# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1891986'
loop_
_audit_author_name
_audit_author_address
'Haixiang Han'
;Cornell University
United States of America
;
_audit_update_record             
;
2019-02-28 deposited with the CCDC.	2019-08-20 downloaded from the CCDC.
;
_audit_creation_date             2019-02-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H17 Cu N3 O6, C4 H9 N O'
_chemical_formula_sum            'C30 H26 Cu N4 O7'
_chemical_formula_weight         618.09
_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'
Cu Cu -1.9646 0.5888 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.0881(2)
_cell_length_b                   10.2574(2)
_cell_length_c                   14.2782(3)
_cell_angle_alpha                76.988(2)
_cell_angle_beta                 72.988(2)
_cell_angle_gamma                82.528(2)
_cell_volume                     1373.28(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    15186
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      72.6880
_cell_measurement_theta_min      3.3100
_shelx_estimated_absorpt_T_max   0.953
_shelx_estimated_absorpt_T_min   0.856
_exptl_absorpt_coefficient_mu    1.603
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98530
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.35c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light green'
_exptl_crystal_density_diffrn    1.495
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             638
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_av_unetI/netI     0.0207
_diffrn_reflns_Laue_measured_fraction_full 0.962
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            24082
_diffrn_reflns_point_group_measured_fraction_full 0.962
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        63.677
_diffrn_reflns_theta_max         63.677
_diffrn_reflns_theta_min         3.302
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON 100 CMOS'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4026
_reflns_number_total             4346
_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 1.171.39.35c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.578
_refine_diff_density_min         -0.954
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     382
_refine_ls_number_reflns         4346
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0411
_refine_ls_R_factor_gt           0.0384
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0464P)²+2.0825P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0995
_refine_ls_wR_factor_ref         0.1014
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C30-C29
 1.51 with sigma of 0.001
3.a Aromatic/amide H refined with riding coordinates:
 C24(H24), C23(H23), C10(H10), C3(H3), C16(H16), C26(H26), C15(H15), C7(H7),
 C18(H18), C19(H19), C21(H21), C25(H25), C20(H20), C6(H6), C5(H5), C12(H12),
 C13(H13)
3.b Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C28(H28A,H28B,H28C), C27(H27A,H27B,H27C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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
Cu1 Cu 0.44639(3) 0.37886(3) -0.07971(2) 0.01429(12) Uani 1 1 d . . . . .
O1 O 0.38731(18) 0.30383(16) 0.06331(12) 0.0198(4) Uani 1 1 d . . . . .
O3 O 0.45307(17) 0.36927(17) 0.78125(12) 0.0183(4) Uani 1 1 d . . . . .
O2 O 0.40173(19) 0.45840(16) 0.14782(12) 0.0212(4) Uani 1 1 d . . . . .
O5 O 0.6475(2) 0.1989(2) 0.38567(13) 0.0319(5) Uani 1 1 d . . . . .
O4 O 0.2726(2) 0.2468(2) 0.86187(13) 0.0330(5) Uani 1 1 d . . . . .
N2 N -0.3859(2) 1.24414(19) -0.09038(14) 0.0163(4) Uani 1 1 d . . . . .
N1 N 0.2900(2) 0.5243(2) -0.07176(14) 0.0166(4) Uani 1 1 d . . . . .
O6 O 0.6208(2) 0.4048(2) 0.40323(15) 0.0380(5) Uani 1 1 d . . . . .
N3 N 0.5869(2) 0.2899(2) 0.42799(15) 0.0221(5) Uani 1 1 d . . . . .
C1 C 0.3861(2) 0.3429(2) 0.14203(17) 0.0155(5) Uani 1 1 d . . . . .
C22 C -0.1560(3) 1.0550(2) -0.11213(18) 0.0179(5) Uani 1 1 d . . . . .
C2 C 0.3633(2) 0.2343(2) 0.23532(17) 0.0170(5) Uani 1 1 d . . . . .
C24 C -0.2803(3) 1.2565(2) -0.17425(18) 0.0196(5) Uani 1 1 d . . . . .
H24 H -0.284586 1.331046 -0.226869 0.024 Uiso 1 1 calc R . . . .
