104A H 0.0459 0.2826 1.3641 0.0478 Uiso 1.00
H104B H -0.0966 0.2668 1.3126 0.0478 Uiso 1.00

#------------------------------------------------------------------------------
_refine_special_details          
;
?
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²) + (0.0772P)²+0.6096P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     None
_refine_ls_number_reflns         7275
_refine_ls_number_parameters     937
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.049
_refine_ls_R_factor_gt           0.041
_refine_ls_wR_factor_ref         0.122
_refine_ls_goodness_of_fit_ref   1.05
_refine_ls_restrained_S_all      1.05
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.0000
_refine_diff_density_min         -0.17
_refine_diff_density_max         0.34
_refine_diff_density_rms         0.03
#------------------------------------------------------------------------------
_geom_special_details            
;
?
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C15 1.192(6) 1_555 1_555 yes
O2 C22 1.223(8) 1_555 1_555 yes
O3 C26 1.220(7) 1_555 1_555 yes
O4 C33 1.242(8) 1_555 1_555 yes
O5 C37 1.434(4) 1_555 1_555 no
O5 H5 0.810 1_555 1_555 no
O6 C52 1.431(5) 1_555 1_555 no
O6 H6 0.930 1_555 1_555 no
O7 C50 1.426(4) 1_555 1_555 no
O7 C65 1.420(4) 1_555 1_555 no
O8 C51 1.438(5) 1_555 1_555 no
O8 C65 1.447(4) 1_555 1_555 no
O9 C71 1.436(5) 1_555 1_555 no
O9 H9 0.901 1_555 1_555 no
O10 C86 1.431(4) 1_555 1_555 no
O10 H10 0.916 1_555 1_555 no
O11 C84 1.434(5) 1_555 1_555 no
O11 C99 1.442(4) 1_555 1_555 no
O12 C85 1.421(4) 1_555 1_555 no
O12 C99 1.429(4) 1_555 1_555 no
N13 C22 1.359(9) 1_555 1_555 yes
N13 C23 1.464(10) 1_555 1_555 yes
N13 C24 1.50(1) 1_555 1_555 yes
N14 C33 1.376(9) 1_555 1_555 yes
N14 C34 1.49(1) 1_555 1_555 yes
N14 C35 1.530(10) 1_555 1_555 yes
C15 C16 1.450(9) 1_555 1_555 yes
C15 C22 1.535(8) 1_555 1_555 yes
C16 C17 1.413(8) 1_555 1_555 yes
C16 C21 1.399(10) 1_555 1_555 yes
C17 C18 1.377(8) 1_555 1_555 yes
C17 H17 0.931 1_555 1_555 no
C18 C19 1.38(1) 1_555 1_555 yes
C18 H18 0.915 1_555 1_555 no
C19 C20 1.39(1) 1_555 1_555 yes
C19 H19 0.940 1_555 1_555 no
C20 C21 1.36(1) 1_555 1_555 yes
C20 H20 0.994 1_555 1_555 no
C21 H21 1.043 1_555 1_555 no
C23 H23A 0.934 1_555 1_555 no
C23 H23B 1.005 1_555 1_555 no
C23 H23C 0.980 1_555 1_555 no
C24 C25 1.49(1) 1_555 1_555 yes
C24 H24A 0.911 1_555 1_555 no
C24 H24B 1.000 1_555 1_555 no
C25 H25A 0.979 1_555 1_555 no
C25 H25B 0.918 1_555 1_555 no
C25 H25C 1.128 1_555 1_555 no
C26 C27 1.466(8) 1_555 1_555 yes
C26 C33 1.512(8) 1_555 1_555 yes
C27 C28 1.383(9) 1_555 1_555 yes
C27 C32 1.398(7) 1_555 1_555 yes
C28 C29 1.37(1) 1_555 1_555 yes
C28 H28 0.903 1_555 1_555 no
C29 C30 1.37(1) 1_555 1_555 yes
C29 H29 0.927 1_555 1_555 no
C30 C31 1.39(1) 1_555 1_555 yes
C30 H30 1.049 1_555 1_555 no
C31 C32 1.405(8) 1_555 1_555 yes
C31 H31 1.021 1_555 1_555 no
C32 H32 1.011 1_555 1_555 no
C34 H34A 0.987 1_555 1_555 no
C34 H34B 0.972 1_555 1_555 no
C34 H34C 0.902 1_555 1_555 no
C35 C36 1.46(1) 1_555 1_555 yes
C35 H35A 1.003 1_555 1_555 no
C35 H35B 1.054 1_555 1_555 no
C36 H36A 0.974 1_555 1_555 no
C36 H36B 0.927 1_555 1_555 no
C36 H36C 1.023 1_555 1_555 no
C37 C38 1.531(5) 1_555 1_555 no
C37 C44 1.532(4) 1_555 1_555 no
C37 C50 1.558(5) 1_555 1_555 no
C38 C39 1.394(6) 1_555 1_555 no
C38 C43 1.394(5) 1_555 1_555 no
C39 C40 1.386(8) 1_555 1_555 no
C39 H39 0.973 1_555 1_555 no
C40 C41 1.372(10) 1_555 1_555 no
C40 H40 1.020 1_555 1_555 no
C41 C42 1.386(8) 1_555 1_555 no
C41 H41 0.995 1_555 1_555 no
C42 C43 1.387(6) 1_555 1_555 no
C42 H42 0.947 1_555 1_555 no
C43 H43 0.927 1_555 1_555 no
C44 C45 1.394(6) 1_555 1_555 no
C44 C49 1.391(6) 1_555 1_555 no
C45 C46 1.392(4) 1_555 1_555 no
C45 H45 0.913 1_555 1_555 no
C46 C47 1.380(7) 1_555 1_555 no
C46 H46 0.917 1_555 1_555 no
C47 C48 1.387(7) 1_555 1_555 no
C47 H47 0.969 1_555 1_555 no
C48 C49 1.395(6) 1_555 1_555 no
C48 H48 1.022 1_555 1_555 no
C49 H49 1.024 1_555 1_555 no
C50 C51 1.547(4) 1_555 1_555 no
C50 H50 0.932 1_555 1_555 no
C51 C52 1.566(4) 1_555 1_555 no
C51 H51 1.018 1_555 1_555 no
C52 C53 1.541(4) 1_555 1_555 no
C52 C59 1.536(6) 1_555 1_555 no
C53 C54 1.403(4) 1_555 1_555 no
C53 C58 1.375(4) 1_555 1_555 no
C54 C55 1.387(5) 1_555 1_555 no
C54 H54 0.951 1_555 1_555 no
C55 C56 1.372(5) 1_555 1_555 no
C55 H55 0.973 1_555 1_555 no
C56 C57 1.383(5) 1_555 1_555 no
C56 H56 0.970 1_555 1_555 no
C57 C58 1.400(5) 1_555 1_555 no
C57 H57 0.969 1_555 1_555 no
C58 H58 0.977 1_555 1_555 no
C59 C60 1.385(4) 1_555 1_555 no
C59 C64 1.390(6) 1_555 1_555 no
C60 C61 1.386(9) 1_555 1_555 no
C60 H60 1.031 1_555 1_555 no
C61 C62 1.379(9) 1_555 1_555 no
C61 H61 0.953 1_555 1_555 no
C62 C63 1.384(7) 1_555 1_555 no
C62 H62 0.899 1_555 1_555 no
C63 C64 1.406(6) 1_555 1_555 no
C63 H63 0.920 1_555 1_555 no
C64 H64 0.967 1_555 1_555 no
C65 C66 1.525(4) 1_555 1_555 no
C65 C70 1.526(5) 1_555 1_555 no
C66 C67 1.524(5) 1_555 1_555 no
C66 H66A 0.924 1_555 1_555 no
C66 H66B 1.031 1_555 1_555 no
C67 C68 1.521(6) 1_555 1_555 no
C67 H67A 0.954 1_555 1_555 no
C67 H67B 1.003 1_555 1_555 no
C68 C69 1.519(5) 1_555 1_555 no
C68 H68A 0.918 1_555 1_555 no
C68 H68B 0.939 1_555 1_555 no
C69 C70 1.526(5) 1_555 1_555 no
C69 H69A 0.898 1_555 1_555 no
C69 H69B 1.004 1_555 1_555 no
C70 H70A 0.974 1_555 1_555 no
C70 H70B 0.915 1_555 1_555 no
C71 C72 1.538(4) 1_555 1_555 no
C71 C78 1.536(5) 1_555 1_555 no
C71 C84 1.566(4) 1_555 1_555 no
C72 C73 1.378(4) 1_555 1_555 no
C72 C77 1.402(4) 1_555 1_555 no
C73 C74 1.399(5) 1_555 1_555 no
C73 H73 0.969 1_555 1_555 no
C74 C75 1.367(5) 1_555 1_555 no
C74 H74 0.977 1_555 1_555 no
C75 C76 1.391(5) 1_555 1_555 no
C75 H75 0.957 1_555 1_555 no
C76 C77 1.386(5) 1_555 1_555 no
C76 H76 0.966 1_555 1_555 no
C77 H77 0.971 1_555 1_555 no
C78 C79 1.386(5) 1_555 1_555 no
C78 C83 1.394(4) 1_555 1_555 no
C79 C80 1.391(6) 1_555 1_555 no
C79 H79 0.968 1_555 1_555 no
C80 C81 1.379(5) 1_555 1_555 no
C80 H80 1.021 1_555 1_555 no
C81 C82 1.382(7) 1_555 1_555 no
C81 H81 1.028 1_555 1_555 no
C82 C83 1.390(7) 1_555 1_555 no
C82 H82 0.971 1_555 1_555 no
C83 H83 0.902 1_555 1_555 no
C84 C85 1.554(4) 1_555 1_555 no
C84 H84 0.902 1_555 1_555 no
C85 C86 1.558(6) 1_555 1_555 no
C85 H85 0.996 1_555 1_555 no
C86 C87 1.533(5) 1_555 1_555 no
C86 C93 1.531(4) 1_555 1_555 no
C87 C88 1.398(6) 1_555 1_555 no
C87 C92 1.402(5) 1_555 1_555 no
C88 C89 1.404(8) 1_555 1_555 no
C88 H88 0.950 1_555 1_555 no
C89 C90 1.37(1) 1_555 1_555 no
C89 H89 0.898 1_555 1_555 no
C90 C91 1.379(9) 1_555 1_555 no
C90 H90 0.957 1_555 1_555 no
C91 C92 1.398(7) 1_555 1_555 no
C91 H91 0.977 1_555 1_555 no
C92 H92 1.018 1_555 1_555 no
C93 C94 1.394(6) 1_555 1_555 no
C93 C98 1.397(6) 1_555 1_555 no
C94 C95 1.376(6) 1_555 1_555 no
C94 H94 0.914 1_555 1_555 no
C95 C96 1.394(7) 1_555 1_555 no
C95 H95 0.906 1_555 1_555 no
C96 C97 1.373(7) 1_555 1_555 no
C96 H96 0.968 1_555 1_555 no
C97 C98 1.394(5) 1_555 1_555 no
C97 H97 1.020 1_555 1_555 no
C98 H98 1.020 1_555 1_555 no
C99 C100 1.519(4) 1_555 1_555 no
C99 C104 1.518(6) 1_555 1_555 no
C100 C101 1.535(5) 1_555 1_555 no
C100 H100A 0.998 1_555 1_555 no
C100 H100B 0.900 1_555 1_555 no
C101 C102 1.520(6) 1_555 1_555 no
C101 H101A 0.968 1_555 1_555 no
C101 H101B 0.935 1_555 1_555 no
C102 C103 1.531(4) 1_555 1_555 no
C102 H102A 1.001 1_555 1_555 no
C102 H102B 0.995 1_555 1_555 no
C103 C104 1.533(5) 1_555 1_555 no
C103 H103A 1.016 1_555 1_555 no
C103 H103B 0.933 1_555 1_555 no
C104 H104A 0.962 1_555 1_555 no
C104 H104B 0.993 1_555 1_555 no
#------------------------------------------------------------------------------
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C37 O5 H5 114.6 1_555 1_555 1_555 no
C52 O6 H6 106.8 1_555 1_555 1_555 no
C50 O7 C65 108.5(2) 1_555 1_555 1_555 no
C51 O8 C65 110.0(2) 1_555 1_555 1_555 no
C71 O9 H9 110.7 1_555 1_555 1_555 no
C86 O10 H10 106.8 1_555 1_555 1_555 no
C84 O11 C99 110.9(2) 1_555 1_555 1_555 no
C85 O12 C99 109.2(2) 1_555 1_555 1_555 no
C22 N13 C23 121.6(6) 1_555 1_555 1_555 yes
C22 N13 C24 121.7(6) 1_555 1_555 1_555 yes
C23 N13 C24 116.6(6) 1_555 1_555 1_555 yes
C33 N14 C34 118.9(6) 1_555 1_555 1_555 yes
C33 N14 C35 123.2(6) 1_555 1_555 1_555 yes
C34 N14 C35 118.0(7) 1_555 1_555 1_555 yes
O1 C15 C16 124.1(6) 1_555 1_555 1_555 yes
O1 C15 C22 117.0(6) 1_555 1_555 1_555 yes
C16 C15 C22 118.7(5) 1_555 1_555 1_555 yes
C15 C16 C17 121.2(5) 1_555 1_555 1_555 yes
C15 C16 C21 120.4(5) 1_555 1_555 1_555 yes
C17 C16 C21 118.4(6) 1_555 1_555 1_555 yes
C16 C17 C18 119.6(5) 1_555 1_555 1_555 yes
C16 C17 H17 117.0 1_555 1_555 1_555 no
C18 C17 H17 123.3 1_555 1_555 1_555 no
C17 C18 C19 120.3(6) 1_555 1_555 1_555 yes
C17 C18 H18 120.8 1_555 1_555 1_555 no
C19 C18 H18 118.8 1_555 1_555 1_555 no
C18 C19 C20 120.8(7) 1_555 1_555 1_555 yes
C18 C19 H19 125.7 1_555 1_555 1_555 no
C20 C19 H19 113.5 1_555 1_555 1_555 no
C19 C20 C21 119.0(8) 1_555 1_555 1_555 yes
C19 C20 H20 122.1 1_555 1_555 1_555 no
C21 C20 H20 118.9 1_555 1_555 1_555 no
C16 C21 C20 121.9(7) 1_555 1_555 1_555 yes
C16 C21 H21 120.1 1_555 1_555 1_555 no
C20 C21 H21 118.0 1_555 1_555 1_555 no
O2 C22 N13 125.3(6) 1_555 1_555 1_555 yes
O2 C22 C15 115.2(6) 1_555 1_555 1_555 yes
N13 C22 C15 119.5(5) 1_555 1_555 1_555 yes
N13 C23 H23A 113.1 1_555 1_555 1_555 no
N13 C23 H23B 111.7 1_555 1_555 1_555 no
N13 C23 H23C 109.8 1_555 1_555 1_555 no
H23A C23 H23B 107.8 1_555 1_555 1_555 no
H23A C23 H23C 109.9 1_555 1_555 1_555 no
H23B C23 H23C 104.3 1_555 1_555 1_555 no
N13 C24 C25 110.2(8) 1_555 1_555 1_555 yes
N13 C24 H24A 108.1 1_555 1_555 1_555 no
N13 C24 H24B 103.7 1_555 1_555 1_555 no
C25 C24 H24A 119 1_555 1_555 1_555 no
C25 C24 H24B 104.2 1_555 1_555 1_555 no
H24A C24 H24B 110.1 1_555 1_555 1_555 no
C24 C25 H25A 114 1_555 1_555 1_555 no
C24 C25 H25B 123 1_555 1_555 1_555 no
C24 C25 H25C 105.9 1_555 1_555 1_555 no
H25A C25 H25B 111 1_555 1_555 1_555 no
H25A C25 H25C 95 1_555 1_555 1_555 no
H25B C25 H25C 99 1_555 1_555 1_555 no
O3 C26 C27 122.7(5) 1_555 1_555 1_555 yes
O3 C26 C33 118.5(5) 1_555 1_555 1_555 yes
C27 C26 C33 118.6(5) 1_555 1_555 1_555 yes
C26 C27 C28 119.9(5) 1_555 1_555 1_555 yes
C26 C27 C32 120.2(5) 1_555 1_555 1_555 yes
C28 C27 C32 119.9(5) 1_555 1_555 1_555 yes
C27 C28 C29 120.4(7) 1_555 1_555 1_555 yes
C27 C28 H28 120.2 1_555 1_555 1_555 no
C29 C28 H28 119.5 1_555 1_555 1_555 no
C28 C29 C30 121.4(8) 1_555 1_555 1_555 yes
C28 C29 H29 121.2 1_555 1_555 1_555 no
C30 C29 H29 117.3 1_555 1_555 1_555 no
C29 C30 C31 119.0(7) 1_555 1_555 1_555 yes
C29 C30 H30 123.4 1_555 1_555 1_555 no
C31 C30 H30 117.6 1_555 1_555 1_555 no
C30 C31 C32 120.8(6) 1_555 1_555 1_555 yes
C30 C31 H31 121.2 1_555 1_555 1_555 no
C32 C31 H31 118.0 1_555 1_555 1_555 no
C27 C32 C31 118.6(5) 1_555 1_555 1_555 yes
C27 C32 H32 124.6 1_555 1_555 1_555 no
C31 C32 H32 116.7 1_555 1_555 1_555 no
O4 C33 N14 124.4(6) 1_555 1_555 1_555 yes
O4 C33 C26 115.5(5) 1_555 1_555 1_555 yes
N14 C33 C26 120.1(5) 1_555 1_555 1_555 yes
N14 C34 H34A 107.3 1_555 1_555 1_555 no
N14 C34 H34B 109.0 1_555 1_555 1_555 no
N14 C34 H34C 108.5 1_555 1_555 1_555 no
H34A C34 H34B 106.3 1_555 1_555 1_555 no
H34A C34 H34C 112.1 1_555 1_555 1_555 no
H34B C34 H34C 113.4 1_555 1_555 1_555 no
N14 C35 C36 110.7(8) 1_555 1_555 1_555 yes
N14 C35 H35A 114.4 1_555 1_555 1_555 no
N14 C35 H35B 110.2 1_555 1_555 1_555 no
C36 C35 H35A 111.6 1_555 1_555 1_555 no
C36 C35 H35B 110.1 1_555 1_555 1_555 no
H35A C35 H35B 99.3 1_555 1_555 1_555 no
C35 C36 H36A 111 1_555 1_555 1_555 no
C35 C36 H36B 111 1_555 1_555 1_555 no
C35 C36 H36C 112 1_555 1_555 1_555 no
H36A C36 H36B 111 1_555 1_555 1_555 no
H36A C36 H36C 103 1_555 1_555 1_555 no
H36B C36 H36C 106 1_555 1_555 1_555 no
O5 C37 C38 111.8(3) 1_555 1_555 1_555 no
O5 C37 C44 108.5(2) 1_555 1_555 1_555 no
O5 C37 C50 101.2(2) 1_555 1_555 1_555 no
C38 C37 C44 111.1(2) 1_555 1_555 1_555 no
C38 C37 C50 111.3(3) 1_555 1_555 1_555 no
C44 C37 C50 112.5(3) 1_555 1_555 1_555 no
C37 C38 C39 121.6(3) 1_555 1_555 1_555 no
C37 C38 C43 120.6(3) 1_555 1_555 1_555 no
C39 C38 C43 117.8(4) 1_555 1_555 1_555 no
C38 C39 C40 120.8(4) 1_555 1_555 1_555 no
C38 C39 H39 122.1 1_555 1_555 1_555 no
C40 C39 H39 117.1 1_555 1_555 1_555 no
C39 C40 C41 120.9(5) 1_555 1_555 1_555 no
C39 C40 H40 118.5 1_555 1_555 1_555 no
C41 C40 H40 120.5 1_555 1_555 1_555 no
C40 C41 C42 119.1(5) 1_555 1_555 1_555 no
C40 C41 H41 118.6 1_555 1_555 1_555 no
C42 C41 H41 122.2 1_555 1_555 1_555 no
C41 C42 C43 120.3(5) 1_555 1_555 1_555 no
C41 C42 H42 116.7 1_555 1_555 1_555 no
C43 C42 H42 122.9 1_555 1_555 1_555 no
C38 C43 C42 121.0(4) 1_555 1_555 1_555 no
C38 C43 H43 119.9 1_555 1_555 1_555 no
C42 C43 H43 119.0 1_555 1_555 1_555 no
C37 C44 C45 124.4(4) 1_555 1_555 1_555 no
C37 C44 C49 117.4(4) 1_555 1_555 1_555 no
C45 C44 C49 118.2(3) 1_555 1_555 1_555 no
C44 C45 C46 120.6(4) 1_555 1_555 1_555 no
C44 C45 H45 117.2 1_555 1_555 1_555 no
C46 C45 H45 122.2 1_555 1_555 1_555 no
C45 C46 C47 120.8(4) 1_555 1_555 1_555 no
C45 C46 H46 121.7 1_555 1_555 1_555 no
C47 C46 H46 117.6 1_555 1_555 1_555 no
C46 C47 C48 119.4(3) 1_555 1_555 1_555 no
C46 C47 H47 125.0 1_555 1_555 1_555 no
C48 C47 H47 115.6 1_555 1_555 1_555 no
C47 C48 C49 119.9(4) 1_555 1_555 1_555 no
C47 C48 H48 121.6 1_555 1_555 1_555 no
C49 C48 H48 118.6 1_555 1_555 1_555 no
C44 C49 C48 121.2(4) 1_555 1_555 1_555 no
C44 C49 H49 120.6 1_555 1_555 1_555 no
C48 C49 H49 118.2 1_555 1_555 1_555 no
O7 C50 C37 107.3(2) 1_555 1_555 1_555 no
O7 C50 C51 103.6(2) 1_555 1_555 1_555 no
O7 C50 H50 112.3 1_555 1_555 1_555 no
C37 C50 C51 117.2(3) 1_555 1_555 1_555 no
C37 C50 H50 106.7 1_555 1_555 1_555 no
C51 C50 H50 109.8 1_555 1_555 1_555 no
O8 C51 C50 103.7(2) 1_555 1_555 1_555 no
O8 C51 C52 108.8(3) 1_555 1_555 1_555 no
O8 C51 H51 110.8 1_555 1_555 1_555 no
C50 C51 C52 117.7(2) 1_555 1_555 1_555 no
C50 C51 H51 107.8 1_555 1_555 1_555 no
C52 C51 H51 107.9 1_555 1_555 1_555 no
O6 C52 C51 108.8(3) 1_555 1_555 1_555 no
O6 C52 C53 104.6(3) 1_555 1_555 1_555 no
O6 C52 C59 110.3(2) 1_555 1_555 1_555 no
C51 C52 C53 112.5(2) 1_555 1_555 1_555 no
C51 C52 C59 110.6(3) 1_555 1_555 1_555 no
C53 C52 C59 109.9(3) 1_555 1_555 1_555 no
C52 C53 C54 116.9(2) 1_555 1_555 1_555 no
C52 C53 C58 124.9(2) 1_555 1_555 1_555 no
C54 C53 C58 118.2(3) 1_555 1_555 1_555 no
C53 C54 C55 120.6(3) 1_555 1_555 1_555 no
C53 C54 H54 119.5 1_555 1_555 1_555 no
C55 C54 H54 119.7 1_555 1_555 1_555 no
C54 C55 C56 120.4(3) 1_555 1_555 1_555 no
C54 C55 H55 120.3 1_555 1_555 1_555 no
C56 C55 H55 119.2 1_555 1_555 1_555 no
C55 C56 C57 119.9(3) 1_555 1_555 1_555 no
C55 C56 H56 120.7 1_555 1_555 1_555 no
C57 C56 H56 119.3 1_555 1_555 1_555 no
C56 C57 C58 119.6(3) 1_555 1_555 1_555 no
C56 C57 H57 118.6 1_555 1_555 1_555 no
C58 C57 H57 121.6 1_555 1_555 1_555 no
C53 C58 C57 121.2(3) 1_555 1_555 1_555 no
C53 C58 H58 120.4 1_555 1_555 1_555 no
C57 C58 H58 118.2 1_555 1_555 1_555 no
C52 C59 C60 119.9(4) 1_555 1_555 1_555 no
C52 C59 C64 121.1(3) 1_555 1_555 1_555 no
C60 C59 C64 119.0(4) 1_555 1_555 1_555 no
C59 C60 C61 120.3(5) 1_555 1_555 1_555 no
C59 C60 H60 118.4 1_555 1_555 1_555 no
C61 C60 H60 121.3 1_555 1_555 1_555 no
C60 C61 C62 121.0(4) 1_555 1_555 1_555 no
C60 C61 H61 118.4 1_555 1_555 1_555 no
C62 C61 H61 120.6 1_555 1_555 1_555 no
C61 C62 C63 119.6(5) 1_555 1_555 1_555 no
C61 C62 H62 116.2 1_555 1_555 1_555 no
C63 C62 H62 124.3 1_555 1_555 1_555 no
C62 C63 C64 119.6(5) 1_555 1_555 1_555 no
C62 C63 H63 122.7 1_555 1_555 1_555 no
C64 C63 H63 117.7 1_555 1_555 1_555 no
C59 C64 C63 120.5(3) 1_555 1_555 1_555 no
C59 C64 H64 114.7 1_555 1_555 1_555 no
C63 C64 H64 124.8 1_555 1_555 1_555 no
O7 C65 O8 105.6(3) 1_555 1_555 1_555 no
O7 C65 C66 108.5(2) 1_555 1_555 1_555 no
O7 C65 C70 110.2(2) 1_555 1_555 1_555 no
O8 C65 C66 108.3(2) 1_555 1_555 1_555 no
O8 C65 C70 111.3(2) 1_555 1_555 1_555 no
C66 C65 C70 112.6(3) 1_555 1_555 1_555 no
C65 C66 C67 111.9(3) 1_555 1_555 1_555 no
C65 C66 H66A 109.4 1_555 1_555 1_555 no
C65 C66 H66B 106.7 1_555 1_555 1_555 no
C67 C66 H66A 112.4 1_555 1_555 1_555 no
C67 C66 H66B 109.6 1_555 1_555 1_555 no
H66A C66 H66B 106.5 1_555 1_555 1_555 no
C66 C67 C68 111.3(3) 1_555 1_555 1_555 no
C66 C67 H67A 107.5 1_555 1_555 1_555 no
C66 C67 H67B 106.8 1_555 1_555 1_555 no
C68 C67 H67A 112.9 1_555 1_555 1_555 no
C68 C67 H67B 111.6 1_555 1_555 1_555 no
H67A C67 H67B 106.3 1_555 1_555 1_555 no
C67 C68 C69 110.8(3) 1_555 1_555 1_555 no
C67 C68 H68A 105.8 1_555 1_555 1_555 no
C67 C68 H68B 105.5 1_555 1_555 1_555 no
C69 C68 H68A 109.9 1_555 1_555 1_555 no
C69 C68 H68B 109.5 1_555 1_555 1_555 no
H68A C68 H68B 115.2 1_555 1_555 1_555 no
C68 C69 C70 111.6(3) 1_555 1_555 1_555 no
C68 C69 H69A 110.7 1_555 1_555 1_555 no
C68 C69 H69B 108.5 1_555 1_555 1_555 no
C70 C69 H69A 108.7 1_555 1_555 1_555 no
C70 C69 H69B 106.5 1_555 1_555 1_555 no
H69A C69 H69B 111.0 1_555 1_555 1_555 no
C65 C70 C69 111.4(3) 1_555 1_555 1_555 no
C65 C70 H70A 105.3 1_555 1_555 1_555 no
C65 C70 H70B 106.7 1_555 1_555 1_555 no
C69 C70 H70A 109.8 1_555 1_555 1_555 no
C69 C70 H70B 111.3 1_555 1_555 1_555 no
H70A C70 H70B 112.1 1_555 1_555 1_555 no
O9 C71 C72 105.3(3) 1_555 1_555 1_555 no
O9 C71 C78 109.9(2) 1_555 1_555 1_555 no
O9 C71 C84 108.6(3) 1_555 1_555 1_555 no
C72 C71 C78 109.9(3) 1_555 1_555 1_555 no
C72 C71 C84 112.2(2) 1_555 1_555 1_555 no
C78 C71 C84 110.8(3) 1_555 1_555 1_555 no
C71 C72 C73 125.1(2) 1_555 1_555 1_555 no
C71 C72 C77 116.7(2) 1_555 1_555 1_555 no
C73 C72 C77 118.2(3) 1_555 1_555 1_555 no
C72 C73 C74 120.5(3) 1_555 1_555 1_555 no
C72 C73 H73 119.4 1_555 1_555 1_555 no
C74 C73 H73 120.0 1_555 1_555 1_555 no
C73 C74 C75 121.2(3) 1_555 1_555 1_555 no
C73 C74 H74 119.2 1_555 1_555 1_555 no
C75 C74 H74 119.1 1_555 1_555 1_555 no
C74 C75 C76 119.0(3) 1_555 1_555 1_555 no
C74 C75 H75 121.8 1_555 1_555 1_555 no
C76 C75 H75 119.1 1_555 1_555 1_555 no
C75 C76 C77 120.2(3) 1_555 1_555 1_555 no
C75 C76 H76 119.3 1_555 1_555 1_555 no
C77 C76 H76 120.3 1_555 1_555 1_555 no
C72 C77 C76 121.0(3) 1_555 1_555 1_555 no
C72 C77 H77 118.9 1_555 1_555 1_555 no
C76 C77 H77 120.0 1_555 1_555 1_555 no
C71 C78 C79 121.1(3) 1_555 1_555 1_555 no
C71 C78 C83 120.7(3) 1_555 1_555 1_555 no
C79 C78 C83 118.2(4) 1_555 1_555 1_555 no
C78 C79 C80 121.1(3) 1_555 1_555 1_555 no
C78 C79 H79 124.1 1_555 1_555 1_555 no
C80 C79 H79 114.7 1_555 1_555 1_555 no
C79 C80 C81 120.0(4) 1_555 1_555 1_555 no
C79 C80 H80 121.5 1_555 1_555 1_555 no
C81 C80 H80 118.4 1_555 1_555 1_555 no
C80 C81 C82 119.7(4) 1_555 1_555 1_555 no
C80 C81 H81 118.9 1_555 1_555 1_555 no
C82 C81 H81 121.4 1_555 1_555 1_555 no
C81 C82 C83 120.2(3) 1_555 1_555 1_555 no
C81 C82 H82 116.6 1_555 1_555 1_555 no
C83 C82 H82 123.2 1_555 1_555 1_555 no
C78 C83 C82 120.7(4) 1_555 1_555 1_555 no
C78 C83 H83 122.5 1_555 1_555 1_555 no
C82 C83 H83 116.7 1_555 1_555 1_555 no
O11 C84 C71 109.9(3) 1_555 1_555 1_555 no
O11 C84 C85 103.7(2) 1_555 1_555 1_555 no
O11 C84 H84 107.3 1_555 1_555 1_555 no
C71 C84 C85 117.2(2) 1_555 1_555 1_555 no
C71 C84 H84 109.0 1_555 1_555 1_555 no
C85 C84 H84 109.3 1_555 1_555 1_555 no
O12 C85 C84 104.2(2) 1_555 1_555 1_555 no
O12 C85 C86 108.1(2) 1_555 1_555 1_555 no
O12 C85 H85 106.6 1_555 1_555 1_555 no
C84 C85 C86 115.9(3) 1_555 1_555 1_555 no
C84 C85 H85 109.2 1_555 1_555 1_555 no
C86 C85 H85 112.2 1_555 1_555 1_555 no
O10 C86 C85 101.2(2) 1_555 1_555 1_555 no
O10 C86 C87 112.0(3) 1_555 1_555 1_555 no
O10 C86 C93 108.4(2) 1_555 1_555 1_555 no
C85 C86 C87 111.7(3) 1_555 1_555 1_555 no
C85 C86 C93 113.2(3) 1_555 1_555 1_555 no
C87 C86 C93 110.1(3) 1_555 1_555 1_555 no
C86 C87 C88 121.2(3) 1_555 1_555 1_555 no
C86 C87 C92 120.0(4) 1_555 1_555 1_555 no
C88 C87 C92 118.8(4) 1_555 1_555 1_555 no
C87 C88 C89 119.8(5) 1_555 1_555 1_555 no
C87 C88 H88 118.1 1_555 1_555 1_555 no
C89 C88 H88 122.0 1_555 1_555 1_555 no
C88 C89 C90 120.9(5) 1_555 1_555 1_555 no
C88 C89 H89 120.7 1_555 1_555 1_555 no
C90 C89 H89 118.3 1_555 1_555 1_555 no
C89 C90 C91 120.0(6) 1_555 1_555 1_555 no
C89 C90 H90 125.0 1_555 1_555 1_555 no
C91 C90 H90 115.0 1_555 1_555 1_555 no
C90 C91 C92 120.4(5) 1_555 1_555 1_555 no
C90 C91 H91 121.3 1_555 1_555 1_555 no
C92 C91 H91 118.1 1_555 1_555 1_555 no
C87 C92 C91 120.2(4) 1_555 1_555 1_555 no
C87 C92 H92 119.3 1_555 1_555 1_555 no
C91 C92 H92 120.5 1_555 1_555 1_555 no
C86 C93 C94 118.2(3) 1_555 1_555 1_555 no
C86 C93 C98 124.5(3) 1_555 1_555 1_555 no
C94 C93 C98 117.3(3) 1_555 1_555 1_555 no
C93 C94 C95 122.0(4) 1_555 1_555 1_555 no
C93 C94 H94 115.7 1_555 1_555 1_555 no
C95 C94 H94 122.3 1_555 1_555 1_555 no
C94 C95 C96 120.3(4) 1_555 1_555 1_555 no
C94 C95 H95 121.8 1_555 1_555 1_555 no
C96 C95 H95 117.9 1_555 1_555 1_555 no
C95 C96 C97 118.6(3) 1_555 1_555 1_555 no
C95 C96 H96 124.6 1_555 1_555 1_555 no
C97 C96 H96 116.8 1_555 1_555 1_555 no
C96 C97 C98 121.2(4) 1_555 1_555 1_555 no
C96 C97 H97 121.4 1_555 1_555 1_555 no
C98 C97 H97 117.4 1_555 1_555 1_555 no
C93 C98 C97 120.6(4) 1_555 1_555 1_555 no
C93 C98 H98 121.3 1_555 1_555 1_555 no
C97 C98 H98 118.0 1_555 1_555 1_555 no
O11 C99 O12 105.3(3) 1_555 1_555 1_555 no
O11 C99 C100 108.8(2) 1_555 1_555 1_555 no
O11 C99 C104 110.5(2) 1_555 1_555 1_555 no
O12 C99 C100 108.6(2) 1_555 1_555 1_555 no
O12 C99 C104 110.7(2) 1_555 1_555 1_555 no
C100 C99 C104 112.6(3) 1_555 1_555 1_555 no
C99 C100 C101 111.3(3) 1_555 1_555 1_555 no
C99 C100 H100A 108.5 1_555 1_555 1_555 no
C99 C100 H100B 110.6 1_555 1_555 1_555 no
C101 C100 H100A 106.2 1_555 1_555 1_555 no
C101 C100 H100B 108.9 1_555 1_555 1_555 no
H100A C100 H100B 111.3 1_555 1_555 1_555 no
C100 C101 C102 110.2(3) 1_555 1_555 1_555 no
C100 C101 H101A 111.1 1_555 1_555 1_555 no
C100 C101 H101B 111.5 1_555 1_555 1_555 no
C102 C101 H101A 106.3 1_555 1_555 1_555 no
C102 C101 H101B 106.5 1_555 1_555 1_555 no
H101A C101 H101B 110.9 1_555 1_555 1_555 no
C101 C102 C103 110.4(3) 1_555 1_555 1_555 no
C101 C102 H102A 112.5 1_555 1_555 1_555 no
C101 C102 H102B 113.0 1_555 1_555 1_555 no
C103 C102 H102A 108.4 1_555 1_555 1_555 no
C103 C102 H102B 108.8 1_555 1_555 1_555 no
H102A C102 H102B 103.6 1_555 1_555 1_555 no
C102 C103 C104 111.0(3) 1_555 1_555 1_555 no
C102 C103 H103A 108.0 1_555 1_555 1_555 no
C102 C103 H103B 108.8 1_555 1_555 1_555 no
C104 C103 H103A 110.3 1_555 1_555 1_555 no
C104 C103 H103B 111.7 1_555 1_555 1_555 no
H103A C103 H103B 107.0 1_555 1_555 1_555 no
C99 C104 C103 112.0(3) 1_555 1_555 1_555 no
C99 C104 H104A 113.1 1_555 1_555 1_555 no
C99 C104 H104B 112.8 1_555 1_555 1_555 no
C103 C104 H104A 106.0 1_555 1_555 1_555 no
C103 C104 H104B 105.9 1_555 1_555 1_555 no
H104A C104 H104B 106.6 1_555 1_555 1_555 no
#------------------------------------------------------------------------------
loop_
_geom_hbond_atom_site_label_D #ActaC
_geom_hbond_atom_site_label_H #ActaC
_geom_hbond_atom_site_label_A #ActaC
_geom_hbond_distance_DH #ActaC
_geom_hbond_distance_HA #ActaC
_geom_hbond_distance_DA #ActaC
_geom_hbond_angle_DHA #ActaC
_geom_hbond_site_symmetry_A #ActaC
O5 H5 O2 0.810 1.98 2.700(6) 148.0 .
O6 H6 O5 0.930 1.71 2.637(4) 174.6 .
O9 H9 O10 0.901 1.76 2.642(4) 167.1 .
O10 H10 O4 0.916 1.96 2.701(6) 137.1 .
#------------------------------------------------------------------