C9 C 0.4662(3) 0.2577(2) 0.51490(17) 0.0180(5) Uani 1 1 d . . . . .
C11 C 0.3621(3) 0.2581(2) 0.68763(17) 0.0192(5) Uani 1 1 d . . . . .
C4 C 0.3535(3) 0.1621(3) 0.41051(18) 0.0204(5) Uani 1 1 d . . . . .
C23 C -0.1658(3) 1.1658(2) -0.18744(18) 0.0197(5) Uani 1 1 d . . . . .
H23 H -0.093537 1.179070 -0.248036 0.024 Uiso 1 1 calc R . . . .
C10 C 0.4690(3) 0.2939(2) 0.60186(17) 0.0179(5) Uani 1 1 d . . . . .
H10 H 0.542510 0.342313 0.602882 0.022 Uiso 1 1 calc R . . . .
C3 C 0.3712(3) 0.2625(2) 0.32434(18) 0.0183(5) Uani 1 1 d . . . . .
H3 H 0.388844 0.350317 0.326562 0.022 Uiso 1 1 calc R . . . .
C17 C 0.0855(3) 0.7383(2) -0.06544(18) 0.0198(5) Uani 1 1 d . . . . .
C14 C 0.3608(3) 0.2935(2) 0.78517(17) 0.0189(5) Uani 1 1 d . . . . .
C8 C 0.3606(3) 0.1906(2) 0.50650(18) 0.0209(5) Uani 1 1 d . . . . .
C16 C 0.1956(3) 0.7310(3) -0.15088(18) 0.0233(6) Uani 1 1 d . . . . .
H16 H 0.202910 0.799894 -0.208766 0.028 Uiso 1 1 calc R . . . .
C26 C -0.3757(3) 1.1376(2) -0.01732(18) 0.0221(5) Uani 1 1 d . . . . .
H26 H -0.448958 1.127074 0.042812 0.026 Uiso 1 1 calc R . . . .
C15 C 0.2929(3) 0.6245(3) -0.15109(18) 0.0215(5) Uani 1 1 d . . . . .
H15 H 0.366068 0.621387 -0.210345 0.026 Uiso 1 1 calc R . . . .
C7 C 0.3372(3) 0.1054(3) 0.23271(18) 0.0215(5) Uani 1 1 d . . . . .
H7 H 0.332301 0.085549 0.171990 0.026 Uiso 1 1 calc R . . . .
C18 C 0.0823(3) 0.6327(3) 0.01600(18) 0.0230(6) Uani 1 1 d . . . . .
H18 H 0.009056 0.631866 0.075719 0.028 Uiso 1 1 calc R . . . .
C19 C 0.1844(3) 0.5301(3) 0.01025(18) 0.0213(5) Uani 1 1 d . . . . .
H19 H 0.180073 0.459914 0.067070 0.026 Uiso 1 1 calc R . . . .
C21 C -0.0388(3) 0.9539(2) -0.12591(18) 0.0202(5) Uani 1 1 d . . . . .
H21 H 0.031544 0.966736 -0.187552 0.024 Uiso 1 1 calc R . . . .
C25 C -0.2656(3) 1.0435(3) -0.02496(19) 0.0230(6) Uani 1 1 d . . . . .
H25 H -0.263818 0.970417 0.029092 0.028 Uiso 1 1 calc R . . . .
C20 C -0.0251(3) 0.8453(3) -0.05742(19) 0.0233(6) Uani 1 1 d . . . . .
H20 H -0.095770 0.836379 0.004113 0.028 Uiso 1 1 calc R . . . .
C6 C 0.3184(3) 0.0061(3) 0.31787(19) 0.0254(6) Uani 1 1 d . . . . .
H6 H 0.299964 -0.081547 0.315698 0.030 Uiso 1 1 calc R . . . .
C5 C 0.3265(3) 0.0343(3) 0.40648(19) 0.0248(6) Uani 1 1 d . . . . .
H5 H 0.313466 -0.034213 0.464876 0.030 Uiso 1 1 calc R . . . .
C12 C 0.2570(3) 0.1875(3) 0.68320(19) 0.0262(6) Uani 1 1 d . . . . .
H12 H 0.184798 0.160614 0.742082 0.031 Uiso 1 1 calc R . . . .
C13 C 0.2549(3) 0.1550(3) 0.59431(19) 0.0282(6) Uani 1 1 d . . . . .
H13 H 0.180443 0.107936 0.593156 0.034 Uiso 1 1 calc R . . . .
O7 O 0.8613(4) 0.2604(3) 0.5660(2) 0.0825(10) Uani 1 1 d . . . . .
N4 N 0.9370(4) 0.3513(6) 0.4081(3) 0.0967(17) Uani 1 1 d . . . . .
C29 C 0.8269(5) 0.4994(4) 0.5031(4) 0.0760(15) Uani 1 1 d D . . . .
H29A H 0.749698 0.528059 0.472747 0.114 Uiso 1 1 calc GR . . . .
H29B H 0.903031 0.558212 0.469095 0.114 Uiso 1 1 calc GR . . . .
H29C H 0.795240 0.504393 0.573986 0.114 Uiso 1 1 calc GR . . . .
C28 C 0.9847(4) 0.1952(5) 0.3948(4) 0.0761(15) Uani 1 1 d . . . . .
H28A H 0.925557 0.166364 0.360714 0.114 Uiso 1 1 calc GR . . . .
H28B H 0.975001 0.136937 0.460690 0.114 Uiso 1 1 calc GR . . . .
H28C H 1.081801 0.189495 0.355033 0.114 Uiso 1 1 calc GR . . . .
C27 C 0.9628(6) 0.4482(6) 0.3165(3) 0.0827(15) Uani 1 1 d . . . . .
H27A H 1.059047 0.434129 0.277072 0.124 Uiso 1 1 calc GR . . . .
H27B H 0.947658 0.538708 0.331133 0.124 Uiso 1 1 calc GR . . . .
H27C H 0.899384 0.438180 0.278433 0.124 Uiso 1 1 calc GR . . . .
C30 C 0.8773(5) 0.3566(4) 0.4928(4) 0.0900(18) Uani 1 1 d D . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 1.9537(16) . ?
Cu1 O3 1.9908(16) 1_554 ?
Cu1 O2 2.2676(17) 2_665 ?
Cu1 N2 2.032(2) 1_645 ?
Cu1 N1 2.022(2) . ?
O1 C1 1.272(3) . ?
O3 C14 1.269(3) . ?
O2 C1 1.239(3) . ?
O5 N3 1.225(3) . ?
O4 C14 1.235(3) . ?
N2 C24 1.344(3) . ?
N2 C26 1.347(3) . ?
N1 C15 1.343(3) . ?
N1 C19 1.339(3) . ?
O6 N3 1.215(3) . ?
N3 C9 1.472(3) . ?
C1 C2 1.513(3) . ?
C22 C23 1.393(4) . ?
C22 C21 1.466(3) . ?
C22 C25 1.396(4) . ?
C2 C3 1.392(3) . ?
C2 C7 1.392(4) . ?
C24 H24 0.9500 . ?
C24 C23 1.381(4) . ?
C9 C10 1.382(3) . ?
C9 C8 1.388(4) . ?
C11 C10 1.387(3) . ?
C11 C14 1.512(3) . ?
C11 C12 1.383(4) . ?
C4 C3 1.398(4) . ?
C4 C8 1.488(3) . ?
C4 C5 1.390(4) . ?
C23 H23 0.9500 . ?
C10 H10 0.9500 . ?
C3 H3 0.9500 . ?
C17 C16 1.398(3) . ?
C17 C18 1.395(4) . ?
C17 C20 1.459(3) . ?
C8 C13 1.398(4) . ?
C16 H16 0.9500 . ?
C16 C15 1.370(4) . ?
C26 H26 0.9500 . ?
C26 C25 1.369(4) . ?
C15 H15 0.9500 . ?
C7 H7 0.9500 . ?
C7 C6 1.382(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.373(4) . ?
C19 H19 0.9500 . ?
C21 H21 0.9500 . ?
C21 C20 1.328(4) . ?
C25 H25 0.9500 . ?
C20 H20 0.9500 . ?
C6 H6 0.9500 . ?
C6 C5 1.387(4) . ?