####################################################################### 
# 
# 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_lawr434cult
_database_code_depnum_ccdc_archive 'CCDC 1844603'
_audit_update_record             
;
2018-05-22 deposited with the CCDC.
2018-07-13 downloaded from the CCDC.
;
_audit_creation_date             2018-05-21
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.18 svn.r3508 for OlexSys, GUI svn.r5497)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C32 H28 B N4 O8, C H4 O, C8 H11.95 N O'
_chemical_formula_sum            'C41 H43.95 B N5 O10'
_chemical_formula_weight         777.57
_chemical_absolute_configuration ad
_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 0.0181 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'
B B 0.0090 0.0039 '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'

_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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   5.51895(7)
_cell_length_b                   15.5145(2)
_cell_length_c                   22.2271(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.4499(12)
_cell_angle_gamma                90
_cell_volume                     1897.44(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7134
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      75.1220
_cell_measurement_theta_min      4.8720
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.808
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96372
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             820
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_av_unetI/netI     0.0444
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            10612
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         67.497
_diffrn_reflns_theta_min         3.990
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3587
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   88.00  178.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703   45.0000   60.0000 90

#__ type_ start__ end____ width___ exp.time_
  2 omega   64.00  108.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  -94.0000   30.0000 44

#__ type_ start__ end____ width___ exp.time_
  3 omega   47.00   99.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  -45.0000  120.0000 52

#__ type_ start__ end____ width___ exp.time_
  4 omega   43.00   90.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  -30.0000    0.0000 47

#__ type_ start__ end____ width___ exp.time_
  5 omega   36.00  133.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  -61.0000  -90.0000 97

#__ type_ start__ end____ width___ exp.time_
  6 omega   36.00   76.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  -45.0000   90.0000 40

#__ type_ start__ end____ width___ exp.time_
  7 omega   33.00  108.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  -94.0000  120.0000 75

#__ type_ start__ end____ width___ exp.time_
  8 omega   32.00  172.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703    0.0000   30.0000 140

#__ type_ start__ end____ width___ exp.time_
  9 omega   32.00  115.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703 -111.0000  -90.0000 83

#__ type_ start__ end____ width___ exp.time_
 10 omega    1.00   83.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       40.6953  -99.0000  150.0000 82

#__ type_ start__ end____ width___ exp.time_
 11 omega  -25.00   33.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.6953   37.0000   60.0000 58

#__ type_ start__ end____ width___ exp.time_
 12 omega -111.00  -11.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.6953  -57.0000  -90.0000 100

#__ type_ start__ end____ width___ exp.time_
 13 omega -112.00  -11.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.6953  -57.0000    0.0000 101
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.1673136000
_diffrn_orient_matrix_UB_12      -0.0714839000
_diffrn_orient_matrix_UB_13      0.0212340000
_diffrn_orient_matrix_UB_21      0.0623374000
_diffrn_orient_matrix_UB_22      -0.0568633000
_diffrn_orient_matrix_UB_23      -0.0535193000
_diffrn_orient_matrix_UB_31      0.2156747000
_diffrn_orient_matrix_UB_32      -0.0390000000
_diffrn_orient_matrix_UB_33      0.0389265000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.896
_reflns_Friedel_fraction_full    0.964
_reflns_Friedel_fraction_max     0.964
_reflns_number_gt                6351
_reflns_number_total             6701
_reflns_odcompleteness_completeness 99.64
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.335
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details 
;
 Flack x determined using 2824 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.08(15)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     518
_refine_ls_number_reflns         6701
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0434
_refine_ls_R_factor_gt           0.0414
_refine_ls_restrained_S_all      1.042
_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)+(0.0561P)²+0.1979P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1029
_refine_ls_wR_factor_ref         0.1045
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All N(H,H,H) groups, All O(H) groups
2. Others
 Fixed Sof: H62(0.95)
3.a Ternary CH refined with riding coordinates:
 C2(H2), C3(H3), C12(H12), C13(H13), C62(H62)
3.b Secondary CH2 refined with riding coordinates:
 C61(H61A,H61B)
3.c Aromatic/amide H refined with riding coordinates:
 N1(H1), N4(H4), N11(H11), N14(H14), C22(H22), C23(H23), C24(H24), C25(H25),
 C26(H26), C32(H32), C33(H33), C34(H34), C35(H35), C36(H36), C42(H42), C43(H43),
  C44(H44), C45(H45), C46(H46), C52(H52), C53(H53), C54(H54), C55(H55),
 C56(H56), C64(H64), C65(H65), C66(H66), C67(H67), C68(H68)
3.d Idealised Me refined as rotating group:
 C1S(H1SA,H1SB,H1SC), N2(H2A,H2B,H2C)
3.e Idealised tetrahedral OH refined as rotating group:
 O1S(H1S), O5(H5)
;
_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
B1 B 0.4492(6) 0.6141(2) 0.25072(15) 0.0243(7) Uani 1 1 d . . . . .
C1 C 0.2124(6) 0.7848(2) 0.15689(14) 0.0267(6) Uani 1 1 d . . . . .
N1 N 0.2417(5) 0.87028(19) 0.15237(13) 0.0303(6) Uani 1 1 d . . . . .
H1 H 0.3819 0.8903 0.1681 0.036 Uiso 1 1 calc R . . . .
O1 O 0.0303(4) 0.74402(16) 0.13848(11) 0.0333(5) Uani 1 1 d . . . . .
C2 C 0.4332(5) 0.7403(2) 0.18972(14) 0.0249(6) Uani 1 1 d . . . . .
H2 H 0.5842 0.7565 0.1703 0.030 Uiso 1 1 calc R . . . .
O2 O 0.4059(4) 0.64991(15) 0.18925(9) 0.0269(5) Uani 1 1 d . . . . .
C3 C 0.4586(5) 0.7658(2) 0.25787(14) 0.0247(6) Uani 1 1 d . . . . .
H3 H 0.2979 0.7866 0.2699 0.030 Uiso 1 1 calc R . . . .
O3 O 0.5195(4) 0.68923(14) 0.28878(9) 0.0250(4) Uani 1 1 d . . . . .
C4 C 0.6470(6) 0.8364(2) 0.27002(14) 0.0259(6) Uani 1 1 d . . . . .
N4 N 0.8003(5) 0.82135(18) 0.31840(12) 0.0274(5) Uani 1 1 d . . . . .
H4 H 0.7814 0.7717 0.3366 0.033 Uiso 1 1 calc R . . . .
O4 O 0.6475(5) 0.90095(16) 0.23755(11) 0.0370(6) Uani 1 1 d . . . . .
C11 C 0.1655(5) 0.4166(2) 0.25866(14) 0.0231(6) Uani 1 1 d . . . . .
N11 N 0.1089(5) 0.34725(17) 0.29126(12) 0.0271(5) Uani 1 1 d . . . . .
H11 H 0.1707 0.3464 0.3290 0.033 Uiso 1 1 calc R . . . .
O11 O 0.1134(4) 0.42418(15) 0.20438(10) 0.0283(5) Uani 1 1 d . . . . .
C12 C 0.3005(5) 0.48800(18) 0.29533(14) 0.0218(6) Uani 1 1 d . . . . .
H12 H 0.2574 0.4857 0.3382 0.026 Uiso 1 1 calc R . . . .
O12 O 0.2359(4) 0.56863(13) 0.27027(9) 0.0228(4) Uani 1 1 d . . . . .
C13 C 0.5835(5) 0.4828(2) 0.29316(14) 0.0241(6) Uani 1 1 d . . . . .
H13 H 0.6299 0.4255 0.2769 0.029 Uiso 1 1 calc R . . . .
O13 O 0.6412(4) 0.54833(14) 0.25332(10) 0.0249(4) Uani 1 1 d . . . . .
C14 C 0.7058(5) 0.4954(2) 0.35719(15) 0.0267(6) Uani 1 1 d . . . . .
N14 N 0.8576(5) 0.56293(17) 0.36309(12) 0.0252(5) Uani 1 1 d . . . . .
H14 H 0.8738 0.5934 0.3303 0.030 Uiso 1 1 calc R . . . .
O14 O 0.6631(4) 0.44599(17) 0.39799(12) 0.0379(6) Uani 1 1 d . . . . .
C21 C 0.0806(6) 0.9331(2) 0.12613(14) 0.0291(7) Uani 1 1 d . . . . .
C22 C -0.1412(6) 0.9129(2) 0.09431(14) 0.0298(7) Uani 1 1 d . . . . .
H22 H -0.1956 0.8549 0.0911 0.036 Uiso 1 1 calc R . . . .
C23 C -0.2798(6) 0.9790(3) 0.06770(17) 0.0363(8) Uani 1 1 d . . . . .
H23 H -0.4312 0.9659 0.0464 0.044 Uiso 1 1 calc R . . . .
C24 C -0.2031(7) 1.0634(3) 0.07137(19) 0.0436(9) Uani 1 1 d . . . . .
H24 H -0.2985 1.1079 0.0520 0.052 Uiso 1 1 calc R . . . .
C25 C 0.0164(8) 1.0827(3) 0.1039(2) 0.0452(9) Uani 1 1 d . . . . .
H25 H 0.0695 1.1409 0.1074 0.054 Uiso 1 1 calc R . . . .
C26 C 0.1575(7) 1.0178(2) 0.13102(17) 0.0370(8) Uani 1 1 d . . . . .
H26 H 0.3071 1.0313 0.1530 0.044 Uiso 1 1 calc R . . . .
C31 C 0.9890(6) 0.8745(2) 0.34420(16) 0.0305(7) Uani 1 1 d . . . . .
C32 C 1.0901(8) 0.9415(3) 0.31343(18) 0.0459(10) Uani 1 1 d . . . . .
H32 H 1.0293 0.9561 0.2736 0.055 Uiso 1 1 calc R . . . .
C33 C 1.2843(9) 0.9872(3) 0.3426(2) 0.0587(13) Uani 1 1 d . . . . .
H33 H 1.3562 1.0329 0.3219 0.070 Uiso 1 1 calc R . . . .
C34 C 1.3727(8) 0.9676(3) 0.4000(2) 0.0547(12) Uani 1 1 d . . . . .
H34 H 1.5046 0.9994 0.4189 0.066 Uiso 1 1 calc R . . . .
C35 C 1.2702(8) 0.9017(3) 0.4302(2) 0.0511(11) Uani 1 1 d . . . . .
H35 H 1.3312 0.8879 0.4702 0.061 Uiso 1 1 calc R . . . .
C36 C 1.0784(7) 0.8553(2) 0.40282(18) 0.0392(8) Uani 1 1 d . . . . .
H36 H 1.0073 0.8100 0.4242 0.047 Uiso 1 1 calc R . . . .
C41 C -0.0368(6) 0.2758(2) 0.27275(16) 0.0314(7) Uani 1 1 d . . . . .
C42 C -0.1677(7) 0.2687(2) 0.21740(17) 0.0391(8) Uani 1 1 d . . . . .
H42 H -0.1567 0.3125 0.1879 0.047 Uiso 1 1 calc R . . . .
C43 C -0.3153(10) 0.1975(3) 0.20498(19) 0.0549(12) Uani 1 1 d . . . . .
H43 H -0.4069 0.1934 0.1671 0.066 Uiso 1 1 calc R . . . .
C44 C -0.3310(12) 0.1327(3) 0.2467(2) 0.0698(17) Uani 1 1 d . . . . .
H44 H -0.4350 0.0847 0.2382 0.084 Uiso 1 1 calc R . . . .
C45 C -0.1941(11) 0.1384(3) 0.3010(2) 0.0633(14) Uani 1 1 d . . . . .
H45 H -0.1998 0.0930 0.3295 0.076 Uiso 1 1 calc R . . . .
C46 C -0.0487(9) 0.2090(3) 0.3144(2) 0.0516(11) Uani 1 1 d . . . . .
H46 H 0.0437 0.2123 0.3522 0.062 Uiso 1 1 calc R . . . .
C51 C 0.9952(6) 0.5909(2) 0.41623(15) 0.0258(6) Uani 1 1 d . . . . .
C52 C 1.2072(6) 0.6379(2) 0.40921(16) 0.0295(7) Uani 1 1 d . . . . .
H52 H 1.2573 0.6491 0.3700 0.035 Uiso 1 1 calc R . . . .
C53 C 1.3439(6) 0.6680(2) 0.45975(17) 0.0352(8) Uani 1 1 d . . . . .
H53 H 1.4887 0.6995 0.4549 0.042 Uiso 1 1 calc R . . . .
C54 C 1.2725(7) 0.6528(2) 0.51734(17) 0.0375(8) Uani 1 1 d . . . . .
H54 H 1.3657 0.6744 0.5518 0.045 Uiso 1 1 calc R . . . .
C55 C 1.0642(7) 0.6059(3) 0.52361(16) 0.0370(8) Uani 1 1 d . . . . .
H55 H 1.0154 0.5947 0.5629 0.044 Uiso 1 1 calc R . . . .
C56 C 0.9231(6) 0.5744(2) 0.47351(15) 0.0314(7) Uani 1 1 d . . . . .
H56 H 0.7797 0.5422 0.4786 0.038 Uiso 1 1 calc R . . . .
C1S C 0.1919(8) 0.3452(3) 0.4598(2) 0.0511(10) Uani 1 1 d . . . . .
H1SA H 0.2869 0.3295 0.4973 0.077 Uiso 1 1 calc GR . . . .
H1SB H 0.0373 0.3138 0.4571 0.077 Uiso 1 1 calc GR . . . .
H1SC H 0.1599 0.4074 0.4596 0.077 Uiso 1 1 calc GR . . . .
O1S O 0.3238(5) 0.3235(2) 0.40990(13) 0.0465(7) Uani 1 1 d . . . . .
H1S H 0.4470 0.3553 0.4096 0.070 Uiso 1 1 calc GR . . . .
N2 N -0.0908(5) 0.56541(19) 0.14847(11) 0.0273(6) Uani 1 1 d . . . . .
H2A H -0.2338 0.5686 0.1661 0.041 Uiso 1 1 calc GR . . . .
H2B H -0.0166 0.6178 0.1504 0.041 Uiso 1 1 calc GR . . . .
H2C H 0.0074 0.5257 0.1681 0.041 Uiso 1 1 calc GR . . . .
C62 C -0.1389(6) 0.5394(2) 0.08400(14) 0.0289(7) Uani 1 1 d . . . . .
H62 H 0.0212 0.5351 0.0660 0.035 Uiso 0.95 1 calc R . P A 1
C63 C -0.2623(5) 0.4529(2) 0.07714(14) 0.0261(6) Uani 1 1 d . . . . .
C64 C -0.4631(6) 0.4308(2) 0.10813(14) 0.0296(7) Uani 1 1 d . . . . .
H64 H -0.5173 0.4687 0.1378 0.036 Uiso 1 1 calc R . . . .
C65 C -0.5848(6) 0.3536(2) 0.09590(16) 0.0352(8) Uani 1 1 d . . . . .
H65 H -0.7213 0.3390 0.1174 0.042 Uiso 1 1 calc R . . . .
C66 C -0.5082(7) 0.2980(2) 0.05268(18) 0.0391(8) Uani 1 1 d . . . . .
H66 H -0.5936 0.2458 0.0439 0.047 Uiso 1 1 calc R . . . .
C67 C -0.3073(7) 0.3186(3) 0.02223(16) 0.0386(8) Uani 1 1 d . . . . .
H67 H -0.2530 0.2801 -0.0071 0.046 Uiso 1 1 calc R . . . .
C68 C -0.1840(6) 0.3956(2) 0.03456(15) 0.0327(7) Uani 1 1 d . . . . .
H68 H -0.0451 0.4092 0.0137 0.039 Uiso 1 1 calc R . . . .
O5 O -0.5334(5) 0.6177(2) 0.06636(13) 0.0472(7) Uani 1 1 d . . . B 1
H5 H -0.5333 0.6309 0.1030 0.071 Uiso 1 1 calc GR . . B 1
C61 C -0.2876(8) 0.6111(3) 0.05006(17) 0.0418(9) Uani 1 1 d . . . B 1
H61A H -0.2050 0.6670 0.0582 0.050 Uiso 1 1 calc R . . B 1
H61B H -0.2898 0.5999 0.0062 0.050 Uiso 1 1 calc R . . B 1


_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
B1 O2 1.477(4) . ?
B1 O3 1.474(4) . ?
B1 O12 1.467(4) . ?
B1 O13 1.469(4) . ?
C1 N1 1.341(5) . ?
C1 O1 1.230(4) . ?
C1 C2 1.535(4) . ?
N1 C21 1.414(4) . ?
C2 O2 1.410(4) . ?
C2 C3 1.561(4) . ?
C3 O3 1.399(4) . ?
C3 C4 1.521(4) . ?
C4 N4 1.336(4) . ?
C4 O4 1.234(4) . ?
N4 C31 1.414(4) . ?
C11 N11 1.347(4) . ?
C11 O11 1.224(4) . ?
C11 C12 1.534(4) . ?
N11 C41 1.412(4) . ?
C12 O12 1.404(4) . ?
C12 C13 1.569(4) . ?
C13 O13 1.401(4) . ?
C13 C14 1.540(4) . ?
C14 N14 1.341(4) . ?
C14 O14 1.224(4) . ?
N14 C51 1.422(4) . ?
C21 C22 1.401(5) . ?
C21 C26 1.383(5) . ?
C22 C23 1.385(5) . ?
C23 C24 1.377(6) . ?
C24 C25 1.395(6) . ?
C25 C26 1.383(6) . ?
C31 C32 1.385(6) . ?
C31 C36 1.389(5) . ?
C32 C33 1.401(6) . ?
C33 C34 1.364(8) . ?
C34 C35 1.369(8) . ?
C35 C36 1.382(5) . ?
C41 C42 1.382(5) . ?
C41 C46 1.394(5) . ?
C42 C43 1.387(5) . ?
C43 C44 1.376(6) . ?
C44 C45 1.375(7) . ?
C45 C46 1.377(6) . ?
C51 C52 1.397(5) . ?
C51 C56 1.387(5) . ?
C52 C53 1.385(5) . ?
C53 C54 1.388(6) . ?
C54 C55 1.377(6) . ?
C55 C56 1.397(5) . ?
C1S O1S 1.414(6) . ?
N2 C62 1.493(4) . ?
C62 C63 1.508(5) . ?
C62 C61 1.543(5) . ?
C63 C64 1.392(5) . ?
C63 C68 1.391(5) . ?
C64 C65 1.389(5) . ?
C65 C66 1.381(6) . ?
C66 C67 1.380(6) . ?
C67 C68 1.392(5) . ?
O5 C61 1.435(5) . ?