C5 H5 0.9500 . ?
C12 H12 0.9500 . ?
C12 C13 1.389(4) . ?
C13 H13 0.9500 . ?
O7 C30 1.253(5) . ?
N4 C28 1.648(7) . ?
N4 C27 1.432(6) . ?
N4 C30 1.192(6) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C29 C30 1.5115(10) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O3 148.95(7) . 1_554 ?
O1 Cu1 O2 123.50(7) . 2_665 ?
O1 Cu1 N2 88.41(7) . 1_645 ?
O1 Cu1 N1 93.34(7) . . ?
O3 Cu1 O2 87.07(7) 1_554 2_665 ?
O3 Cu1 N2 87.82(7) 1_554 1_645 ?
O3 Cu1 N1 92.79(7) 1_554 . ?
N2 Cu1 O2 87.26(7) 1_645 2_665 ?
N1 Cu1 O2 88.33(7) . 2_665 ?
N1 Cu1 N2 175.51(8) . 1_645 ?
C1 O1 Cu1 134.77(16) . . ?
C14 O3 Cu1 108.35(14) . 1_556 ?
C1 O2 Cu1 140.66(16) . 2_665 ?
C24 N2 Cu1 120.21(16) . 1_465 ?
C24 N2 C26 116.7(2) . . ?
C26 N2 Cu1 123.02(16) . 1_465 ?
C15 N1 Cu1 119.16(16) . . ?
C19 N1 Cu1 123.67(17) . . ?
C19 N1 C15 117.1(2) . . ?
O5 N3 C9 117.9(2) . . ?
O6 N3 O5 124.1(2) . . ?
O6 N3 C9 118.0(2) . . ?
O1 C1 C2 114.6(2) . . ?
O2 C1 O1 126.2(2) . . ?
O2 C1 C2 119.2(2) . . ?
C23 C22 C21 121.3(2) . . ?
C23 C22 C25 116.4(2) . . ?
C25 C22 C21 122.2(2) . . ?
C3 C2 C1 119.8(2) . . ?
C3 C2 C7 119.5(2) . . ?
C7 C2 C1 120.7(2) . . ?
N2 C24 H24 118.5 . . ?
N2 C24 C23 123.0(2) . . ?
C23 C24 H24 118.5 . . ?
C10 C9 N3 116.4(2) . . ?
C10 C9 C8 124.2(2) . . ?
C8 C9 N3 119.4(2) . . ?
C10 C11 C14 120.9(2) . . ?
C12 C11 C10 119.0(2) . . ?
C12 C11 C14 120.1(2) . . ?
C3 C4 C8 121.0(2) . . ?
C5 C4 C3 119.3(2) . . ?
C5 C4 C8 119.7(2) . . ?
C22 C23 H23 119.9 . . ?
C24 C23 C22 120.2(2) . . ?
C24 C23 H23 119.9 . . ?
C9 C10 C11 118.6(2) . . ?
C9 C10 H10 120.7 . . ?
C11 C10 H10 120.7 . . ?
C2 C3 C4 120.3(2) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C16 C17 C20 124.7(2) . . ?
C18 C17 C16 116.3(2) . . ?
C18 C17 C20 119.1(2) . . ?
O3 C14 C11 116.4(2) . . ?
O4 C14 O3 125.0(2) . . ?
O4 C14 C11 118.6(2) . . ?
C9 C8 C4 123.5(2) . . ?
C9 C8 C13 115.8(2) . . ?
C13 C8 C4 120.6(2) . . ?
C17 C16 H16 120.0 . . ?
C15 C16 C17 120.0(2) . . ?
C15 C16 H16 120.0 . . ?
N2 C26 H26 118.2 . . ?
N2 C26 C25 123.6(2) . . ?
C25 C26 H26 118.2 . . ?
N1 C15 C16 123.3(2) . . ?
N1 C15 H15 118.3 . . ?
C16 C15 H15 118.3 . . ?
C2 C7 H7 119.8 . . ?
C6 C7 C2 120.4(2) . . ?
C6 C7 H7 119.8 . . ?
C17 C18 H18 119.8 . . ?
C19 C18 C17 120.3(2) . . ?