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
O3 B1 O2 104.5(3) . . ?
O12 B1 O2 112.3(2) . . ?
O12 B1 O3 113.0(3) . . ?
O12 B1 O13 104.3(3) . . ?
O13 B1 O2 111.2(3) . . ?
O13 B1 O3 111.7(2) . . ?
N1 C1 C2 112.6(3) . . ?
O1 C1 N1 125.7(3) . . ?
O1 C1 C2 121.7(3) . . ?
C1 N1 C21 129.5(3) . . ?
C1 C2 C3 110.8(3) . . ?
O2 C2 C1 111.3(2) . . ?
O2 C2 C3 105.1(2) . . ?
C2 O2 B1 111.0(2) . . ?
O3 C3 C2 105.2(2) . . ?
O3 C3 C4 112.9(2) . . ?
C4 C3 C2 111.3(2) . . ?
C3 O3 B1 110.3(2) . . ?
N4 C4 C3 113.5(3) . . ?
O4 C4 C3 120.9(3) . . ?
O4 C4 N4 125.6(3) . . ?
C4 N4 C31 128.6(3) . . ?
N11 C11 C12 114.5(3) . . ?
O11 C11 N11 124.1(3) . . ?
O11 C11 C12 121.4(3) . . ?
C11 N11 C41 128.4(3) . . ?
C11 C12 C13 112.9(2) . . ?
O12 C12 C11 109.6(2) . . ?
O12 C12 C13 104.9(2) . . ?
C12 O12 B1 111.2(2) . . ?
O13 C13 C12 104.9(2) . . ?
O13 C13 C14 112.8(2) . . ?
C14 C13 C12 109.3(2) . . ?
C13 O13 B1 109.3(2) . . ?
N14 C14 C13 114.5(3) . . ?
O14 C14 C13 120.6(3) . . ?
O14 C14 N14 124.8(3) . . ?
C14 N14 C51 127.5(3) . . ?
C22 C21 N1 123.5(3) . . ?
C26 C21 N1 116.3(3) . . ?
C26 C21 C22 120.2(3) . . ?
C23 C22 C21 118.8(3) . . ?
C24 C23 C22 121.5(3) . . ?
C23 C24 C25 119.0(4) . . ?
C26 C25 C24 120.4(4) . . ?
C21 C26 C25 120.0(3) . . ?
C32 C31 N4 123.3(3) . . ?
C32 C31 C36 119.8(3) . . ?
C36 C31 N4 116.9(3) . . ?
C31 C32 C33 118.3(4) . . ?
C34 C33 C32 121.7(5) . . ?
C33 C34 C35 119.6(4) . . ?
C34 C35 C36 120.3(4) . . ?
C35 C36 C31 120.3(4) . . ?
C42 C41 N11 124.6(3) . . ?
C42 C41 C46 119.0(3) . . ?
C46 C41 N11 116.4(3) . . ?
C41 C42 C43 119.9(4) . . ?
C44 C43 C42 120.9(4) . . ?
C45 C44 C43 119.1(4) . . ?
C44 C45 C46 120.8(4) . . ?
C45 C46 C41 120.2(4) . . ?
C52 C51 N14 117.7(3) . . ?
C56 C51 N14 122.2(3) . . ?
C56 C51 C52 120.1(3) . . ?
C53 C52 C51 119.6(3) . . ?
C52 C53 C54 121.0(3) . . ?
C55 C54 C53 118.8(3) . . ?
C54 C55 C56 121.5(3) . . ?
C51 C56 C55 119.0(3) . . ?
N2 C62 C63 112.5(3) . . ?
N2 C62 C61 108.8(3) . . ?
C63 C62 C61 111.9(3) . . ?
C64 C63 C62 122.7(3) . . ?
C68 C63 C62 118.4(3) . . ?
C68 C63 C64 118.7(3) . . ?
C65 C64 C63 120.4(3) . . ?
C66 C65 C64 120.3(3) . . ?
C67 C66 C65 119.9(3) . . ?
C66 C67 C68 120.0(3) . . ?
C63 C68 C67 120.6(3) . . ?
O5 C61 C62 113.9(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
N4 H4 O3 0.88 2.15 2.623(3) 113.1 .
N11 H11 O1S 0.88 1.96 2.830(4) 169.9 .
N14 H14 O12 0.88 2.52 3.048(3) 119.6 1_655
N14 H14 O13 0.88 2.17 2.642(3) 112.8 .
O1S H1S O14 0.84 1.88 2.695(4) 164.8 .
N2 H2A O13 0.91 2.13 2.868(3) 137.5 1_455
N2 H2B O1 0.91 2.00 2.863(4) 158.9 .
N2 H2C O11 0.91 1.84 2.720(4) 161.0 .
O5 H5 O2 0.84 1.99 2.822(4) 168.9 1_455

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
C1 N1 C21 C22 -5.9(5) . . . . ?
C1 N1 C21 C26 176.8(4) . . . . ?
C1 C2 O2 B1 -128.8(3) . . . . ?
C1 C2 C3 O3 138.3(2) . . . . ?
C1 C2 C3 C4 -99.1(3) . . . . ?
N1 C1 C2 O2 -175.0(3) . . . . ?
N1 C1 C2 C3 68.5(3) . . . . ?
N1 C21 C22 C23 -176.7(3) . . . . ?
N1 C21 C26 C25 176.7(4) . . . . ?
O1 C1 N1 C21 -0.6(6) . . . . ?
O1 C1 C2 O2 6.3(4) . . . . ?
O1 C1 C2 C3 -110.3(3) . . . . ?
C2 C1 N1 C21 -179.3(3) . . . . ?
C2 C3 O3 B1 -20.6(3) . . . . ?
C2 C3 C4 N4 -134.2(3) . . . . ?
C2 C3 C4 O4 47.1(4) . . . . ?
O2 B1 O3 C3 15.5(3) . . . . ?
O2 B1 O12 C12 132.5(3) . . . . ?
O2 B1 O13 C13 -143.7(2) . . . . ?
O2 C2 C3 O3 18.0(3) . . . . ?
O2 C2 C3 C4 140.6(3) . . . . ?
C3 C2 O2 B1 -8.7(3) . . . . ?
C3 C4 N4 C31 -176.9(3) . . . . ?
O3 B1 O2 C2 -3.1(3) . . . . ?
O3 B1 O12 C12 -109.6(3) . . . . ?
O3 B1 O13 C13 99.9(3) . . . . ?
O3 C3 C4 N4 -16.1(4) . . . . ?
O3 C3 C4 O4 165.1(3) . . . . ?
C4 C3 O3 B1 -142.2(3) . . . . ?
C4 N4 C31 C32 -18.9(6) . . . . ?
C4 N4 C31 C36 163.1(3) . . . . ?
N4 C31 C32 C33 -176.9(4) . . . . ?
N4 C31 C36 C35 177.0(4) . . . . ?
O4 C4 N4 C31 1.8(6) . . . . ?
C11 N11 C41 C42 -6.2(6) . . . . ?
C11 N11 C41 C46 174.6(4) . . . . ?
C11 C12 O12 B1 -119.8(3) . . . . ?
C11 C12 C13 O13 103.8(3) . . . . ?
C11 C12 C13 C14 -135.0(3) . . . . ?
N11 C11 C12 O12 -147.5(3) . . . . ?
N11 C11 C12 C13 96.0(3) . . . . ?
N11 C41 C42 C43 -176.6(4) . . . . ?
N11 C41 C46 C45 177.5(5) . . . . ?
O11 C11 N11 C41 -6.9(5) . . . . ?
O11 C11 C12 O12 31.6(4) . . . . ?
O11 C11 C12 C13 -84.9(3) . . . . ?
C12 C11 N11 C41 172.2(3) . . . . ?
C12 C13 O13 B1 23.4(3) . . . . ?
C12 C13 C14 N14 -120.4(3) . . . . ?
C12 C13 C14 O14 59.8(4) . . . . ?
O12 B1 O2 C2 119.7(3) . . . . ?
O12 B1 O3 C3 -106.8(3) . . . . ?
O12 B1 O13 C13 -22.5(3) . . . . ?
O12 C12 C13 O13 -15.4(3) . . . . ?
O12 C12 C13 C14 105.8(3) . . . . ?
C13 C12 O12 B1 1.7(3) . . . . ?
C13 C14 N14 C51 179.8(3) . . . . ?
O13 B1 O2 C2 -123.8(3) . . . . ?
O13 B1 O3 C3 135.9(3) . . . . ?
O13 B1 O12 C12 12.0(3) . . . . ?
O13 C13 C14 N14 -4.1(4) . . . . ?
O13 C13 C14 O14 176.1(3) . . . . ?
C14 C13 O13 B1 -95.5(3) . . . . ?
C14 N14 C51 C52 154.8(3) . . . . ?
C14 N14 C51 C56 -26.4(5) . . . . ?
N14 C51 C52 C53 178.6(3) . . . . ?
N14 C51 C56 C55 -178.3(3) . . . . ?
O14 C14 N14 C51 -0.5(5) . . . . ?
C21 C22 C23 C24 0.7(5) . . . . ?
C22 C21 C26 C25 -0.7(6) . . . . ?
C22 C23 C24 C25 -1.6(6) . . . . ?
C23 C24 C25 C26 1.3(7) . . . . ?
C24 C25 C26 C21 -0.2(6) . . . . ?
C26 C21 C22 C23 0.5(5) . . . . ?
C31 C32 C33 C34 -0.5(8) . . . . ?
C32 C31 C36 C35 -1.1(6) . . . . ?
C32 C33 C34 C35 0.0(8) . . . . ?
C33 C34 C35 C36 0.0(7) . . . . ?
C34 C35 C36 C31 0.5(6) . . . . ?
C36 C31 C32 C33 1.1(6) . . . . ?
C41 C42 C43 C44 -1.0(8) . . . . ?
C42 C41 C46 C45 -1.7(7) . . . . ?
C42 C43 C44 C45 -1.3(10) . . . . ?
C43 C44 C45 C46 2.1(10) . . . . ?
C44 C45 C46 C41 -0.6(9) . . . . ?
C46 C41 C42 C43 2.5(7) . . . . ?
C51 C52 C53 C54 -0.5(5) . . . . ?
C52 C51 C56 C55 0.5(5) . . . . ?
C52 C53 C54 C55 1.0(5) . . . . ?
C53 C54 C55 C56 -0.8(5) . . . . ?
C54 C55 C56 C51 0.1(5) . . . . ?
C56 C51 C52 C53 -0.2(5) . . . . ?
N2 C62 C63 C64 47.4(4) . . . . ?
N2 C62 C63 C68 -137.8(3) . . . . ?
N2 C62 C61 O5 -70.3(4) . . . . ?
C62 C63 C64 C65 173.7(3) . . . . ?
C62 C63 C68 C67 -173.6(3) . . . . ?
C63 C62 C61 O5 54.7(4) . . . . ?
C63 C64 C65 C66 -0.2(5) . . . . ?
C64 C63 C68 C67 1.4(5) . . . . ?
C64 C65 C66 C67 1.1(6) . . . . ?
C65 C66 C67 C68 -0.8(5) . . . . ?
C66 C67 C68 C63 -0.5(5) . . . . ?
C68 C63 C64 C65 -1.1(5) . . . . ?
C61 C62 C63 C64 -75.5(4) . . . . ?
C61 C62 C63 C68 99.3(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_gem57d_twin1_hklf5
_database_code_depnum_ccdc_archive 'CCDC 1844600'
_audit_update_record             
;
2018-05-22 deposited with the CCDC.
2018-07-13 downloaded from the CCDC.
;
_audit_creation_date             2018-05-21
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.18 svn.r3508 for OlexSys, GUI svn.r5497)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         '2(C16 H14 B0.5 N2 O4), 2(H2 N0.5)'
_chemical_formula_sum            'C32 H32 B N5 O8'
_chemical_formula_weight         625.43
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C20 N2 O6'
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'
B B 0.0090 0.0039 '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'

_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           5
_space_group_name_H-M_alt        'C 1 2 1'
_space_group_name_Hall           'C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   30.9663(9)
_cell_length_b                   13.3119(4)
_cell_length_c                   7.0955(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.965(3)
_cell_angle_gamma                90
_cell_volume                     2917.92(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3690
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      75.0130
_cell_measurement_theta_min      5.3590
_shelx_estimated_absorpt_T_max   0.975
_shelx_estimated_absorpt_T_min   0.919
_exptl_absorpt_coefficient_mu    0.855
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87260
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.424
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1312
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0400
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            8914
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         75.735
_diffrn_reflns_theta_min         3.615
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3577
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_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     57.00 140.00   1.00   45.00    --  110.57 -77.00  60.00   83
  2  ω    -86.00  13.00   1.00   18.00    --  -40.20  19.00  90.00   99
  3  ω    -95.00  -2.00   1.00   18.00    --  -40.20 125.00  60.00   93
  4  ω   -100.00 -22.00   1.00   18.00    --  -40.20 -37.00-120.00   78
  5  ω   -122.00   6.00   1.00   18.00    --  -40.20 -19.00  30.00  128
  6  ω     99.00 176.00   1.00   45.00    --  110.57  61.00  30.00   77
  7  ω     83.00 178.00   1.00   45.00    --  110.57  45.00  90.00   95
  8  ω     36.00 119.00   1.00   45.00    --  110.57 -45.00   0.00   83
  9  ω     33.00 115.00   1.00   45.00    --  110.57-111.00  30.00   82
 10  ω     77.00 178.00   1.00   45.00    --  110.57  77.00 -90.00  101
 11  ω     28.00 172.00   1.00   45.00    --  110.57 -15.00 -90.00  144
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0203673000
_diffrn_orient_matrix_UB_12      0.0271677000
_diffrn_orient_matrix_UB_13      0.1978124000
_diffrn_orient_matrix_UB_21      -0.0265454000
_diffrn_orient_matrix_UB_22      0.0979498000
_diffrn_orient_matrix_UB_23      -0.0034425000
_diffrn_orient_matrix_UB_31      -0.0369712000
_diffrn_orient_matrix_UB_32      -0.0552735000
_diffrn_orient_matrix_UB_33      0.0908602000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.902
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.974
_reflns_number_gt                7836
_reflns_number_total             8914
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.229
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.052
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.09(16)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     422
_refine_ls_number_reflns         8914
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0485
_refine_ls_R_factor_gt           0.0425
_refine_ls_restrained_S_all      1.043
_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)+(0.0751P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1147
_refine_ls_wR_factor_ref         0.1170
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.4990(14)
 0.5010(14)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
3.a Riding coordinates:
 N2(H2A,H2B), N1(H1A,H1B)
3.b Ternary CH refined with riding coordinates:
 C12(H12), C13(H13), C22(H22), C23(H23)
3.c Aromatic/amide H refined with riding coordinates:
 N11(H11), N14(H14), C32(H32), C33(H33), C34(H34), C35(H35), C36(H36),
 C42(H42), C43(H43), C44(H44), C45(H45), C46(H46), N21(H21), N24(H24), C52(H52),
  C53(H53), C54(H54), C55(H55), C56(H56), C62(H62), C63(H63), C64(H64),
 C65(H65), C66(H66)
;
_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
O11 O 0.36365(9) 0.1295(2) 0.4231(5) 0.0227(6) Uani 1 1 d . . . . .
O12 O 0.47363(8) 0.2011(2) 0.3632(4) 0.0169(6) Uani 1 1 d . . . . .
O13 O 0.46859(8) 0.3274(2) 0.5891(4) 0.0161(6) Uani 1 1 d . . . . .
O14 O 0.40923(9) 0.4686(2) 0.4952(4) 0.0197(6) Uani 1 1 d . . . . .
N11 N 0.42825(11) 0.0440(3) 0.4587(5) 0.0181(7) Uani 1 1 d . . . . .
H11 H 0.4563 0.0554 0.4653 0.022 Uiso 1 1 calc R . . . .
N14 N 0.35379(11) 0.3540(3) 0.4767(6) 0.0221(8) Uani 1 1 d . . . . .
H14 H 0.3490 0.2889 0.4715 0.027 Uiso 1 1 calc R . . . .
C11 C 0.40332(12) 0.1245(3) 0.4201(6) 0.0177(8) Uani 1 1 d . . . . .
C12 C 0.42893(12) 0.2198(3) 0.3778(6) 0.0159(8) Uani 1 1 d . . . . .
H12 H 0.4163 0.2521 0.2593 0.019 Uiso 1 1 calc R . . . .
C13 C 0.42627(12) 0.2929(3) 0.5472(6) 0.0161(8) Uani 1 1 d . . . . .
H13 H 0.4163 0.2552 0.6582 0.019 Uiso 1 1 calc R . . . .
C14 C 0.39582(13) 0.3816(3) 0.5025(6) 0.0171(8) Uani 1 1 d . . . . .
C31 C 0.41612(13) -0.0573(3) 0.4906(6) 0.0178(8) Uani 1 1 d . . . . .
C32 C 0.44779(13) -0.1206(3) 0.5733(6) 0.0202(8) Uani 1 1 d . . . . .
H32 H 0.4752 -0.0942 0.6159 0.024 Uiso 1 1 calc R . . . .
C33 C 0.43942(14) -0.2224(3) 0.5937(6) 0.0235(9) Uani 1 1 d . . . . .
H33 H 0.4611 -0.2656 0.6500 0.028 Uiso 1 1 calc R . . . .
C34 C 0.39939(15) -0.2607(3) 0.5315(7) 0.0255(10) Uani 1 1 d . . . . .
H34 H 0.3936 -0.3304 0.5435 0.031 Uiso 1 1 calc R . . . .
C35 C 0.36777(14) -0.1972(3) 0.4520(6) 0.0241(9) Uani 1 1 d . . . . .
H35 H 0.3402 -0.2238 0.4118 0.029 Uiso 1 1 calc R . . . .
C36 C 0.37563(14) -0.0952(3) 0.4300(6) 0.0203(9) Uani 1 1 d . . . . .
H36 H 0.3538 -0.0522 0.3747 0.024 Uiso 1 1 calc R . . . .
C41 C 0.31645(13) 0.4157(3) 0.4571(6) 0.0216(9) Uani 1 1 d . . . . .
C42 C 0.31761(15) 0.5199(4) 0.4604(9) 0.0347(13) Uani 1 1 d . . . . .
H42 H 0.3446 0.5543 0.4685 0.042 Uiso 1 1 calc R . . . .
C43 C 0.27910(16) 0.5736(4) 0.4516(10) 0.0382(13) Uani 1 1 d . . . . .
H43 H 0.2800 0.6449 0.4553 0.046 Uiso 1 1 calc R . . . .
C44 C 0.23971(15) 0.5256(4) 0.4377(7) 0.0278(11) Uani 1 1 d . . . . .
H44 H 0.2136 0.5632 0.4337 0.033 Uiso 1 1 calc R . . . .
C45 C 0.23858(14) 0.4220(4) 0.4296(7) 0.0289(11) Uani 1 1 d . . . . .
H45 H 0.2115 0.3884 0.4171 0.035 Uiso 1 1 calc R . . . .
C46 C 0.27677(14) 0.3663(4) 0.4396(7) 0.0238(9) Uani 1 1 d . . . . .
H46 H 0.2757 0.2951 0.4345 0.029 Uiso 1 1 calc R . . . .
B1 B 0.5000 0.2647(5) 0.5000 0.0165(13) Uani 1 2 d S T P . .
O21 O 0.59001(9) 0.3568(2) 0.0286(5) 0.0192(6) Uani 1 1 d . . . . .
O22 O 0.53258(8) 0.4997(2) 0.1002(4) 0.0163(6) Uani 1 1 d . . . . .
O23 O 0.52478(8) 0.6253(2) -0.1288(4) 0.0168(6) Uani 1 1 d . . . . .
O24 O 0.63582(9) 0.6894(2) -0.0127(5) 0.0224(6) Uani 1 1 d . . . . .
N2 N 0.5000 0.3018(4) 0.0000 0.0179(10) Uani 1 2 d S T P . .
H2A H 0.4815 0.3435 -0.0181 0.43(14) Uiso 1 1 d R . . . .
H2B H 0.5013 0.2655 -0.1050 0.12(4) Uiso 1 1 d R . . . .
N21 N 0.64608(11) 0.4688(3) 0.0366(6) 0.0212(8) Uani 1 1 d . . . . .
H21 H 0.6512 0.5338 0.0338 0.025 Uiso 1 1 calc R . . . .
N24 N 0.57425(10) 0.7843(3) -0.0591(5) 0.0174(7) Uani 1 1 d . . . . .
H24 H 0.5468 0.7787 -0.0996 0.021 Uiso 1 1 calc R . . . .
C21 C 0.60416(13) 0.4423(3) 0.0420(6) 0.0179(8) Uani 1 1 d . . . . .
C22 C 0.57465(12) 0.5326(3) 0.0733(6) 0.0161(8) Uani 1 1 d . . . . .
H22 H 0.5862 0.5708 0.1871 0.019 Uiso 1 1 calc R . . . .
C23 C 0.56967(11) 0.6050(3) -0.1002(6) 0.0162(8) Uani 1 1 d . . . . .
H23 H 0.5801 0.5711 -0.2143 0.019 Uiso 1 1 calc R . . . .
C24 C 0.59693(12) 0.6983(3) -0.0536(6) 0.0173(8) Uani 1 1 d . . . . .
C51 C 0.68302(13) 0.4057(3) 0.0347(6) 0.0219(9) Uani 1 1 d . . . . .
C52 C 0.68080(14) 0.3028(4) 0.0029(8) 0.0273(10) Uani 1 1 d . . . . .
H52 H 0.6536 0.2711 -0.0247 0.033 Uiso 1 1 calc R . . . .
C53 C 0.71884(16) 0.2466(4) 0.0119(9) 0.0340(12) Uani 1 1 d . . . . .
H53 H 0.7173 0.1761 -0.0085 0.041 Uiso 1 1 calc R . . . .
C54 C 0.75854(15) 0.2913(4) 0.0497(8) 0.0333(12) Uani 1 1 d . . . . .
H54 H 0.7843 0.2523 0.0561 0.040 Uiso 1 1 calc R . . . .
C55 C 0.76041(15) 0.3949(5) 0.0785(7) 0.0299(11) Uani 1 1 d . . . . .
H55 H 0.7877 0.4268 0.1033 0.036 Uiso 1 1 calc R . . . .
C56 C 0.72308(14) 0.4514(4) 0.0712(7) 0.0253(10) Uani 1 1 d . . . . .
H56 H 0.7247 0.5219 0.0912 0.030 Uiso 1 1 calc R . . . .
C61 C 0.58793(14) 0.8825(3) -0.0096(6) 0.0190(8) Uani 1 1 d . . . . .
C62 C 0.55737(14) 0.9585(3) -0.0365(7) 0.0233(9) Uani 1 1 d . . . . .
H62 H 0.5292 0.9433 -0.0906 0.028 Uiso 1 1 calc R . . . .
C63 C 0.56780(16) 1.0570(3) 0.0153(7) 0.0293(10) Uani 1 1 d . . . . .
H63 H 0.5466 1.1084 -0.0007 0.035 Uiso 1 1 calc R . . . .
C64 C 0.60905(16) 1.0797(4) 0.0901(7) 0.0281(10) Uani 1 1 d . . . . .
H64 H 0.6163 1.1468 0.1255 0.034 Uiso 1 1 calc R . . . .
C65 C 0.63947(15) 1.0047(4) 0.1129(7) 0.0273(10) Uani 1 1 d . . . . .
H65 H 0.6679 1.0210 0.1623 0.033 Uiso 1 1 calc R . . . .
C66 C 0.62958(14) 0.9050(3) 0.0653(6) 0.0206(9) Uani 1 1 d . . . . .
H66 H 0.6508 0.8538 0.0835 0.025 Uiso 1 1 calc R . . . .
B2 B 0.5000 0.5624(5) 0.0000 0.0159(13) Uani 1 2 d S T P . .
N1 N 0.5000 0.5283(4) 0.5000 0.0173(10) Uani 1 2 d S T P . .
H1A H 0.5186 0.4922 0.4741 0.039(17) Uiso 1 1 d R . . . .
H1B H 0.4984 0.5628 0.3803 0.05(2) 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
O11 C11 1.232(5) . ?
O12 C12 1.417(4) . ?
O12 B1 1.489(4) . ?
O13 C13 1.401(4) . ?
O13 B1 1.459(5) . ?
O14 C14 1.232(5) . ?
N11 C11 1.338(5) . ?
N11 C31 1.422(5) . ?
N14 C14 1.353(5) . ?
N14 C41 1.417(5) . ?
C11 C12 1.536(5) . ?
C12 C13 1.553(6) . ?
C13 C14 1.531(5) . ?
C31 C32 1.392(6) . ?
C31 C36 1.392(6) . ?
C32 C33 1.389(6) . ?
C33 C34 1.384(7) . ?
C34 C35 1.384(7) . ?
C35 C36 1.390(6) . ?
C41 C42 1.388(7) . ?
C41 C46 1.391(6) . ?
C42 C43 1.388(7) . ?
C43 C44 1.374(7) . ?
C44 C45 1.380(7) . ?
C45 C46 1.393(6) . ?
B1 O12 1.489(4) 2_656 ?
B1 O13 1.459(5) 2_656 ?
O21 C21 1.221(5) . ?
O22 C22 1.400(5) . ?
O22 B2 1.456(5) . ?
O23 C23 1.417(4) . ?
O23 B2 1.490(5) . ?
O24 C24 1.225(5) . ?
N21 C21 1.348(5) . ?
N21 C51 1.420(5) . ?
N24 C24 1.343(5) . ?
N24 C61 1.411(5) . ?
C21 C22 1.535(6) . ?
C22 C23 1.563(5) . ?
C23 C24 1.525(5) . ?
C51 C52 1.389(7) . ?
C51 C56 1.389(6) . ?
C52 C53 1.393(6) . ?
C53 C54 1.375(8) . ?
C54 C55 1.395(8) . ?
C55 C56 1.376(7) . ?
C61 C62 1.389(6) . ?
C61 C66 1.393(6) . ?
C62 C63 1.393(7) . ?
C63 C64 1.383(7) . ?
C64 C65 1.375(7) . ?
C65 C66 1.398(6) . ?
B2 O22 1.456(5) 2_655 ?
B2 O23 1.490(5) 2_655 ?

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
C12 O12 B1 110.3(3) . . ?
C13 O13 B1 111.2(3) . . ?
C11 N11 C31 129.6(3) . . ?
C14 N14 C41 128.8(4) . . ?
O11 C11 N11 127.0(4) . . ?
O11 C11 C12 119.2(4) . . ?
N11 C11 C12 113.7(3) . . ?
O12 C12 C11 112.9(3) . . ?
O12 C12 C13 105.7(3) . . ?
C11 C12 C13 108.1(3) . . ?
O13 C13 C12 105.7(3) . . ?
O13 C13 C14 110.1(3) . . ?
C14 C13 C12 112.8(3) . . ?
O14 C14 N14 125.0(4) . . ?
O14 C14 C13 122.0(4) . . ?
N14 C14 C13 113.0(4) . . ?
C32 C31 N11 117.1(4) . . ?
C36 C31 N11 122.5(4) . . ?
C36 C31 C32 120.2(4) . . ?
C33 C32 C31 120.3(4) . . ?
C34 C33 C32 119.7(4) . . ?
C33 C34 C35 119.9(4) . . ?
C34 C35 C36 121.2(4) . . ?
C35 C36 C31 118.7(4) . . ?
C42 C41 N14 123.9(4) . . ?
C42 C41 C46 119.7(4) . . ?
C46 C41 N14 116.4(4) . . ?
C43 C42 C41 119.5(5) . . ?
C44 C43 C42 121.3(5) . . ?
C43 C44 C45 119.1(5) . . ?
C44 C45 C46 120.7(4) . . ?
C41 C46 C45 119.6(4) . . ?
O12 B1 O12 110.6(5) 2_656 . ?
O13 B1 O12 104.85(14) 2_656 2_656 ?
O13 B1 O12 113.27(15) 2_656 . ?
O13 B1 O12 104.85(14) . . ?
O13 B1 O12 113.27(15) . 2_656 ?
O13 B1 O13 110.2(5) 2_656 . ?
C22 O22 B2 112.0(3) . . ?
C23 O23 B2 110.3(3) . . ?
C21 N21 C51 128.6(4) . . ?
C24 N24 C61 129.4(3) . . ?
O21 C21 N21 125.6(4) . . ?
O21 C21 C22 121.8(4) . . ?
N21 C21 C22 112.6(4) . . ?
O22 C22 C21 110.2(3) . . ?
O22 C22 C23 105.0(3) . . ?
C21 C22 C23 113.4(3) . . ?
O23 C23 C22 105.8(3) . . ?
O23 C23 C24 113.5(3) . . ?
C24 C23 C22 108.0(3) . . ?
O24 C24 N24 126.4(4) . . ?
O24 C24 C23 119.5(4) . . ?
N24 C24 C23 114.1(3) . . ?
C52 C51 N21 123.6(4) . . ?
C56 C51 N21 116.7(4) . . ?
C56 C51 C52 119.7(4) . . ?
C51 C52 C53 119.3(4) . . ?
C54 C53 C52 121.2(5) . . ?
C53 C54 C55 118.9(4) . . ?
C56 C55 C54 120.5(5) . . ?
C55 C56 C51 120.3(5) . . ?
C62 C61 N24 116.8(4) . . ?
C62 C61 C66 120.0(4) . . ?
C66 C61 N24 123.2(4) . . ?
C61 C62 C63 120.4(4) . . ?
C64 C63 C62 119.9(4) . . ?
C65 C64 C63 119.6(4) . . ?
C64 C65 C66 121.6(4) . . ?
C61 C66 C65 118.5(4) . . ?
O22 B2 O22 110.1(5) 2_655 . ?
O22 B2 O23 104.62(14) 2_655 2_655 ?
O22 B2 O23 113.00(16) . 2_655 ?
O22 B2 O23 113.00(16) 2_655 . ?
O22 B2 O23 104.62(14) . . ?
O23 B2 O23 111.7(5) 2_655 . ?

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
N11 H11 O12 0.88 2.15 2.634(4) 114.0 .
N14 H14 O11 0.88 2.20 3.031(5) 156.9 .
N2 H2A O21 0.80 2.22 2.875(3) 139.5 2_655
N2 H2A O22 0.80 2.20 2.893(6) 145.6 2_655
N2 H2B O12 0.89 2.21 3.065(4) 160.3 2_655
N2 H2B O13 0.89 2.47 3.028(3) 121.0 1_554
N21 H21 O24 0.88 2.15 2.972(5) 156.0 .
N24 H24 O23 0.88 2.16 2.640(4) 113.9 .
N1 H1A O13 0.78 2.28 2.929(5) 141.2 2_656
N1 H1A O14 0.78 2.25 2.919(3) 143.7 2_656
N1 H1B O22 0.96 2.46 3.099(3) 123.3 .
N1 H1B O23 0.96 2.05 2.985(4) 162.3 2_655

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
O11 C11 C12 O12 -175.0(4) . . . . ?
O11 C11 C12 C13 68.5(5) . . . . ?
O12 C12 C13 O13 12.6(4) . . . . ?
O12 C12 C13 C14 133.1(3) . . . . ?
O13 C13 C14 O14 4.2(6) . . . . ?
O13 C13 C14 N14 -174.6(4) . . . . ?
N11 C11 C12 O12 7.9(5) . . . . ?
N11 C11 C12 C13 -108.7(4) . . . . ?
N11 C31 C32 C33 -174.4(4) . . . . ?
N11 C31 C36 C35 174.3(4) . . . . ?
N14 C41 C42 C43 -176.1(5) . . . . ?
N14 C41 C46 C45 176.7(4) . . . . ?
C11 N11 C31 C32 -164.5(4) . . . . ?
C11 N11 C31 C36 20.4(7) . . . . ?
C11 C12 C13 O13 133.8(3) . . . . ?
C11 C12 C13 C14 -105.8(4) . . . . ?
C12 O12 B1 O12 118.9(3) . . . 2_656 ?
C12 O12 B1 O13 -123.7(3) . . . 2_656 ?
C12 O12 B1 O13 -3.5(4) . . . . ?
C12 C13 C14 O14 -113.7(4) . . . . ?
C12 C13 C14 N14 67.5(4) . . . . ?
C13 O13 B1 O12 12.2(4) . . . . ?
C13 O13 B1 O12 -108.4(4) . . . 2_656 ?
C13 O13 B1 O13 134.4(3) . . . 2_656 ?
C14 N14 C41 C42 0.5(8) . . . . ?
C14 N14 C41 C46 -177.5(5) . . . . ?
C31 N11 C11 O11 8.1(8) . . . . ?
C31 N11 C11 C12 -174.9(4) . . . . ?
C31 C32 C33 C34 -0.1(7) . . . . ?
C32 C31 C36 C35 -0.6(6) . . . . ?
C32 C33 C34 C35 -0.9(7) . . . . ?
C33 C34 C35 C36 1.1(7) . . . . ?
C34 C35 C36 C31 -0.3(7) . . . . ?
C36 C31 C32 C33 0.8(7) . . . . ?
C41 N14 C14 O14 -7.4(8) . . . . ?
C41 N14 C14 C13 171.3(4) . . . . ?
C41 C42 C43 C44 -0.7(10) . . . . ?
C42 C41 C46 C45 -1.4(7) . . . . ?
C42 C43 C44 C45 -0.9(9) . . . . ?
C43 C44 C45 C46 1.4(8) . . . . ?
C44 C45 C46 C41 -0.3(7) . . . . ?
C46 C41 C42 C43 1.9(8) . . . . ?
B1 O12 C12 C11 -123.3(4) . . . . ?
B1 O12 C12 C13 -5.4(4) . . . . ?
B1 O13 C13 C12 -15.4(4) . . . . ?
B1 O13 C13 C14 -137.6(3) . . . . ?
O21 C21 C22 O22 5.5(6) . . . . ?
O21 C21 C22 C23 -111.8(4) . . . . ?
O22 C22 C23 O23 13.3(4) . . . . ?
O22 C22 C23 C24 135.1(3) . . . . ?
O23 C23 C24 O24 174.8(4) . . . . ?
O23 C23 C24 N24 -3.9(5) . . . . ?
N21 C21 C22 O22 -173.0(3) . . . . ?
N21 C21 C22 C23 69.8(5) . . . . ?
N21 C51 C52 C53 -177.3(5) . . . . ?
N21 C51 C56 C55 177.8(4) . . . . ?
N24 C61 C62 C63 177.6(4) . . . . ?
N24 C61 C66 C65 -178.8(4) . . . . ?
C21 N21 C51 C52 12.6(7) . . . . ?
C21 N21 C51 C56 -166.0(5) . . . . ?
C21 C22 C23 O23 133.5(3) . . . . ?
C21 C22 C23 C24 -104.6(4) . . . . ?
C22 O22 B2 O22 133.9(3) . . . 2_655 ?
C22 O22 B2 O23 12.2(4) . . . . ?
C22 O22 B2 O23 -109.6(4) . . . 2_655 ?
C22 C23 C24 O24 57.9(5) . . . . ?
C22 C23 C24 N24 -120.9(4) . . . . ?
C23 O23 B2 O22 -122.6(3) . . . 2_655 ?
C23 O23 B2 O22 -2.9(4) . . . . ?
C23 O23 B2 O23 119.7(3) . . . 2_655 ?
C24 N24 C61 C62 177.7(4) . . . . ?
C24 N24 C61 C66 -3.1(7) . . . . ?
C51 N21 C21 O21 -7.3(7) . . . . ?
C51 N21 C21 C22 171.1(4) . . . . ?
C51 C52 C53 C54 -0.7(8) . . . . ?
C52 C51 C56 C55 -0.9(7) . . . . ?
C52 C53 C54 C55 -0.3(8) . . . . ?
C53 C54 C55 C56 0.7(8) . . . . ?
C54 C55 C56 C51 -0.1(7) . . . . ?
C56 C51 C52 C53 1.3(8) . . . . ?
C61 N24 C24 O24 -4.4(7) . . . . ?
C61 N24 C24 C23 174.2(4) . . . . ?
C61 C62 C63 C64 1.4(7) . . . . ?
C62 C61 C66 C65 0.4(7) . . . . ?
C62 C63 C64 C65 -0.1(7) . . . . ?
C63 C64 C65 C66 -1.1(7) . . . . ?
C64 C65 C66 C61 0.9(7) . . . . ?
C66 C61 C62 C63 -1.6(7) . . . . ?
B2 O22 C22 C21 -138.1(3) . . . . ?
B2 O22 C22 C23 -15.8(4) . . . . ?
B2 O23 C23 C22 -6.2(4) . . . . ?
B2 O23 C23 C24 -124.4(4) . . . . ?

_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 1.508
_oxdiff_exptl_absorpt_empirical_full_min 0.697
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.4990(14) 4694 4388 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000
0.0000 1.0000
2 0.5010(14) 4672 4388 nmt -0.9998 0.0024 -0.6162 -0.0001 -0.9999 -0.0001
-0.0000 -0.0001 1.0000

_twin_special_details            
;
Component 2 rotated by -179.9842° 
 around [-0.29 -0.00 0.96] (reciprocal) or [-0.00 -0.00 1.00] (direct)
;
####################################################################### 
# 
# 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_lawr437cult
_database_code_depnum_ccdc_archive 'CCDC 1844602'
_audit_update_record             
;
2018-05-22 deposited with the CCDC.
2018-07-13 downloaded from the CCDC.
;
_audit_creation_date             2018-05-21
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.18 svn.r3508 for OlexSys, GUI svn.r5497)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C32 H28 B N4 O8, C9 H14 N'
_chemical_formula_sum            'C41 H42 B N5 O8'
_chemical_formula_weight         743.60
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C20 N2 O6 B1'
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'
B B 0.0090 0.0039 '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'

_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           5
_space_group_name_H-M_alt        'C 1 2 1'
_space_group_name_Hall           'C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   28.6200(11)
_cell_length_b                   5.25819(14)
_cell_length_c                   28.6090(9)
_cell_angle_alpha                90
_cell_angle_beta                 113.834(4)
_cell_angle_gamma                90
_cell_volume                     3938.2(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5835
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.3100
_cell_measurement_theta_min      4.8120
_shelx_estimated_absorpt_T_max   0.979
_shelx_estimated_absorpt_T_min   0.900
_exptl_absorpt_coefficient_mu    0.716
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91842
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1568
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_av_unetI/netI     0.0371
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            10916
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         67.446
_diffrn_reflns_theta_min         4.345
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3577
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.995
_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     89.00 178.00   1.00   50.00    --  110.57  45.00 120.00   89
  2  ω    -97.00  -3.00   1.00   20.00    --  -40.32 127.00 -47.00   94
  3  ω   -119.00 -13.00   1.00   20.00    --  -40.32 -77.00-120.00  106
  4  ω   -114.00 -12.00   1.00   20.00    --  -40.32 -57.00 120.00  102
  5  ω     41.00  96.00   1.00   50.00    --  110.57 -94.00  90.00   55
  6  ω     58.00 150.00   1.00   50.00    --  110.57 178.00  30.00   92
  7  ω     48.00 138.00   1.00   50.00    --  110.57 -45.00 120.00   90
  8  ω     87.00 176.00   1.00   50.00    --  110.57  45.00-180.00   89
  9  ω     32.00 112.00   1.00   50.00    --  110.57-111.00-180.00   80
 10  ω     32.00 111.00   1.00   50.00    --  110.57-111.00  30.00   79
 11  ω     34.00 137.00   1.00   50.00    --  110.57 -30.00   0.00  103
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0534828000
_diffrn_orient_matrix_UB_12      0.0275747000
_diffrn_orient_matrix_UB_13      0.0003514000
_diffrn_orient_matrix_UB_21      -0.0061979000
_diffrn_orient_matrix_UB_22      -0.2911971000
_diffrn_orient_matrix_UB_23      -0.0030086000
_diffrn_orient_matrix_UB_31      0.0238218000
_diffrn_orient_matrix_UB_32      -0.0152381000
_diffrn_orient_matrix_UB_33      0.0587713000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.770
_reflns_Friedel_fraction_full    0.977
_reflns_Friedel_fraction_max     0.973
_reflns_number_gt                6488
_reflns_number_total             7008
_reflns_odcompleteness_completeness 99.56
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.219
_refine_diff_density_min         -0.159
_refine_diff_density_rms         0.029
_refine_ls_abs_structure_details 
;
 Flack x determined using 2677 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.19(15)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     564
_refine_ls_number_reflns         7008
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0396
_refine_ls_R_factor_gt           0.0364
_refine_ls_restrained_S_all      1.041
_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)+(0.0577P)²+0.0193P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0950
_refine_ls_wR_factor_ref         0.0972
_refine_special_details          
;
 ?
;
_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. Restrained distances
 O14A-C14
 1.2 with sigma of 0.02
3. Others
 Fixed Sof: N11(0.5) H11(0.5) O14(0.9) C42(0.5) H42(0.5) C41(0.5) C46(0.5)
 H46(0.5) C45(0.5) H45(0.5) C44(0.5) H44(0.5) C43(0.5) H43(0.5) N11A(0.5)
 H11A(0.5) O14A(0.1) C41A(0.5) C46A(0.5) H46A(0.5) C45A(0.5) H45A(0.5)
 C44A(0.5) H44A(0.5) C43A(0.5) H43A(0.5) C42A(0.5) H42A(0.5)
4.a Ternary CH refined with riding coordinates:
 C2(H2), C3(H3), C12(H12), C13(H13), C63(H63)
4.b Secondary CH2 refined with riding coordinates:
 C62(H62A,H62B)
4.c Aromatic/amide H refined with riding coordinates:
 C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C32(H32), C33(H33),
 C34(H34), C35(H35), C36(H36), C52(H52), C53(H53), C54(H54), C55(H55), C56(H56),
  N11(H11), C42(H42), C46(H46), C45(H45), C44(H44), C43(H43), N11A(H11A),
 C46A(H46A), C45A(H45A), C44A(H44A), C43A(H43A), C42A(H42A), C65(H65), C66(H66),
  C67(H67), C68(H68), C69(H69)
4.d Fitted hexagon refined as free rotating group:
 C42(C41,C46,C45,C44,C43), C41A(C46A,C45A,C44A,C43A,C42A)
4.e Idealised Me refined as rotating group:
 C61(H61A,H61B,H61C)
;
_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
B1 B 0.18174(10) 0.2484(5) 0.26333(10) 0.0254(5) Uani 1 1 d . . . . .
C1 C 0.05155(9) 0.3644(5) 0.18482(9) 0.0282(5) Uani 1 1 d . . . . .
N1 N 0.00656(8) 0.2495(5) 0.17641(8) 0.0342(5) Uani 1 1 d . . . . .
O1 O 0.05987(7) 0.5031(4) 0.15458(7) 0.0331(4) Uani 1 1 d . . . . .
C2 C 0.09283(9) 0.3035(5) 0.23730(9) 0.0279(5) Uani 1 1 d . . . . .
H2 H 0.0816 0.3627 0.2643 0.033 Uiso 1 1 calc R . . . .
O2 O 0.13860(6) 0.4246(3) 0.24382(6) 0.0276(4) Uani 1 1 d . . . . .
C3 C 0.10576(9) 0.0137(5) 0.24463(9) 0.0287(5) Uani 1 1 d . . . . .
H3 H 0.0916 -0.0725 0.2106 0.034 Uiso 1 1 calc R . . . .
O3 O 0.15902(7) -0.0007(3) 0.26521(7) 0.0338(4) Uani 1 1 d . . . . .
C4 C 0.08269(9) -0.1049(5) 0.27868(9) 0.0288(5) Uani 1 1 d . . . . .
N4 N 0.11621(8) -0.2324(4) 0.31896(8) 0.0303(4) Uani 1 1 d . . . . .
O4 O 0.03686(7) -0.0820(4) 0.26776(7) 0.0366(4) Uani 1 1 d . . . . .
C11 C 0.28835(9) 0.4326(5) 0.23874(9) 0.0281(5) Uani 1 1 d . . . . .
O11 O 0.26413(7) 0.5902(4) 0.20643(7) 0.0364(4) Uani 1 1 d . . . . .
C12 C 0.26178(9) 0.2328(5) 0.25776(8) 0.0273(5) Uani 1 1 d . . . . .
H12 H 0.2754 0.0600 0.2557 0.033 Uiso 1 1 calc R . . . .
O12 O 0.20895(6) 0.2395(4) 0.22929(6) 0.0283(4) Uani 1 1 d . . . . .
C13 C 0.26933(10) 0.2915(5) 0.31429(9) 0.0330(5) Uani 1 1 d . . . . .
H13 H 0.2883 0.4555 0.3253 0.040 Uiso 1 1 calc R . . . .
O13 O 0.22053(7) 0.3208(3) 0.31310(6) 0.0312(4) Uani 1 1 d . . . . .
C14 C 0.30014(11) 0.0813(7) 0.34946(9) 0.0410(7) Uani 1 1 d D . . . .
N14 N 0.27556(9) -0.0371(5) 0.37466(8) 0.0354(5) Uani 1 1 d . . . . .
C21 C -0.03907(10) 0.2505(6) 0.13159(10) 0.0330(5) Uani 1 1 d . . . . .
C22 C -0.04871(12) 0.4282(7) 0.09319(11) 0.0456(7) Uani 1 1 d . . . . .
H22 H -0.0242 0.5557 0.0961 0.055 Uiso 1 1 calc R . . . .
C23 C -0.09474(12) 0.4188(7) 0.05019(12) 0.0507(8) Uani 1 1 d . . . . .
H23 H -0.1014 0.5411 0.0238 0.061 Uiso 1 1 calc R . . . .
C24 C -0.13076(11) 0.2345(7) 0.04533(11) 0.0445(7) Uani 1 1 d . . . . .
H24 H -0.1618 0.2269 0.0156 0.053 Uiso 1 1 calc R . . . .
C25 C -0.12091(12) 0.0630(7) 0.08410(14) 0.0554(9) Uani 1 1 d . . . . .
H25 H -0.1456 -0.0634 0.0813 0.067 Uiso 1 1 calc R . . . .
C26 C -0.07557(12) 0.0703(7) 0.12734(13) 0.0521(8) Uani 1 1 d . . . . .
H26 H -0.0696 -0.0489 0.1541 0.062 Uiso 1 1 calc R . . . .
C31 C 0.10546(10) -0.3699(5) 0.35594(9) 0.0331(6) Uani 1 1 d . . . . .
C32 C 0.06837(13) -0.2898(7) 0.37229(12) 0.0481(7) Uani 1 1 d . . . . .
H32 H 0.0483 -0.1436 0.3577 0.058 Uiso 1 1 calc R . . . .
C33 C 0.06102(15) -0.4264(8) 0.41041(13) 0.0612(10) Uani 1 1 d . . . . .
H33 H 0.0356 -0.3730 0.4216 0.073 Uiso 1 1 calc R . . . .
C34 C 0.09016(14) -0.6386(7) 0.43220(11) 0.0549(9) Uani 1 1 d . . . . .
H34 H 0.0849 -0.7304 0.4583 0.066 Uiso 1 1 calc R . . . .
C35 C 0.12673(13) -0.7150(7) 0.41575(11) 0.0506(8) Uani 1 1 d . . . . .
H35 H 0.1469 -0.8604 0.4307 0.061 Uiso 1 1 calc R . . . .
C36 C 0.13470(12) -0.5833(6) 0.37755(10) 0.0406(6) Uani 1 1 d . . . . .
H36 H 0.1600 -0.6390 0.3663 0.049 Uiso 1 1 calc R . . . .
C51 C 0.29076(11) -0.2387(6) 0.41028(9) 0.0387(6) Uani 1 1 d . . . . .
C52 C 0.25602(13) -0.3228(6) 0.42919(10) 0.0420(7) Uani 1 1 d . . . . .
H52 H 0.2239 -0.2405 0.4190 0.050 Uiso 1 1 calc R . . . .
C53 C 0.26765(14) -0.5267(6) 0.46299(10) 0.0482(8) Uani 1 1 d . . . . .
H53 H 0.2434 -0.5842 0.4755 0.058 Uiso 1 1 calc R . . . .
C54 C 0.31427(15) -0.6447(6) 0.47818(11) 0.0557(9) Uani 1 1 d . . . . .
H54 H 0.3223 -0.7841 0.5012 0.067 Uiso 1 1 calc R . . . .
C55 C 0.34922(14) -0.5614(7) 0.46006(11) 0.0550(9) Uani 1 1 d . . . . .
H55 H 0.3814 -0.6439 0.4709 0.066 Uiso 1 1 calc R . . . .
C56 C 0.33826(13) -0.3560(7) 0.42575(11) 0.0490(8) Uani 1 1 d . . . . .
H56 H 0.3627 -0.2987 0.4134 0.059 Uiso 1 1 calc R . . . .
N11 N 0.3387(9) 0.415(4) 0.2557(8) 0.034(4) Uani 0.5 1 d . . P A 1
H11 H 0.3535 0.2749 0.2715 0.041 Uiso 0.5 1 calc R . P A 1
O14 O 0.34361(9) 0.0431(7) 0.35259(10) 0.0531(7) Uani 0.9 1 d . . P B 1
C42 C 0.3547(3) 0.807(2) 0.2121(5) 0.045(3) Uani 0.5 1 d . . P A 1
H42 H 0.3201 0.8096 0.1882 0.054 Uiso 0.5 1 calc R . P A 1
C41 C 0.3715(4) 0.621(2) 0.2497(5) 0.043(3) Uani 0.5 1 d G . P A 1
C46 C 0.4222(4) 0.617(2) 0.2846(4) 0.083(4) Uani 0.5 1 d G . P A 1
H46 H 0.4337 0.4899 0.3103 0.100 Uiso 0.5 1 calc R . P A 1
C45 C 0.4561(3) 0.800(2) 0.2820(3) 0.075(4) Uani 0.5 1 d G . P A 1
H45 H 0.4907 0.7981 0.3059 0.089 Uiso 0.5 1 calc R . P A 1
C44 C 0.4393(3) 0.9870(18) 0.2444(4) 0.058(3) Uani 0.5 1 d G . P A 1
H44 H 0.4624 1.1121 0.2426 0.070 Uiso 0.5 1 calc R . P A 1
C43 C 0.3886(4) 0.990(2) 0.2094(4) 0.062(3) Uani 0.5 1 d G . P A 1
H43 H 0.3771 1.1178 0.1837 0.074 Uiso 0.5 1 calc R . P A 1
N11A N 0.3401(9) 0.438(4) 0.2674(9) 0.039(4) Uani 0.5 1 d . . P A 2
H11A H 0.3513 0.3253 0.2922 0.047 Uiso 0.5 1 calc R . P A 2
O14A O 0.3318(9) -0.085(5) 0.3443(10) 0.046(6) Uiso 0.1 1 d D . P B 2
C41A C 0.3770(3) 0.591(2) 0.2638(4) 0.038(3) Uani 0.5 1 d . . P A 2
C46A C 0.4242(4) 0.5939(18) 0.3052(3) 0.062(3) Uani 0.5 1 d G . P A 2
H46A H 0.4310 0.4784 0.3327 0.074 Uiso 0.5 1 calc R . P A 2
C45A C 0.4615(3) 0.7659(18) 0.3062(3) 0.064(3) Uani 0.5 1 d G . P A 2
H45A H 0.4938 0.7680 0.3345 0.076 Uiso 0.5 1 calc R . P A 2
C44A C 0.4516(3) 0.9348(17) 0.2660(3) 0.053(3) Uani 0.5 1 d G . P A 2
H44A H 0.4771 1.0524 0.2667 0.063 Uiso 0.5 1 calc R . P A 2
C43A C 0.4044(4) 0.9317(19) 0.2246(3) 0.051(2) Uani 0.5 1 d G . P A 2
H43A H 0.3976 1.0472 0.1971 0.061 Uiso 0.5 1 calc R . P A 2
C42A C 0.3671(3) 0.760(2) 0.2236(4) 0.043(2) Uani 0.5 1 d G . P A 2
H42A H 0.3349 0.7576 0.1953 0.052 Uiso 0.5 1 calc R . P A 2
N2 N 0.16411(9) 0.7370(4) 0.17459(8) 0.0284(4) Uani 1 1 d . . . . .
C61 C 0.07066(14) 1.0372(10) 0.05024(13) 0.0678(12) Uani 1 1 d . . . . .
H61A H 0.0449 1.1694 0.0449 0.102 Uiso 1 1 calc GR . . . .
H61B H 0.0538 0.8790 0.0340 0.102 Uiso 1 1 calc GR . . . .
H61C H 0.0942 1.0917 0.0351 0.102 Uiso 1 1 calc GR . . . .
C62 C 0.10016(10) 0.9932(6) 0.10701(10) 0.0365(6) Uani 1 1 d . . . . .
H62A H 0.0762 0.9380 0.1221 0.044 Uiso 1 1 calc R . . . .
H62B H 0.1159 1.1554 0.1235 0.044 Uiso 1 1 calc R . . . .
C63 C 0.14194(10) 0.7930(5) 0.11823(9) 0.0292(5) Uani 1 1 d . . . . .
H63 H 0.1257 0.6337 0.0997 0.035 Uiso 1 1 calc R . . . .
C64 C 0.18430(10) 0.8666(5) 0.10195(8) 0.0278(5) Uani 1 1 d . . . . .
C65 C 0.21378(10) 1.0837(5) 0.12178(9) 0.0311(5) Uani 1 1 d . . . . .
H65 H 0.2061 1.1906 0.1445 0.037 Uiso 1 1 calc R . . . .
C66 C 0.25387(11) 1.1448(5) 0.10873(10) 0.0344(6) Uani 1 1 d . . . . .
H66 H 0.2738 1.2923 0.1227 0.041 Uiso 1 1 calc R . . . .
C67 C 0.26502(11) 0.9896(6) 0.07506(10) 0.0370(6) Uani 1 1 d . . . . .
H67 H 0.2928 1.0300 0.0663 0.044 Uiso 1 1 calc R . . . .
C68 C 0.23551(11) 0.7770(6) 0.05456(10) 0.0392(6) Uani 1 1 d . . . . .
H68 H 0.2426 0.6730 0.0310 0.047 Uiso 1 1 calc R . . . .
C69 C 0.19552(10) 0.7148(5) 0.06825(9) 0.0333(5) Uani 1 1 d . . . . .
H69 H 0.1757 0.5669 0.0544 0.040 Uiso 1 1 calc R . . . .
H2A H 0.1728(11) 0.886(7) 0.1921(11) 0.029(7) Uiso 1 1 d . . . . .
H4 H 0.1455(12) -0.248(7) 0.3179(11) 0.034(8) Uiso 1 1 d . . . . .
H14 H 0.2444(13) 0.017(7) 0.3675(12) 0.036(8) Uiso 1 1 d . . . . .
H2B H 0.1932(13) 0.645(7) 0.1838(12) 0.035(8) Uiso 1 1 d . . . . .
H2C H 0.1411(12) 0.648(6) 0.1825(12) 0.034(8) Uiso 1 1 d . . . . .
H1 H 0.0069(12) 0.159(7) 0.2008(13) 0.040(9) Uiso 1 1 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
B1 O2 1.462(3) . ?
B1 O3 1.473(3) . ?
B1 O12 1.473(3) . ?
B1 O13 1.458(3) . ?
C1 N1 1.353(3) . ?
C1 O1 1.226(3) . ?
C1 C2 1.523(3) . ?
N1 C21 1.413(3) . ?
C2 O2 1.399(3) . ?
C2 C3 1.562(3) . ?
C3 O3 1.397(3) . ?
C3 C4 1.514(3) . ?
C4 N4 1.343(3) . ?
C4 O4 1.225(3) . ?
N4 C31 1.414(3) . ?
C11 O11 1.226(3) . ?
C11 C12 1.521(3) . ?
C11 N11 1.32(2) . ?
C11 N11A 1.37(2) . ?
C12 O12 1.399(3) . ?
C12 C13 1.573(3) . ?
C13 O13 1.392(3) . ?
C13 C14 1.515(4) . ?
C14 N14 1.346(4) . ?
C14 O14 1.227(4) . ?
C14 O14A 1.31(2) . ?
N14 C51 1.411(4) . ?
C21 C22 1.382(4) . ?
C21 C26 1.379(4) . ?
C22 C23 1.393(4) . ?
C23 C24 1.381(5) . ?
C24 C25 1.367(5) . ?
C25 C26 1.385(5) . ?
C31 C32 1.387(4) . ?
C31 C36 1.387(4) . ?
C32 C33 1.391(4) . ?
C33 C34 1.382(6) . ?
C34 C35 1.370(6) . ?
C35 C36 1.388(4) . ?
C51 C52 1.383(5) . ?
C51 C56 1.392(4) . ?
C52 C53 1.391(4) . ?
C53 C54 1.373(5) . ?
C54 C55 1.371(6) . ?
C55 C56 1.407(5) . ?
N11 C41 1.49(2) . ?
C42 C41 1.3900 . ?
C42 C43 1.3900 . ?
C41 C46 1.3900 . ?
C46 C45 1.3900 . ?
C45 C44 1.3900 . ?
C44 C43 1.3900 . ?
N11A C41A 1.36(3) . ?
C41A C46A 1.3900 . ?
C41A C42A 1.3900 . ?
C46A C45A 1.3900 . ?
C45A C44A 1.3900 . ?
C44A C43A 1.3900 . ?
C43A C42A 1.3900 . ?
N2 C63 1.504(3) . ?
C61 C62 1.515(4) . ?
C62 C63 1.527(4) . ?
C63 C64 1.514(4) . ?
C64 C65 1.396(3) . ?
C64 C69 1.385(4) . ?
C65 C66 1.380(4) . ?
C66 C67 1.394(4) . ?
C67 C68 1.381(4) . ?
C68 C69 1.390(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
O2 B1 O3 105.09(19) . . ?
O2 B1 O12 110.99(19) . . ?
O12 B1 O3 110.8(2) . . ?
O13 B1 O2 113.6(2) . . ?
O13 B1 O3 111.7(2) . . ?
O13 B1 O12 104.87(19) . . ?
N1 C1 C2 112.6(2) . . ?
O1 C1 N1 125.6(2) . . ?
O1 C1 C2 121.8(2) . . ?
C1 N1 C21 128.6(2) . . ?
C1 C2 C3 112.6(2) . . ?
O2 C2 C1 110.32(19) . . ?
O2 C2 C3 105.5(2) . . ?
C2 O2 B1 111.29(18) . . ?
O3 C3 C2 105.57(19) . . ?
O3 C3 C4 113.1(2) . . ?
C4 C3 C2 110.3(2) . . ?
C3 O3 B1 111.05(19) . . ?
N4 C4 C3 114.3(2) . . ?
O4 C4 C3 119.7(2) . . ?
O4 C4 N4 126.0(2) . . ?
C4 N4 C31 126.9(2) . . ?
O11 C11 C12 121.6(2) . . ?
O11 C11 N11 121.5(9) . . ?
O11 C11 N11A 125.4(11) . . ?
N11 C11 C12 116.6(9) . . ?
N11A C11 C12 112.1(11) . . ?
C11 C12 C13 110.6(2) . . ?
O12 C12 C11 110.7(2) . . ?
O12 C12 C13 105.12(19) . . ?
C12 O12 B1 110.59(17) . . ?
O13 C13 C12 106.08(19) . . ?
O13 C13 C14 114.0(2) . . ?
C14 C13 C12 110.0(2) . . ?
C13 O13 B1 110.82(18) . . ?
N14 C14 C13 113.8(2) . . ?
O14 C14 C13 118.0(3) . . ?
O14 C14 N14 128.2(3) . . ?
O14A C14 C13 131.0(12) . . ?
O14A C14 N14 106.6(12) . . ?
C14 N14 C51 131.2(3) . . ?
C22 C21 N1 122.6(2) . . ?
C26 C21 N1 117.8(3) . . ?
C26 C21 C22 119.6(3) . . ?
C21 C22 C23 119.4(3) . . ?
C24 C23 C22 121.0(3) . . ?
C25 C24 C23 118.7(3) . . ?
C24 C25 C26 121.2(3) . . ?
C21 C26 C25 120.1(3) . . ?
C32 C31 N4 121.6(3) . . ?
C32 C31 C36 120.1(3) . . ?
C36 C31 N4 118.2(3) . . ?
C31 C32 C33 119.1(3) . . ?
C34 C33 C32 121.1(4) . . ?
C35 C34 C33 119.2(3) . . ?
C34 C35 C36 121.0(3) . . ?
C31 C36 C35 119.5(3) . . ?
C52 C51 N14 117.5(3) . . ?
C52 C51 C56 119.9(3) . . ?
C56 C51 N14 122.6(3) . . ?
C51 C52 C53 120.7(3) . . ?
C54 C53 C52 119.8(4) . . ?
C55 C54 C53 120.0(3) . . ?
C54 C55 C56 121.2(3) . . ?
C51 C56 C55 118.4(4) . . ?
C11 N11 C41 123.5(16) . . ?
C41 C42 C43 120.0 . . ?
C42 C41 N11 124.4(11) . . ?
C42 C41 C46 120.0 . . ?
C46 C41 N11 115.6(11) . . ?
C45 C46 C41 120.0 . . ?
C44 C45 C46 120.0 . . ?
C45 C44 C43 120.0 . . ?
C44 C43 C42 120.0 . . ?
C41A N11A C11 131(2) . . ?
N11A C41A C46A 117.3(12) . . ?
N11A C41A C42A 122.3(12) . . ?
C46A C41A C42A 120.0 . . ?
C45A C46A C41A 120.0 . . ?
C46A C45A C44A 120.0 . . ?
C43A C44A C45A 120.0 . . ?
C42A C43A C44A 120.0 . . ?
C43A C42A C41A 120.0 . . ?
C61 C62 C63 112.4(3) . . ?
N2 C63 C62 108.4(2) . . ?
N2 C63 C64 109.7(2) . . ?
C64 C63 C62 114.6(2) . . ?
C65 C64 C63 120.8(2) . . ?
C69 C64 C63 120.4(2) . . ?
C69 C64 C65 118.8(2) . . ?
C66 C65 C64 120.8(2) . . ?
C65 C66 C67 119.9(3) . . ?
C68 C67 C66 119.7(2) . . ?
C67 C68 C69 120.2(2) . . ?
C64 C69 C68 120.6(2) . . ?