C19 C18 H18 119.8 . . ?
N1 C19 C18 123.0(2) . . ?
N1 C19 H19 118.5 . . ?
C18 C19 H19 118.5 . . ?
C22 C21 H21 118.0 . . ?
C20 C21 C22 123.9(2) . . ?
C20 C21 H21 118.0 . . ?
C22 C25 H25 120.0 . . ?
C26 C25 C22 120.0(2) . . ?
C26 C25 H25 120.0 . . ?
C17 C20 H20 116.1 . . ?
C21 C20 C17 127.7(2) . . ?
C21 C20 H20 116.1 . . ?
C7 C6 H6 120.0 . . ?
C7 C6 C5 120.0(2) . . ?
C5 C6 H6 120.0 . . ?
C4 C5 H5 119.7 . . ?
C6 C5 C4 120.5(2) . . ?
C6 C5 H5 119.7 . . ?
C11 C12 H12 119.4 . . ?
C11 C12 C13 121.3(2) . . ?
C13 C12 H12 119.4 . . ?
C8 C13 H13 119.5 . . ?
C12 C13 C8 121.0(2) . . ?
C12 C13 H13 119.5 . . ?
C27 N4 C28 114.5(5) . . ?
C30 N4 C28 111.2(4) . . ?
C30 N4 C27 133.9(6) . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C30 C29 H29A 109.5 . . ?
C30 C29 H29B 109.5 . . ?
C30 C29 H29C 109.5 . . ?
N4 C28 H28A 109.5 . . ?
N4 C28 H28B 109.5 . . ?
N4 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N4 C27 H27A 109.5 . . ?
N4 C27 H27B 109.5 . . ?
N4 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O7 C30 C29 122.8(5) . . ?
N4 C30 O7 126.4(5) . . ?
N4 C30 C29 110.8(5) . . ?

_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_2
_database_code_depnum_ccdc_archive 'CCDC 1891987'
loop_
_audit_author_name
_audit_author_address
'Haixiang Han'
;Cornell University
United States of America
;
_audit_update_record             
;
2019-02-28 deposited with the CCDC.	2019-08-20 downloaded from the CCDC.
;
_audit_creation_date             2019-02-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H28 Cu2 N4 O14'
_chemical_formula_sum            'C34 H28 Cu2 N4 O14'
_chemical_formula_weight         843.68
_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'
Cu Cu -1.9646 0.5888 '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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   16.2198(2)
_cell_length_b                   10.56080(10)
_cell_length_c                   21.3159(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3651.29(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5610
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      72.4520
_cell_measurement_theta_min      4.1510
_shelx_estimated_absorpt_T_max   0.922
_shelx_estimated_absorpt_T_min   0.789
_exptl_absorpt_coefficient_mu    2.077
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.99261
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.35c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light blue'
_exptl_crystal_density_diffrn    1.535
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1720
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_av_unetI/netI     0.0262
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            11489
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.041
_diffrn_reflns_theta_max         67.041
_diffrn_reflns_theta_min         4.148
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 'CCD plate'
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'XtaLAB AFC12 (RCD3): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2926
_reflns_number_total             3230
_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 1.171.39.35c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.216
_refine_diff_density_min         -0.439
_refine_diff_density_rms         0.098
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         3230
_refine_ls_number_restraints     176
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0506
_refine_ls_restrained_S_all      1.092
_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)+(0.1010P)²+3.9343P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1522
_refine_ls_wR_factor_ref         0.1572
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
O5 \\sim N2 \\sim C15 \\sim C16 \\sim C17 \\sim O5X \\sim N2X \\sim C15X \\sim
C16X \\sim C17X: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02
3. Rigid body (RIGU) restrains
 O5, N2, C15, C16, C17, O5X, N2X, C15X, C16X, C17X
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Same fragment restrains
{O5, N2, C15, C16, C17} sigma for 1-2: 0.02, 1-3: 0.04
as
{O5X, N2X, C15X, C16X, C17X}
5. Others
 Sof(O5X)=Sof(N2X)=Sof(C15X)=Sof(H15X)=Sof(C16X)=Sof(H16D)=Sof(H16E)=Sof(H16F)=
 Sof(C17X)=Sof(H17D)=Sof(H17E)=Sof(H17F)=1-FVAR(1)
 Sof(O5)=Sof(N2)=Sof(C15)=Sof(H15)=Sof(C16)=Sof(H16A)=Sof(H16B)=Sof(H16C)=
 Sof(C17)=Sof(H17A)=Sof(H17B)=Sof(H17C)=FVAR(1)
6.a Me refined with riding coordinates:
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C16X(H16D,H16E,H16F), C17X(H17D,
 H17E,H17F)
6.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C10(H10), C9(H9), C3(H3), C6(H6), C4(H4), C5(H5), C15(H15),
 C15X(H15X)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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
Cu1 Cu 0.54184(2) 0.09063(4) 0.52841(2) 0.0256(2) Uani 1 1 d . . . . .
O2 O 0.46143(13) 0.0231(2) 0.39889(10) 0.0337(5) Uani 1 1 d . . . . .
O1 O 0.53292(14) 0.1765(2) 0.44732(10) 0.0343(5) Uani 1 1 d . . . . .
O4 O 0.86253(14) 0.4986(2) 0.49538(11) 0.0405(6) Uani 1 1 d . . . . .
O3 O 0.93217(14) 0.3431(2) 0.44687(11) 0.0394(5) Uani 1 1 d . . . . .
O6 O 0.65204(17) 0.0416(3) 0.32374(16) 0.0587(7) Uani 1 1 d . . . . .
C1 C 0.49857(17) 0.1269(3) 0.39990(13) 0.0283(6) Uani 1 1 d . . . . .
C2 C 0.50223(19) 0.1991(3) 0.33952(14) 0.0317(6) Uani 1 1 d . . . . .
O7 O 0.7764(2) 0.0850(3) 0.29368(16) 0.0661(9) Uani 1 1 d . . . . .
N1 N 0.7133(2) 0.1087(3) 0.32379(16) 0.0470(7) Uani 1 1 d . . . . .
C14 C 0.8676(2) 0.4028(3) 0.46079(15) 0.0350(7) Uani 1 1 d . . . . .
C8 C 0.64213(19) 0.2973(3) 0.36711(15) 0.0351(7) Uani 1 1 d . . . . .
C7 C 0.5690(2) 0.2790(3) 0.32554(14) 0.0352(7) Uani 1 1 d . . . . .
C12 C 0.78606(19) 0.2545(3) 0.39359(15) 0.0344(7) Uani 1 1 d . . . . .
H12 H 0.832835 0.204645 0.388327 0.041 Uiso 1 1 calc R . . . .
C13 C 0.7130(2) 0.2239(3) 0.36273(14) 0.0346(7) Uani 1 1 d . . . . .
C11 C 0.7882(2) 0.3594(3) 0.43201(15) 0.0350(7) Uani 1 1 d . . . . .
C10 C 0.7174(2) 0.4317(4) 0.43925(19) 0.0447(8) Uani 1 1 d . . . . .
H10 H 0.717836 0.501318 0.465993 0.054 Uiso 1 1 calc R . . . .
C9 C 0.6459(2) 0.4011(4) 0.40695(19) 0.0449(8) Uani 1 1 d . . . . .
H9 H 0.599321 0.451381 0.412110 0.054 Uiso 1 1 calc R . . . .
C3 C 0.4386(2) 0.1872(4) 0.29666(16) 0.0394(7) Uani 1 1 d . . . . .
H3 H 0.395097 0.132481 0.305229 0.047 Uiso 1 1 calc R . . . .
C6 C 0.5696(3) 0.3436(4) 0.26871(18) 0.0525(10) Uani 1 1 d . . . . .
H6 H 0.614714 0.393879 0.258445 0.063 Uiso 1 1 calc R . . . .
C4 C 0.4386(3) 0.2552(4) 0.24157(19) 0.0546(10) Uani 1 1 d . . . . .
H4 H 0.394515 0.248070 0.213928 0.065 Uiso 1 1 calc R . . . .
C5 C 0.5043(3) 0.3342(5) 0.22708(19) 0.0605(12) Uani 1 1 d . . . . .
H5 H 0.504383 0.380364 0.189919 0.073 Uiso 1 1 calc R . . . .