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
N2 H2A O3 0.91(4) 2.36(3) 2.992(3) 127(2) 1_565
N4 H4 O3 0.85(3) 2.14(3) 2.622(3) 115(3) .
N14 H14 O13 0.88(3) 2.14(3) 2.623(3) 114(3) .
N2 H2B O11 0.90(4) 1.89(3) 2.741(3) 157(3) .
N2 H2B O12 0.90(4) 2.44(3) 3.052(3) 125(3) .
N2 H2C O1 0.91(4) 2.26(3) 3.060(3) 146(3) .
N2 H2C O2 0.91(4) 2.14(3) 2.885(3) 139(3) .
N1 H1 O4 0.84(4) 2.16(4) 2.964(3) 159(3) .

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
C1 N1 C21 C22 -18.1(5) . . . . ?
C1 N1 C21 C26 163.9(3) . . . . ?
C1 C2 O2 B1 -131.8(2) . . . . ?
C1 C2 C3 O3 132.8(2) . . . . ?
C1 C2 C3 C4 -104.8(2) . . . . ?
N1 C1 C2 O2 179.4(2) . . . . ?
N1 C1 C2 C3 61.8(3) . . . . ?
N1 C21 C22 C23 -179.5(3) . . . . ?
N1 C21 C26 C25 -179.9(3) . . . . ?
O1 C1 N1 C21 3.6(5) . . . . ?
O1 C1 C2 O2 -0.4(3) . . . . ?
O1 C1 C2 C3 -118.1(3) . . . . ?
C2 C1 N1 C21 -176.2(3) . . . . ?
C2 C3 O3 B1 -10.3(2) . . . . ?
C2 C3 C4 N4 -126.4(2) . . . . ?
C2 C3 C4 O4 54.5(3) . . . . ?
O2 B1 O3 C3 4.6(2) . . . . ?
O2 B1 O12 C12 139.0(2) . . . . ?
O2 B1 O13 C13 -136.5(2) . . . . ?
O2 C2 C3 O3 12.3(2) . . . . ?
O2 C2 C3 C4 134.8(2) . . . . ?
C3 C2 O2 B1 -9.9(2) . . . . ?
C3 C4 N4 C31 -177.4(2) . . . . ?
O3 B1 O2 C2 4.0(2) . . . . ?
O3 B1 O12 C12 -104.6(2) . . . . ?
O3 B1 O13 C13 104.9(2) . . . . ?
O3 C3 C4 N4 -8.5(3) . . . . ?
O3 C3 C4 O4 172.4(2) . . . . ?
C4 C3 O3 B1 -130.9(2) . . . . ?
C4 N4 C31 C32 -35.2(4) . . . . ?
C4 N4 C31 C36 147.7(3) . . . . ?
N4 C31 C32 C33 -177.2(3) . . . . ?
N4 C31 C36 C35 176.9(3) . . . . ?
O4 C4 N4 C31 1.6(4) . . . . ?
C11 C12 O12 B1 -130.2(2) . . . . ?
C11 C12 C13 O13 120.7(2) . . . . ?
C11 C12 C13 C14 -115.6(2) . . . . ?
C11 N11 C41 C42 -24(2) . . . . ?
C11 N11 C41 C46 156.7(13) . . . . ?
C11 N11A C41A C46A 165.2(15) . . . . ?
C11 N11A C41A C42A -7(3) . . . . ?
O11 C11 C12 O12 7.1(3) . . . . ?
O11 C11 C12 C13 -109.0(3) . . . . ?
O11 C11 N11 C41 18(2) . . . . ?
O11 C11 N11A C41A -9(3) . . . . ?
C12 C11 N11 C41 -167.3(13) . . . . ?
C12 C11 N11A C41A -178.4(18) . . . . ?
C12 C13 O13 B1 8.9(3) . . . . ?
C12 C13 C14 N14 -120.6(2) . . . . ?
C12 C13 C14 O14 61.0(4) . . . . ?
C12 C13 C14 O14A 22.3(17) . . . . ?
O12 B1 O2 C2 123.8(2) . . . . ?
O12 B1 O3 C3 -115.4(2) . . . . ?
O12 B1 O13 C13 -15.2(3) . . . . ?
O12 C12 C13 O13 1.2(3) . . . . ?
O12 C12 C13 C14 124.8(2) . . . . ?
C13 C12 O12 B1 -10.7(3) . . . . ?
C13 C14 N14 C51 -180.0(2) . . . . ?
O13 B1 O2 C2 -118.4(2) . . . . ?
O13 B1 O3 C3 128.1(2) . . . . ?
O13 B1 O12 C12 16.0(3) . . . . ?
O13 C13 C14 N14 -1.7(3) . . . . ?
O13 C13 C14 O14 179.9(3) . . . . ?
O13 C13 C14 O14A 141.2(16) . . . . ?
C14 C13 O13 B1 -112.2(2) . . . . ?
C14 N14 C51 C52 -179.0(3) . . . . ?
C14 N14 C51 C56 -0.3(4) . . . . ?
N14 C51 C52 C53 177.6(2) . . . . ?
N14 C51 C56 C55 -177.8(3) . . . . ?
C21 C22 C23 C24 -0.1(6) . . . . ?
C22 C21 C26 C25 2.0(6) . . . . ?
C22 C23 C24 C25 1.2(6) . . . . ?
C23 C24 C25 C26 -0.7(6) . . . . ?
C24 C25 C26 C21 -0.9(6) . . . . ?
C26 C21 C22 C23 -1.5(5) . . . . ?
C31 C32 C33 C34 0.3(5) . . . . ?
C32 C31 C36 C35 -0.3(4) . . . . ?
C32 C33 C34 C35 -0.2(5) . . . . ?
C33 C34 C35 C36 -0.2(5) . . . . ?
C34 C35 C36 C31 0.5(5) . . . . ?
C36 C31 C32 C33 -0.1(5) . . . . ?
C51 C52 C53 C54 0.6(4) . . . . ?
C52 C51 C56 C55 0.9(4) . . . . ?
C52 C53 C54 C55 0.0(4) . . . . ?
C53 C54 C55 C56 -0.2(5) . . . . ?
C54 C55 C56 C51 -0.3(4) . . . . ?
C56 C51 C52 C53 -1.1(4) . . . . ?
N11 C11 C12 O12 -167.7(10) . . . . ?
N11 C11 C12 C13 76.2(10) . . . . ?
N11 C11 N11A C41A 70(7) . . . . ?
N11 C41 C46 C45 179.6(15) . . . . ?
O14 C14 N14 C51 -1.7(5) . . . . ?
C42 C41 C46 C45 0.0 . . . . ?
C41 C42 C43 C44 0.0 . . . . ?
C41 C46 C45 C44 0.0 . . . . ?
C46 C45 C44 C43 0.0 . . . . ?
C45 C44 C43 C42 0.0 . . . . ?
C43 C42 C41 N11 -179.6(16) . . . . ?
C43 C42 C41 C46 0.0 . . . . ?
N11A C11 C12 O12 177.3(10) . . . . ?
N11A C11 C12 C13 61.2(10) . . . . ?
N11A C11 N11 C41 -92(7) . . . . ?
N11A C41A C46A C45A -172.9(15) . . . . ?
N11A C41A C42A C43A 172.5(16) . . . . ?
O14A C14 N14 C51 28.4(13) . . . . ?
C41A C46A C45A C44A 0.0 . . . . ?
C46A C41A C42A C43A 0.0 . . . . ?
C46A C45A C44A C43A 0.0 . . . . ?
C45A C44A C43A C42A 0.0 . . . . ?
C44A C43A C42A C41A 0.0 . . . . ?
C42A C41A C46A C45A 0.0 . . . . ?
N2 C63 C64 C65 -62.7(3) . . . . ?
N2 C63 C64 C69 115.3(2) . . . . ?
C61 C62 C63 N2 -172.4(3) . . . . ?
C61 C62 C63 C64 64.8(3) . . . . ?
C62 C63 C64 C65 59.4(3) . . . . ?
C62 C63 C64 C69 -122.6(3) . . . . ?
C63 C64 C65 C66 177.1(2) . . . . ?
C63 C64 C69 C68 -177.8(2) . . . . ?
C64 C65 C66 C67 0.5(4) . . . . ?
C65 C64 C69 C68 0.2(4) . . . . ?
C65 C66 C67 C68 0.7(4) . . . . ?
C66 C67 C68 C69 -1.4(4) . . . . ?
C67 C68 C69 C64 0.9(4) . . . . ?
C69 C64 C65 C66 -0.9(4) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 -0.645 0.500 141.3 44.8 ?
2 0.000 0.533 0.000 11.9 0.0 ?
3 0.500 -0.876 0.500 141.3 44.8 ?
4 0.500 0.033 0.000 11.9 0.0 ?

_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 1.253
_oxdiff_exptl_absorpt_empirical_full_min 0.737
####################################################################### 
# 
# 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_(VII)
_audit_block_doi                 10.5517/cc4wsc4
_database_code_depnum_ccdc_archive 'CCDC 145866'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1246/bcsj.73.2075 2000
_audit_update_record             
;
2000-06-13 deposited with the CCDC.
2018-07-13 downloaded from the CCDC.
;

#------------------------------------------------------------------------------
_chemical_formula_weight         683.84
_chemical_formula_analytical     ?
_chemical_formula_sum            'C44 H45 N1 O6 '
_chemical_formula_moiety         'C33 H32 O4, C11 H13 N1 O2'
_chemical_formula_structural     ?
_chemical_melting_point          ?
#------------------------------------------------------------------
_computing_data_collection       
;MSC/AFC Diffractometer Control Software
(Molecular Structure Corporation, 1993)
;
_computing_cell_refinement       
;MSC/AFC Diffractometer Control Software
;
_computing_data_reduction        
;TEXSAN
(Molecular Structure Corporation, 1998)
;
_computing_structure_solution    
;SHELXS97 (Sheldrick, 1997a)
;
_computing_structure_refinement  TEXSAN
_computing_publication_material  TEXSAN
_computing_molecular_graphics    
;ORTEP-II (Johnson, 1976)
;
#------------------------------------------------------------------------------
_cell_length_a                   18.536(4)
_cell_length_b                   23.101(3)
_cell_length_c                   8.508(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3643.1(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    296
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      13.6
_cell_measurement_theta_max      15.0
#------------------------------------------------------------------------------
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21   '
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,-y,1/2+z
1/2+x,1/2-y,-z
-x,1/2+y,1/2-z
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.7
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.3
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1456
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_type   \Y-scan
_exptl_absorpt_process_details   '(North, Phillips & Mathews, 1968)'
_exptl_absorpt_correction_T_min  0.976
_exptl_absorpt_correction_T_max  0.998
_exptl_special_details           
;
?
;
#------------------------------------------------------------------------------
_diffrn_special_details          
;
?
;
_diffrn_ambient_temperature      296
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'Rigaku rotating anode'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_detector       'scintillation counter'
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       θ-2θ

_diffrn_standards_number         3
_diffrn_standards_interval_count 150
_diffrn_standards_decay_%        0
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
-1 4 -1
0 4 -1
1 4 -1
_diffrn_reflns_number            4668
_reflns_number_total             4668
_reflns_number_gt                2179
_reflns_threshold_expression     'I > 2σ(I)'
_diffrn_reflns_av_R_equivalents  0.000
_diffrn_reflns_av_sigmaI/netI    0.110
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.5
_diffrn_reflns_theta_max         27.5
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_orient_matrix_UB_11      0.00091
_diffrn_orient_matrix_UB_12      0.00596
_diffrn_orient_matrix_UB_13      -0.11650
_diffrn_orient_matrix_UB_21      -0.04119
_diffrn_orient_matrix_UB_22      -0.02764
_diffrn_orient_matrix_UB_23      -0.01196
_diffrn_orient_matrix_UB_31      -0.03486
_diffrn_orient_matrix_UB_32      0.03281
_diffrn_orient_matrix_UB_33      0.01109
#------------------------------------------------------------------------------
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
H H 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
N N 0.006 0.003
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
O O 0.011 0.006
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
#------------------------------------------------------------------------------
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
O1 O 0.3194(3) 0.4725(3) 0.7243(9) 0.089(2) Uani 1.00
O2 O 0.4792(3) 0.4239(3) 0.6849(8) 0.071(2) Uani 1.00
O3 O 0.4351(2) 0.2900(2) 0.4280(6) 0.045(1) Uani 1.00
O4 O 0.5327(2) 0.3769(2) 0.4164(5) 0.037(1) Uani 1.00
O5 O 0.5846(2) 0.2054(2) 0.5838(6) 0.037(1) Uani 1.00
O6 O 0.6577(2) 0.2822(2) 0.6307(5) 0.039(1) Uani 1.00
N7 N 0.4558(3) 0.4621(3) 0.9236(8) 0.050(2) Uani 1.00
C8 C 0.3800(4) 0.4875(3) 0.6926(10) 0.051(2) Uani 1.00
C9 C 0.3967(5) 0.5330(3) 0.5776(10) 0.055(2) Uani 1.00
C10 C 0.4686(5) 0.5521(4) 0.556(1) 0.071(3) Uani 1.00
C11 C 0.4827(6) 0.5965(5) 0.445(1) 0.093(4) Uani 1.00
C12 C 0.4245(8) 0.6199(5) 0.364(1) 0.096(4) Uani 1.00
C13 C 0.3576(6) 0.6021(5) 0.388(1) 0.087(4) Uani 1.00
C14 C 0.3435(5) 0.5580(5) 0.493(1) 0.078(3) Uani 1.00
C15 C 0.4427(4) 0.4556(3) 0.772(1) 0.049(2) Uani 1.00
C16 C 0.5108(5) 0.4273(4) 0.995(1) 0.077(3) Uani 1.00
C17 C 0.4144(5) 0.4988(4) 1.027(1) 0.066(3) Uani 1.00
C18 C 0.3633(6) 0.4648(6) 1.134(1) 0.100(4) Uani 1.00
C19 C 0.4679(3) 0.2503(3) 0.5361(7) 0.034(2) Uani 1.00
C20 C 0.4355(3) 0.1901(3) 0.4906(8) 0.041(2) Uani 1.00
C21 C 0.4515(4) 0.1401(3) 0.5765(9) 0.048(2) Uani 1.00
C22 C 0.4205(4) 0.0876(3) 0.534(1) 0.055(2) Uani 1.00
C23 C 0.3725(4) 0.0841(4) 0.413(1) 0.062(3) Uani 1.00
C24 C 0.3582(4) 0.1329(4) 0.328(1) 0.059(2) Uani 1.00
C25 C 0.3882(4) 0.1851(3) 0.3648(9) 0.046(2) Uani 1.00
C26 C 0.4433(3) 0.2655(3) 0.7038(8) 0.032(2) Uani 1.00
C27 C 0.4760(4) 0.2415(3) 0.8376(9) 0.044(2) Uani 1.00
C28 C 0.4509(4) 0.2559(4) 0.9858(9) 0.052(2) Uani 1.00
C29 C 0.3957(5) 0.2935(4) 1.005(1) 0.062(3) Uani 1.00
C30 C 0.3617(4) 0.3171(4) 0.875(1) 0.059(2) Uani 1.00
C31 C 0.3854(4) 0.3036(3) 0.7263(9) 0.047(2) Uani 1.00
C32 C 0.5506(3) 0.2529(3) 0.5104(7) 0.033(2) Uani 1.00
C33 C 0.5895(3) 0.3058(3) 0.5786(7) 0.030(1) Uani 1.00
C34 C 0.6027(3) 0.3584(3) 0.4690(7) 0.033(2) Uani 1.00
C35 C 0.6383(3) 0.4099(3) 0.5548(8) 0.035(2) Uani 1.00
C36 C 0.6403(4) 0.4629(3) 0.476(1) 0.056(2) Uani 1.00
C37 C 0.6672(5) 0.5117(3) 0.552(1) 0.068(3) Uani 1.00
C38 C 0.6934(5) 0.5087(4) 0.701(1) 0.072(3) Uani 1.00
C39 C 0.6919(4) 0.4561(4) 0.778(1) 0.062(3) Uani 1.00
C40 C 0.6648(4) 0.4064(3) 0.7050(10) 0.050(2) Uani 1.00
C41 C 0.6471(3) 0.3414(3) 0.3205(8) 0.032(2) Uani 1.00
C42 C 0.6139(4) 0.3235(3) 0.1845(8) 0.042(2) Uani 1.00
C43 C 0.6526(4) 0.3070(3) 0.0561(8) 0.048(2) Uani 1.00
C44 C 0.7284(4) 0.3078(3) 0.0620(9) 0.052(2) Uani 1.00
C45 C 0.7634(4) 0.3255(3) 0.1982(9) 0.048(2) Uani 1.00
C46 C 0.7219(3) 0.3429(3) 0.3278(8) 0.036(2) Uani 1.00
C47 C 0.6595(3) 0.2216(3) 0.6027(8) 0.035(2) Uani 1.00
C48 C 0.7043(3) 0.2034(3) 0.4621(9) 0.040(2) Uani 1.00
C49 C 0.7201(4) 0.1407(3) 0.495(1) 0.054(2) Uani 1.00
C50 C 0.7354(6) 0.1396(4) 0.666(1) 0.077(3) Uani 1.00
C51 C 0.6910(4) 0.1875(3) 0.7394(9) 0.051(2) Uani 1.00
H3 H 0.4699 0.3122 0.4087 0.0545 Uiso 1.00
H4 H 0.5171 0.4014 0.4997 0.0440 Uiso 1.00
H10 H 0.5071 0.5319 0.6137 0.0928 Uiso 1.00
H11 H 0.5321 0.6121 0.4327 0.1111 Uiso 1.00
H12 H 0.4302 0.6517 0.2898 0.1237 Uiso 1.00
H13 H 0.3162 0.6204 0.3328 0.0969 Uiso 1.00
H14 H 0.2954 0.5457 0.5062 0.0941 Uiso 1.00
H16A H 0.4984 0.3869 0.9884 0.0968 Uiso 1.00
H16B H 0.5565 0.4340 0.9484 0.0968 Uiso 1.00
H16C H 0.5138 0.4373 1.1074 0.0968 Uiso 1.00
H17A H 0.4496 0.5204 1.0925 0.0789 Uiso 1.00
H17B H 0.3892 0.5275 0.9649 0.0789 Uiso 1.00
H18A H 0.3369 0.4892 1.2005 0.1166 Uiso 1.00
H18B H 0.3292 0.4435 1.0652 0.1166 Uiso 1.00
H18C H 0.3897 0.4362 1.1925 0.1166 Uiso 1.00
H21 H 0.4864 0.1415 0.6610 0.0554 Uiso 1.00
H22 H 0.4295 0.0520 0.5980 0.0667 Uiso 1.00
H23 H 0.3487 0.0484 0.3859 0.0708 Uiso 1.00
H24 H 0.3266 0.1296 0.2381 0.0673 Uiso 1.00
H25 H 0.3747 0.2185 0.3049 0.0583 Uiso 1.00
H27 H 0.5177 0.2158 0.8275 0.0521 Uiso 1.00
H28 H 0.4736 0.2385 1.0793 0.0604 Uiso 1.00
H29 H 0.3791 0.3026 1.1098 0.0705 Uiso 1.00
H30 H 0.3241 0.3451 0.8884 0.0701 Uiso 1.00
H31 H 0.3608 0.3201 0.6380 0.0592 Uiso 1.00
H32 H 0.5610 0.2512 0.3985 0.0436 Uiso 1.00
H33 H 0.5632 0.3194 0.6686 0.0361 Uiso 1.00
H36 H 0.6235 0.4655 0.3686 0.0619 Uiso 1.00
H37 H 0.6656 0.5479 0.4946 0.0749 Uiso 1.00
H38 H 0.7134 0.5432 0.7492 0.0872 Uiso 1.00
H39 H 0.7083 0.4544 0.8865 0.0770 Uiso 1.00
H40 H 0.6662 0.3691 0.7585 0.0586 Uiso 1.00
H42 H 0.5623 0.3221 0.1793 0.0475 Uiso 1.00
H43 H 0.6273 0.2938 -0.0346 0.0560 Uiso 1.00
H44 H 0.7558 0.2964 -0.0296 0.0601 Uiso 1.00
H45 H 0.8163 0.3251 0.2018 0.0551 Uiso 1.00
H46 H 0.7447 0.3563 0.4255 0.0410 Uiso 1.00
H48A H 0.6773 0.2084 0.3659 0.0471 Uiso 1.00
H48B H 0.7480 0.2257 0.4556 0.0471 Uiso 1.00
H49A H 0.7600 0.1275 0.4306 0.0638 Uiso 1.00
H49B H 0.6783 0.1171 0.4699 0.0638 Uiso 1.00
H50A H 0.7880 0.1474 0.6836 0.0988 Uiso 1.00
H50B H 0.7258 0.1026 0.7118 0.0988 Uiso 1.00
H51A H 0.7199 0.2129 0.8070 0.0582 Uiso 1.00
H51B H 0.6529 0.1714 0.8051 0.0582 Uiso 1.00

#------------------------------------------------------------------------------
_refine_special_details          
;
?
;