O5 O 0.6051(10) 0.2385(12) 0.5735(10) 0.054(3) Uani 0.428(8) 1 d D U P A 1
N2 N 0.6532(8) 0.4374(10) 0.5920(7) 0.080(2) Uani 0.428(8) 1 d D U P A 1
C15 C 0.6058(8) 0.3486(10) 0.5637(6) 0.064(2) Uani 0.428(8) 1 d D U P A 1
H15 H 0.569597 0.377586 0.533122 0.077 Uiso 0.428(8) 1 calc R . P A 1
C16 C 0.6331(14) 0.5692(12) 0.5787(10) 0.128(5) Uani 0.428(8) 1 d D U P A 1
H16A H 0.580082 0.573730 0.558835 0.192 Uiso 0.428(8) 1 calc R . P A 1
H16B H 0.631827 0.616287 0.617264 0.192 Uiso 0.428(8) 1 calc R . P A 1
H16C H 0.674132 0.604479 0.551398 0.192 Uiso 0.428(8) 1 calc R . P A 1
C17 C 0.7276(12) 0.436(2) 0.6198(12) 0.115(5) Uani 0.428(8) 1 d D U P A 1
H17A H 0.740574 0.519994 0.634508 0.172 Uiso 0.428(8) 1 calc R . P A 1
H17B H 0.726920 0.378711 0.654538 0.172 Uiso 0.428(8) 1 calc R . P A 1
H17C H 0.768598 0.409922 0.590010 0.172 Uiso 0.428(8) 1 calc R . P A 1
O5X O 0.6222(6) 0.2245(9) 0.5726(8) 0.0454(18) Uani 0.572(8) 1 d D U P A 2
N2X N 0.6523(6) 0.4016(8) 0.6248(5) 0.079(2) Uani 0.572(8) 1 d D U P A 2
C15X C 0.5983(6) 0.3157(9) 0.5984(5) 0.0702(19) Uani 0.572(8) 1 d D U P A 2
H15X H 0.541892 0.330230 0.601117 0.084 Uiso 0.572(8) 1 calc R . P A 2
C16X C 0.6144(10) 0.4977(14) 0.6624(8) 0.133(4) Uani 0.572(8) 1 d D U P A 2
H16D H 0.556499 0.501016 0.653307 0.200 Uiso 0.572(8) 1 calc R . P A 2
H16E H 0.622281 0.478224 0.705994 0.200 Uiso 0.572(8) 1 calc R . P A 2
H16F H 0.639067 0.578177 0.653141 0.200 Uiso 0.572(8) 1 calc R . P A 2
C17X C 0.7334(7) 0.3790(12) 0.6292(8) 0.093(3) Uani 0.572(8) 1 d D U P A 2
H17D H 0.760067 0.449838 0.648838 0.140 Uiso 0.572(8) 1 calc R . P A 2
H17E H 0.742356 0.304270 0.653924 0.140 Uiso 0.572(8) 1 calc R . P A 2
H17F H 0.755924 0.366680 0.587998 0.140 Uiso 0.572(8) 1 calc R . P A 2


_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
Cu1 Cu1 2.6408(8) 5_656 ?
Cu1 O2 1.961(2) 5_656 ?
Cu1 O1 1.957(2) . ?
Cu1 O4 1.961(2) 8_755 ?
Cu1 O3 1.983(2) 4_456 ?
Cu1 O5 2.101(13) . ?
Cu1 O5X 2.141(12) . ?
O2 C1 1.251(4) . ?
O1 C1 1.267(4) . ?
O4 C14 1.254(4) . ?
O3 C14 1.258(4) . ?
O6 N1 1.221(4) . ?
C1 C2 1.497(4) . ?
C2 C7 1.405(5) . ?
C2 C3 1.384(4) . ?
O7 N1 1.234(5) . ?
N1 C13 1.473(5) . ?
C14 C11 1.499(4) . ?
C8 C7 1.494(4) . ?
C8 C13 1.390(5) . ?
C8 C9 1.388(5) . ?
C7 C6 1.390(5) . ?
C12 C13 1.393(4) . ?
C12 C11 1.379(5) . ?