_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     'w = 1/[σ²(Fo) + 0.00378|Fo|²]'
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   ?
_refine_ls_number_reflns         4668
_refine_ls_number_parameters     460
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.186
_refine_ls_R_factor_gt           0.060
_refine_ls_wR_factor_ref         0.125
_refine_ls_goodness_of_fit_ref   1.07
_refine_ls_shift/su_max          0.02
_refine_ls_shift/su_mean         0.0020
_refine_diff_density_min         -0.60
_refine_diff_density_max         0.60
#------------------------------------------------------------------------------
_geom_special_details            
;
?
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C8 1.206(9) 1_555 1_555 yes
O2 C15 1.244(9) 1_555 1_555 yes
O3 C19 1.434(8) 1_555 1_555 no
O3 H3 0.840 1_555 1_555 no
O4 C34 1.437(7) 1_555 1_555 no
O4 H4 0.952 1_555 1_555 no
O5 C32 1.411(7) 1_555 1_555 no
O5 C47 1.447(7) 1_555 1_555 no
O6 C33 1.447(7) 1_555 1_555 no
O6 C47 1.419(7) 1_555 1_555 no
N7 C15 1.32(1) 1_555 1_555 yes
N7 C16 1.43(1) 1_555 1_555 yes
N7 C17 1.441(10) 1_555 1_555 yes
C8 C9 1.47(1) 1_555 1_555 yes
C8 C15 1.53(1) 1_555 1_555 yes
C9 C10 1.42(1) 1_555 1_555 yes
C9 C14 1.35(1) 1_555 1_555 yes
C10 C11 1.41(1) 1_555 1_555 yes
C10 H10 0.985 1_555 1_555 no
C11 C12 1.39(2) 1_555 1_555 yes
C11 H11 0.990 1_555 1_555 no
C12 C13 1.32(2) 1_555 1_555 yes
C12 H12 0.974 1_555 1_555 no
C13 C14 1.38(1) 1_555 1_555 yes
C13 H13 0.993 1_555 1_555 no
C14 H14 0.943 1_555 1_555 no
C16 H16A 0.964 1_555 1_555 no
C16 H16B 0.948 1_555 1_555 no
C16 H16C 0.984 1_555 1_555 no
C17 C18 1.53(1) 1_555 1_555 yes
C17 H17A 0.994 1_555 1_555 no
C17 H17B 0.966 1_555 1_555 no
C18 H18A 0.934 1_555 1_555 no
C18 H18B 0.995 1_555 1_555 no
C18 H18C 0.961 1_555 1_555 no
C19 C20 1.563(9) 1_555 1_555 no
C19 C26 1.538(9) 1_555 1_555 no
C19 C32 1.548(9) 1_555 1_555 no
C20 C21 1.399(9) 1_555 1_555 no
C20 C25 1.388(10) 1_555 1_555 no
C21 C22 1.390(10) 1_555 1_555 no
C21 H21 0.967 1_555 1_555 no
C22 C23 1.36(1) 1_555 1_555 no
C22 H22 0.998 1_555 1_555 no
C23 C24 1.36(1) 1_555 1_555 no
C23 H23 0.964 1_555 1_555 no
C24 C25 1.37(1) 1_555 1_555 no
C24 H24 0.969 1_555 1_555 no
C25 H25 0.957 1_555 1_555 no
C26 C27 1.403(10) 1_555 1_555 no
C26 C31 1.401(9) 1_555 1_555 no
C27 C28 1.38(1) 1_555 1_555 no
C27 H27 0.980 1_555 1_555 no
C28 C29 1.35(1) 1_555 1_555 no
C28 H28 0.986 1_555 1_555 no
C29 C30 1.39(1) 1_555 1_555 no
C29 H29 0.965 1_555 1_555 no
C30 C31 1.38(1) 1_555 1_555 no
C30 H30 0.957 1_555 1_555 no
C31 H31 0.958 1_555 1_555 no
C32 C33 1.533(9) 1_555 1_555 no
C32 H32 0.972 1_555 1_555 no
C33 C34 1.551(8) 1_555 1_555 no
C33 H33 0.960 1_555 1_555 no
C34 C35 1.543(9) 1_555 1_555 no
C34 C41 1.559(9) 1_555 1_555 no
C35 C36 1.397(10) 1_555 1_555 no
C35 C40 1.37(1) 1_555 1_555 no
C36 C37 1.39(1) 1_555 1_555 no
C36 H36 0.966 1_555 1_555 no
C37 C38 1.36(2) 1_555 1_555 no
C37 H37 0.968 1_555 1_555 no
C38 C39 1.38(1) 1_555 1_555 no
C38 H38 0.971 1_555 1_555 no
C39 C40 1.40(1) 1_555 1_555 no
C39 H39 0.969 1_555 1_555 no
C40 H40 0.973 1_555 1_555 no
C41 C42 1.374(10) 1_555 1_555 no
C41 C46 1.387(9) 1_555 1_555 no
C42 C43 1.361(10) 1_555 1_555 no
C42 H42 0.958 1_555 1_555 no
C43 C44 1.41(1) 1_555 1_555 no
C43 H43 0.953 1_555 1_555 no
C44 C45 1.39(1) 1_555 1_555 no
C44 H44 0.967 1_555 1_555 no
C45 C46 1.403(10) 1_555 1_555 no
C45 H45 0.982 1_555 1_555 no
C46 H46 0.984 1_555 1_555 no
C47 C48 1.516(9) 1_555 1_555 no
C47 C51 1.522(9) 1_555 1_555 no
C48 C49 1.50(1) 1_555 1_555 no
C48 H48A 0.967 1_555 1_555 no
C48 H48B 0.961 1_555 1_555 no
C49 C50 1.48(1) 1_555 1_555 no
C49 H49A 0.970 1_555 1_555 no
C49 H49B 0.971 1_555 1_555 no
C50 C51 1.51(1) 1_555 1_555 no
C50 H50A 1.004 1_555 1_555 no
C50 H50B 0.956 1_555 1_555 no
C51 H51A 0.980 1_555 1_555 no
C51 H51B 0.975 1_555 1_555 no
#------------------------------------------------------------------------------
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C19 O3 H3 101.0 1_555 1_555 1_555 no
C34 O4 H4 102.6 1_555 1_555 1_555 no
C32 O5 C47 106.0(4) 1_555 1_555 1_555 no
C33 O6 C47 109.9(5) 1_555 1_555 1_555 no
C15 N7 C16 118.8(7) 1_555 1_555 1_555 yes
C15 N7 C17 124.2(7) 1_555 1_555 1_555 yes
C16 N7 C17 116.7(8) 1_555 1_555 1_555 yes
O1 C8 C9 123.6(8) 1_555 1_555 1_555 yes
O1 C8 C15 117.9(8) 1_555 1_555 1_555 yes
C9 C8 C15 118.5(7) 1_555 1_555 1_555 yes
C8 C9 C10 120.7(8) 1_555 1_555 1_555 yes
C8 C9 C14 120.4(8) 1_555 1_555 1_555 yes
C10 C9 C14 118.9(8) 1_555 1_555 1_555 yes
C9 C10 C11 119.2(9) 1_555 1_555 1_555 yes
C9 C10 H10 117.8 1_555 1_555 1_555 no
C11 C10 H10 122.9 1_555 1_555 1_555 no
C10 C11 C12 117.9(10) 1_555 1_555 1_555 yes
C10 C11 H11 120 1_555 1_555 1_555 no
C12 C11 H11 121 1_555 1_555 1_555 no
C11 C12 C13 121(1) 1_555 1_555 1_555 yes
C11 C12 H12 122 1_555 1_555 1_555 no
C13 C12 H12 115 1_555 1_555 1_555 no
C12 C13 C14 120.5(10) 1_555 1_555 1_555 yes
C12 C13 H13 121 1_555 1_555 1_555 no
C14 C13 H13 118 1_555 1_555 1_555 no
C9 C14 C13 121.5(9) 1_555 1_555 1_555 yes
C9 C14 H14 120 1_555 1_555 1_555 no
C13 C14 H14 118 1_555 1_555 1_555 no
O2 C15 N7 123.4(8) 1_555 1_555 1_555 yes
O2 C15 C8 115.5(8) 1_555 1_555 1_555 yes
N7 C15 C8 121.1(7) 1_555 1_555 1_555 yes
N7 C16 H16A 110.4 1_555 1_555 1_555 no
N7 C16 H16B 111.5 1_555 1_555 1_555 no
N7 C16 H16C 108.8 1_555 1_555 1_555 no
H16A C16 H16B 110.2 1_555 1_555 1_555 no
H16A C16 H16C 107.3 1_555 1_555 1_555 no
H16B C16 H16C 108.6 1_555 1_555 1_555 no
N7 C17 C18 113.0(8) 1_555 1_555 1_555 yes
N7 C17 H17A 106.8 1_555 1_555 1_555 no
N7 C17 H17B 109.3 1_555 1_555 1_555 no
C18 C17 H17A 109.0 1_555 1_555 1_555 no
C18 C17 H17B 112.1 1_555 1_555 1_555 no
H17A C17 H17B 106.3 1_555 1_555 1_555 no
C17 C18 H18A 112 1_555 1_555 1_555 no
C17 C18 H18B 107.1 1_555 1_555 1_555 no
C17 C18 H18C 110.3 1_555 1_555 1_555 no
H18A C18 H18B 108 1_555 1_555 1_555 no
H18A C18 H18C 111 1_555 1_555 1_555 no
H18B C18 H18C 106 1_555 1_555 1_555 no
O3 C19 C20 104.3(5) 1_555 1_555 1_555 no
O3 C19 C26 108.9(5) 1_555 1_555 1_555 no
O3 C19 C32 107.7(5) 1_555 1_555 1_555 no
C20 C19 C26 108.5(5) 1_555 1_555 1_555 no
C20 C19 C32 112.4(5) 1_555 1_555 1_555 no
C26 C19 C32 114.5(5) 1_555 1_555 1_555 no
C19 C20 C21 121.6(6) 1_555 1_555 1_555 no
C19 C20 C25 120.5(6) 1_555 1_555 1_555 no
C21 C20 C25 117.9(6) 1_555 1_555 1_555 no
C20 C21 C22 119.9(7) 1_555 1_555 1_555 no
C20 C21 H21 120.2 1_555 1_555 1_555 no
C22 C21 H21 119.8 1_555 1_555 1_555 no
C21 C22 C23 121.1(7) 1_555 1_555 1_555 no
C21 C22 H22 120.6 1_555 1_555 1_555 no
C23 C22 H22 118.1 1_555 1_555 1_555 no
C22 C23 C24 118.5(7) 1_555 1_555 1_555 no
C22 C23 H23 122.2 1_555 1_555 1_555 no
C24 C23 H23 119.3 1_555 1_555 1_555 no
C23 C24 C25 122.1(7) 1_555 1_555 1_555 no
C23 C24 H24 118.3 1_555 1_555 1_555 no
C25 C24 H24 119.6 1_555 1_555 1_555 no
C20 C25 C24 120.4(7) 1_555 1_555 1_555 no
C20 C25 H25 120.6 1_555 1_555 1_555 no
C24 C25 H25 119.0 1_555 1_555 1_555 no
C19 C26 C27 122.4(5) 1_555 1_555 1_555 no
C19 C26 C31 119.8(6) 1_555 1_555 1_555 no
C27 C26 C31 117.8(6) 1_555 1_555 1_555 no
C26 C27 C28 119.9(6) 1_555 1_555 1_555 no
C26 C27 H27 120.6 1_555 1_555 1_555 no
C28 C27 H27 119.5 1_555 1_555 1_555 no
C27 C28 C29 121.4(7) 1_555 1_555 1_555 no
C27 C28 H28 119.5 1_555 1_555 1_555 no
C29 C28 H28 119.1 1_555 1_555 1_555 no
C28 C29 C30 119.9(7) 1_555 1_555 1_555 no
C28 C29 H29 119.7 1_555 1_555 1_555 no
C30 C29 H29 120.4 1_555 1_555 1_555 no
C29 C30 C31 120.0(7) 1_555 1_555 1_555 no
C29 C30 H30 120.1 1_555 1_555 1_555 no
C31 C30 H30 119.7 1_555 1_555 1_555 no
C26 C31 C30 120.9(7) 1_555 1_555 1_555 no
C26 C31 H31 120.5 1_555 1_555 1_555 no
C30 C31 H31 118.5 1_555 1_555 1_555 no
O5 C32 C19 110.5(5) 1_555 1_555 1_555 no
O5 C32 C33 104.1(5) 1_555 1_555 1_555 no
O5 C32 H32 108.2 1_555 1_555 1_555 no
C19 C32 C33 116.3(5) 1_555 1_555 1_555 no
C19 C32 H32 109.5 1_555 1_555 1_555 no
C33 C32 H32 108.0 1_555 1_555 1_555 no
O6 C33 C32 103.1(4) 1_555 1_555 1_555 no
O6 C33 C34 110.0(5) 1_555 1_555 1_555 no
O6 C33 H33 108.8 1_555 1_555 1_555 no
C32 C33 C34 118.1(5) 1_555 1_555 1_555 no
C32 C33 H33 108.8 1_555 1_555 1_555 no
C34 C33 H33 107.7 1_555 1_555 1_555 no
O4 C34 C33 106.2(5) 1_555 1_555 1_555 no
O4 C34 C35 107.7(5) 1_555 1_555 1_555 no
O4 C34 C41 107.4(5) 1_555 1_555 1_555 no
C33 C34 C35 112.8(5) 1_555 1_555 1_555 no
C33 C34 C41 111.9(5) 1_555 1_555 1_555 no
C35 C34 C41 110.5(5) 1_555 1_555 1_555 no
C34 C35 C36 117.3(6) 1_555 1_555 1_555 no
C34 C35 C40 123.2(6) 1_555 1_555 1_555 no
C36 C35 C40 119.4(7) 1_555 1_555 1_555 no
C35 C36 C37 119.9(8) 1_555 1_555 1_555 no
C35 C36 H36 120.0 1_555 1_555 1_555 no
C37 C36 H36 120.1 1_555 1_555 1_555 no
C36 C37 C38 121.2(8) 1_555 1_555 1_555 no
C36 C37 H37 117 1_555 1_555 1_555 no
C38 C37 H37 121.5 1_555 1_555 1_555 no
C37 C38 C39 118.8(8) 1_555 1_555 1_555 no
C37 C38 H38 119 1_555 1_555 1_555 no
C39 C38 H38 121 1_555 1_555 1_555 no
C38 C39 C40 121.0(9) 1_555 1_555 1_555 no
C38 C39 H39 118.9 1_555 1_555 1_555 no
C40 C39 H39 120.1 1_555 1_555 1_555 no
C35 C40 C39 119.7(8) 1_555 1_555 1_555 no
C35 C40 H40 119.8 1_555 1_555 1_555 no
C39 C40 H40 120.5 1_555 1_555 1_555 no
C34 C41 C42 121.4(5) 1_555 1_555 1_555 no
C34 C41 C46 119.1(6) 1_555 1_555 1_555 no
C42 C41 C46 119.5(6) 1_555 1_555 1_555 no
C41 C42 C43 121.6(6) 1_555 1_555 1_555 no
C41 C42 H42 119.8 1_555 1_555 1_555 no
C43 C42 H42 118.6 1_555 1_555 1_555 no
C42 C43 C44 119.7(7) 1_555 1_555 1_555 no
C42 C43 H43 118.7 1_555 1_555 1_555 no
C44 C43 H43 121.6 1_555 1_555 1_555 no
C43 C44 C45 120.0(7) 1_555 1_555 1_555 no
C43 C44 H44 119.5 1_555 1_555 1_555 no
C45 C44 H44 120.5 1_555 1_555 1_555 no
C44 C45 C46 118.9(6) 1_555 1_555 1_555 no
C44 C45 H45 119.4 1_555 1_555 1_555 no
C46 C45 H45 121.7 1_555 1_555 1_555 no
C41 C46 C45 120.4(7) 1_555 1_555 1_555 no
C41 C46 H46 118.3 1_555 1_555 1_555 no
C45 C46 H46 121.3 1_555 1_555 1_555 no
O5 C47 O6 104.6(5) 1_555 1_555 1_555 no
O5 C47 C48 111.5(5) 1_555 1_555 1_555 no
O5 C47 C51 108.6(5) 1_555 1_555 1_555 no
O6 C47 C48 114.8(5) 1_555 1_555 1_555 no
O6 C47 C51 113.0(5) 1_555 1_555 1_555 no
C48 C47 C51 104.4(5) 1_555 1_555 1_555 no
C47 C48 C49 103.1(6) 1_555 1_555 1_555 no
C47 C48 H48A 110.5 1_555 1_555 1_555 no
C47 C48 H48B 111.0 1_555 1_555 1_555 no
C49 C48 H48A 112.1 1_555 1_555 1_555 no
C49 C48 H48B 111.3 1_555 1_555 1_555 no
H48A C48 H48B 108.8 1_555 1_555 1_555 no
C48 C49 C50 103.8(7) 1_555 1_555 1_555 no
C48 C49 H49A 110.1 1_555 1_555 1_555 no
C48 C49 H49B 110.1 1_555 1_555 1_555 no
C50 C49 H49A 113.9 1_555 1_555 1_555 no
C50 C49 H49B 111.2 1_555 1_555 1_555 no
H49A C49 H49B 107.7 1_555 1_555 1_555 no
C49 C50 C51 106.8(7) 1_555 1_555 1_555 no
C49 C50 H50A 109.3 1_555 1_555 1_555 no
C49 C50 H50B 112.4 1_555 1_555 1_555 no
C51 C50 H50A 109.5 1_555 1_555 1_555 no
C51 C50 H50B 112.5 1_555 1_555 1_555 no
H50A C50 H50B 106.3 1_555 1_555 1_555 no
C47 C51 C50 105.7(6) 1_555 1_555 1_555 no
C47 C51 H51A 110.4 1_555 1_555 1_555 no
C47 C51 H51B 110.9 1_555 1_555 1_555 no
C50 C51 H51A 112.6 1_555 1_555 1_555 no
C50 C51 H51B 110.7 1_555 1_555 1_555 no
H51A C51 H51B 106.7 1_555 1_555 1_555 no
#------------------------------------------------------------------------------
loop_
_geom_hbond_atom_site_label_D #ActaC
_geom_hbond_atom_site_label_H #ActaC
_geom_hbond_atom_site_label_A #ActaC
_geom_hbond_distance_DH #ActaC
_geom_hbond_distance_HA #ActaC
_geom_hbond_distance_DA #ActaC
_geom_hbond_angle_DHA #ActaC
_geom_hbond_site_symmetry_A #ActaC
O3 H3 O4 0.840 1.897 2.705(6) 161.1 .
O4 H4 O2 0.952 1.802 2.717(7) 160.3 .
####################################################################### 
# 
# 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_(VII')
_audit_block_doi                 10.5517/cc4wsd5
_database_code_depnum_ccdc_archive 'CCDC 145867'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1246/bcsj.73.2075 2000
_audit_update_record             
;
2000-06-13 deposited with the CCDC.
2018-07-13 downloaded from the CCDC.
;

#------------------------------------------------------------------------------
_chemical_formula_weight         683.84
_chemical_formula_analytical     ?
_chemical_formula_sum            'C44 H45 N1 O6'
_chemical_formula_moiety         'C33 H32 O4, C11 H13 N1 O2'
_chemical_formula_structural     ?
_chemical_melting_point          ?
#------------------------------------------------------------------------------
_computing_data_collection       
;MSC/AFC Diffractometer Control Software
(Molecular Structure Corporation, 1993)
;
_computing_cell_refinement       
;MSC/AFC Diffractometer Control Software
;
_computing_data_reduction        
;TEXSAN
(Molecular Structure Corporation, 1998)
;
_computing_structure_solution    
;SHELXS97 (Sheldrick, 1997a)
;
_computing_structure_refinement  TEXSAN
_computing_publication_material  TEXSAN
_computing_molecular_graphics    
;ORTEP-II (Johnson, 1976)
;
#------------------------------------------------------------------------------
_cell_length_a                   18.496(4)
_cell_length_b                   23.466(4)
_cell_length_c                   8.523(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3699.0(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    296
_cell_measurement_reflns_used    23
_cell_measurement_theta_min      10.5
_cell_measurement_theta_max      13.4
#------------------------------------------------------------------------------
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21   '
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,-y,1/2+z
1/2+x,1/2-y,-z
-x,1/2+y,1/2-z
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.7
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.3
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1456
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_type   \Y-scan
_exptl_absorpt_process_details   '(North, Phillips & Mathews, 1968)'
_exptl_absorpt_correction_T_min  0.946
_exptl_absorpt_correction_T_max  0.976
_exptl_special_details           
;
?
;
#------------------------------------------------------------------------------
_diffrn_special_details          
;
?
;
_diffrn_ambient_temperature      296
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'Rigaku rotating anode'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_detector       'scintillation counter'
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       θ-2θ

_diffrn_standards_number         3
_diffrn_standards_interval_count 150
_diffrn_standards_decay_%        1.5
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
3 -2 1
-3 2 1
0 0 2
_diffrn_reflns_number            4741
_reflns_number_total             4741
_reflns_number_gt                1154
_reflns_threshold_expression     'I > 2σ(I)'
_diffrn_reflns_av_R_equivalents  0.000
_diffrn_reflns_av_sigmaI/netI    0.265
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.5
_diffrn_reflns_theta_max         27.5
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_orient_matrix_UB_11      0.00103
_diffrn_orient_matrix_UB_12      0.00583
_diffrn_orient_matrix_UB_13      0.11618
_diffrn_orient_matrix_UB_21      0.04092
_diffrn_orient_matrix_UB_22      -0.02770
_diffrn_orient_matrix_UB_23      0.00883
_diffrn_orient_matrix_UB_31      0.03537
_diffrn_orient_matrix_UB_32      0.03187
_diffrn_orient_matrix_UB_33      -0.01360
#------------------------------------------------------------------------------
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
H H 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
N N 0.006 0.003
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
O O 0.011 0.006
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
#------------------------------------------------------------------------------
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
O1 O 0.318(2) 0.475(1) 0.703(4) 0.20(1) Uiso 1.00
O2 O 0.475(1) 0.427(1) 0.681(3) 0.145(8) Uiso 1.00
O3 O 0.4371(6) 0.2905(5) 0.430(1) 0.036(3) Uiso 1.00
O4 O 0.5323(7) 0.3740(5) 0.411(2) 0.050(4) Uiso 1.00
O5 O 0.5865(6) 0.2070(5) 0.583(1) 0.045(3) Uiso 1.00
O6 O 0.6577(6) 0.2846(4) 0.630(1) 0.033(3) Uiso 1.00
N7 N 0.455(1) 0.461(1) 0.918(3) 0.117(8) Uiso 1.00
C8 C 0.3801 0.4877 0.6933 0.1024 Uiso 0.60
C8* C 0.383(2) 0.503(2) 0.735(6) 0.14(2) Uiso 0.40
C9 C 0.398(2) 0.532(1) 0.579(4) 0.116(9) Uiso 1.00
C10 C 0.461(2) 0.553(2) 0.562(5) 0.14(1) Uiso 1.00
C11 C 0.486(2) 0.593(2) 0.444(5) 0.17(1) Uiso 1.00
C12 C 0.429(2) 0.624(2) 0.380(5) 0.15(1) Uiso 1.00
C13 C 0.358(2) 0.603(1) 0.395(4) 0.122(10) Uiso 1.00
C14 C 0.344(2) 0.564(1) 0.492(4) 0.124(10) Uiso 1.00
C15 C 0.437(2) 0.456(1) 0.771(4) 0.097(9) Uiso 1.00
C16 C 0.5107 0.4267 0.9954 0.1563 Uiso 0.60
C16* C 0.496(8) 0.449(7) 1.06(1) 0.26(4) Uiso 0.40
C17 C 0.4149 0.4995 1.0276 0.1327 Uiso 0.60
C17* C 0.399(4) 0.506(3) 0.916(7) 0.17(2) Uiso 0.40
C18 C 0.3632 0.4644 1.1352 0.1891 Uiso 0.60
C18* C 0.341(6) 0.492(4) 1.04(1) 0.18(2) Uiso 0.40
C19 C 0.466(1) 0.2511(8) 0.536(2) 0.040(5) Uiso 1.00
C20 C 0.4385(10) 0.1918(8) 0.497(2) 0.040(5) Uiso 1.00
C21 C 0.451(1) 0.1430(9) 0.580(3) 0.054(6) Uiso 1.00
C22 C 0.421(1) 0.088(1) 0.534(3) 0.078(7) Uiso 1.00
C23 C 0.375(1) 0.088(1) 0.406(3) 0.079(7) Uiso 1.00
C24 C 0.359(1) 0.1339(10) 0.331(3) 0.061(6) Uiso 1.00
C25 C 0.387(1) 0.1860(9) 0.368(2) 0.052(6) Uiso 1.00
C26 C 0.4443(10) 0.2652(7) 0.712(2) 0.032(5) Uiso 1.00
C27 C 0.478(1) 0.2399(8) 0.839(2) 0.039(5) Uiso 1.00
C28 C 0.453(1) 0.2577(8) 0.987(2) 0.045(5) Uiso 1.00
C29 C 0.395(1) 0.2918(8) 1.015(2) 0.043(5) Uiso 1.00
C30 C 0.364(1) 0.3160(9) 0.882(3) 0.056(6) Uiso 1.00
C31 C 0.389(1) 0.3033(9) 0.726(2) 0.057(6) Uiso 1.00
C32 C 0.5514(9) 0.2522(8) 0.511(2) 0.032(4) Uiso 1.00
C33 C 0.5920(8) 0.3049(7) 0.579(2) 0.022(4) Uiso 1.00
C34 C 0.6056(10) 0.3589(8) 0.473(2) 0.038(5) Uiso 1.00
C35 C 0.6371(9) 0.4090(7) 0.549(2) 0.027(4) Uiso 1.00
C36 C 0.640(1) 0.4609(10) 0.478(3) 0.063(6) Uiso 1.00
C37 C 0.666(1) 0.5092(10) 0.551(3) 0.078(7) Uiso 1.00
C38 C 0.688(1) 0.505(1) 0.694(3) 0.075(7) Uiso 1.00
C39 C 0.688(1) 0.4587(10) 0.779(3) 0.066(7) Uiso 1.00
C40 C 0.663(1) 0.4086(9) 0.701(3) 0.068(7) Uiso 1.00
C41 C 0.648(1) 0.3420(8) 0.322(2) 0.039(5) Uiso 1.00
C42 C 0.612(1) 0.3258(9) 0.185(3) 0.055(6) Uiso 1.00
C43 C 0.653(1) 0.3085(9) 0.057(3) 0.059(6) Uiso 1.00
C44 C 0.726(1) 0.3113(9) 0.058(3) 0.059(6) Uiso 1.00
C45 C 0.762(1) 0.3277(8) 0.201(2) 0.050(6) Uiso 1.00
C46 C 0.7217(9) 0.3437(7) 0.328(2) 0.022(4) Uiso 1.00
C47 C 0.6569(10) 0.2257(7) 0.598(2) 0.032(5) Uiso 1.00
C48 C 0.7033(10) 0.2054(8) 0.462(2) 0.042(5) Uiso 1.00
C49 C 0.723(1) 0.144(1) 0.489(3) 0.077(7) Uiso 1.00
C50 C 0.739(2) 0.146(1) 0.664(4) 0.106(9) Uiso 1.00
C51 C 0.693(1) 0.1957(9) 0.739(3) 0.065(6) Uiso 1.00
H3 H 0.4503 0.3278 0.3680 0.0448 Uiso 1.00
H4 H 0.5194 0.4003 0.4675 0.0600 Uiso 1.00
H10 H 0.4973 0.5414 0.6445 0.1628 Uiso 1.00
H11 H 0.5361 0.5965 0.4046 0.1963 Uiso 1.00
H12 H 0.4383 0.6606 0.3253 0.1776 Uiso 1.00
H13 H 0.3187 0.6209 0.3297 0.1432 Uiso 1.00
H14 H 0.2937 0.5534 0.5059 0.1488 Uiso 1.00
H16A H 0.4967 0.3873 0.9906 0.1876 Uiso 0.60
H16B H 0.5561 0.4317 0.9424 0.1876 Uiso 0.60
H16C H 0.5156 0.4381 1.1031 0.1876 Uiso 0.60
H17A H 0.4487 0.5199 1.0920 0.1592 Uiso 0.60
H17B H 0.3869 0.5261 0.9674 0.1592 Uiso 0.60
H18A H 0.3377 0.4898 1.2041 0.2269 Uiso 0.60
H18B H 0.3292 0.4440 1.0715 0.2269 Uiso 0.60
H18C H 0.3909 0.4379 1.1963 0.2269 Uiso 0.60
H21 H 0.4818 0.1447 0.6695 0.0652 Uiso 1.00
H22 H 0.4315 0.0540 0.5873 0.0924 Uiso 1.00
H23 H 0.3533 0.0528 0.3710 0.0916 Uiso 1.00
H24 H 0.3258 0.1319 0.2400 0.0669 Uiso 1.00
H25 H 0.3724 0.2195 0.3102 0.0643 Uiso 1.00
H27 H 0.5164 0.2121 0.8265 0.0458 Uiso 1.00
H28 H 0.4782 0.2432 1.0772 0.0547 Uiso 1.00
H29 H 0.3770 0.2994 1.1183 0.0499 Uiso 1.00
H30 H 0.3256 0.3426 0.8954 0.0658 Uiso 1.00
H31 H 0.3661 0.3212 0.6369 0.0713 Uiso 1.00
H32 H 0.5610 0.2501 0.4001 0.0388 Uiso 1.00
H33 H 0.5662 0.3177 0.6697 0.0279 Uiso 1.00
H36 H 0.6242 0.4644 0.3725 0.0744 Uiso 1.00
H37 H 0.6663 0.5449 0.4986 0.0959 Uiso 1.00
H38 H 0.7069 0.5397 0.7425 0.0858 Uiso 1.00
H39 H 0.7026 0.4577 0.8869 0.0770 Uiso 1.00
H40 H 0.6647 0.3729 0.7552 0.0817 Uiso 1.00
H42 H 0.5597 0.3259 0.1822 0.0665 Uiso 1.00
H43 H 0.6283 0.2950 -0.0354 0.0708 Uiso 1.00
H44 H 0.7535 0.3025 -0.0345 0.0710 Uiso 1.00
H45 H 0.8146 0.3261 0.2067 0.0600 Uiso 1.00
H46 H 0.7454 0.3569 0.4213 0.0287 Uiso 1.00
H48A H 0.6769 0.2091 0.3652 0.0502 Uiso 1.00
H48B H 0.7465 0.2283 0.4559 0.0502 Uiso 1.00
H49A H 0.6846 0.1182 0.4641 0.0965 Uiso 1.00
H49B H 0.7657 0.1327 0.4293 0.0965 Uiso 1.00
H50A H 0.7262 0.1112 0.7119 0.1241 Uiso 1.00
H50B H 0.7892 0.1543 0.6805 0.1241 Uiso 1.00
H51A H 0.7230 0.2218 0.7946 0.0744 Uiso 1.00
H51B H 0.6568 0.1804 0.8079 0.0744 Uiso 1.00

#------------------------------------------------------------------------------

_refine_special_details          
;
?
;

_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     'w = 1/[σ²(Fo) + 0.01000|Fo|²]'
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   ?
_refine_ls_number_reflns         1154
_refine_ls_number_parameters     205
_refine_ls_number_restraints     10
_refine_ls_number_constraints    0
_refine_ls_R_factor_gt           0.113
_refine_ls_wR_factor_ref         0.154
_refine_ls_goodness_of_fit_ref   1.29
_refine_ls_shift/su_max          0.02
_refine_ls_shift/su_mean         0.0010
_refine_diff_density_min         -0.41
_refine_diff_density_max         0.47
#------------------------------------------------------------------------------
_geom_special_details            
;
?
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C8 1.19 1_555 1_555 yes
O1 C8* 1.40(3) 1_555 1_555 yes
O2 C15 1.25(4) 1_555 1_555 no
O3 C19 1.40(2) 1_555 1_555 no
O3 H3 1.051 1_555 1_555 no
O4 C34 1.50(2) 1_555 1_555 no
O4 H4 0.819 1_555 1_555 no
O5 C32 1.39(2) 1_555 1_555 no
O5 C47 1.38(2) 1_555 1_555 no
O6 C33 1.37(2) 1_555 1_555 no
O6 C47 1.41(2) 1_555 1_555 no
N7 C15 1.31(2) 1_555 1_555 yes
N7 C16 1.46 1_555 1_555 yes
N7 C16* 1.46(3) 1_555 1_555 yes
N7 C17 1.50 1_555 1_555 yes
N7 C17* 1.49(3) 1_555 1_555 yes
C8 C9 1.47 1_555 1_555 yes
C8 C15 1.44 1_555 1_555 yes
C8* C9 1.52(3) 1_555 1_555 yes
C8* C15 1.51(3) 1_555 1_555 yes
C8* C17* 1.57(3) 1_555 1_555 yes
C9 C10 1.27(5) 1_555 1_555 yes
C9 C14 1.45(5) 1_555 1_555 yes
C10 C11 1.44(5) 1_555 1_555 yes
C10 H10 1.017 1_555 1_555 no
C11 C12 1.39(6) 1_555 1_555 yes
C11 H11 0.991 1_555 1_555 no
C12 C13 1.41(5) 1_555 1_555 yes
C12 H12 0.996 1_555 1_555 no
C13 C14 1.27(4) 1_555 1_555 yes
C13 H13 0.998 1_555 1_555 no
C14 H14 0.968 1_555 1_555 no
C16 H16A 0.961 1_555 1_555 no
C16 H16B 0.961 1_555 1_555 no
C16 H16C 0.960 1_555 1_555 no
C17 C18 1.560 1_555 1_555 yes
C17 H17A 0.960 1_555 1_555 no
C17 H17B 0.960 1_555 1_555 no
C17* C18* 1.51(3) 1_555 1_555 yes
C18 H18A 0.961 1_555 1_555 no
C18 H18B 0.959 1_555 1_555 no
C18 H18C 0.959 1_555 1_555 no
C19 C20 1.51(3) 1_555 1_555 no
C19 C26 1.59(3) 1_555 1_555 no
C19 C32 1.60(3) 1_555 1_555 no
C20 C21 1.37(3) 1_555 1_555 no
C20 C25 1.46(3) 1_555 1_555 no
C21 C22 1.45(3) 1_555 1_555 no
C21 H21 0.951 1_555 1_555 no
C22 C23 1.38(4) 1_555 1_555 no
C22 H22 0.944 1_555 1_555 no
C23 C24 1.29(3) 1_555 1_555 no
C23 H23 0.966 1_555 1_555 no
C24 C25 1.37(3) 1_555 1_555 no
C24 H24 0.983 1_555 1_555 no
C25 H25 0.965 1_555 1_555 no
C26 C27 1.38(3) 1_555 1_555 no
C26 C31 1.37(3) 1_555 1_555 no
C27 C28 1.41(3) 1_555 1_555 no
C27 H27 0.969 1_555 1_555 no
C28 C29 1.36(3) 1_555 1_555 no
C28 H28 0.959 1_555 1_555 no
C29 C30 1.39(3) 1_555 1_555 no
C29 H29 0.961 1_555 1_555 no
C30 C31 1.43(3) 1_555 1_555 no
C30 H30 0.959 1_555 1_555 no
C31 H31 0.965 1_555 1_555 no
C32 C33 1.56(3) 1_555 1_555 no
C32 H32 0.961 1_555 1_555 no
C33 C34 1.58(3) 1_555 1_555 no
C33 H33 0.960 1_555 1_555 no
C34 C35 1.46(3) 1_555 1_555 no
C34 C41 1.55(3) 1_555 1_555 no
C35 C36 1.36(3) 1_555 1_555 no
C35 C40 1.38(3) 1_555 1_555 no
C36 C37 1.38(3) 1_555 1_555 no
C36 H36 0.949 1_555 1_555 no
C37 C38 1.29(4) 1_555 1_555 no
C37 H37 0.948 1_555 1_555 no
C38 C39 1.31(3) 1_555 1_555 no
C38 H38 0.975 1_555 1_555 no
C39 C40 1.42(3) 1_555 1_555 no
C39 H39 0.961 1_555 1_555 no
C40 H40 0.956 1_555 1_555 no
C41 C42 1.39(3) 1_555 1_555 no
C41 C46 1.37(3) 1_555 1_555 no
C42 C43 1.39(3) 1_555 1_555 no
C42 H42 0.960 1_555 1_555 no
C43 C44 1.37(3) 1_555 1_555 no
C43 H43 0.958 1_555 1_555 no
C44 C45 1.44(3) 1_555 1_555 no
C44 H44 0.958 1_555 1_555 no
C45 C46 1.37(3) 1_555 1_555 no
C45 H45 0.969 1_555 1_555 no
C46 H46 0.962 1_555 1_555 no
C47 C48 1.52(3) 1_555 1_555 no
C47 C51 1.54(3) 1_555 1_555 no
C48 C49 1.51(3) 1_555 1_555 no
C48 H48A 0.959 1_555 1_555 no
C48 H48B 0.966 1_555 1_555 no
C49 C50 1.52(4) 1_555 1_555 no
C49 H49A 0.956 1_555 1_555 no
C49 H49B 0.972 1_555 1_555 no
C50 C51 1.58(4) 1_555 1_555 no
C50 H50A 0.956 1_555 1_555 no
C50 H50B 0.951 1_555 1_555 no
C51 H51A 0.954 1_555 1_555 no
C51 H51B 0.956 1_555 1_555 no
#------------------------------------------------------------------------------
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C19 O3 H3 142 1_555 1_555 1_555 no
C34 O4 H4 103 1_555 1_555 1_555 no
C32 O5 C47 103(1) 1_555 1_555 1_555 no
C33 O6 C47 105(1) 1_555 1_555 1_555 no
C15 N7 C16 124 1_555 1_555 1_555 yes
C15 N7 C16* 156(8) 1_555 1_555 1_555 yes
C15 N7 C17 121 1_555 1_555 1_555 yes
C15 N7 C17* 82(3) 1_555 1_555 1_555 yes
C16 N7 C17 113 1_555 1_555 1_555 yes
C16* N7 C17* 120(8) 1_555 1_555 1_555 yes
O1 C8 C9 116 1_555 1_555 1_555 yes
O1 C8 C15 122 1_555 1_555 1_555 yes
C9 C8 C15 120 1_555 1_555 1_555 yes
O1 C8* C9 101(3) 1_555 1_555 1_555 yes
O1 C8* C15 104(3) 1_555 1_555 1_555 yes
O1 C8* C17* 111(5) 1_555 1_555 1_555 yes
C9 C8* C15 112(4) 1_555 1_555 1_555 yes
C9 C8* C17* 143(5) 1_555 1_555 1_555 yes
C15 C8* C17* 73(3) 1_555 1_555 1_555 yes
C8 C9 C10 124(3) 1_555 1_555 1_555 yes
C8 C9 C14 122(3) 1_555 1_555 1_555 yes
C8* C9 C10 116(4) 1_555 1_555 1_555 yes
C8* C9 C14 123(3) 1_555 1_555 1_555 yes
C10 C9 C14 112(3) 1_555 1_555 1_555 yes
C9 C10 C11 128(4) 1_555 1_555 1_555 yes
C9 C10 H10 114 1_555 1_555 1_555 no
C11 C10 H10 116 1_555 1_555 1_555 no
C10 C11 C12 111(4) 1_555 1_555 1_555 yes
C10 C11 H11 126 1_555 1_555 1_555 no
C12 C11 H11 121 1_555 1_555 1_555 no
C11 C12 C13 119(4) 1_555 1_555 1_555 yes
C11 C12 H12 120 1_555 1_555 1_555 no
C13 C12 H12 119 1_555 1_555 1_555 no
C12 C13 C14 119(4) 1_555 1_555 1_555 yes
C12 C13 H13 119 1_555 1_555 1_555 no
C14 C13 H13 121 1_555 1_555 1_555 no
C9 C14 C13 124(4) 1_555 1_555 1_555 yes
C9 C14 H14 118 1_555 1_555 1_555 no
C13 C14 H14 116 1_555 1_555 1_555 no
O2 C15 N7 119(3) 1_555 1_555 1_555 yes
O2 C15 C8 114 1_555 1_555 1_555 yes
O2 C15 C8* 130(3) 1_555 1_555 1_555 yes
N7 C15 C8 125 1_555 1_555 1_555 yes
N7 C15 C8* 107(3) 1_555 1_555 1_555 yes
N7 C16 H16A 109 1_555 1_555 1_555 no
N7 C16 H16B 109 1_555 1_555 1_555 no
N7 C16 H16C 110 1_555 1_555 1_555 no
H16A C16 H16B 109 1_555 1_555 1_555 no
H16A C16 H16C 110 1_555 1_555 1_555 no
H16B C16 H16C 109 1_555 1_555 1_555 no
N7 C17 C18 111 1_555 1_555 1_555 yes
N7 C17 H17A 109 1_555 1_555 1_555 no
N7 C17 H17B 109 1_555 1_555 1_555 no
C18 C17 H17A 109 1_555 1_555 1_555 no
C18 C17 H17B 109 1_555 1_555 1_555 no
H17A C17 H17B 109 1_555 1_555 1_555 no
N7 C17* C8* 96(3) 1_555 1_555 1_555 yes
N7 C17* C18* 109(7) 1_555 1_555 1_555 yes
C8* C17* C18* 121(8) 1_555 1_555 1_555 yes
C17 C18 H18A 109 1_555 1_555 1_555 no
C17 C18 H18B 109 1_555 1_555 1_555 no
C17 C18 H18C 110 1_555 1_555 1_555 no
H18A C18 H18B 110 1_555 1_555 1_555 no
H18A C18 H18C 109 1_555 1_555 1_555 no
H18B C18 H18C 110 1_555 1_555 1_555 no
O3 C19 C20 110(1) 1_555 1_555 1_555 no
O3 C19 C26 112(1) 1_555 1_555 1_555 no
O3 C19 C32 106(1) 1_555 1_555 1_555 no
C20 C19 C26 108(1) 1_555 1_555 1_555 no
C20 C19 C32 108(1) 1_555 1_555 1_555 no
C26 C19 C32 111(1) 1_555 1_555 1_555 no
C19 C20 C21 126(1) 1_555 1_555 1_555 no
C19 C20 C25 117(1) 1_555 1_555 1_555 no
C21 C20 C25 115(1) 1_555 1_555 1_555 no
C20 C21 C22 122(2) 1_555 1_555 1_555 no
C20 C21 H21 118 1_555 1_555 1_555 no
C22 C21 H21 118 1_555 1_555 1_555 no
C21 C22 C23 116(2) 1_555 1_555 1_555 no
C21 C22 H22 122 1_555 1_555 1_555 no
C23 C22 H22 120 1_555 1_555 1_555 no
C22 C23 C24 122(2) 1_555 1_555 1_555 no
C22 C23 H23 120 1_555 1_555 1_555 no
C24 C23 H23 117 1_555 1_555 1_555 no
C23 C24 C25 122(2) 1_555 1_555 1_555 no
C23 C24 H24 119 1_555 1_555 1_555 no
C25 C24 H24 117 1_555 1_555 1_555 no
C20 C25 C24 120(2) 1_555 1_555 1_555 no
C20 C25 H25 119 1_555 1_555 1_555 no
C24 C25 H25 120 1_555 1_555 1_555 no
C19 C26 C27 122(1) 1_555 1_555 1_555 no
C19 C26 C31 114(1) 1_555 1_555 1_555 no
C27 C26 C31 123(1) 1_555 1_555 1_555 no
C26 C27 C28 115(1) 1_555 1_555 1_555 no
C26 C27 H27 122 1_555 1_555 1_555 no
C28 C27 H27 122 1_555 1_555 1_555 no
C27 C28 C29 125(2) 1_555 1_555 1_555 no
C27 C28 H28 116 1_555 1_555 1_555 no
C29 C28 H28 117 1_555 1_555 1_555 no
C28 C29 C30 115(2) 1_555 1_555 1_555 no
C28 C29 H29 122 1_555 1_555 1_555 no
C30 C29 H29 122 1_555 1_555 1_555 no
C29 C30 C31 122(2) 1_555 1_555 1_555 no
C29 C30 H30 118 1_555 1_555 1_555 no
C31 C30 H30 118 1_555 1_555 1_555 no
C26 C31 C30 117(2) 1_555 1_555 1_555 no
C26 C31 H31 122 1_555 1_555 1_555 no
C30 C31 H31 120 1_555 1_555 1_555 no
O5 C32 C19 113(1) 1_555 1_555 1_555 no
O5 C32 C33 102(1) 1_555 1_555 1_555 no
O5 C32 H32 108 1_555 1_555 1_555 no
C19 C32 C33 116(1) 1_555 1_555 1_555 no
C19 C32 H32 108 1_555 1_555 1_555 no
C33 C32 H32 108 1_555 1_555 1_555 no
O6 C33 C32 105(1) 1_555 1_555 1_555 no
O6 C33 C34 108(1) 1_555 1_555 1_555 no
O6 C33 H33 107 1_555 1_555 1_555 no
C32 C33 C34 120(1) 1_555 1_555 1_555 no
C32 C33 H33 108 1_555 1_555 1_555 no
C34 C33 H33 106 1_555 1_555 1_555 no
O4 C34 C33 104(1) 1_555 1_555 1_555 no
O4 C34 C35 109(1) 1_555 1_555 1_555 no
O4 C34 C41 102(1) 1_555 1_555 1_555 no
C33 C34 C35 117(1) 1_555 1_555 1_555 no
C33 C34 C41 110(1) 1_555 1_555 1_555 no
C35 C34 C41 111(1) 1_555 1_555 1_555 no
C34 C35 C36 122(1) 1_555 1_555 1_555 no
C34 C35 C40 123(1) 1_555 1_555 1_555 no
C36 C35 C40 114(2) 1_555 1_555 1_555 no
C35 C36 C37 123(2) 1_555 1_555 1_555 no
C35 C36 H36 119(2) 1_555 1_555 1_555 no
C37 C36 H36 117(2) 1_555 1_555 1_555 no
C36 C37 C38 118(2) 1_555 1_555 1_555 no
C36 C37 H37 121 1_555 1_555 1_555 no
C38 C37 H37 120 1_555 1_555 1_555 no
C37 C38 C39 125(2) 1_555 1_555 1_555 no
C37 C38 H38 117 1_555 1_555 1_555 no
C39 C38 H38 117 1_555 1_555 1_555 no
C38 C39 C40 115(2) 1_555 1_555 1_555 no
C38 C39 H39 123 1_555 1_555 1_555 no
C40 C39 H39 121 1_555 1_555 1_555 no
C35 C40 C39 122(2) 1_555 1_555 1_555 no
C35 C40 H40 117 1_555 1_555 1_555 no
C39 C40 H40 119 1_555 1_555 1_555 no
C34 C41 C42 121(1) 1_555 1_555 1_555 no
C34 C41 C46 117(1) 1_555 1_555 1_555 no
C42 C41 C46 120(2) 1_555 1_555 1_555 no
C41 C42 C43 118(2) 1_555 1_555 1_555 no
C41 C42 H42 120 1_555 1_555 1_555 no
C43 C42 H42 121 1_555 1_555 1_555 no
C42 C43 C44 121(2) 1_555 1_555 1_555 no
C42 C43 H43 119 1_555 1_555 1_555 no
C44 C43 H43 119 1_555 1_555 1_555 no
C43 C44 C45 118(2) 1_555 1_555 1_555 no
C43 C44 H44 120 1_555 1_555 1_555 no
C45 C44 H44 120 1_555 1_555 1_555 no
C44 C45 C46 119(2) 1_555 1_555 1_555 no
C44 C45 H45 119 1_555 1_555 1_555 no
C46 C45 H45 121 1_555 1_555 1_555 no
C41 C46 C45 120(2) 1_555 1_555 1_555 no
C41 C46 H46 119 1_555 1_555 1_555 no
C45 C46 H46 119 1_555 1_555 1_555 no
O5 C47 O6 109(1) 1_555 1_555 1_555 no
O5 C47 C48 111(1) 1_555 1_555 1_555 no
O5 C47 C51 109(1) 1_555 1_555 1_555 no
O6 C47 C48 116(1) 1_555 1_555 1_555 no
O6 C47 C51 107(1) 1_555 1_555 1_555 no
C48 C47 C51 102(1) 1_555 1_555 1_555 no
C47 C48 C49 108(1) 1_555 1_555 1_555 no
C47 C48 H48A 109 1_555 1_555 1_555 no
C47 C48 H48B 109 1_555 1_555 1_555 no
C49 C48 H48A 110 1_555 1_555 1_555 no
C49 C48 H48B 109 1_555 1_555 1_555 no
H48A C48 H48B 109 1_555 1_555 1_555 no
C48 C49 C50 99(2) 1_555 1_555 1_555 no
C48 C49 H49A 112 1_555 1_555 1_555 no
C48 C49 H49B 111 1_555 1_555 1_555 no
C50 C49 H49A 113 1_555 1_555 1_555 no
C50 C49 H49B 111 1_555 1_555 1_555 no
H49A C49 H49B 108 1_555 1_555 1_555 no
C49 C50 C51 108(2) 1_555 1_555 1_555 no
C49 C50 H50A 109 1_555 1_555 1_555 no
C49 C50 H50B 110 1_555 1_555 1_555 no
C51 C50 H50A 108 1_555 1_555 1_555 no
C51 C50 H50B 109 1_555 1_555 1_555 no
H50A C50 H50B 110 1_555 1_555 1_555 no
C47 C51 C50 104(2) 1_555 1_555 1_555 no
C47 C51 H51A 110 1_555 1_555 1_555 no
C47 C51 H51B 110 1_555 1_555 1_555 no
C50 C51 H51A 110 1_555 1_555 1_555 no
C50 C51 H51B 110 1_555 1_555 1_555 no
H51A C51 H51B 110 1_555 1_555 1_555 no


loop_
_geom_hbond_atom_site_label_D #ActaC
_geom_hbond_atom_site_label_H #ActaC
_geom_hbond_atom_site_label_A #ActaC
_geom_hbond_distance_DH #ActaC
_geom_hbond_distance_HA #ActaC
_geom_hbond_distance_DA #ActaC
_geom_hbond_angle_DHA #ActaC
_geom_hbond_site_symmetry_A #ActaC
O3 H3 O4 1.051 1.90 2.64(2) 124 .
O4 H4 O2 0.819 2.09 2.82(4) 148 .
####################################################################### 
# 
# 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_lawr435cult
_database_code_depnum_ccdc_archive 'CCDC 1844601'
_audit_update_record             
;
2018-05-22 deposited with the CCDC.
2018-07-13 downloaded from the CCDC.
;
_audit_creation_date             2018-05-21
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.18 svn.r3508 for OlexSys, GUI svn.r5497)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C32 H28 B N4 O8, C5 H14 N'
_chemical_formula_sum            'C37 H42 B N5 O8'
_chemical_formula_weight         695.56
_chemical_absolute_configuration ad
_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 0.0181 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'
B B 0.0090 0.0039 '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'