C11 C10 1.388(5) . ?
C10 C9 1.386(5) . ?
C3 C4 1.376(5) . ?
C6 C5 1.386(6) . ?
C4 C5 1.388(6) . ?
O5 C15 1.181(15) . ?
N2 C15 1.354(12) . ?
N2 C16 1.458(15) . ?
N2 C17 1.345(15) . ?
O5X C15X 1.174(12) . ?
N2X C15X 1.382(11) . ?
N2X C16X 1.431(13) . ?
N2X C17X 1.340(13) . ?

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 Cu1 Cu1 84.53(7) 5_656 5_656 ?
O2 Cu1 O4 90.10(10) 5_656 8_755 ?
O2 Cu1 O3 88.97(10) 5_656 4_456 ?
O2 Cu1 O5 96.1(6) 5_656 . ?
O2 Cu1 O5X 94.2(4) 5_656 . ?
O1 Cu1 Cu1 83.84(7) . 5_656 ?
O1 Cu1 O2 168.37(9) . 5_656 ?
O1 Cu1 O4 88.34(10) . 8_755 ?
O1 Cu1 O3 90.27(10) . 4_456 ?
O1 Cu1 O5 95.5(6) . . ?
O1 Cu1 O5X 97.3(4) . . ?
O4 Cu1 Cu1 83.26(8) 8_755 5_656 ?
O4 Cu1 O3 168.48(10) 8_755 4_456 ?
O4 Cu1 O5 98.4(5) 8_755 . ?
O4 Cu1 O5X 90.2(3) 8_755 . ?
O3 Cu1 Cu1 85.23(7) 4_456 5_656 ?
O3 Cu1 O5 93.1(5) 4_456 . ?
O3 Cu1 O5X 101.3(3) 4_456 . ?
O5 Cu1 Cu1 178.2(4) . 5_656 ?
C1 O2 Cu1 122.41(19) . 5_656 ?
C1 O1 Cu1 123.0(2) . . ?
C14 O4 Cu1 123.9(2) . 8_765 ?
C14 O3 Cu1 120.4(2) . 4_556 ?
O2 C1 O1 126.0(3) . . ?
O2 C1 C2 116.8(3) . . ?
O1 C1 C2 117.2(3) . . ?
C7 C2 C1 121.3(3) . . ?
C3 C2 C1 119.4(3) . . ?
C3 C2 C7 119.3(3) . . ?
O6 N1 O7 123.9(3) . . ?
O6 N1 C13 118.5(3) . . ?
O7 N1 C13 117.6(3) . . ?
O4 C14 O3 126.7(3) . . ?
O4 C14 C11 115.5(3) . . ?
O3 C14 C11 117.7(3) . . ?
C13 C8 C7 123.1(3) . . ?
C9 C8 C7 120.0(3) . . ?
C9 C8 C13 116.4(3) . . ?
C2 C7 C8 124.3(3) . . ?
C6 C7 C2 119.0(3) . . ?
C6 C7 C8 116.6(3) . . ?
C11 C12 C13 119.2(3) . . ?
C8 C13 N1 120.1(3) . . ?
C8 C13 C12 122.9(3) . . ?
C12 C13 N1 117.0(3) . . ?
C12 C11 C14 120.7(3) . . ?
C12 C11 C10 119.2(3) . . ?
C10 C11 C14 119.8(3) . . ?
C9 C10 C11 120.6(4) . . ?
C10 C9 C8 121.7(4) . . ?
C4 C3 C2 121.0(3) . . ?
C5 C6 C7 121.1(4) . . ?
C3 C4 C5 120.3(3) . . ?
C6 C5 C4 119.2(4) . . ?
C15 O5 Cu1 131.0(14) . . ?
C15 N2 C16 116.7(12) . . ?
C17 N2 C15 134.4(14) . . ?
C17 N2 C16 107.1(14) . . ?
O5 C15 N2 127.5(14) . . ?
C15X O5X Cu1 123.1(8) . . ?
C15X N2X C16X 114.9(10) . . ?
C17X N2X C15X 122.2(9) . . ?
C17X N2X C16X 120.6(11) . . ?
O5X C15X N2X 121.4(11) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