_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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   5.56240(9)
_cell_length_b                   19.1848(3)
_cell_length_c                   16.7363(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.1248(15)
_cell_angle_gamma                90
_cell_volume                     1778.85(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6861
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.4550
_cell_measurement_theta_min      4.5960
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.752
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66324
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_av_unetI/netI     0.0417
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10205
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         67.497
_diffrn_reflns_theta_min         4.610
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3577
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     36.00 134.00   1.00   30.00    --  110.57 -45.00 120.00   98
  2  ω    -66.00  25.00   1.00    5.00    --  -40.45  37.00 -60.00   91
  3  ω    -54.00  34.00   1.00    5.00    --  -40.45  57.00 150.00   88
  4  ω     33.00  98.00   1.00    5.00    --   40.45-125.00  60.00   65
  5  ω     83.00 156.00   1.00   30.00    --  110.57  45.00  90.00   73
  6  ω    119.00 145.00   1.00   30.00    --  110.57  45.00  60.00   26
  7  ω     83.00 112.00   1.00   30.00    --  110.57  45.00  60.00   29
  8  ω     61.00 167.00   1.00   30.00    --  110.57  15.00  30.00  106
  9  ω     80.00 178.00   1.00   30.00    --  110.57  61.00 -90.00   98
 10  ω    114.00 143.00   1.00   30.00    --  110.57 111.00-150.00   29
 11  ω    104.00 161.00   1.00   30.00    --  110.57 111.00-180.00   57
 12  ω     28.00 102.00   1.00   30.00    --  110.57 -94.00 -60.00   74
 13  ω     75.00 108.00   1.00   30.00    --  110.57 -94.00-180.00   33
 14  ω     28.00 103.00   1.00   30.00    --  110.57 -94.00 120.00   75
 15  ω   -105.00 -13.00   1.00    5.00    --  -40.45 -57.00   0.00   92
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0181820000
_diffrn_orient_matrix_UB_12      -0.0384854000
_diffrn_orient_matrix_UB_13      -0.0800197000
_diffrn_orient_matrix_UB_21      0.2017992000
_diffrn_orient_matrix_UB_22      -0.0465240000
_diffrn_orient_matrix_UB_23      0.0402167000
_diffrn_orient_matrix_UB_31      -0.1905243000
_diffrn_orient_matrix_UB_32      -0.0528993000
_diffrn_orient_matrix_UB_33      0.0228802000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.908
_reflns_Friedel_fraction_full    0.966
_reflns_Friedel_fraction_max     0.965
_reflns_number_gt                6008
_reflns_number_total             6296
_reflns_odcompleteness_completeness 99.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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    'ShelXD (Sheldrick, 2008)'
_refine_diff_density_max         0.148
_refine_diff_density_min         -0.181
_refine_diff_density_rms         0.032
_refine_ls_abs_structure_details 
;
 Flack x determined using 2746 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.10(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     569
_refine_ls_number_reflns         6296
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0322
_refine_ls_R_factor_gt           0.0300
_refine_ls_restrained_S_all      1.011
_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)+(0.0350P)²+0.1014P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0702
_refine_ls_wR_factor_ref         0.0714
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups, All N(H,H,H,H,H,
  H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Rigid body (RIGU) restrains
 C56A, C56, C55, C55A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3. Others
 Sof(C62A)=Sof(H62A)=Sof(C63A)=Sof(H63C)=Sof(H63D)=1-FVAR(1)
 Sof(C62)=Sof(H62)=Sof(C63)=Sof(H63A)=Sof(H63B)=FVAR(1)
 Fixed Sof: C22(0.5) H22(0.5) C23(0.5) H23(0.5) C24(0.5) H24(0.5) C25(0.5)
 H25(0.5) C26(0.5) H26(0.5) C22A(0.5) H22A(0.5) C23A(0.5) H23A(0.5) C24A(0.5)
 H24A(0.5) C25A(0.5) H25A(0.5) C26A(0.5) H26A(0.5) H54(0.75) H54A(0.25)
 C55(0.66667) H55(0.66667) C55A(0.33333) H55A(0.33333) C56(0.66667)
 H56(0.66667) C56A(0.33333) H56A(0.33333) H2AA(0.6) H2AB(0.6) H2AC(0.6)
 H2BD(0.4) H2BE(0.4) H2BF(0.4) H61A(0.6) H61B(0.6) H61C(0.6) H61D(0.4)
 H61E(0.4) H61F(0.4) H64A(0.6) H64B(0.6) H64C(0.4) H64D(0.4) C65(0.33333)
 H65A(0.33333) H65B(0.33333) H65C(0.33333) C65B(0.33333) H65D(0.33333)
 H65E(0.33333) H65F(0.33333) C65C(0.33333) H65G(0.33333) H65H(0.33333)
 H65I(0.33333)
4.a Ternary CH refined with riding coordinates:
 C2(H2), C3(H3), C12(H12), C13(H13), C62(H62), C62A(H62A)
4.b Secondary CH2 refined with riding coordinates:
 C63(H63A,H63B), C63A(H63C,H63D), C64(H64A,H64B), C64(H64C,H64D)
4.c Aromatic/amide H refined with riding coordinates:
 C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C22A(H22A), C23A(H23A),
 C24A(H24A), C25A(H25A), C26A(H26A), C32(H32), C33(H33), C34(H34), C35(H35),
 C36(H36), C42(H42), C43(H43), C44(H44), C45(H45), C46(H46), C52(H52), C53(H53),
  C54(H54), C54(H54A), C55(H55), C55A(H55A), C56(H56), C56A(H56A)
4.d Fitted hexagon refined as free rotating group:
 C21(C22,C23,C24,C25,C26)
4.e Idealised Me refined as rotating group:
 N2(H2AA,H2AB,H2AC), N2(H2BD,H2BE,H2BF), C61(H61A,H61B,H61C), C61(H61D,H61E,
 H61F), C65(H65A,H65B,H65C), C65B(H65D,H65E,H65F), C65C(H65G,H65H,H65I)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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
O1 O 0.9382(3) 0.08442(9) -0.00773(10) 0.0248(3) Uani 1 1 d . . . . .
O2 O 0.8576(3) 0.13316(8) 0.14045(9) 0.0193(3) Uani 1 1 d . . . . .
O3 O 0.4470(3) 0.12619(8) 0.15661(9) 0.0204(3) Uani 1 1 d . . . . .
O4 O 0.3716(3) 0.26512(9) 0.01369(10) 0.0297(4) Uani 1 1 d . . . . .
O11 O 1.1337(3) -0.01117(9) 0.30817(10) 0.0273(4) Uani 1 1 d . . . . .
O12 O 0.7313(3) 0.04767(8) 0.23266(9) 0.0191(3) Uani 1 1 d . . . . .
O13 O 0.7125(3) 0.16450(8) 0.27048(9) 0.0228(3) Uani 1 1 d . . . . .
O14 O 0.6380(3) 0.11020(9) 0.47075(10) 0.0273(4) Uani 1 1 d . . . . .
N1 N 0.7094(4) 0.17250(11) -0.06842(12) 0.0250(4) Uani 1 1 d . . . . .
H1 H 0.614(6) 0.2054(19) -0.059(2) 0.034(8) Uiso 1 1 d . . . . .
N4 N 0.2281(3) 0.24983(10) 0.13701(12) 0.0202(4) Uani 1 1 d . . . . .
H4 H 0.204(6) 0.2173(18) 0.170(2) 0.027(7) Uiso 1 1 d . . . . .
N11 N 0.9988(3) 0.00671(11) 0.43179(12) 0.0219(4) Uani 1 1 d . . . . .
H11 H 0.888(6) 0.0294(17) 0.451(2) 0.029(8) Uiso 1 1 d . . . . .
N14 N 0.4511(3) 0.19377(10) 0.38856(12) 0.0212(4) Uani 1 1 d . . . . .
H14 H 0.457(6) 0.2127(17) 0.344(2) 0.029(8) Uiso 1 1 d . . . . .
C1 C 0.8101(4) 0.13627(12) -0.00454(13) 0.0195(4) Uani 1 1 d . . . . .
C2 C 0.7408(3) 0.16688(12) 0.07429(12) 0.0183(4) Uani 1 1 d . . . . .
H2 H 0.7835 0.2175 0.0765 0.022 Uiso 1 1 calc R . . . .
C3 C 0.4636(4) 0.15842(12) 0.08255(13) 0.0195(4) Uani 1 1 d . . . . .
H3 H 0.3912 0.1274 0.0388 0.023 Uiso 1 1 calc R . . . .
C4 C 0.3474(4) 0.23035(12) 0.07413(14) 0.0218(4) Uani 1 1 d . . . . .
C11 C 0.9825(4) 0.01029(11) 0.35099(13) 0.0197(4) Uani 1 1 d . . . . .
C12 C 0.7533(4) 0.04812(11) 0.31661(13) 0.0182(4) Uani 1 1 d . . . . .
H12 H 0.6074 0.0268 0.3375 0.022 Uiso 1 1 calc R . . . .
C13 C 0.7751(4) 0.12695(11) 0.34124(13) 0.0192(4) Uani 1 1 d . . . . .
H13 H 0.9465 0.1375 0.3608 0.023 Uiso 1 1 calc R . . . .
C14 C 0.6134(4) 0.14293(11) 0.40756(13) 0.0201(4) Uani 1 1 d . . . . .
C21 C 0.7158(4) 0.15688(13) -0.15129(13) 0.0282(5) Uani 1 1 d . . . . .
C22 C 0.8729(9) 0.1104(3) -0.1834(2) 0.029(2) Uani 0.5 1 d G . P A 1
H22 H 0.9841 0.0843 -0.1489 0.034 Uiso 0.5 1 calc R . P A 1
C23 C 0.8675(14) 0.1022(4) -0.2661(3) 0.032(3) Uani 0.5 1 d G . P A 1
H23 H 0.9749 0.0704 -0.2881 0.038 Uiso 0.5 1 calc R . P A 1
C24 C 0.7049(15) 0.1403(4) -0.31659(15) 0.035(3) Uani 0.5 1 d G . P A 1
H24 H 0.7012 0.1347 -0.3731 0.042 Uiso 0.5 1 calc R . P A 1
C25 C 0.5477(13) 0.1868(4) -0.28443(18) 0.053(2) Uani 0.5 1 d G . P A 1
H25 H 0.4366 0.2129 -0.3189 0.064 Uiso 0.5 1 calc R . P A 1
C26 C 0.5532(8) 0.1951(2) -0.2018(2) 0.0417(18) Uani 0.5 1 d G . P A 1
H26 H 0.4458 0.2268 -0.1798 0.050 Uiso 0.5 1 calc R . P A 1
C22A C 0.9231(15) 0.1289(4) -0.1776(4) 0.0260(17) Uani 0.5 1 d . . P A 2
H22A H 1.0606 0.1206 -0.1409 0.031 Uiso 0.5 1 calc R . P A 2
C23A C 0.928(3) 0.1131(6) -0.2573(6) 0.040(3) Uani 0.5 1 d . . P A 2
H23A H 1.0745 0.0973 -0.2763 0.048 Uiso 0.5 1 calc R . P A 2
C24A C 0.725(2) 0.1196(8) -0.3109(5) 0.040(2) Uani 0.5 1 d . . P A 2
H24A H 0.7277 0.1078 -0.3659 0.048 Uiso 0.5 1 calc R . P A 2
C25A C 0.5240(13) 0.1432(6) -0.2821(4) 0.055(2) Uani 0.5 1 d . . P A 2
H25A H 0.3830 0.1495 -0.3178 0.066 Uiso 0.5 1 calc R . P A 2
C26A C 0.5150(13) 0.1587(6) -0.2022(5) 0.056(3) Uani 0.5 1 d . . P A 2
H26A H 0.3652 0.1708 -0.1828 0.067 Uiso 0.5 1 calc R . P A 2
C31 C 0.1040(4) 0.31314(12) 0.14633(13) 0.0202(4) Uani 1 1 d . . . . .
C32 C 0.1746(4) 0.37505(13) 0.11185(15) 0.0274(5) Uani 1 1 d . . . . .
H32 H 0.3075 0.3756 0.0799 0.033 Uiso 1 1 calc R . . . .
C33 C 0.0488(5) 0.43618(13) 0.12457(16) 0.0325(5) Uani 1 1 d . . . . .
H33 H 0.0968 0.4785 0.1012 0.039 Uiso 1 1 calc R . . . .
C34 C -0.1455(5) 0.43598(13) 0.17086(16) 0.0318(5) Uani 1 1 d . . . . .
H34 H -0.2316 0.4778 0.1787 0.038 Uiso 1 1 calc R . . . .
C35 C -0.2137(4) 0.37412(13) 0.20584(15) 0.0274(5) Uani 1 1 d . . . . .
H35 H -0.3458 0.3739 0.2381 0.033 Uiso 1 1 calc R . . . .
C36 C -0.0900(4) 0.31286(12) 0.19385(14) 0.0217(4) Uani 1 1 d . . . . .
H36 H -0.1371 0.2707 0.2179 0.026 Uiso 1 1 calc R . . . .
C41 C 1.1945(4) -0.01690(11) 0.48460(14) 0.0207(4) Uani 1 1 d . . . . .
C42 C 1.3786(4) -0.05856(12) 0.45997(14) 0.0232(4) Uani 1 1 d . . . . .
H42 H 1.3778 -0.0726 0.4055 0.028 Uiso 1 1 calc R . . . .
C43 C 1.5644(4) -0.07953(13) 0.51633(16) 0.0292(5) Uani 1 1 d . . . . .
H43 H 1.6908 -0.1080 0.4998 0.035 Uiso 1 1 calc R . . . .
C44 C 1.5676(4) -0.05960(14) 0.59580(16) 0.0306(5) Uani 1 1 d . . . . .
H44 H 1.6957 -0.0739 0.6336 0.037 Uiso 1 1 calc R . . . .
C45 C 1.3819(5) -0.01852(14) 0.61978(15) 0.0294(5) Uani 1 1 d . . . . .
H45 H 1.3827 -0.0047 0.6743 0.035 Uiso 1 1 calc R . . . .
C46 C 1.1947(4) 0.00264(12) 0.56451(15) 0.0259(5) Uani 1 1 d . . . . .
H46 H 1.0671 0.0304 0.5814 0.031 Uiso 1 1 calc R . . . .
C51 C 0.2766(4) 0.22240(12) 0.43494(14) 0.0222(4) Uani 1 1 d . . . . .
C52 C 0.1241(4) 0.27326(12) 0.39935(16) 0.0270(5) Uani 1 1 d . . . . .
H52 H 0.1441 0.2885 0.3463 0.032 Uiso 1 1 calc R . . . .
C53 C -0.0564(4) 0.30184(12) 0.44076(18) 0.0321(6) Uani 1 1 d . . . . .
H53 H -0.1595 0.3366 0.4160 0.039 Uiso 1 1 calc R . . . .
C54 C -0.0874(5) 0.28045(15) 0.5166(2) 0.0398(7) Uani 1 1 d . . . . .
H54 H -0.2014 0.3022 0.5475 0.048 Uiso 0.75 1 calc R . P B 1
H54A H -0.2361 0.2906 0.5380 0.048 Uiso 0.25 1 calc R . P C 2
C55 C 0.0529(12) 0.2262(4) 0.5466(4) 0.0246(13) Uani 0.6667 1 d . U P D 1
H55 H 0.0208 0.2070 0.5969 0.030 Uiso 0.6667 1 calc R . P D 1
C55A C 0.104(3) 0.2412(9) 0.5687(9) 0.042(4) Uani 0.3333 1 d . U P D 2
H55A H 0.1136 0.2396 0.6256 0.051 Uiso 0.3333 1 calc R . P D 2
C56 C 0.2422(18) 0.1971(6) 0.5068(6) 0.0269(18) Uani 0.6667 1 d . U P D 1
H56 H 0.3411 0.1610 0.5305 0.032 Uiso 0.6667 1 calc R . P D 1
C56A C 0.261(5) 0.2088(12) 0.5237(13) 0.040(6) Uani 0.3333 1 d . U P D 2
H56A H 0.3678 0.1753 0.5493 0.048 Uiso 0.3333 1 calc R . P D 2
B1 B 0.6883(4) 0.11769(12) 0.20060(14) 0.0185(5) Uani 1 1 d . . . . .
N2 N 1.1406(3) 0.01008(10) 0.13853(12) 0.0240(4) Uani 1 1 d . . . . .
H2AA H 1.2453 0.0460 0.1491 0.029 Uiso 0.6 1 calc GR . P E 1
H2AB H 1.0481 0.0046 0.1803 0.029 Uiso 0.6 1 calc GR . P E 1
H2AC H 1.0440 0.0194 0.0930 0.029 Uiso 0.6 1 calc GR . P E 1
H2BD H 1.2866 0.0302 0.1523 0.029 Uiso 0.4 1 calc GR . P F 2
H2BE H 1.0650 0.0018 0.1836 0.029 Uiso 0.4 1 calc GR . P F 2
H2BF H 1.0486 0.0392 0.1056 0.029 Uiso 0.4 1 calc GR . P F 2
C61 C 1.4293(5) -0.04579(15) 0.05711(17) 0.0364(6) Uani 1 1 d . . . . .
H61A H 1.3222 -0.0345 0.0092 0.055 Uiso 0.6 1 calc GR . P G 1
H61B H 1.5189 -0.0885 0.0476 0.055 Uiso 0.6 1 calc GR . P G 1
H61C H 1.5431 -0.0074 0.0689 0.055 Uiso 0.6 1 calc GR . P G 1
H61D H 1.4033 -0.0144 0.0109 0.055 Uiso 0.4 1 calc GR . P H 2
H61E H 1.4934 -0.0903 0.0397 0.055 Uiso 0.4 1 calc GR . P H 2
H61F H 1.5448 -0.0246 0.0977 0.055 Uiso 0.4 1 calc GR . P H 2
C62 C 1.2814(11) -0.0565(2) 0.1272(4) 0.0255(12) Uani 0.614(12) 1 d . . P I 1
H62 H 1.3889 -0.0672 0.1767 0.031 Uiso 0.614(12) 1 calc R . P I 1
C62A C 1.1768(18) -0.0589(3) 0.0949(5) 0.0235(19) Uani 0.386(12) 1 d . . P I 2
H62A H 1.0426 -0.0682 0.0525 0.028 Uiso 0.386(12) 1 calc R . P I 2
C63 C 1.1032(10) -0.1149(2) 0.1091(4) 0.0376(16) Uani 0.614(12) 1 d . . P I 1
H63A H 1.1921 -0.1566 0.0931 0.045 Uiso 0.614(12) 1 calc R . P I 1
H63B H 0.9902 -0.1011 0.0627 0.045 Uiso 0.614(12) 1 calc R . P I 1
C63A C 1.1967(15) -0.1159(3) 0.1582(5) 0.031(2) Uani 0.386(12) 1 d . . P I 2
H63C H 1.2756 -0.1574 0.1370 0.037 Uiso 0.386(12) 1 calc R . P I 2
H63D H 1.2978 -0.0994 0.2061 0.037 Uiso 0.386(12) 1 calc R . P I 2
C64 C 0.9506(6) -0.13545(16) 0.1814(2) 0.0472(8) Uani 1 1 d . . . . .
H64A H 1.0656 -0.1384 0.2300 0.057 Uiso 0.6 1 calc R . P I 1
H64B H 0.8420 -0.0957 0.1897 0.057 Uiso 0.6 1 calc R . P I 1
H64C H 0.8610 -0.1604 0.1363 0.057 Uiso 0.4 1 calc R . P I 2
H64D H 0.8596 -0.0926 0.1921 0.057 Uiso 0.4 1 calc R . P I 2
C65 C 0.813(2) -0.1941(6) 0.1798(9) 0.061(3) Uani 0.3333 1 d . . P I 1
H65A H 0.6976 -0.1936 0.1319 0.091 Uiso 0.3333 1 calc GR . P I 1
H65B H 0.7247 -0.1959 0.2279 0.091 Uiso 0.3333 1 calc GR . P I 1
H65C H 0.9169 -0.2353 0.1783 0.091 Uiso 0.3333 1 calc GR . P I 1
C65B C 0.969(2) -0.1841(6) 0.2595(7) 0.041(2) Uani 0.3333 1 d . . P I 2
H65D H 1.0357 -0.2295 0.2464 0.062 Uiso 0.3333 1 calc GR . P I 2
H65E H 0.8079 -0.1904 0.2777 0.062 Uiso 0.3333 1 calc GR . P I 2
H65F H 1.0748 -0.1620 0.3022 0.062 Uiso 0.3333 1 calc GR . P I 2
C65C C 1.076(3) -0.1771(5) 0.2395(7) 0.043(2) Uani 0.3333 1 d . . P I 3
H65G H 1.1457 -0.2172 0.2135 0.064 Uiso 0.3333 1 calc GR . P I 3
H65H H 0.9655 -0.1935 0.2777 0.064 Uiso 0.3333 1 calc GR . P I 3
H65I H 1.2061 -0.1498 0.2679 0.064 Uiso 0.3333 1 calc GR . P I 3


_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
O1 C1 1.228(3) . ?
O2 C2 1.392(3) . ?
O2 B1 1.469(3) . ?
O3 C3 1.396(3) . ?
O3 B1 1.481(3) . ?
O4 C4 1.229(3) . ?
O11 C11 1.224(3) . ?
O12 C12 1.399(3) . ?
O12 B1 1.458(3) . ?
O13 C13 1.403(3) . ?
O13 B1 1.471(3) . ?
O14 C14 1.227(3) . ?
N1 C1 1.354(3) . ?
N1 C21 1.422(3) . ?
N4 C4 1.346(3) . ?
N4 C31 1.413(3) . ?
N11 C11 1.349(3) . ?
N11 C41 1.414(3) . ?
N14 C14 1.348(3) . ?
N14 C51 1.408(3) . ?
C1 C2 1.525(3) . ?
C2 C3 1.569(3) . ?
C3 C4 1.525(3) . ?
C11 C12 1.533(3) . ?
C12 C13 1.569(3) . ?
C13 C14 1.521(3) . ?
C21 C22 1.3900 . ?
C21 C26 1.3900 . ?
C21 C22A 1.379(8) . ?
C21 C26A 1.344(8) . ?
C22 C23 1.3900 . ?
C23 C24 1.3900 . ?
C24 C25 1.3900 . ?
C25 C26 1.3900 . ?
C22A C23A 1.371(12) . ?
C23A C24A 1.386(15) . ?
C24A C25A 1.334(13) . ?
C25A C26A 1.374(10) . ?
C31 C32 1.392(3) . ?
C31 C36 1.397(3) . ?
C32 C33 1.392(4) . ?
C33 C34 1.385(4) . ?
C34 C35 1.391(4) . ?
C35 C36 1.385(3) . ?
C41 C42 1.390(3) . ?
C41 C46 1.389(3) . ?
C42 C43 1.395(3) . ?
C43 C44 1.382(4) . ?
C44 C45 1.387(4) . ?
C45 C46 1.391(3) . ?
C51 C52 1.391(3) . ?
C51 C56 1.326(11) . ?
C51 C56A 1.52(2) . ?
C52 C53 1.384(4) . ?
C53 C54 1.360(4) . ?
C54 C55 1.369(8) . ?
C54 C55A 1.516(18) . ?
C55 C56 1.409(8) . ?
C55A C56A 1.352(17) . ?
N2 C62 1.519(4) . ?
N2 C62A 1.534(7) . ?
C61 C62 1.505(5) . ?
C61 C62A 1.611(8) . ?
C62 C63 1.509(8) . ?
C62A C63A 1.519(12) . ?
C63 C64 1.589(6) . ?
C63A C64 1.503(8) . ?
C64 C65 1.361(12) . ?
C64 C65B 1.602(12) . ?
C64 C65C 1.397(11) . ?

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
C2 O2 B1 110.91(16) . . ?
C3 O3 B1 111.18(15) . . ?
C12 O12 B1 111.13(16) . . ?
C13 O13 B1 110.84(16) . . ?
C1 N1 C21 128.1(2) . . ?
C4 N4 C31 127.2(2) . . ?
C11 N11 C41 128.48(19) . . ?
C14 N14 C51 129.2(2) . . ?
O1 C1 N1 125.6(2) . . ?
O1 C1 C2 122.8(2) . . ?
N1 C1 C2 111.52(19) . . ?
O2 C2 C1 111.91(17) . . ?
O2 C2 C3 105.93(17) . . ?
C1 C2 C3 111.27(16) . . ?
O3 C3 C2 105.52(15) . . ?
O3 C3 C4 114.95(18) . . ?
C4 C3 C2 108.06(17) . . ?
O4 C4 N4 126.2(2) . . ?
O4 C4 C3 119.4(2) . . ?
N4 C4 C3 114.42(19) . . ?
O11 C11 N11 125.5(2) . . ?
O11 C11 C12 122.1(2) . . ?
N11 C11 C12 112.32(18) . . ?
O12 C12 C11 111.67(17) . . ?
O12 C12 C13 105.51(16) . . ?
C11 C12 C13 108.39(16) . . ?
O13 C13 C12 105.40(17) . . ?
O13 C13 C14 113.20(18) . . ?
C14 C13 C12 110.43(17) . . ?
O14 C14 N14 126.5(2) . . ?
O14 C14 C13 119.87(19) . . ?
N14 C14 C13 113.64(19) . . ?
C22 C21 N1 125.7(2) . . ?
C22 C21 C26 120.0 . . ?
C26 C21 N1 114.2(2) . . ?
C22A C21 N1 119.2(4) . . ?
C26A C21 N1 121.5(4) . . ?
C26A C21 C22A 118.6(5) . . ?
C21 C22 C23 120.0 . . ?
C24 C23 C22 120.0 . . ?
C23 C24 C25 120.0 . . ?
C26 C25 C24 120.0 . . ?
C25 C26 C21 120.0 . . ?
C23A C22A C21 119.1(8) . . ?
C22A C23A C24A 121.6(8) . . ?
C25A C24A C23A 117.2(7) . . ?
C24A C25A C26A 122.0(7) . . ?
C21 C26A C25A 120.8(6) . . ?
C32 C31 N4 121.9(2) . . ?
C32 C31 C36 120.0(2) . . ?
C36 C31 N4 118.0(2) . . ?
C33 C32 C31 119.4(2) . . ?
C34 C33 C32 120.8(2) . . ?
C33 C34 C35 119.6(2) . . ?
C36 C35 C34 120.3(2) . . ?
C35 C36 C31 119.9(2) . . ?
C42 C41 N11 123.0(2) . . ?
C46 C41 N11 116.7(2) . . ?
C46 C41 C42 120.2(2) . . ?
C41 C42 C43 119.1(2) . . ?
C44 C43 C42 121.0(2) . . ?
C43 C44 C45 119.3(2) . . ?
C44 C45 C46 120.4(2) . . ?
C41 C46 C45 119.9(2) . . ?
N14 C51 C56A 125.1(9) . . ?
C52 C51 N14 117.5(2) . . ?
C52 C51 C56A 117.0(9) . . ?
C56 C51 N14 121.3(5) . . ?
C56 C51 C52 120.8(5) . . ?
C53 C52 C51 120.4(2) . . ?
C54 C53 C52 120.4(2) . . ?
C53 C54 C55 117.1(4) . . ?
C53 C54 C55A 123.0(6) . . ?
C54 C55 C56 123.6(7) . . ?
C56A C55A C54 111.3(14) . . ?
C51 C56 C55 117.3(8) . . ?
C55A C56A C51 124.1(17) . . ?
O2 B1 O3 104.18(17) . . ?
O2 B1 O13 113.76(17) . . ?
O12 B1 O2 110.14(17) . . ?
O12 B1 O3 113.31(17) . . ?
O12 B1 O13 105.64(17) . . ?
O13 B1 O3 110.02(17) . . ?
C61 C62 N2 107.9(3) . . ?
C61 C62 C63 109.9(5) . . ?
C63 C62 N2 108.2(4) . . ?
N2 C62A C61 102.0(5) . . ?
C63A C62A N2 107.1(6) . . ?
C63A C62A C61 112.0(7) . . ?
C62 C63 C64 114.7(5) . . ?
C64 C63A C62A 110.4(7) . . ?
C63A C64 C65B 111.3(6) . . ?
C65 C64 C63 121.9(7) . . ?

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
N1 H1 O4 0.85(4) 2.21(4) 3.006(3) 156(3) .
N4 H4 O2 0.85(4) 2.53(3) 3.047(2) 121(3) 1_455
N4 H4 O3 0.85(4) 2.23(3) 2.673(2) 112(3) .
N11 H11 O14 0.84(4) 2.13(4) 2.938(3) 161(3) .
N14 H14 O13 0.83(4) 2.17(3) 2.617(3) 114(3) .

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
O1 C1 C2 O2 5.6(3) . . . . ?
O1 C1 C2 C3 -112.7(2) . . . . ?
O2 C2 C3 O3 5.4(2) . . . . ?
O2 C2 C3 C4 128.79(18) . . . . ?
O3 C3 C4 O4 173.67(19) . . . . ?
O3 C3 C4 N4 -5.3(3) . . . . ?
O11 C11 C12 O12 6.2(3) . . . . ?
O11 C11 C12 C13 -109.6(2) . . . . ?
O12 C12 C13 O13 12.2(2) . . . . ?
O12 C12 C13 C14 134.78(17) . . . . ?
O13 C13 C14 O14 175.06(19) . . . . ?
O13 C13 C14 N14 -4.6(3) . . . . ?
N1 C1 C2 O2 -175.59(17) . . . . ?
N1 C1 C2 C3 66.1(2) . . . . ?
N1 C21 C22 C23 -177.1(4) . . . . ?
N1 C21 C26 C25 177.5(3) . . . . ?
N1 C21 C22A C23A 179.3(8) . . . . ?
N1 C21 C26A C25A -179.8(7) . . . . ?
N4 C31 C32 C33 -178.6(2) . . . . ?
N4 C31 C36 C35 178.8(2) . . . . ?
N11 C11 C12 O12 -176.34(17) . . . . ?
N11 C11 C12 C13 67.9(2) . . . . ?
N11 C41 C42 C43 -179.9(2) . . . . ?
N11 C41 C46 C45 -179.8(2) . . . . ?
N14 C51 C52 C53 177.9(2) . . . . ?
N14 C51 C56 C55 -175.9(5) . . . . ?
N14 C51 C56A C55A 174.3(16) . . . . ?
C1 N1 C21 C22 -16.0(5) . . . . ?
C1 N1 C21 C26 166.7(3) . . . . ?
C1 N1 C21 C22A -37.1(5) . . . . ?
C1 N1 C21 C26A 132.6(6) . . . . ?
C1 C2 C3 O3 127.18(19) . . . . ?
C1 C2 C3 C4 -109.4(2) . . . . ?
C2 O2 B1 O3 15.7(2) . . . . ?
C2 O2 B1 O12 137.57(17) . . . . ?
C2 O2 B1 O13 -104.1(2) . . . . ?
C2 C3 C4 O4 56.2(3) . . . . ?
C2 C3 C4 N4 -122.80(19) . . . . ?
C3 O3 B1 O2 -12.0(2) . . . . ?
C3 O3 B1 O12 -131.75(18) . . . . ?
C3 O3 B1 O13 110.25(19) . . . . ?
C4 N4 C31 C32 -30.2(3) . . . . ?
C4 N4 C31 C36 151.9(2) . . . . ?
C11 N11 C41 C42 -18.7(4) . . . . ?
C11 N11 C41 C46 162.3(2) . . . . ?
C11 C12 C13 O13 131.92(17) . . . . ?
C11 C12 C13 C14 -105.48(19) . . . . ?
C12 O12 B1 O2 129.64(18) . . . . ?
C12 O12 B1 O3 -114.11(19) . . . . ?
C12 O12 B1 O13 6.4(2) . . . . ?
C12 C13 C14 O14 57.2(3) . . . . ?
C12 C13 C14 N14 -122.5(2) . . . . ?
C13 O13 B1 O2 -118.87(19) . . . . ?
C13 O13 B1 O3 124.69(18) . . . . ?
C13 O13 B1 O12 2.1(2) . . . . ?
C14 N14 C51 C52 -177.7(2) . . . . ?
C14 N14 C51 C56 -4.3(6) . . . . ?
C14 N14 C51 C56A 10.2(12) . . . . ?
C21 N1 C1 O1 4.3(4) . . . . ?
C21 N1 C1 C2 -174.5(2) . . . . ?
C21 C22 C23 C24 0.0 . . . . ?
C21 C22A C23A C24A -5.0(16) . . . . ?
C22 C21 C26 C25 0.0 . . . . ?
C22 C21 C22A C23A 63.5(15) . . . . ?
C22 C21 C26A C25A -26.0(10) . . . . ?
C22 C23 C24 C25 0.0 . . . . ?
C23 C24 C25 C26 0.0 . . . . ?
C24 C25 C26 C21 0.0 . . . . ?
C26 C21 C22 C23 0.0 . . . . ?
C26 C21 C22A C23A -26.5(11) . . . . ?
C26 C21 C26A C25A 95.1(12) . . . . ?
C22A C21 C22 C23 -101.4(13) . . . . ?
C22A C21 C26 C25 22.0(5) . . . . ?
C22A C21 C26A C25A -10.0(12) . . . . ?
C22A C23A C24A C25A 1.2(19) . . . . ?
C23A C24A C25A C26A -2(2) . . . . ?
C24A C25A C26A C21 6.4(17) . . . . ?
C26A C21 C22 C23 30.5(5) . . . . ?
C26A C21 C26 C25 -71.3(8) . . . . ?
C26A C21 C22A C23A 9.2(12) . . . . ?
C31 N4 C4 O4 1.0(4) . . . . ?
C31 N4 C4 C3 179.82(18) . . . . ?
C31 C32 C33 C34 -0.2(4) . . . . ?
C32 C31 C36 C35 0.7(3) . . . . ?
C32 C33 C34 C35 0.8(4) . . . . ?
C33 C34 C35 C36 -0.7(4) . . . . ?
C34 C35 C36 C31 -0.1(4) . . . . ?
C36 C31 C32 C33 -0.6(3) . . . . ?
C41 N11 C11 O11 5.1(4) . . . . ?
C41 N11 C11 C12 -172.2(2) . . . . ?
C41 C42 C43 C44 0.1(4) . . . . ?
C42 C41 C46 C45 1.1(3) . . . . ?
C42 C43 C44 C45 0.5(4) . . . . ?
C43 C44 C45 C46 -0.2(4) . . . . ?
C44 C45 C46 C41 -0.6(4) . . . . ?
C46 C41 C42 C43 -0.9(3) . . . . ?
C51 N14 C14 O14 1.2(4) . . . . ?
C51 N14 C14 C13 -179.2(2) . . . . ?
C51 C52 C53 C54 -0.2(4) . . . . ?
C52 C51 C56 C55 -2.8(10) . . . . ?
C52 C51 C56A C55A 2(3) . . . . ?
C52 C53 C54 C55 -5.4(5) . . . . ?
C52 C53 C54 C55A 17.4(8) . . . . ?
C53 C54 C55 C56 7.2(8) . . . . ?
C53 C54 C55A C56A -22.7(19) . . . . ?
C54 C55 C56 C51 -3.1(11) . . . . ?
C54 C55A C56A C51 12(3) . . . . ?
C55 C54 C55A C56A 57(2) . . . . ?
C55A C54 C55 C56 -105(3) . . . . ?
C56 C51 C52 C53 4.4(6) . . . . ?
C56 C51 C56A C55A -109(7) . . . . ?
C56A C51 C52 C53 -9.4(11) . . . . ?
C56A C51 C56 C55 73(6) . . . . ?
B1 O2 C2 C1 -134.65(18) . . . . ?
B1 O2 C2 C3 -13.2(2) . . . . ?
B1 O3 C3 C2 4.4(2) . . . . ?
B1 O3 C3 C4 -114.52(19) . . . . ?
B1 O12 C12 C11 -128.90(18) . . . . ?
B1 O12 C12 C13 -11.3(2) . . . . ?
B1 O13 C13 C12 -8.6(2) . . . . ?
B1 O13 C13 C14 -129.37(19) . . . . ?
N2 C62 C63 C64 -67.3(6) . . . . ?
N2 C62A C63A C64 79.0(9) . . . . ?
C61 C62 C63 C64 175.2(3) . . . . ?
C61 C62A C63A C64 -170.0(5) . . . . ?
C62 N2 C62A C61 -63.1(7) . . . . ?
C62 N2 C62A C63A 54.7(8) . . . . ?
C62 C61 C62A N2 67.7(6) . . . . ?
C62 C61 C62A C63A -46.5(8) . . . . ?
C62 C63 C64 C63A -41.8(6) . . . . ?
C62 C63 C64 C65 -168.7(7) . . . . ?
C62 C63 C64 C65B -85.6(9) . . . . ?
C62 C63 C64 C65C -78.7(7) . . . . ?
C62A N2 C62 C61 78.9(7) . . . . ?
C62A N2 C62 C63 -39.9(7) . . . . ?
C62A C61 C62 N2 -73.9(6) . . . . ?
C62A C61 C62 C63 43.9(7) . . . . ?
C62A C63A C64 C63 39.6(6) . . . . ?
C62A C63A C64 C65 120.0(11) . . . . ?
C62A C63A C64 C65B -168.8(7) . . . . ?
C62A C63A C64 C65C -173.8(7) . . . . ?

_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 1.381
_oxdiff_exptl_absorpt_empirical_full_min 0.538
